4-Methylbenzenesulfonyl chloride (Tosyl chloride; TsCl) [C7H7ClO2S]

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S Cl

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Reaxys ID 607898 View in Reaxys

1/1 CAS Registry Number: 98-59-9 Chemical Name: p-toluenesulfonyl chloride; p-tosyl chloride; tosyl chloride Linear Structure Formula: C6H4CH3SO2Cl Molecular Formula: C7H7ClO2S Molecular Weight: 190.65 Type of Substance: isocyclic InChI Key: YYROPELSRYBVMQ-UHFFFAOYSA-N Note:

Cl O

S O

Substance Label (178) Label References TsCl

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Hwang, Kuo Chu; Horng, Jia-Cherng; Chen, I-Chia; Shieh, Fa-Kuen; Leyssen, Pieter; Neyts, Johan; Antiviral Research; vol. 118; (2015); p. 103 - 109, View in Reaxys; Kim, Minju; Lee, Sunhoe; Park, Eun Beul; Kim, Kwang Jong; Lee, Hwi Ho; Shin, Ji-Sun; Fischer, Katrin; Koeberle, Andreas; Werz, Oliver; Lee, Kyung-Tae; Lee, Jae Yeol; Bioorganic and Medicinal Chemistry Letters; vol. 26; nb. 1; (2016); p. 94 - 99, View in Reaxys 2f

Guo, Xiaoke; Yang, Qian; Xu, Jing; Zhang, Li; Chu, Hongxi; Yu, Peng; Zhu, Yingying; Wei, Jinglian; Chen, Weilin; Zhang, Yaozhong; Zhang, Xiaojin; Sun, Haopeng; Tang, Yiqun; You, Qidong; Bioorganic and Medicinal Chemistry; vol. 21; nb. 21; (2013); p. 6466 - 6476, View in Reaxys; Pagire, Santosh K.; Paria, Suva; Reiser, Oliver; Organic Letters; vol. 18; nb. 9; (2016); p. 2106 - 2109, View in Reaxys

12

Sirivolu, Venkata Ramana; Vernekar, Sanjeev Kumar V.; Ilina, Tatiana; Myshakina, Nataliya S.; Parniak, Michael A.; Wang, Zhengqiang; Journal of Medicinal Chemistry; vol. 56; nb. 21; (2013); p. 8765 - 8780, View in Reaxys; Tsai, Chia-Ying; Kapoor, Mohit; Huang, Ying-Pei; Lin, Hui-Hsien; Liang, Yu-Chuan; Lin, Yu-Ling; Huang, SuChin; Liao, Wei-Neng; Chen, Jen-Kun; Huang, Jer-Shing; Hsu, Ming-Hua; Molecules; vol. 21; nb. 2; (2016); Art.No: 145, View in Reaxys

IIb

Kustova; Kochetova; Kalinina; Russian Journal of General Chemistry; vol. 84; nb. 2; (2014); p. 214 - 217; Zh. Obshch. Khim.; vol. 84; nb. 2; (2014); p. 220 - 223, View in Reaxys; Gamal El-Din, Mahmoud M.; El-Gamal, Mohammed I.; Abdel-Maksoud, Mohammed S.; Yoo, Kyung Ho; Baek, Daejin; Choi, Jungseung; Lee, Huiseong; Oh, Chang-Hyun; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 31; (2016); p. 111 - 122, View in Reaxys

C

Patent; THE CALIFORNIA INSTITUTE FOR BIOMEDICAL RESEARCH; THE SCRIPPS RESEARCH INSTITUTE; LAIRSON, Luke; BOLLONG, Michael; SCHULTZ, Peter, G.; CHATTERJEE, Arnab, K.; YANG, Baiyuan; KUMAR, Puneet; URKALAN, Kaveri; WO2014/197738; (2014); (A1) English, View in Reaxys; Patent; THE CALIFORNIA INSTITUTE FOR BIOMEDICAL RESEARCH; THE SCRIPPS RESEARCH INSTITUTE; LAIRSON, Luke; CHATTERJEE, Arnab, K.; BOLLONG, Michael; YANG, Baiyuan; SCHULTZ, Peter, G.; (301 pag.); WO2016/94570; (2016); (A1) English, View in Reaxys

8

Saidykhan, Amie; Bowen, Richard D.; Gallagher, Richard T.; Martin, William H.C.; Tetrahedron Letters; vol. 56; nb. 1; (2015); p. 66 - 68, View in Reaxys; Wang, Na; Li, Lei; Li, Zhong-Liang; Yang, Ning-Yuan; Guo, Zhen; Zhang, Hong-Xia; Liu, Xin-Yuan; Organic Letters; vol. 18; nb. 23; (2016); p. 6026 - 6029, View in Reaxys

7b

Asahara, Haruyasu; Arikiyo, Keita; Nishiwaki, Nagatoshi; Beilstein Journal of Organic Chemistry; vol. 11; (2015); p. 1241 - 1245, View in Reaxys; Gau, Jia-Suey; Lin, Wen-Pao; Kuo, Li-Ching; Hu, Ming-Kuan; Medicinal Chemistry; vol. 12; nb. 6; (2016); p. 544 - 552, View in Reaxys

6b

He, Haifeng; Feng, Jiangtao; He, Junbo; Xia, Qin; Ren, Yanliang; Wang, Fang; Peng, Hao; He, Hongwu; Feng, Lingling; RSC Advances; vol. 6; nb. 6; (2016); p. 4310 - 4320, View in Reaxys

2a, TsCl

Xu, Jun; Shen, Chao; Zhu, Xiaolei; Zhang, Pengfei; Ajitha, Manjaly J.; Huang, Kuo-Wei; An, Zhongfu; Liu, Xiaogang; Chemistry - An Asian Journal; vol. 11; nb. 6; (2016); p. 882 - 892, View in Reaxys

9c

Yang, Zhanhui; Xu, Wei; Wu, Qiuyue; Xu, Jiaxi; Journal of Organic Chemistry; vol. 81; nb. 7; (2016); p. 3051 3057, View in Reaxys

AS1

Natarajan, Palani; Bala, Anu; Mehta; Bhasin; Tetrahedron; vol. 72; nb. 19; (2016); p. 2521 - 2526, View in Reaxys

5d

Yang, Ying-Rui; Wei, Jin-Lian; Mo, Xiao-Fei; Yuan, Zhen-Wei; Wang, Jia-Lin; Zhang, Chao; Xie, Yi-Yue; You, Qi-Dong; Sun, Hao-Peng; Bioorganic and Medicinal Chemistry Letters; vol. 26; nb. 11; (2016); p. 2713 - 2718, View in Reaxys; Başar, Erhan; Tunca, Ekrem; Bülbül, Metin; Kaya, Muharrem; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 31; nb. 6; (2016); p. 1356 - 1361, View in Reaxys

2e

Andreou, Nicolaos-Panagiotis; Dafnopoulos, Konstantinos; Tortopidis, Christos; Koumbis, Alexandros E.; Koffa, Maria; Psomas, George; Fylaktakidou, Konstantina C.; Journal of Photochemistry and Photobiology B: Biology; vol. 158; (2016); p. 30 - 38, View in Reaxys

12{4}

McLeod, Michael C.; Aubé, Jeffrey; Tetrahedron; vol. 72; nb. 26; (2016); p. 3766 - 3774, View in Reaxys

5c

Saha, Tanmoy; Hossain, Munshi Sahid; Saha, Debasis; Lahiri, Mayurika; Talukdar, Pinaki; Journal of the American Chemical Society; vol. 138; nb. 24; (2016); p. 7558 - 7567, View in Reaxys; Aday, Burak; Sola, Pınar; Çolak, Ferdağ; Kaya, Muharrem; Journal of Enzyme Inhibition and Medicinal Chemistry; vol. 31; nb. 6; (2016); p. 1005 1010, View in Reaxys

5e

Huang; Shih; Liang; Lin; Chen; Kuo; Han; Hsu; RSC Advances; vol. 6; nb. 49; (2016); p. 43556 - 43562, View in Reaxys

15-s

Taha, Muhammad; Ismail, Nor Hadiani; Imran, Syahrul; Wadood, Abdul; Rahim, Fazal; Al Muqarrabin, Laode Muhammad Ramadhan; Zaki, Hamizah Mohd; Ahmat, Norizan; Nasir, Abdul; Khan, Fahad; Bioorganic Chemistry; vol. 68; (2016); p. 15 - 22, View in Reaxys

4g

Reddy, Bijivemula N.; Reddy, Peddiahgari Vasu Govardhana; Reddy, Bhoomireddy Rajendra Prasad; Reddy, Sirigi Reddy Sudharsan; Reddy; Pathak, Madhvesh; Journal of Heterocyclic Chemistry; vol. 53; nb. 5; (2016); p.

1416 - 1423, View in Reaxys

VI-3

Patent; Tianjin Institute of Pharmaceutical Research; Liu, Ying; Liu, Dengke; Mu, Shuai; Yue, Nan; Zhang, Shijun; Tan, Chubing; Zou, Meixiang; (27 pag.); CN103936713; (2016); (B) Chinese, View in Reaxys

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49E

Patent; Chengdu Biological Technology Co., Ltd. Kerry Bass; Li, Dequn; (92 pag.); CN105777632; (2016); (A) Chinese, View in Reaxys

13B

Patent; Chengdu Bestchiralbio Limited-Liability Company; Li, Dequn; (63 pag.); CN105777633; (2016); (A) Chinese, View in Reaxys

4A

Li, Zhong-Liang; Li, Xiao-Hua; Wang, Na; Yang, Ning-Yuan; Liu, Xin-Yuan; Angewandte Chemie - International Edition; vol. 55; nb. 48; (2016); p. 15100 - 15104; Angew. Chem.; vol. 128; nb. 48; (2016); p. 15324 - 15328,5, View in Reaxys

1c

Li, Xiangguang; Liang, Deqiang; Huang, Wenzhong; Zhou, Hongfu; Li, Zhao; Wang, Baoling; Ma, Yinhai; Wang, Hai; Tetrahedron; vol. 72; nb. 51; (2016); p. 8442 - 8448, View in Reaxys

pTs-Cl

Zhao, Yuhan; King, Georgina; Kwan, Maria H.T.; Blacker, A. John; Organic Process Research and Development; vol. 20; nb. 11; (2016); p. 2012 - 2018, View in Reaxys

III

Patent; Cho-Dang Pharmaceutical Co., Ltd.; KimMi Jung, Ki Woon; Yu, Hae Dong; Kim, Yong Hwan; Joo, Mi Jung; (33 pag.); KR101621739; (2016); (B1) Korean, View in Reaxys

IV

Patent; East China University of Science and Technology; Zhejiang Runtu Co., Ltd.; Wang, Limin; Wu, Shengying; Hong, Gang; Hu, Chen; Zhao, Guosheng; Tian, He; (10 pag.); CN106008597; (2016); (A) Chinese, View in Reaxys

pTosCl

Doetz, Karl Heinz; Klumpe, Markus; Nieger, Martin; Chemistry--A European Journal; vol. 5; nb. 2; (1999); p. 691 699, View in Reaxys; Patent; STICHTING KATHOLIEKE UNIVERSITEIT, MORE PARTICULARLY RADBOUD UNIVERSITEIT NIJMEGEN; ROWAN, Alan Edward; EKSTEEN AKEROYD, Zaskia Hillet; WILSON, Christopher; GEUTJES, Petrus Johannes; FEITZ, Wouter F.j.; OOSTERWIJK, Egbert; WO2015/7771; (2015); (A1) English, View in Reaxys

tosyl chloride

Signore; Calderisi; Malanga; Menicagli; Tetrahedron; vol. 63; nb. 1; (2007); p. 177 - 182, View in Reaxys; Fu, Shaomin; Yang, Honghao; Deng, Yuanfu; Jiang, Huanfeng; Zeng, Wei; Li, Guoqiang; Organic Letters; vol. 17; nb. 4; (2015); p. 1018 - 1021, View in Reaxys

2a; TsCl

Chen, Min; Huang, Zhi-Tang; Zheng, Qi-Yu; Chemical Communications (Cambridge, United Kingdom); vol. 48; nb.

95; (2012); p. 11686 - 11688,3, View in Reaxys; Liu, Jin-Biao; Chen, Fu-Jiao; Liu, En; Li, Jin-Hui; Qiu, Guanyinsheng; New Journal of Chemistry; vol. 39; nb. 10; (2015); p. 7773 - 7776, View in Reaxys

1f

Jiang, Heng; Chen, Xuejiao; Zhang, Yan; Yu, Shouyun; Advanced Synthesis and Catalysis; vol. 355; nb. 4; (2013); p.

809 - 813, View in Reaxys; Thuan, Nguyen Thi; Dung, Do Thi Mai; Que, Do Nguyet; Dung, Phan Thi Phuong; Vu, Tran Khac; Hahn, Hyunggu; Han, Byung Woo; Kim, Youngsoo; Han, Sang-Bae; Nam, Nguyen-Hai; Medicinal Chemistry Research; vol. 24; nb. 11; (2015); p. 3803 - 3812, View in Reaxys

p-TolSCl

Gao, Jian; Guo, Zhongwu; Journal of Organic Chemistry; vol. 78; nb. 24; (2013); p. 12717 - 12725, View in Reaxys; Liao, Guochao; Burgula, Srinivas; Zhou, Zhifang; Guo, Zhongwu; European Journal of Organic Chemistry; vol.

2015; nb. 13; (2015); p. 2942 - 2951, View in Reaxys

ToSCl

Patent; ISIS PHARMACEUTICALS, INC.; PRAKASH, Thazha, P.; SETH, Punit, P.; SWAYZE, Eric, E.; WO2014/179620; (2014); (A1) English, View in Reaxys; Patent; ISIS PHARMACEUTICALS, INC.; SETH, Punit, P.; PRAKASH, Thazha, P.; WO2015/42447; (2015); (A1) English, View in Reaxys

13

Tatendra Reddy; Suneel Kumar; Omprakash; Dubey; Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry; vol. 53B; nb. 12; (2014); p. 1615 - 1618, View in Reaxys; Kishorevandavasi, Jaya; Hu, Wan-Ping; Chandrusenadi, Gopal; Chen, Hui-Ting; Chen, Hsing-Yin; Hsieh, Kuang-Chan; Wang, Jeh-Jeng; Advanced Synthesis and Catalysis; vol. 357; nb. 13; (2015); p. 2788 - 2794, View in Reaxys

PGCl

Yu, Yong-Fei; Shu, Chao; Zhou, Bo; Li, Jian-Qiao; Zhou, Jin-Mei; Ye, Long-Wu; Chemical Communications; vol.

51; nb. 11; (2015); p. 2126 - 2129, View in Reaxys

13i

Wang, Rong; Zhi, Xiaoyan; Li, Jie; Xu, Hui; Journal of Agricultural and Food Chemistry; vol. 63; nb. 30; (2015); p.

6668 - 6674, View in Reaxys

2g

Yokota, Ayana; Chatani, Naoto; Chemistry Letters; vol. 44; nb. 7; (2015); p. 902 - 904, View in Reaxys

5i

Anusha, Sebastian; Sinha, Ameya; Babu Rajeev; Chu, Trang T. T.; Mathai, Jessin; Ximei, Huang; Fuchs, Julian E.; Shivananju, Nanjundaswamy; Bender, Andreas; Preiser, Peter Rainer; Rangappa, Kanchugarakoppal S.; Basappa; Chandramohanadas, Rajesh; Organic and Biomolecular Chemistry; vol. 13; nb. 43; (2015); p. 10681 - 10690, View in Reaxys

2b; 1b

Beryozkina, Tetyana V.; Efimov, Ilya V.; Fabian, Walter M.F.; Beliaev, Nikolai A.; Slepukhin, Pavel A.; Isenov, Maxim L.; Dehaen, Wim; Lubec, Gert; Eltsov, Oleg S.; Fan, Zhijin; Thomas, Joice; Bakulev, Vasiliy A.; Tetrahedron; vol. 71; nb. 36; (2015); p. 6189 - 6195; Art.No: 26924, View in Reaxys

22

Wu, Jie; Lu, Chuanjun; Li, Xue; Fang, Hua; Wan, Wencheng; Yang, Qiaohong; Sun, Xiaosheng; Wang, Meiling; Hu, Xiaohong; Chen, C.-Y. Oliver; Wei, Xiaoyong; PLoS ONE; vol. 10; nb. 10; (2015); Art.No: E0141092, View in Reaxys

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PTsCl

Karanam, Sreepadaraj; Goossens, Han; Klumperman, Bert; Lemstra, Piet; Macromolecules; vol. 36; nb. 9; (2003); p. 3051 - 3060, View in Reaxys; Nair, Anilkumar G.; Wong, Michael K.C.; Shu, Youheng; Jiang, Yueheng; Jenh, Chung-Her; Kim, Seong Heon; Yang, De-Yi; Zeng, Qingbei; Shao, Yuefei; Zawacki, Lisa Guise; Duo, Jingqi; McGuinness, Brian F.; Carroll, Carolyn Diianni; Hobbs, Doug W.; Shih, Neng-Yang; Rosenblum, Stuart B.; Kozlowski, Joseph A.; Bioorganic and Medicinal Chemistry Letters; vol. 24; nb. 4; (2014); p. 1085 - 1088, View in Reaxys

3b

Prakash, G. K. Surya; Mathew, Thomas; Panja, Chiradeep; Olah, George A.; Journal of Organic Chemistry; vol.

72; nb. 15; (2007); p. 5847 - 5850, View in Reaxys; Abdireimov; Mukhamedov; Aiymbetov; Shakhidoyatov; Chemistry of Heterocyclic Compounds; vol. 48; nb. 3; (2012); p. 458 - 461, View in Reaxys; Khalid, Hira; Ur Rehman, Aziz; Abbasi, Muhammad Athar; Hussain, Rashad; Mohammad Khan, Khalid; Ashraf, Muhammed; Ejaz, Syeda Abida; Fatmi, Muhammad Qaiser; Turkish Journal of Chemistry; vol. 38; nb. 2; (2014); p. 189 - 201, View in Reaxys

9

Patent; PURDUE PHARMA L.P.; WO2009/87564; (2009); (A1) English, View in Reaxys; Patent; NATCO PHARMA LIMITED; RAVI, Janaki Rama Rao; THUMATI, Sathish; GHANTA, Naresh; MUDDASANI, Pulla Reddy; ADIBHATLA, Kali Satya Bhujanga Rao; NANNAPANENI, Venkaiah, Chowdary; WO2014/125499; (2014); (A1) English, View in Reaxys

19

Patent; THIA MEDICA AS; BERGE, Rolf; SKORVE, Jon; MILLER, Andrew David; JOERGENSEN, Michael R.; BHURRUTH-ALCOR, Yushma; ROEST, Therese; WO2010/11147; (2010); (A1) English, View in Reaxys; Vernekar, Sanjeev Kumar V.; Qiu, Li; Zacharias, Jeana; Geraghty, Robert J.; Wang, Zhengqiang; MedChemComm; vol. 5; nb. 5; (2014); p. 603 - 608, View in Reaxys

2d

Sakai, Ryosuke; Barasa, Eric B.; Sakai, Naoya; Sato, Shin-Ichiro; Satoh, Toshifumi; Kakuchi, Toyoji; Macromolecules; vol. 45; nb. 20; (2012); p. 8221 - 8227,7, View in Reaxys; Madabhushi, Sridhar; Jillella, Raveendra; Sriramoju, Vinodkumar; Singh, Rajpal; Green Chemistry; vol. 16; nb. 6; (2014); p. 3125 - 3131, View in Reaxys; Selvakumar, Kodirajan; Prasath Lingam, Kandapalam Arun; Luxmi Varma, Rama Varma; RSC Advances; vol. 4; nb. 69; (2014); p. 36538 - 36543, View in Reaxys; Irshad, Misbah; Abbasi, Muhammad Athar; Rehman, Aziz-Ur; Siddiqui, Sabahat Zahra; Ashraf, Muhammad; Ejaz, Syeda Abida; Lodhi, Muhammad Arif; Jamal, Syed Babar; Journal of the Chemical Society of Pakistan; vol. 36; nb. 4; (2014); p. 660 - 673, View in Reaxys

28

Patent; PLEXXIKON, INC.; IBRAHIM, Prabha, N.; SPEVAK, Wayne; CHO, Hanna; SHI, Songyuan; ZHANG, Chao; ZHANG, Ying; WO2011/63159; (2011); (A1) English, View in Reaxys; Xu, Ge; Lv, Binhua; Roberge, Jacques Y.; Xu, Baihua; Du, Jiyan; Dong, Jiajia; Chen, Yuanwei; Peng, Kun; Zhang, Lili; Tang, Xinxing; Feng, Yan; Xu, Min; Fu, Wei; Zhang, Wenbin; Zhu, Liangcheng; Deng, Zhongping; Sheng, Zelin; Welihinda, Ajith; Sun, Xun; Journal of Medicinal Chemistry; vol. 57; nb. 4; (2014); p. 1236 - 1251, View in Reaxys

10t

More, Uttam A.; Joshi, Shrinivas D.; Aminabhavi, Tejraj M.; Gadad, Andanappa K.; Nadagouda, Mallikarjuna N.; Kulkarni, Venkatrao H.; European Journal of Medicinal Chemistry; vol. 71; (2014); p. 199 - 218, View in Reaxys

tolSO&2%Cl

Abhayawardhana, Pramuditha L.; Marzilli, Patricia A.; Fronczek, Frank R.; Marzilli, Luigi G.; Inorganic Chemistry; vol. 53; nb. 2; (2014); p. 1144 - 1155, View in Reaxys

IVa

Palakurthy, Nani Babu; Dev, Dharm; Paikaray, Sonali; Chaudhury, Susmitnarayan; Mandal, Bhubaneswar; RSC Advances; vol. 4; nb. 16; (2014); p. 7952 - 7958, View in Reaxys

TsCL

Metrano, Anthony J.; Miller, Scott J.; Journal of Organic Chemistry; vol. 79; nb. 4; (2014); p. 1542 - 1554, View in Reaxys

4b

Kirihara, Masayuki; Naito, Sayuri; Nishimura, Yuki; Ishizuka, Yuki; Iwai, Toshiaki; Takeuchi, Haruka; Ogata, Tomomi; Hanai, Honoka; Kinoshita, Yukari; Kishida, Mari; Yamazaki, Kento; Noguchi, Takuya; Yamashoji, Shiro; Tetrahedron; vol. 70; nb. 14; (2014); p. 2464 - 2471, View in Reaxys

1h

Zhang, Jiankang; Shen, Luqing; Wang, Jincheng; Luo, Peihua; Hu, Yongzhou; Medicinal Chemistry; vol. 10; nb. 1; (2014); p. 38 - 45, View in Reaxys

14

El-Faham, Ayman; Elnakdy, Yasser Abbas; El Gazzar, Sarah Abdou Mohamed; El-Rahman, Mohamed Mokbel Abd; Khattab, Sherine Nabil; Chemical and Pharmaceutical Bulletin; vol. 62; nb. 4; (2014); p. 373 - 378, View in Reaxys

4a; TsCl

Buarque, Camilla D.; Salustiano, Eduardo J.; Fraga, Kevin C.; Alves, Bruna R.M.; Costa, Paulo R.R.; European Journal of Medicinal Chemistry; vol. 78; (2014); p. 190 - 197, View in Reaxys

6

Doulou, Ismini; Kontogiorgis, Christos; Koumbis, Alexandros E.; Evgenidou, Eleni; Hadjipavlou-Litina, Dimitra; Fylaktakidou, Konstantina C.; European Journal of Medicinal Chemistry; vol. 80; (2014); p. 145 - 153, View in Reaxys; Ma, Wenbo; Mei, Ruhuai; Tenti, Giammarco; Ackermann, Lutz; Chemistry - A European Journal; vol. 20; nb. 46; (2014); p. 15248 - 15251, View in Reaxys

TsCl; pTsCl

Bethi, Venkati; Kattanguru, Pullaiah; Fernandes, Rodney A.; European Journal of Organic Chemistry; vol. 2014; nb.

15; (2014); p. 3249 - 3255, View in Reaxys

1801

Patent; Vinazene, Inc.; Rasmussen, Paul George; Lawton, Richard Graham; US8742107; (2014); (B1) English, View in Reaxys

TsCl; p-TsCl

Zhou, Jing; Yeung, Ying-Yeung; Journal of Organic Chemistry; vol. 79; nb. 10; (2014); p. 4644 - 4649, View in Reaxys

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IIId

Zyuzin; Russian Journal of Organic Chemistry; vol. 50; nb. 5; (2014); p. 631 - 634; Zh. Org. Khim.; vol. 50; nb. 5; (2014); p. 646 - 649,4, View in Reaxys

PTSCl

Misale, Antonio; Niyomchon, Supaporn; Luparia, Marco; Maulide, Nuno; Angewandte Chemie - International Edition; vol. 53; nb. 27; (2014); p. 7068 - 7073; Angew. Chem.; vol. 126; nb. 27; (2014); p. 7188 - 7193,6, View in Reaxys

PTS-Cl

Patent; Aurigene Discovery Technologies Limited; UM Pharmauji Sdn.BHD; Takhi, Mohamed; Hosahalli, Subramanya; Panigrahi, Sunil Kumar; Mahadari, Muni Kumar; Kottam, Chandrashekar Reddy; Abd Rahman, Noorsaadah; Yusof, Rohana; US2014/275019; (2014); (A1) English, View in Reaxys

2u

Khan, Zulfiqar Ali; Afzal, Noshaba; Hussain, Zaib; Naqvi, Syed Ali Raza; Bari, Ayesha; Shahzad, Sohail Anjum; Yar, Muhammad; Mahmood, Nasir; Bukhari, Shazia Anwer; Mansha, Asim; Zahoor, Ameer Fawad; Khan, Abdur Rahman; Ahmad, Matloob; Asian Journal of Chemistry; vol. 26; nb. 15; (2014); p. 4561 - 4565, View in Reaxys

1a'

Guo, Shengrong; He, Weimin; Xiang, Jiannan; Yuan, Yanqin; Tetrahedron Letters; vol. 55; nb. 47; (2014); p. 6407 6410, View in Reaxys

TosylCl

Hammann, Jeffrey M.; Steib, Andreas K.; Knochel, Paul; Organic Letters; vol. 16; nb. 24; (2014); p. 6500 - 6503, View in Reaxys

TsCI

Patent; LEK PHARMACEUTICALS D.D.; GAJ, Stavber; CLUZEAU, Jerome; RICHTER, Frank; LAUS, Gerhard; GAZIC SMILOVIC, Ivana; WO2014/173928; (2014); (A1) English, View in Reaxys

6e

Huang, Tsurng-Juhn; Chuang, Hong; Liang, Yu-Chuan; Lin, Hui-Hsien; Horng, Jia-Cherng; Kuo, Yu-Cheng; Chen, Chia-Wen; Tsai, Fu-Yuan; Yen, Shih-Chieh; Chou, Shih-Ching; Hsu, Ming-Hua; European Journal of Medicinal Chemistry; vol. 90; (2014); p. 428 - 435, View in Reaxys

12{6}

Lee, Suyoun; Lee, Doohyun; Song, Kyung-Sik; Liu, Kwang-Hyeon; Gong, Young-Dae; Lee, Taeho; Tetrahedron; vol. 70; nb. 48; (2014); p. 9183 - 9190, View in Reaxys

20

Patent; IRONWOOD PHARMACEUTICALS, INC.; JIA, James; MERMERIAN, Ara; KIM, Charles; LUNDRIGAN, Regina; MOORE, Joel; WO2010/39982; (2010); (A1) English, View in Reaxys; Bian, Xiaoli; Fan, Xiangni; Ke, Changhu; Luan, Yajun; Zhao, Guilan; Zeng, Aiguo; Bioorganic and Medicinal Chemistry; vol. 21; nb. 17; (2013); p. 5442 - 5450, View in Reaxys

2t

Khan, Zulfiqar Ali; Naqvi, Syed Ali Raza; Shahzad, Sohail Anjum; Mahmood, Nasir; Yar, Muhammad; Zahoor, Ameer Fawad; Asian Journal of Chemistry; vol. 25; nb. 1; (2013); p. 152 - 156, View in Reaxys; Hussain, Zaib; Khan, Zulfiqar Ali; Naqvi, Syed Ali Raza; Shahzad, Sohail Anjum; Yar, Muhammad; Hussain, Abdullah Ijaz; Chatha, Shahzad Ali Shahid; Mahmood, Nasir; Khan, Khalid Mohammed; Journal of the Chemical Society of Pakistan; vol.

35; nb. 2; (2013); p. 449 - 455, View in Reaxys

29

Kim, Seul-Gi; Jung, Se-Lin; Lee, Gee-Hyung; Gong, Young-Dae; ACS Combinatorial Science; vol. 15; nb. 1; (2013); p. 29 - 40, View in Reaxys; Patent; CANON KABUSHIKI KAISHA; KAWAMURA, Masashi; MURAI, Yasuaki; HASEGAWA, Waka; HASEGAWA, Yuki; TOYODA, Takayuki; WATANABE, Taiki; SEKI, Masanori; NISHIURA, Chiaki; MASHIDA, Ayano; HIROSE, Masashi; WO2013/129696; (2013); (A1) English, View in Reaxys

IIIb

Kaipnazarov; Abdireimov; Mukhamedov; Okmanov; Tashkhodjaev; Berdimbetova; Shakhidoyatov; Russian Journal of Organic Chemistry; vol. 49; nb. 1; (2013); p. 108 - 111; Zh. Org. Khim.; vol. 49; nb. 1; (2013); p. 113 - 116,4, View in Reaxys

19b

Chen, Haijun; Tsalkova, Tamara; Chepurny, Oleg G.; Mei, Fang C.; Holz, George G.; Cheng, Xiaodong; Zhou, Jia; Journal of Medicinal Chemistry; vol. 56; nb. 3; (2013); p. 952 - 962, View in Reaxys

25

Pham, Cindy C.; Park, Michelle H.; Pham, Jenny Y.; Martin, Sadie G.; Schramm, Michael P.; Synthesis (Germany); vol. 45; nb. 9; (2013); p. 1165 - 1173; Art.No: SS-2012-M1003-OP, View in Reaxys

p-TSCl; TSCl

Zhu, Wenjie; Lin, Jiaping; Cai, Chunhua; Lu, Yingqing; Journal of Materials Chemistry B; vol. 1; nb. 6; (2013); p.

841 - 849, View in Reaxys

pTSC

Xu, Li Qun; Yee, Yon Kiat; Neoh, Koon-Gee; Kang, En-Tang; Fu, Guo Dong; Polymer (United Kingdom); vol. 54; nb. 9; (2013); p. 2264 - 2271, View in Reaxys

S-16

Patent; JNC PETROCHEMICAL CORPORATION; JNC CORPORATION; GOTOH, YASUYUKI; MATSUKUMA, MAIKO; US2013/134354; (2013); (A1) English, View in Reaxys

MeC&6%H&4%S O&2%Cl

Jelen, Malgorzata; Pluta, Krystian; Zimecki, Michal; Morak-Mlodawska, Beata; Artym, Jolanta; Kocieba, Maja; European Journal of Medicinal Chemistry; vol. 63; (2013); p. 444 - 456, View in Reaxys

Ia

Dev, Dharm; Palakurthy, Nani Babu; Kumar, Nitesh; Mandal, Bhubaneswar; Tetrahedron Letters; vol. 54; nb. 33; (2013); p. 4397 - 4400, View in Reaxys

20{13}

Granger, Brett A.; Wang, Zhiqian; Kaneda, Kyosuke; Fang, Zhenglai; Martin, Stephen F.; ACS Combinatorial Science; vol. 15; nb. 7; (2013); p. 379 - 386, View in Reaxys

2; p-TsCl

Rahman, Matiur; Ghosh, Monoranjan; Hajra, Alakananda; Majee, Adinath; Journal of Sulfur Chemistry; vol. 34; nb. 4; (2013); p. 342 - 346, View in Reaxys

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p-TsCl; tos-Cl

Hirschhäuser, Christoph; Velcicky, Juraj; Schlawe, Daniel; Hessler, Erik; Majdalani, André; Neudörfl, JörgMartin; Prokop, Aram; Wieder, Thomas; Schmalz, Hans-Günther; Chemistry - A European Journal; vol. 19; nb. 39; (2013); p. 13017 - 13029, View in Reaxys

TsCl; TosCl

Patent; SHANGHAI CHEMPARTNER CO., LTD; SHANGHAI YINGLI SCIENCE AND TECHNOLOGY CO., LTD; Xu, Zusheng; Qian, Su; US2013/324464; (2013); (A1) English, View in Reaxys

T-3-E-R-5

Zhao, Qian; Qian, Chao; Chen, Xin-Zhi; Monatshefte fur Chemie; vol. 144; nb. 10; (2013); p. 1547 - 1550, View in Reaxys

8m

Harish, Kikkeri P.; Mohana, Kikkeri N.; Mallesha, Lingappa; Veeresh; Madhava Reddy; Kumar, Nagula Naresh; Letters in Drug Design and Discovery; vol. 10; nb. 8; (2013); p. 783 - 791, View in Reaxys

18

Patent; DONGJIN SEMICHEM CO., LTD.; KANG, Kyung-Tae; WO2006/25687; (2006); (A1) English, View in Reaxys; Righi, Giuliana; Bovicelli, Paolo; Marucci, Cristina; Tirotta, Ilaria; Synthesis; vol. 44; nb. 20; (2012); p. 3202 - 3208,7, View in Reaxys

24{26}

Sahn, James J.; Martin, Stephen F.; ACS Combinatorial Science; vol. 14; nb. 9; (2012); p. 496 - 502, View in Reaxys

Int-3a; Int-7a

Patent; MERCK SHARP and DOHME CORP.; GIRIJAVALLABHAN, Vinay; NJOROGE, F. George; BOGEN, Stephane; VERMA, Vishal; BENNETT, Frank; KEREKES, Angela; ARASAPPAN, Ashok; PISSARNITSKI, Dmitri; DANG, Qun; DAVIES, Ian; OLSEN, David, B.; STAMFORD, Andrew; VACCA, Joseph, P.; WO2012/142085; (2012); (A1) English, View in Reaxys

p-TsCl; TsCl

Wierzejska, Jolanta; Motogoe, Shin-Ichi; Makino, Yuto; Sengoku, Tetsuya; Takahashi, Masaki; Yoda, Hidemi; Beilstein Journal of Organic Chemistry; vol. 8; (2012); p. 1831 - 1838,8, View in Reaxys

33

Gerard, Baudouin; O'Shea, Morgan Welzel; Donckele, Etienne; Kesavan, Sarathy; Akella, Lakshmi B.; Xu, Hao; Jacobsen, Eric N.; Marcaurelle, Lisa A.; ACS Combinatorial Science; vol. 14; nb. 11; (2012); p. 621 - 630, View in Reaxys

5{5}

Lange, Paul P.; James, Keith; ACS Combinatorial Science; vol. 14; nb. 10; (2012); p. 570 - 578, View in Reaxys

7a

Patent; HOWARD UNIVERSITY; BAKARE, Oladapo; WO2012/162175; (2012); (A1) English, View in Reaxys

1401

Patent; CURIS, INC.; WO2009/36016; (2009); (A1) English, View in Reaxys

DE

Patent; PURDUE PHARMA L.P.; SHIONOGI and CO., LTD.; WO2008/89201; (2008); (A2) English, View in Reaxys

51

Patent; PURDUE RESEARCH FOUNDATION; MITSUYA, Hiroaki; KOH, Yasuhiro; WO2008/133734; (2008); (A2) English, View in Reaxys

132

Patent; SCHERING CORPORATION; WO2008/156739; (2008); (A1) English, View in Reaxys; Patent; SCHERING CORPORATION; WO2007/97937; (2007); (A1) English, View in Reaxys

32

Moseley, Jonathan D.; Brown, David; Firkin, Catherine R.; Jenkin, Shelley L.; Patel, Bharti; Snape, Evan W.; Organic Process Research and Development; vol. 12; nb. 6; (2008); p. 1044 - 1059, View in Reaxys

pMeC6H4SO2Cl

Dabbagh; Mansoori; Russian Journal of Organic Chemistry; vol. 43; nb. 6; (2007); p. 888 - 896, View in Reaxys

B

Patent; Ramos-Stanbury, Laure; Sabelle, Stephane; Ly-Carry, Thy-My; US2007/44254; (2007); (A1) English, View in Reaxys

VIc, VIII

Bilaya; Obushak; Buchinskii; Ganushchak; Russian Journal of Organic Chemistry; vol. 40; nb. 2; (2004); p. 191 194, View in Reaxys

Tab. 1, entry 1

Dubbaka, Srinivas Reddy; Vogel, Pierre; Advanced Synthesis and Catalysis; vol. 346; nb. 13-15; (2004); p. 1793 1797, View in Reaxys

educt to 11,13 (R=Me)

Cuny, Gregory D.; Tetrahedron Letters; vol. 45; nb. 26; (2004); p. 5167 - 5170, View in Reaxys

VII

Patent; Aventis Pharma Deutschland GmbH; US2004/158073; (2004); (A1) English, View in Reaxys

Table 1, prod., entry 6

Blotny, Grzegorz; Tetrahedron Letters; vol. 44; nb. 7; (2003); p. 1499 - 1501, View in Reaxys

31

Ikemoto, Norihiro; Liu, Jinchu; Brands, Karel M.J.; McNamara, James M.; Reider, Paul J.; Tetrahedron; vol. 59; nb. 8; (2003); p. 1317 - 1325, View in Reaxys

8, ArSO2Cl, Ar=4MeC6H4

Pandya, Rina; Murashima, Takashi; Tedeschi, Livio; Barrett, Anthony G. M.; Journal of Organic Chemistry; vol.

68; nb. 21; (2003); p. 8274 - 8276, View in Reaxys

K0

Patent; Michigan State University; Synthon Corporation; WO2003/106413; (2003); (A2) English, View in Reaxys

Vb

Kustova; Sterlikova; Klyuev; Russian Journal of General Chemistry; vol. 72; nb. 8; (2002); p. 1248 - 1250, View in Reaxys

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t.2, line 5

Thea, Sergio; Vigo, Daniele; Cevasco, Giorgio; Journal of the Chemical Society. Perkin Transactions 2; nb. 3; (2002); p. 611 - 614, View in Reaxys

II-2

Patent; KONICA CORPORATION; EP1170285; (2002); (A1) english, View in Reaxys

p-TolSO2Cl

Duan, De-Hui; Huang, Xian; Synlett; nb. 3; (1999); p. 317 - 318, View in Reaxys

TsOH

Klinotova, Eva; Cermakova, Jitka; Rejzek, Martin; Krecek, Vaclav; Sejbal, Jan; Olsovsky, Petr; Klinot, Jiri; Collection of Czechoslovak Chemical Communications; vol. 64; nb. 2; (1999); p. 329 - 347, View in Reaxys

6 (Ar = 4CH3C6H4)

Reddy, D. Bhaskar; Babu, N. Chandrasekhar; Padmavathi; Sumathi; Synthesis; nb. 3; (1999); p. 491 - 494, View in Reaxys

ed. to tosylates, Tab Ma, Chunrong; He, Xiaohui; Liu, Xiaoxiang; Yu, Shu; Zhao, Shuo; Cook, James M.; Tetrahedron Letters; vol. 40; 1 nb. 15; (1999); p. 2917 - 2918, View in Reaxys 1, R1=p-MeC6H4

Watanabe, Yoshihiko; Mase, Nobuyuki; Tateyama, Moto-Aki; Toru, Takeshi; Tetrahedron Asymmetry; vol. 10; nb.

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.TsCl

Bergmeier, Stephen C.; Fundy, Susan L.; Seth, Punit P.; Tetrahedron; vol. 55; nb. 26; (1999); p. 8025 - 8038, View in Reaxys

RSO2Cl, R=pCH3C6H4

Cho, Byung Tae; Chun, Yu Sung; Synthetic Communications; vol. 29; nb. 3; (1999); p. 521 - 531, View in Reaxys

pTsOH

Labaree, David C.; Hoyte, Robert M.; Nazareth, Lynne V.; Weigel, Nancy L.; Hochberg, Richard B.; Journal of Medicinal Chemistry; vol. 42; nb. 11; (1999); p. 2021 - 2034, View in Reaxys

15

Berecz, Gabor; Reiter, Jozsef; Csaszar, Janos; Journal of Heterocyclic Chemistry; vol. 36; nb. 5; (1999); p. 1199 1212, View in Reaxys

R=d RX

Pan, Pi-Chi; Sun, Chung-Ming; Tetrahedron Letters; vol. 39; nb. 51; (1998); p. 9505 - 9508, View in Reaxys

XCl (X = tosyl)

Wang, Yao; Huang, Tai-Nang; Tetrahedron Letters; vol. 39; nb. 52; (1998); p. 9605 - 9608, View in Reaxys

Patent-Specific Data (85) Prophetic ComLocation in Patent pound

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Patent; SUMITOMO CHEMICAL CO LTD; JP2005/112767; (2005); (A) Japanese, View in Reaxys Patent; ASTON UNIVERSITY; WO2005/5387; (2005); (A1) English, View in Reaxys

prophetic product

Patent; GAF Corporation; US3997519; (1976); (A) English, View in Reaxys; Patent; Bayer Aktiengesellschaft; US5045547; (1991); (A) English, View in Reaxys; Patent; Bayer Aktiengesellschaft; US5070096; (1991); (A) English, View in Reaxys; Patent; Sumitomo Chemical Company, Limited; US4055565; (1977); (A) English, View in Reaxys; Patent; Wu, Chengde; Anderson, C. Eric; Bui, Huong; Gao, Daxin; Kassir, Jamal; Li, Wen; Wang, Junmei; Biediger, Ronald; Chen, Jie; Market, Robert V.; US2005/49286; (2005); (A1) English, View in Reaxys; Patent; NIHON BAYER AGROCHEM K.K.; EP588194; (1994); (A2) English, View in Reaxys; Patent; Eli Lilly and Company; US6372945; (2002); (B1) English, View in Reaxys Patent; Tokuyama Corporation; EP1413572; (2004); (A1) English, View in Reaxys Patent; MALLINCKRODT INC.; WO2004/43946; (2004); (A1) English, View in Reaxys Patent; Aventis Pharma Deutschland GmbH; US2004/158073; (2004); (A1) English, View in Reaxys Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2004/96800; (2004); (A2) English, View in Reaxys Patent; Aventis Pharma Deutschland GmbH; US2004/242560; (2004); (A1) English, View in Reaxys Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1405852; (2004); (A1) English, View in Reaxys Patent; Takahasi, Toshiya; Kakiya, Hirotaka; Seko, Shinzo; US2004/54233; (2004); (A1) English, View in Reaxys Patent; Prudhomme, Michelle; Marminon, Christelle; Routier, Sylvain; Coudert, Gerard; Merour, Jean-Yves; Hickman, John; Pierre, Alain; Renard, Pierre; Pfeiffer, Bruno; US2004/152721; (2004); (A1) English, View in Reaxys Patent; Cosmoferm B.V.; EP1452520; (2004); (A1) English, View in Reaxys Patent; O'Connor, Stephen P.; Lawrence, Michael; Shi, Yan; Stein, Philip D.; US2004/186134; (2004); (A1) English, View in Reaxys Patent; Basilea Pharmaceutica AG; US6821980; (2004); (B1) English, View in Reaxys Patent; Bacque, Eric; Bigot, Antony; Ahmad, Youssef Ei; Malleron, Jean-Luc; Mignani, Serge; Ronan, Baptiste; Tabart, Michel; Viviani, Fabrice; US2004/87619; (2004); (A1) English, View in Reaxys Patent; INDUSTRIALE CHIMICA S.r.l.; EP915874; (2003); (B1) English, View in Reaxys

prophetic product

Claim

Patent; Mioskowski, Charles; Wagner, Alain; Bensel, Nicolas; Pevere, Virginie; Desmurs, Jean-Roger; US2003/92946; (2003); (A1) English, View in Reaxys

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Patent; DR. REDDY'S LABORATORIES LIMITED; US2003/229083; (2003); (A1) English, View in Reaxys Patent; Richter Gedeon Vegyesseti Gyar Rt.; US6657062; (2003); (B1) English, View in Reaxys prophetic product

Patent; KONICA CORPORATION; EP1170285; (2002); (A1) english, View in Reaxys Patent; OTSUKA KAGAKU KABUSHIKI KAISHA; EP1201654; (2002); (A2) English, View in Reaxys Patent; Nihon Nohyaku Co., Ltd.; US6337341; (2002); (B1) English, View in Reaxys Patent; Rhodia Chimie; US6348631; (2002); (B1) English, View in Reaxys Patent; 3-Dimensional Pharmaceuticals, Inc.; US6344484; (2002); (B1) English, View in Reaxys Patent; Aventis Pharma Deutschland GmbH; Genentech, Inc.; US6340679; (2002); (B1) English, View in Reaxys Patent; Synaptic Pharmaceutical Corporation; US6340683; (2002); (B1) English, View in Reaxys Patent; Ciba Specialty Chemicals Corporation; US6359122; (2002); (B1) English, View in Reaxys Patent; Athena Neurosciences, Inc.; American Home Products; US6362341; (2002); (B1) English, View in Reaxys Patent; Zeneca Ltd.; US6365751; (2002); (B1) English, View in Reaxys Patent; Sankyo Company, Limited; EP1167366; (2002); (A1) English, View in Reaxys Patent; Takeda Chemical Industries, Ltd.; EP1174028; (2002); (A1) English, View in Reaxys Patent; The University of Tennessee Research Corporation; US6353112; (2002); (B1) English, View in Reaxys Patent; Kaneka Corporation; US6410773; (2002); (B1) English, View in Reaxys Patent; Takeda Chemical Industries, Ltd.; US6359134; (2002); (B1) English, View in Reaxys

Druglikeness (1) 1 of 1

LogP

1.964

H Bond Donors

0

H Bond Acceptors

2

Rotatable Bonds

1

TPSA

42.52

Lipinski Number

4

Veber Number

2

Catalyst Investigation (1) 1 of 1

Investigated characteristic(s)

Catalytic activity

Type of reaction (Catalyst Investigation)

Dehydration

Eskandari, Parvin; Kazemi, Foad; Letters in Organic Chemistry; vol. 14; nb. 6; (2017); p. 431 - 439, View in Reaxys Derivative (13) Comment (Derivative) Komplexe mit Et3N: Reaktionsgeschw. von TsCl mit Amin (Fig.2)

References Urbanski,J.; Urbanska,H.; Polish Journal of Chemistry; vol. 52; (1978); p. 307 - 314, View in Reaxys

Komplexe mit Pyri- Urbanski,J.; Urbanska,H.; Polish Journal of Chemistry; vol. 52; (1978); p. 307 - 314, View in Reaxys din: Reaktions-

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geschw. von TsCl mit Amin (Fig.2) Komplexe mit NEthylpiperidin: Reaktionsgeschw. von TsCl mit Amin (Fig.2)

Urbanski,J.; Urbanska,H.; Polish Journal of Chemistry; vol. 52; (1978); p. 307 - 314, View in Reaxys

Identifizierung v. p- Kachurin; Zaraiskii; Sov. Prog. Chem. (Engl. Transl.); vol. 39; nb. 1; (1973); p. 12,11,13,14, View in Reaxys Toluolsulfonsaeure SbF5-Komplex: C7H7ClF5O2SSb (ueber Sauerstoff gebunden); NMR

Olah,G.A. et al.; Journal of Organic Chemistry; vol. 35; (1970); p. 3925 - 3928, View in Reaxys

2,3-Diphenyl-propanol-1-p-toluolsulfonat; F: 74-75grad

Cervinka,O.; Hub,L.; Collection of Czechoslovak Chemical Communications; vol. 33; (1968); p. 1911 - 1916, View in Reaxys

trans-N-Methyl-N- Grob,C.A. et al.; Helvetica Chimica Acta; vol. 50; (1967); p. 416 - 431, View in Reaxys tosyl-2-vinyl-cyclohexylamin; F: 136-138grad, korr., aus Me. N-(p-Toluolsulfonyl)-trans-3-methylDL-prolin <C14H19NO4S>; F: 113-115grad

Mauger et al.; Journal of the American Chemical Society; vol. 88; (1966); p. 2019, View in Reaxys

N-(p-Toluolsulfonyl)-cis-3-methylDL-prolin-methylester <C15H21NO4S>; F: 73-74grad

Mauger et al.; Journal of the American Chemical Society; vol. 88; (1966); p. 2019, View in Reaxys

Verb. mit 1αMethyl-17αacetoxy-5αandrostan-3α-ol: F: 142-146grad (8)

Pelc,B.; Collection of Czechoslovak Chemical Communications; vol. 30; (1965); p. 3468 - 3472, View in Reaxys

Verb. mit Methyl-4,6-O-benzyliden-2,3-didesoxy-2,3-epimino-αD-allosid: F: 217-219grad

Guthrie; Murphy; Journal of the Chemical Society; (1965); p. 3828,3833, View in Reaxys

Verb. mit Methyl-4,6-O-benzyliden-2,3-didesoxy-2,3-epimino-αD-mannosid: F: 118-120grad

Guthrie; Murphy; Journal of the Chemical Society; (1965); p. 3828,3833, View in Reaxys

Verb. mit Methyl-2- Guthrie; Murphy; Journal of the Chemical Society; (1965); p. 3828,3833, View in Reaxys amino-3-azido-4,6O-benzyliden-2,3didesoxy-α-D-altrosid: F: 222-223grad (Zers.)

Melting Point (34) 1 of 34

Melting Point [°C]

70 - 71

Solvent (Melting Point)

hexane

Location

supporting information

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Iazykov, Mykyta; Canle, Moisés; Santaballa, J. Arturo; Rublova, Ludmila; Journal of Physical Organic Chemistry; vol. 31; nb. 2; (2018); Art.No: E3753, View in Reaxys 2 of 34

Melting Point [°C]

62 - 64

Location

supporting information

Silva-Cuevas, Carolina; Perez-Arrieta, Carlos; Polindara-García, Luis A.; Lujan-Montelongo, J. Armando; Tetrahedron Letters; vol. 58; nb. 23; (2017); p. 2244 - 2247, View in Reaxys 3 of 34

Melting Point [°C]

68.2 - 68.7

Location

supporting information

Jereb, Marjan; Hribernik, Luka; Green Chemistry; vol. 19; nb. 9; (2017); p. 2286 - 2295, View in Reaxys 4 of 34

Melting Point [°C]

70 - 71

Okada, Tomohide; Matsumuro, Hiroaki; Iwai, Toshiaki; Kitagawa, Saori; Yamazaki, Kento; Akiyama, Tomomi; Asawa, Tomotake; Sugiyama, Yukihiro; Kimura, Yoshikazu; Kirihara, Masayuki; Chemistry Letters; vol. 44; nb. 2; (2015); p. 185 187, View in Reaxys 5 of 34

Melting Point [°C]

68

Kirihara, Masayuki; Naito, Sayuri; Nishimura, Yuki; Ishizuka, Yuki; Iwai, Toshiaki; Takeuchi, Haruka; Ogata, Tomomi; Hanai, Honoka; Kinoshita, Yukari; Kishida, Mari; Yamazaki, Kento; Noguchi, Takuya; Yamashoji, Shiro; Tetrahedron; vol. 70; nb. 14; (2014); p. 2464 - 2471, View in Reaxys 6 of 34

Melting Point [°C]

72 - 73

Location

supporting information

Madabhushi, Sridhar; Jillella, Raveendra; Sriramoju, Vinodkumar; Singh, Rajpal; Green Chemistry; vol. 16; nb. 6; (2014); p. 3125 - 3131, View in Reaxys 7 of 34

Melting Point [°C]

69 - 70

Al-Ansary, Ghada H.; Ismail, Mohamed A.H.; Abou El Ella, Dalal A.; Eid, Sameh; Abouzid, Khaled A.M.; European Journal of Medicinal Chemistry; vol. 68; (2013); p. 19 - 32, View in Reaxys 8 of 34

Melting Point [°C]

69 - 70

Bahrami, Kiumars; Khodaei, Mohammad M.; Khaledian, Donya; Tetrahedron Letters; vol. 53; nb. 3; (2012); p. 354 - 358, View in Reaxys 9 of 34

Melting Point [°C]

68 - 70

Solvent (Melting Point)

ethanol

Lezina; Rubtsova; Kuchin; Russian Journal of Organic Chemistry; vol. 47; nb. 8; (2011); p. 1249 - 1251, View in Reaxys 10 of 34

Melting Point [°C]

69 - 71

Bahrami, Kiumars; Synlett; nb. 18; (2011); p. 2671 - 2674, View in Reaxys 11 of 34

Melting Point [°C]

66 - 67

Location

supporting information

Pu, Yu-Ming; Christesen, Alan; Ku, Yi-Yin; Tetrahedron Letters; vol. 51; nb. 2; (2010); p. 418 - 421, View in Reaxys 12 of 34

Melting Point [°C]

71 - 72

Steinkopf; Journal fuer Praktische Chemie (Leipzig); vol. <2> 117; (1927); p. 21, View in Reaxys; Ikemoto, Norihiro; Liu, Jinchu; Brands, Karel M.J.; McNamara, James M.; Reider, Paul J.; Tetrahedron; vol. 59; nb. 8; (2003); p. 1317 - 1325, View in Reaxys 13 of 34

Melting Point [°C]

67 - 68

Danheiser, Rick L.; Renslo, Adam R.; Amos, David T.; Wright, Graham T.; Krause, Helga; Fürstner, Alois; Organic Syntheses; vol. 80; (2003); p. 133 - 143, View in Reaxys 14 of 34

Melting Point [°C]

66 - 70

Balakirev, Maxim Yu.; Khramtsov, Valery V.; Journal of Organic Chemistry; vol. 61; nb. 21; (1996); p. 7263 - 7269, View in Reaxys 15 of 34

Melting Point [°C]

69

Solvent (Melting Point)

light petroleum

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Kothandaraman, Harimoorthi; Arumugasamy, Narayanan; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); (1986); p. 1115 - 1116, View in Reaxys 16 of 34

Melting Point [°C]

69

Zincke; Frohneberg; Chemische Berichte; vol. 43; (1910); p. 840, View in Reaxys; Wolkowa; Zhurnal Russkago Fiziko-Khimicheskago Obshchestva; vol. 2; (1870); p. 169; Zeitschrift fuer Chemie; (1870); p. 325, View in Reaxys; Patent; Hoechst; DE2240883; (1972); Chem.Abstr.; vol. 80; nb. 133056, View in Reaxys; Patent; Deutsche Akademie der Wissenschaften zu Berlin; GB1005647; (1963); Chem.Abstr.; vol. 64; nb. 1954h; (1966), View in Reaxys; Kunieda et al.; Bulletin of the Chemical Society of Japan; vol. 41; (1968); p. 3015, View in Reaxys; Furukawa; Nishikawa; Inaba; et al.; Chemical and Pharmaceutical Bulletin; vol. 29; nb. 3; (1981); p. 623 - 628, View in Reaxys 17 of 34

Melting Point [°C]

60 - 61

Bourgeois, Paul; Duffaut, Norbert; Bulletin de la Societe Chimique de France; vol. 2; nb. 3-4; (1980); p. 195 - 199, View in Reaxys 18 of 34

Melting Point [°C]

71

Norris; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1978); p.

1378, View in Reaxys; Gryzlova; Stepanov; Zhurnal Organicheskoi Khimii; vol. 7; (1971); p. 619,624, View in Reaxys 19 of 34

Melting Point [°C]

66 - 67

Barton,D.H.R. et al.; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1978); p. 1090 - 1100, View in Reaxys; Barton,D.H.R. et al.; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1978); p. 1682 - 1692, View in Reaxys; Patent; VEB Farbenfabrik Wolfen; DE1241442; (1964), View in Reaxys; Patent; VEB Farbenfabr. Wolfen; GB1073003; (1967); Chem.Abstr.; vol. 67; nb.

108488; (1967), View in Reaxys 20 of 34

Melting Point [°C]

68

Freiman; Sugden; Journal of the Chemical Society; (1928); p. 268, View in Reaxys; Kachurin; Zaraiskii; Sov. Prog. Chem.

(Engl. Transl.); vol. 39; nb. 1; (1973); p. 12,11,13,14, View in Reaxys; Schank; Schroeder; Phosphorus and Sulfur and the Related Elements; vol. 1; (1976); p. 307, View in Reaxys 21 of 34

Melting Point [°C]

67.5 - 68.5

Gnedin; Iwanow; Reaktsionnaya Sposobnost Organicheskikh Soedinenii; vol. 13; (1976); p. 225,228; Chem.Abstr.; vol. 86; nb.

71627, View in Reaxys 22 of 34

Melting Point [°C]

67 - 68

Werstiuk,N.H.; Kadai,T.; Canadian Journal of Chemistry; vol. 54; (1976); p. 2201 - 2213, View in Reaxys 23 of 34

Melting Point [°C]

67.8 - 69.2

Poulter et al.; Biochemistry; vol. 13; (1974); p. 1530,1531, View in Reaxys 24 of 34

Melting Point [°C]

70 - 71

Olijnsma,T. et al.; Recueil des Travaux Chimiques des Pays-Bas; vol. 89; (1970); p. 897 - 906, View in Reaxys; Dykhanov et al.; Metody Polucheniya Khimicheskikh Reaktivov i Preparatov; vol. 26; (1974); p. 134,135,136; Chem.Abstr.; vol. 83; nb.

113836j; Chem. Zentralbl.; 1975, Abstr.No.6 ZH 292, View in Reaxys 25 of 34

Melting Point [°C]

68 - 69

Prinsen,A.J.; Cerfontain,H.; Recueil des Travaux Chimiques des Pays-Bas; vol. 84; (1965); p. 24 - 30, View in Reaxys; Robertson; Rosall; Canadian Journal of Chemistry; vol. 49; (1971); p. 1441,1442,1443,1445, View in Reaxys 26 of 34

Melting Point [°C]

67 - 68

Solvent (Melting Point)

ethanol

Sakota; Koine; Okita; Nippon Kagaku Zasshi; vol. 90; (1969); p. 77,78; Chem.Abstr.; vol. 70; (1969); p. 115517, View in Reaxys 27 of 34

Melting Point [°C]

69

Solvent (Melting Point)

propan-2-ol

Orochov et al.; Journal of the Chemical Society [Section] B: Physical Organic; (1969); p. 255, View in Reaxys 28 of 34

Melting Point [°C]

68 - 70

Bryce et al.; Journal of the Chemical Society; (1965); p. 7105,7108, View in Reaxys 29 of 34

Melting Point [°C]

67

Farrar; Journal of the Chemical Society; (1965); p. 856, View in Reaxys

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30 of 34

Melting Point [°C]

63 - 65

Holland et al.; Journal of Medicinal Chemistry; vol. 6; (1963); p. 307,308, View in Reaxys 31 of 34

Melting Point [°C]

66 - 68

Greene,F.D. et al.; Journal of the American Chemical Society; vol. 83; (1961); p. 3461 - 3468, View in Reaxys 32 of 34

Melting Point [°C]

67.2

Harding; Journal of the Chemical Society; vol. 119; (1921); p. 261, View in Reaxys 33 of 34

Melting Point [°C]

66.68

Dobrjanski; Zhurnal Russkago Fiziko-Khimicheskago Obshchestva; vol. 52; (1920); p. 140; Chem. Zentralbl.; vol. 94; nb. III; (1923); p. 1559, View in Reaxys 34 of 34

Melting Point [°C]

66.7

Holleman; Caland; Chemische Berichte; vol. 44; (1911); p. 2504, View in Reaxys Boiling Point (13) Boiling Point [°C]

Pressure (Boiling Point) [Torr]

Comment (Boiling Point)

References

210

0.04

Cooper, Matthew A.; David Ward; Australian Journal of Chemistry; vol.

50; nb. 3; (1997); p. 181 - 187, View in Reaxys

145 - 146

15

Krafft; Roos; Chemische Berichte; vol. 25; (1892); p. 2261; Chemische Berichte; vol. 26; (1893); p. 2825, View in Reaxys; Dykhanov et al.; Metody Polucheniya Khimicheskikh Reaktivov i Preparatov; vol. 26; (1974); p.

134,135,136; Chem.Abstr.; vol. 83; nb. 113836j; Chem. Zentralbl.; 1975, Abstr.No.6 ZH 292, View in Reaxys

146

15

Woodward et al.; Organic Syntheses; vol. 54; (1974); p. 37,38, View in Reaxys

124 - 126

9

Prinsen,A.J.; Cerfontain,H.; Recueil des Travaux Chimiques des PaysBas; vol. 84; (1965); p. 24 - 30, View in Reaxys

140

12

Jenkins; Hambly; Australian Journal of Chemistry; vol. 14; (1961); p.

190,191, View in Reaxys

142.6

16

Martin; Partington; Journal of the Chemical Society; (1936); p.

1175,1177, View in Reaxys

138 - 139

9

Gibson; Journal of the Chemical Society; vol. 127; (1925); p. 45, View in Reaxys

164

33

Davies; Journal of the Chemical Society; vol. 119; (1921); p. 868; Journal of the Chemical Society; vol. 121; (1922); p. 809, View in Reaxys

167

36

Davies; Journal of the Chemical Society; vol. 119; (1921); p. 868; Journal of the Chemical Society; vol. 121; (1922); p. 809, View in Reaxys

134.5

10

Ullmann; Lehner; Chemische Berichte; vol. 38; (1905); p. 735, View in Reaxys

80

im Vakuum des Ka- Krafft; Wilke; Chemische Berichte; vol. 33; (1900); p. 3208, thodenlichts.

View in Reaxys

136.1

11

Bourgeois; Recueil des Travaux Chimiques des Pays-Bas; vol. 18; (1899); p. 435, View in Reaxys

151.6

20

Bourgeois; Recueil des Travaux Chimiques des Pays-Bas; vol. 18; (1899); p. 435, View in Reaxys

Density (7) 1 of 7

Density [g·cm-3]

1.49

Type (Density)

crystallographic

Rigotti, G.; Rivero, B. E.; Filgueira, R. R.; Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie; vol. 41; nb. 9; (1986); p. 1107 - 1111, View in Reaxys 2 of 7

Egorov et al.; Theoretical and Experimental Chemistry; vol. 14; (1978); p. 186; ; p. 236, View in Reaxys

3 of 7

Density [g·cm-3]

1.1526

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Measurement Temperature 174.8 [°C] Buehler; Gardner; Clemens; Journal of Organic Chemistry; vol. 2; (1937); p. 167,174, View in Reaxys 4 of 7

Density [g·cm-3]

1.2336

Measurement Temperature 100.9 [°C] Buehler; Gardner; Clemens; Journal of Organic Chemistry; vol. 2; (1937); p. 167,174, View in Reaxys 5 of 7

Density [g·cm-3]

1.201

Reference Temperature [°C]

4

Measurement Temperature 138 [°C] Freiman; Sugden; Journal of the Chemical Society; (1928); p. 268, View in Reaxys 6 of 7

Density [g·cm-3]

1.237

Reference Temperature [°C]

4

Measurement Temperature 97.5 [°C] Freiman; Sugden; Journal of the Chemical Society; (1928); p. 268, View in Reaxys 7 of 7

Density [g·cm-3]

1.261

Reference Temperature [°C]

4

Measurement Temperature 76 [°C] Freiman; Sugden; Journal of the Chemical Society; (1928); p. 268, View in Reaxys Association (MCS) (6) 1 of 6

Description (Association (MCS))

Association with compound

Partner (Association (MCS))

benzo[h]quinolin-10-ol

Aronoff, Matthew R.; Vanveller, Brett; Raines, Ronald T.; Organic Letters; vol. 15; nb. 20; (2013); p. 5382 - 5385, View in Reaxys 2 of 6

Description (Association (MCS))

Stability constant of the complex with ...

Solvent (Association (MCS))

H2O; acetonitrile

Temperature (Association (MCS)) [°C]

25

Partner (Association (MCS))

alpha cyclodextrin

Onozuka, Shigeharu; Kojima, Masayoshi; Hattori, Kenjiro; Toda, Fujio; Bulletin of the Chemical Society of Japan; vol. 53; nb. 11; (1980); p. 3221 - 3224, View in Reaxys 3 of 6

Description (Association (MCS))

UV/VIS spectrum of the complex

Solvent (Association (MCS))

H2O; acetonitrile

Temperature (Association (MCS)) [°C]

25

Partner (Association (MCS))

alpha cyclodextrin

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Onozuka, Shigeharu; Kojima, Masayoshi; Hattori, Kenjiro; Toda, Fujio; Bulletin of the Chemical Society of Japan; vol. 53; nb. 11; (1980); p. 3221 - 3224, View in Reaxys 4 of 6

Description (Association (MCS))

Stability constant of the complex with ...

Solvent (Association (MCS))

H2O; acetonitrile

Temperature (Association (MCS)) [°C]

25

Partner (Association (MCS))

α-cyclodextrin

Onozuka, Shigeharu; Kojima, Masayoshi; Hattori, Kenjiro; Toda, Fujio; Bulletin of the Chemical Society of Japan; vol. 53; nb. 11; (1980); p. 3221 - 3224, View in Reaxys 5 of 6

Description (Association (MCS))

Association with compound

Kilimov et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 40; (1970); p. 2120,2102, View in Reaxys 6 of 6

Description (Association (MCS))

Spectrum of the complex

Kilimov et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 40; (1970); p. 2120,2102, View in Reaxys Chromatographic Data (4) Chromatographic Original string data

Location

References

GC (Gas chromatography)

supporting informa- Jones, Caroline S.; Bull, Steven D.; Williams, Jonathan M. J.; Organic tion and Biomolecular Chemistry; vol. 14; nb. 36; (2016); p. 8452 - 8456, View in Reaxys

TLC (Thin layer chromatography)

Paragraph 0043

TLC (Thin layer chromatography)

TLC (Thin layer chromatography)

Patent; JULIUS-MAXIMILIANS-UNIVERSITAT; UNIVERSITAT DES SAARLANDES; ALLOLIO, BRUNO; HAHNER, STEFANIE; SCHIRBEL, ANDREAS; HARTMANN, ROLF; ZIMMER, CHRISTINA; (19 pag.); JP5851493; (2016); (B2) Japanese, View in Reaxys Everson, Daniel A.; George, David T.; Weix, Daniel J.; Organic Syntheses; vol. 90; (2013); p. 200 - 214, View in Reaxys; De Campo, Liliana; Moghaddam, Minoo J.; Varslot, Trond; Kirby, Nigel; Mittelbach, Rainer; Sawkins, Tim; Hyde, Stephen T.; Chemistry of Materials; vol. 27; nb.

3; (2015); p. 857 - 866, View in Reaxys

R&f%α0.95

Paragraph 0076

Comment (Crystal Phase)

References

Crystal structure determination

α=95.5 grad, α=104.4 grad, α=93.1 grad, a=8.53 Angstroem, b=8.21 Angstroem, c=6.31 Angstroem, n=2.

Rigotti, G.; Rivero, B. E.; Filgueira, R. R.; Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie; vol. 41; nb. 9; (1986); p. 1107 - 1111, View in Reaxys

Crystal structure determination

n=2.

Perez, S. C.; Pusiol, D. J.; Brunetti, A. H.; Journal of Molecular Structure; vol. 140; (1986); p.

123 - 130, View in Reaxys

Crystal Phase (3) Description (Crystal Phase)

Patent; THE CURATORS OF THE UNIVERSITY OF MISSOURI; JURISSON, SILVIA S.; Cutler, Cathy S.; Degraffenreid, Anthony J.; US2015/283274; (2015); (A1) English, View in Reaxys

Solid state structure properties

Yasuda; Kakiyama; Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy; vol. 35; (1979); p. 485, View in Reaxys

Crystal Property Description (5) Colour & Other Location Properties

References

white

supporting informa- Madabhushi, Sridhar; Jillella, Raveendra; Sriramoju, Vinodkumar; Singh, Rajpal; Green tion Chemistry; vol. 16; nb. 6; (2014); p. 3125 - 3131, View in Reaxys; Silva-Cuevas, Carolina; Perez-Arrieta, Carlos; Polindara-García, Luis A.; Lujan-Montelongo, J. Armando; Tetrahedron Letters; vol. 58; nb. 23; (2017); p. 2244 - 2247, View in Reaxys; Jereb, Marjan; Hribernik, Luka; Green Chemistry; vol. 19; nb. 9; (2017); p. 2286 - 2295, View in Reaxys

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colourless

colourless

Okada, Tomohide; Matsumuro, Hiroaki; Iwai, Toshiaki; Kitagawa, Saori; Yamazaki, Kento; Akiyama, Tomomi; Asawa, Tomotake; Sugiyama, Yukihiro; Kimura, Yoshikazu; Kirihara, Masayuki; Chemistry Letters; vol. 44; nb. 2; (2015); p. 185 - 187, View in Reaxys supporting informa- Hajibabaei, Khadijeh; Zali-Boeini, Hassan; Synlett; vol. 25; nb. 14; (2014); p. 2044 - 2048; tion Art.No: ST-2014-D0378-L, View in Reaxys

yellow

Nishizawa, Keita; Ouchi, Makoto; Sawamoto, Mitsuo; Macromolecules; vol. 46; nb. 9; (2013); p. 3342 - 3349, View in Reaxys

white

Danheiser, Rick L.; Renslo, Adam R.; Amos, David T.; Wright, Graham T.; Krause, Helga; FĂźrstner, Alois; Organic Syntheses; vol. 80; (2003); p. 133 - 143, View in Reaxys

Crystal System (1) Crystal System References triclinic

Rigotti, G.; Rivero, B. E.; Filgueira, R. R.; Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie; vol. 41; nb. 9; (1986); p. 1107 - 1111, View in Reaxys; Perez, S. C.; Pusiol, D. J.; Brunetti, A. H.; Journal of Molecular Structure; vol. 140; (1986); p. 123 - 130, View in Reaxys

Dielectric Constant (1) References Egorov et al.; Theoretical and Experimental Chemistry; vol. 14; (1978); p. 186; ; p. 236, View in Reaxys Electrical Moment (9) 1 of 9

Description (Electrical Moment)

Bond moment

Comment (Electrical Moment)

C-H bond

Kozhevina; Makarova; Rybachenko; Titov; Journal of applied spectroscopy; vol. 36; nb. 4; (1982); p. 451 - 456, View in Reaxys 2 of 9

Description (Electrical Moment)

Bond moment

Comment (Electrical Moment)

C-S bond

Kozhevina; Makarova; Rybachenko; Titov; Journal of applied spectroscopy; vol. 36; nb. 4; (1982); p. 451 - 456, View in Reaxys 3 of 9

Description (Electrical Moment)

Bond moment

Comment (Electrical Moment)

S-O bond

Kozhevina; Makarova; Rybachenko; Titov; Journal of applied spectroscopy; vol. 36; nb. 4; (1982); p. 451 - 456, View in Reaxys 4 of 9

Description (Electrical Moment)

Bond moment

Comment (Electrical Moment)

S-Cl bond

Kozhevina; Makarova; Rybachenko; Titov; Journal of applied spectroscopy; vol. 36; nb. 4; (1982); p. 451 - 456, View in Reaxys 5 of 9

Description (Electrical Moment)

Bond moment

Comment (Electrical Moment)

C-CH3 bond

Kozhevina; Makarova; Rybachenko; Titov; Journal of applied spectroscopy; vol. 36; nb. 4; (1982); p. 451 - 456, View in Reaxys 6 of 9

Description (Electrical Moment)

Dipole moment

Comment (Electrical Moment)

bei 70grad

Egorov et al.; Theoretical and Experimental Chemistry; vol. 14; (1978); p. 186; ; p. 236, View in Reaxys

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7 of 9

Description (Electrical Moment)

Dipole moment

Fayet et al.; Journal de Chimie Physique et de Physico-Chimie Biologique; vol. 68; (1971); p. 1192, View in Reaxys 8 of 9

Description (Electrical Moment)

Dipole moment

Moment (Electrical Moment) [D]

5

Method (Electrical Moment)

Dielectric constant (α)

Solvent (Electrical Moment)

benzene

Gur'janowa; Zhurnal Fizicheskoi Khimii; vol. 21; (1947); p. 411,415; Chem.Abstr.; (1947); p. 6786, View in Reaxys 9 of 9

Description (Electrical Moment)

Dipole moment

Moment (Electrical Moment) [D]

5.01

Temperature (Electrical Moment) [°C]

20

Solvent (Electrical Moment)

benzene

Martin; Partington; Journal of the Chemical Society; (1936); p. 1175,1177, View in Reaxys Electrochemical Behaviour (1) Description (Elec- References trochemical Behaviour) Electrochemical properties

Jeminet et al.; Bulletin de la Societe Chimique de France; (1974); p. 1102, View in Reaxys

Electrochemical Characteristics (6) 1 of 6

Description (Electrochemical Characteristics)

cyclovoltammetry

Solvent (Electrochemical Characteristics)

acetonitrile

Location

supporting information

Comment (Electrochemical Characteristics)

Saturated silver chloride electrode; potential diagram; 0.1 M tetra-n-butylammonium hexafluorophosphate

Roth, Hudson G.; Romero, Nathan A.; Nicewicz, David A.; Synlett; vol. 27; nb. 5; (2016); p. 714 - 723, View in Reaxys 2 of 6

Description (Electrochemical Characteristics)

polarographic half-wave potential

Jeminet et al.; Bulletin de la Societe Chimique de France; (1974); p. 1102, View in Reaxys; Horner, Leopold; Schmitt, RolfErhard; Phosphorus and Sulfur and the Related Elements; vol. 13; (1982); p. 189 - 212, View in Reaxys 3 of 6

Description (Electrochemical Characteristics)

redox potential

Jeminet; Simonet; Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques; vol. 272; (1971); p.

661, View in Reaxys 4 of 6

Description (Electrochemical Characteristics)

polarographic half-wave potential

Comment (Electrochemical Characteristics)

in wss.Loesungen vom pH 0-13.

Urabe; Yasukochi; J.electroch.Soc.Japan; vol. 24; (1956); p. 360,364; Chem.Abstr.; (1957); p. 14447, View in Reaxys; Urabe; Yasukochi; Kumamoto pharm.Bl.; nb. 3; (1958); p. 94,101, View in Reaxys 5 of 6

Description (Electrochemical Characteristics)

polarographic half-wave potential

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Comment (Electrochemical Characteristics)

in wss.Methanol.

Horner; Nickel; Chemische Berichte; vol. 89; (1956); p. 1681,1684, View in Reaxys 6 of 6

Description (Electrochemical Characteristics)

polarographic half-wave potential

Comment (Electrochemical Characteristics)

in wss.Dioxan.

Horner; Nickel; Chemische Berichte; vol. 89; (1956); p. 1681,1684, View in Reaxys Energy Data (MCS) (1) 1 of 1

Description (Energy Data (MCS))

Enthalpy of solution

Rogne; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); (1975); p. 1486, View in Reaxys; Rogne; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); (1973); p. 823, View in Reaxys Further Information (28) Description (FurReferences ther Information) Further information Titov et al.; Journal of Applied Spectroscopy; vol. 31; (1979); p. 1390,1391, View in Reaxys Further information Urbanski,J.; Urbanska,H.; Polish Journal of Chemistry; vol. 52; (1978); p. 307 - 314, View in Reaxys Further information Giese; Heuck; Chemische Berichte; vol. 111; (1978); p. 1384,1389,1390,1392-1394, View in Reaxys Further information Fayet et al.; Journal de Chimie Physique et de Physico-Chimie Biologique; vol. 68; (1971); p. 1192, View in Reaxys Further information Olah,G.A. et al.; Journal of Organic Chemistry; vol. 35; (1970); p. 3925 - 3928, View in Reaxys Further information Nolde et al.; Arkiv foer Kemi; vol. 31; (1969); p. 481,483,484, View in Reaxys Further information Cervinka,O.; Hub,L.; Collection of Czechoslovak Chemical Communications; vol. 33; (1968); p. 1911 - 1916, View in Reaxys Further information Schiemenz; Angewandte Chemie; vol. 80; (1968); p. 559, View in Reaxys Further information Weigmann; Malewski; Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy; vol. 24; (1968); p.

1501,1505, View in Reaxys Further information Weigmann; Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy; vol. 24; (1968); p. 1847,1849, View in Reaxys Further information Kowbus et al.; J. Gen. Chem. USSR (Engl. Transl.); vol. 38; (1968); p. 1455,1408, View in Reaxys Further information Dynesen et al.; Journal of the Chemical Society [Section] B: Physical Organic; (1968); p. 15, View in Reaxys Further information Lindner; Weber; Z. Naturforsch., B: Anorg. Chem., Org. Chem., Biochem., Biophys.,; vol. 22; (1967); p. 1243, View in Reaxys Further information Duus et al.; Chemical Communications (London); (1967); p. 697, View in Reaxys Further information Grob,C.A. et al.; Helvetica Chimica Acta; vol. 50; (1967); p. 416 - 431, View in Reaxys Further information Mauger et al.; Journal of the American Chemical Society; vol. 88; (1966); p. 2019, View in Reaxys Further information Weigmann; Malewski; Spectrochimica Acta; vol. 22; (1966); p. 1045,1046, View in Reaxys Further information TANAKA; Chemical and pharmaceutical bulletin; vol. 13; (1965); p. 399 - 405, View in Reaxys Further information Guthrie; Murphy; Journal of the Chemical Society; (1965); p. 3828,3833, View in Reaxys Further information King; Smith; Canadian Journal of Chemistry; vol. 43; (1965); p. 1870,1871, View in Reaxys Further information Pelc,B.; Collection of Czechoslovak Chemical Communications; vol. 30; (1965); p. 3468 - 3472, View in Reaxys Further information Koslow; Kolesnik; J. Gen. Chem. USSR (Engl. Transl.); vol. 33; (1963); p. 748,736, View in Reaxys Further information Exner; Collection of Czechoslovak Chemical Communications; vol. 28; (1963); p. 935,936, View in Reaxys Further information Kempter et al.; Zeitschrift fuer Chemie (Stuttgart, Germany); vol. 3; (1963); p. 352, View in Reaxys Further information Patent; Deutsche Akademie der Wissenschaften zu Berlin; GB1005647; (1963); Chem.Abstr.; vol. 64; nb. 1954h; (1966), View in Reaxys

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Further information Vizgert et al.; Bulletin of the Academy of Sciences of the USSR, Physical Series (English Translation); vol. 27; (1963); p. 947; ; p. 969, View in Reaxys Further information Gringras; Sjoestedt; Acta Chemica Scandinavica (1947-1973); vol. 15; (1961); p. 435, View in Reaxys Further information Ham et al.; Australian Journal of Chemistry; vol. 13; (1960); p. 443, View in Reaxys Interatomic Distances and Angles (3) Description Comment (Interatomic Distances and Angles)

References

Interatomic distances and angles

Petrov; Petrova; Kislov; Ivanov; Girichev; Noskov; Krasnov; Journal of Structural Chemistry; vol. 40; nb. 4; (1999); p. 533 - 540, View in Reaxys

Method of determination: Electron diffraction

Electron distribution

Dolenko, G. N.; Kondratenko, N. V.; Popov, V. I.; Yagupol'skii, L. M.; Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation); vol. 36; nb. 2; (1987); p. 296 - 300; Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya; nb. 2; (1987); p. 336 - 340, View in Reaxys

Interatomic distances and angles

Rybatchenko; Titov; Journal of Molecular Structure; vol. 47; (1978); p. 65,75, View in Reaxys; Rigotti, G.; Rivero, B. E.; Filgueira, R. R.; Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie; vol. 41; nb. 9; (1986); p. 1107 - 1111, View in Reaxys; Perez, S. C.; Pusiol, D. J.; Brunetti, A. H.; Journal of Molecular Structure; vol. 140; (1986); p. 123 130, View in Reaxys

Liquid/Solid Systems (MCS) (1) 1 of 1

Description (Liquid/Solid Systems (MCS))

Eutectic

Temperature (Liquid/Solid Systems (MCS)) [°C]

1.6

Partner (Liquid/Solid Systems (MCS))

o-toluenesulfonyl chloride (17.5 percent )

Harding; Journal of the Chemical Society; vol. 119; (1921); p. 261, View in Reaxys Magnetic Data (1) Description (Magnetic Data)

References

Magnetic properties Robinet; Labarre; Journal de Chimie Physique et de Physico-Chimie Biologique; vol. 67; (1970); p. 1843,1844, View in Reaxys Molecular Deformation (1) Description (MoReferences lecular Deformation) Force constants

Rybatchenko; Titov; Journal of Molecular Structure; vol. 47; (1978); p. 65,75, View in Reaxys; Kozhevina, L. I.; Makarova, R. A.; Grebenyuk, L. V.; Rybachenko, V. I.; Titov, E. V.; Journal of Applied Spectroscopy; vol. 51; nb. 4; (1989); p. 1064 - 1067; Zhurnal Prikladnoi Spektroskopii; vol. 51; nb. 4; (1989); p. 614 - 619, View in Reaxys; Kozhevina; Makarova; Rybachenko; Titov; Journal of applied spectroscopy; vol. 36; nb. 4; (1982); p. 451 - 456, View in Reaxys

Optics (1) Description (Optics)

References

Electric birefringence (Kerr effect)

Arbuzov et al.; Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science (English Translation); vol. 25; (1976); p. 75,77; Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya; vol. 25; (1976); p. 86, View in Reaxys

Solubility (MCS) (1) 1 of 1

Comment (Solubility (MCS))

L. in Acn.

Fusco,R. et al.; Gazzetta Chimica Italiana; vol. 91; (1961); p. 933 - 957, View in Reaxys Space Group (1) Space Group 2

References Rigotti, G.; Rivero, B. E.; Filgueira, R. R.; Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie; vol. 41; nb. 9; (1986); p. 1107 - 1111, View in Reaxys

Surface Tension (3)

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Surface Tension [g·s-2]

Temperature (Surface Tension) [°C]

References

26.61 - 33.26

100.9 - 174.8

Buehler; Gardner; Clemens; Journal of Organic Chemistry; vol. 2; (1937); p. 167,174, View in Reaxys

31.82

103.5

Freiman; Sugden; Journal of the Chemical Society; (1928); p. 268, View in Reaxys

35.54

74

Freiman; Sugden; Journal of the Chemical Society; (1928); p. 268, View in Reaxys

NMR Spectroscopy (29) 1 of 29

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 300 scopy) [MHz] Location

supporting information

Iazykov, Mykyta; Canle, Moisés; Santaballa, J. Arturo; Rublova, Ludmila; Journal of Physical Organic Chemistry; vol. 31; nb. 2; (2018); Art.No: E3753, View in Reaxys 2 of 29

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Silva-Cuevas, Carolina; Perez-Arrieta, Carlos; Polindara-García, Luis A.; Lujan-Montelongo, J. Armando; Tetrahedron Letters; vol. 58; nb. 23; (2017); p. 2244 - 2247, View in Reaxys; Jereb, Marjan; Hribernik, Luka; Green Chemistry; vol. 19; nb. 9; (2017); p. 2286 - 2295, View in Reaxys 3 of 29

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 125 scopy) [MHz] Location

supporting information

Silva-Cuevas, Carolina; Perez-Arrieta, Carlos; Polindara-García, Luis A.; Lujan-Montelongo, J. Armando; Tetrahedron Letters; vol. 58; nb. 23; (2017); p. 2244 - 2247, View in Reaxys; Jereb, Marjan; Hribernik, Luka; Green Chemistry; vol. 19; nb. 9; (2017); p. 2286 - 2295, View in Reaxys 4 of 29

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 500 scopy) [MHz] Original Text (NMR Spec- Trans 1H NMR (500 MHz, CDCl3): 1.39 (p, 2H, J=7.6 Hz), 1.64 (m, 2H), 1.97 (dt, 2H, J=10.9, 7.4 troscopy) Hz), 2.01 (s, 3H), 2.45 (s, 3H), 4.01 (t, 2H, J=6.3 Hz), 5.04 (dt, 1H, J=14.2, 7.4 Hz), 6.68 (dd, 1H, J=14.2, 10.2 Hz), 6.97 (br d, 1H, J=10.2 Hz), 7.35 (d, 2H, J=8.1 Hz), 7.78 (d, 2H, J=8.2 Hz).

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Location

Paragraph 0284

Patent; THE GENERAL HOSPITAL CORPORATION; HOOKER, Jacob; DIYABALANAGE, Himashinie; (46 pag.); US2016/138077; (2016); (A1) English, View in Reaxys 5 of 29

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 125 scopy) [MHz] Original Text (NMR Spec- Trans 13C NMR (125 MHz, CDCl3): 21.48, 22.88, 25.42, 27.99, 28.84, 70.38, 111.67, 123.03, troscopy) 127.65, 132.72, 144.77, 167.47.

Location

Paragraph 0284

Patent; THE GENERAL HOSPITAL CORPORATION; HOOKER, Jacob; DIYABALANAGE, Himashinie; (46 pag.); US2016/138077; (2016); (A1) English, View in Reaxys 6 of 29

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

[D3]acetonitrile

Temperature (NMR Spectroscopy) [°C]

-40

Frequency (NMR Spectro- 500 scopy) [MHz] Location

supporting information

Ashida, Yuichiro; Sato, Yuka; Honda, Atsushi; Nakatsuji, Hidefumi; Tanabe, Yoo; Synthesis (Germany); vol. 48; nb. 23; (2016); p. 4072 - 4080; Art.No: SS-2016-F0329-OP, View in Reaxys 7 of 29

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Kirihara, Masayuki; Naito, Sayuri; Nishimura, Yuki; Ishizuka, Yuki; Iwai, Toshiaki; Takeuchi, Haruka; Ogata, Tomomi; Hanai, Honoka; Kinoshita, Yukari; Kishida, Mari; Yamazaki, Kento; Noguchi, Takuya; Yamashoji, Shiro; Tetrahedron; vol. 70; nb. 14; (2014); p. 2464 - 2471, View in Reaxys; Okada, Tomohide; Matsumuro, Hiroaki; Iwai, Toshiaki; Kitagawa, Saori; Yamazaki, Kento; Akiyama, Tomomi; Asawa, Tomotake; Sugiyama, Yukihiro; Kimura, Yoshikazu; Kirihara, Masayuki; Chemistry Letters; vol. 44; nb. 2; (2015); p. 185 - 187, View in Reaxys 8 of 29

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Okada, Tomohide; Matsumuro, Hiroaki; Iwai, Toshiaki; Kitagawa, Saori; Yamazaki, Kento; Akiyama, Tomomi; Asawa, Tomotake; Sugiyama, Yukihiro; Kimura, Yoshikazu; Kirihara, Masayuki; Chemistry Letters; vol. 44; nb. 2; (2015); p. 185 187, View in Reaxys 9 of 29

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

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Coupling Nuclei

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Kirihara, Masayuki; Naito, Sayuri; Nishimura, Yuki; Ishizuka, Yuki; Iwai, Toshiaki; Takeuchi, Haruka; Ogata, Tomomi; Hanai, Honoka; Kinoshita, Yukari; Kishida, Mari; Yamazaki, Kento; Noguchi, Takuya; Yamashoji, Shiro; Tetrahedron; vol. 70; nb. 14; (2014); p. 2464 - 2471, View in Reaxys 10 of 29

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 300 scopy) [MHz] Location

supporting information

Madabhushi, Sridhar; Jillella, Raveendra; Sriramoju, Vinodkumar; Singh, Rajpal; Green Chemistry; vol. 16; nb. 6; (2014); p. 3125 - 3131, View in Reaxys 11 of 29

Description (NMR Spectroscopy)

Chemical shifts; Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 75 scopy) [MHz] Location

supporting information

Madabhushi, Sridhar; Jillella, Raveendra; Sriramoju, Vinodkumar; Singh, Rajpal; Green Chemistry; vol. 16; nb. 6; (2014); p. 3125 - 3131, View in Reaxys 12 of 29

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Frequency (NMR Spectro- 400 scopy) [MHz] Location

supporting information

Pu, Yu-Ming; Christesen, Alan; Ku, Yi-Yin; Tetrahedron Letters; vol. 51; nb. 2; (2010); p. 418 - 421, View in Reaxys 13 of 29

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 200 scopy) [MHz] Location

supporting information

Bahrami, Kiumars; Khodaei, Mohammad M.; Soheilizad, Mehdi; Journal of Organic Chemistry; vol. 74; nb. 24; (2009); p.

9287 - 9291, View in Reaxys

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14 of 29

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

chloroform-d1

Temperature (NMR Spectroscopy) [°C]

26.84

Frequency (NMR Spectro- 50 scopy) [MHz] Location

supporting information

Bahrami, Kiumars; Khodaei, Mohammad M.; Soheilizad, Mehdi; Journal of Organic Chemistry; vol. 74; nb. 24; (2009); p.

9287 - 9291, View in Reaxys 15 of 29

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 200 scopy) [MHz] Signore; Calderisi; Malanga; Menicagli; Tetrahedron; vol. 63; nb. 1; (2007); p. 177 - 182, View in Reaxys 16 of 29

Nucleus (NMR Spectroscopy)

1H

Coupling Nuclei

1H

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 200 scopy) [MHz] Signore; Calderisi; Malanga; Menicagli; Tetrahedron; vol. 63; nb. 1; (2007); p. 177 - 182, View in Reaxys 17 of 29

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 50 scopy) [MHz] Signore; Calderisi; Malanga; Menicagli; Tetrahedron; vol. 63; nb. 1; (2007); p. 177 - 182, View in Reaxys 18 of 29

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 400 scopy) [MHz] Prakash, G. K. Surya; Mathew, Thomas; Panja, Chiradeep; Olah, George A.; Journal of Organic Chemistry; vol. 72; nb.

15; (2007); p. 5847 - 5850, View in Reaxys 19 of 29

Description (NMR Spectroscopy)

Spectrum

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Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Prakash, G. K. Surya; Mathew, Thomas; Panja, Chiradeep; Olah, George A.; Journal of Organic Chemistry; vol. 72; nb.

15; (2007); p. 5847 - 5850, View in Reaxys 20 of 29

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

1H

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 400 scopy) [MHz] Ikemoto, Norihiro; Liu, Jinchu; Brands, Karel M.J.; McNamara, James M.; Reider, Paul J.; Tetrahedron; vol. 59; nb. 8; (2003); p. 1317 - 1325, View in Reaxys 21 of 29

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

13C

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 100 scopy) [MHz] Ikemoto, Norihiro; Liu, Jinchu; Brands, Karel M.J.; McNamara, James M.; Reider, Paul J.; Tetrahedron; vol. 59; nb. 8; (2003); p. 1317 - 1325, View in Reaxys 22 of 29

Nucleus (NMR Spectroscopy)

1H

Coupling Nuclei

1H

Solvents (NMR Spectroscopy)

CDCl3

Frequency (NMR Spectro- 400 scopy) [MHz] Ikemoto, Norihiro; Liu, Jinchu; Brands, Karel M.J.; McNamara, James M.; Reider, Paul J.; Tetrahedron; vol. 59; nb. 8; (2003); p. 1317 - 1325, View in Reaxys 23 of 29

Description (NMR Spectroscopy)

Spectrum

Nucleus (NMR Spectroscopy)

33S

Solvents (NMR Spectroscopy)

CHCl3

Barbarella, Giovanna; Chatgilialoglu, Chryssostomos; Tugnoli, Vitaliano; Journal of Magnetic Resonance (1969-1992); vol.

88; nb. 2; (1990); p. 277 - 283, View in Reaxys 24 of 29

Description (NMR Spectroscopy)

Chemical shifts

Nucleus (NMR Spectroscopy)

17O

Solvents (NMR Spectroscopy)

CHCl3

Barbarella, Giovanna; Chatgilialoglu, Chryssostomos; Tugnoli, Vitaliano; Journal of Magnetic Resonance (1969-1992); vol.

88; nb. 2; (1990); p. 277 - 283, View in Reaxys 25 of 29

Description (NMR Spectroscopy)

Spin-lattice relaxation time (T1)

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Perez, S. C.; Pusiol, D. J.; Brunetti, A. H.; Journal of Molecular Structure; vol. 140; (1986); p. 123 - 130, View in Reaxys 26 of 29

Description (NMR Spectroscopy)

NMR

Voelter,W. et al.; Monatshefte fuer Chemie; vol. 105; (1974); p. 1110 - 1135, View in Reaxys; Olah,G.A. et al.; Journal of Organic Chemistry; vol. 35; (1970); p. 3925 - 3928, View in Reaxys; Smith; Journal of Molecular Spectroscopy; vol. 12; (1964); p. 146,151, View in Reaxys; Schank; Schroeder; Phosphorus and Sulfur and the Related Elements; vol. 1; (1976); p.

307, View in Reaxys; Markus et al.; Journal of Organic Chemistry; vol. 31; (1966); p. 1872,1873, View in Reaxys 27 of 29

Description (NMR Spectroscopy)

Chemical shifts

Comment (NMR Spectroscopy)

Tetrachlormethan

Smith; Journal of Molecular Spectroscopy; vol. 12; (1964); p. 146,151, View in Reaxys 28 of 29

Description (NMR Spectroscopy)

Spin-spin coupling constants

Smith; Journal of Molecular Spectroscopy; vol. 12; (1964); p. 146,151, View in Reaxys 29 of 29

Description (NMR Spectroscopy)

Spectrum

Comment (NMR Spectroscopy)

1H (in Hexan, Acn., Bzl.)

Schaefer; Schneider; Journal of Chemical Physics; vol. 32; (1960); p. 1218,1220, View in Reaxys IR Spectroscopy (14) 1 of 14

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Location

supporting information

Jereb, Marjan; Hribernik, Luka; Green Chemistry; vol. 19; nb. 9; (2017); p. 2286 - 2295, View in Reaxys 2 of 14

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

neat (no solvent)

Original Text (IR Spectroscopy)

IR (neat) cm-1: 2928, 1856, 1402, 1197

Signals [cm-1]

2928; 1856; 1402; 1197

Kirihara, Masayuki; Naito, Sayuri; Nishimura, Yuki; Ishizuka, Yuki; Iwai, Toshiaki; Takeuchi, Haruka; Ogata, Tomomi; Hanai, Honoka; Kinoshita, Yukari; Kishida, Mari; Yamazaki, Kento; Noguchi, Takuya; Yamashoji, Shiro; Tetrahedron; vol. 70; nb. 14; (2014); p. 2464 - 2471, View in Reaxys 3 of 14

Description (IR Spectroscopy)

Bands

Solvent (IR Spectroscopy)

potassium bromide

Location

supporting information

Madabhushi, Sridhar; Jillella, Raveendra; Sriramoju, Vinodkumar; Singh, Rajpal; Green Chemistry; vol. 16; nb. 6; (2014); p. 3125 - 3131, View in Reaxys 4 of 14

Description (IR Spectroscopy)

Bands; Spectrum

Senses, Erkan; Akcora, Pinar; RSC Advances; vol. 4; nb. 91; (2014); p. 49628 - 49634, View in Reaxys 5 of 14

Description (IR Spectroscopy)

ATR-FTIR (attenuated total reflectance Fourier transform infrared spectroscopy); Spectrum

Belyakova; Shvets; De Namor, A. F. Denil; Russian Journal of Physical Chemistry A; vol. 82; nb. 8; (2008); p. 1357 - 1362, View in Reaxys 6 of 14

Description (IR Spectroscopy)

Spectrum

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Solvent (IR Spectroscopy)

KBr

Comment (IR Spectroscopy)

3200 - 400 cm**(-1)

Kozhevina; Makarova; Rybachenko; Titov; Journal of applied spectroscopy; vol. 36; nb. 4; (1982); p. 451 - 456, View in Reaxys 7 of 14

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

nujol

Comment (IR Spectroscopy)

400 - 280 cm**(-1)

Kozhevina; Makarova; Rybachenko; Titov; Journal of applied spectroscopy; vol. 36; nb. 4; (1982); p. 451 - 456, View in Reaxys 8 of 14

Description (IR Spectroscopy)

Bands

Comment (IR Spectroscopy)

3090 - 253 cm**(-1)

Kozhevina; Makarova; Rybachenko; Titov; Journal of applied spectroscopy; vol. 36; nb. 4; (1982); p. 451 - 456, View in Reaxys 9 of 14

Description (IR Spectroscopy)

Bands

TANAKA; Chemical and pharmaceutical bulletin; vol. 13; (1965); p. 399 - 405, View in Reaxys; Prinsen,A.J.; Cerfontain,H.; Recueil des Travaux Chimiques des Pays-Bas; vol. 84; (1965); p. 24 - 30, View in Reaxys; Titov et al.; Journal of Applied Spectroscopy; vol. 31; (1979); p. 1390,1391, View in Reaxys; King; Smith; Canadian Journal of Chemistry; vol. 43; (1965); p.

1870,1871, View in Reaxys 10 of 14

Description (IR Spectroscopy)

Intensity of IR bands

Egorov et al.; Theoretical and Experimental Chemistry; vol. 14; (1978); p. 186; ; p. 236, View in Reaxys 11 of 14

Description (IR Spectroscopy)

Polarization of IR bands

Egorov et al.; Theoretical and Experimental Chemistry; vol. 14; (1978); p. 186; ; p. 236, View in Reaxys 12 of 14

Description (IR Spectroscopy)

IR

Norris; Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999); (1978); p.

1378, View in Reaxys; Rybatchenko; Titov; Journal of Molecular Structure; vol. 47; (1978); p. 65,75, View in Reaxys; Brownlee et al.; Journal of Physical Chemistry; vol. 73; (1969); p. 557,559, View in Reaxys; Numanov et al.; Doklady Akademii Nauk Tadzhikskoi SSR; vol. 10; nb. 8; (1967); p. 29,30-32; Chem.Abstr.; vol. 68; nb. 104873g; (1968), View in Reaxys; Vizgert et al.; Journal of Applied Spectroscopy; vol. 14; (1971); p. 408; ; p. 524, View in Reaxys; Zemlyakova; Lushina; Journal of Applied Spectroscopy; vol. 8; (1968); p. 637; ; p. 1059, View in Reaxys; Rademacher et al.; Chemische Berichte; vol. 100; (1967); p. 1213, View in Reaxys 13 of 14

Description (IR Spectroscopy)

Spectrum

English,P.J.Q. et al.; Journal of the American Chemical Society; vol. 90; nb. 7; (1968); p. 1767 - 1774, View in Reaxys; Koslow; Kolesnik; J. Gen. Chem. USSR (Engl. Transl.); vol. 33; (1963); p. 748,736, View in Reaxys; Lindner; Weber; Z. Naturforsch., B: Anorg. Chem., Org. Chem., Biochem., Biophys.,; vol. 22; (1967); p. 1243, View in Reaxys; Ham et al.; Australian Journal of Chemistry; vol. 13; (1960); p. 443, View in Reaxys; Malewski; Weigmann; Spectrochimica Acta; vol. 18; (1962); p.

725,732, View in Reaxys; Vizgert et al.; Bulletin of the Academy of Sciences of the USSR, Physical Series (English Translation); vol. 27; (1963); p. 947; ; p. 969, View in Reaxys 14 of 14

Description (IR Spectroscopy)

Spectrum

Solvent (IR Spectroscopy)

CS2

Comment (IR Spectroscopy)

1450 - 650 cm**(-1)

Hirsjaervi; Tommila; Annales Academiae Scientiarum Fennicae, Series A2: Chemica; nb. 78; (1957); p. 3,19, View in Reaxys Mass Spectrometry (9)

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Description (Mass Spectrometry)

Location

Comment (Mass Spectrometry)

gas chromatography mass spectrometry (GCMS); spectrum

References Kirihara, Masayuki; Naito, Sayuri; Nishimura, Yuki; Ishizuka, Yuki; Iwai, Toshiaki; Takeuchi, Haruka; Ogata, Tomomi; Hanai, Honoka; Kinoshita, Yukari; Kishida, Mari; Yamazaki, Kento; Noguchi, Takuya; Yamashoji, Shiro; Tetrahedron; vol. 70; nb. 14; (2014); p. 2464 - 2471, View in Reaxys

electron impact (EI); spectrum

supporting information

Madabhushi, Sridhar; Jillella, Raveendra; Sriramoju, Vinodkumar; Singh, Rajpal; Green Chemistry; vol. 16; nb. 6; (2014); p. 3125 - 3131, View in Reaxys

high resolution mass spectrometry (HRMS); electron impact (EI); spectrum

supporting information

Madabhushi, Sridhar; Jillella, Raveendra; Sriramoju, Vinodkumar; Singh, Rajpal; Green Chemistry; vol. 16; nb. 6; (2014); p. 3125 - 3131, View in Reaxys

Page/Page column 54

Patent; NYCOMED GMBH; MARTIN, Thomas; ULRICH, Wolf-Ruediger; MANN, Alexander; SCHNEIDER, Siegfried; HOFFMEYER, Angelika; BOER, Rainer; SCHAeFER, Michaela; SCHWOeBEL, Frank; KUeLZER, Raimund; HATZELMANN, Armin; WO2010/69979; (2010); (A1) English, View in Reaxys

EI (Electron impact)

Molecular peak

Patent; NIPPON CHEMICAL INDUSTRIAL COMPANY LIMITED; EP1666483; (2006); (A1) English, View in Reaxys

spectrum

Petrov; Petrova; Kislov; Ivanov; Girichev; Noskov; Krasnov; Journal of Structural Chemistry; vol. 40; nb. 4; (1999); p. 533 - 540, View in Reaxys

fragmentation pattern

Chatgilialoglu, C.; Guerra, M.; Pelli, B.; Traldi, P.; Organic Mass Spectrometry; vol. 24; (1989); p. 455 - 460, View in Reaxys

electron impact (EI); spectrum

MIKE (mass ion ki- Chatgilialoglu, C.; Guerra, M.; Pelli, B.; Traldi, P.; Organic Mass Specnetic energy) trometry; vol. 24; (1989); p. 455 - 460, View in Reaxys Nolde et al.; Arkiv foer Kemi; vol. 31; (1969); p. 481,483,484, View in Reaxys; Dynesen et al.; Journal of the Chemical Society [Section] B: Physical Organic; (1968); p. 15, View in Reaxys

UV/VIS Spectroscopy (5) 1 of 5

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

acetonitrile

Comment (UV/VIS Spectroscopy)

227 - 357 nm

Kothandaraman, Harimoorthi; Arumugasamy, Narayanan; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); (1986); p. 1115 - 1116, View in Reaxys 2 of 5

Description (UV/VIS Spectroscopy)

Absorption maxima

Solvent (UV/VIS Spectroscopy)

acetonitrile

Absorption Maxima (UV/ VIS) [nm]

342

Ext./Abs. Coefficient [l·mol-1cm-1]

250

Kothandaraman, Harimoorthi; Arumugasamy, Narayanan; Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999); (1986); p. 1115 - 1116, View in Reaxys 3 of 5

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

acetonitrile; various solvent(s)

Comment (UV/VIS Spectroscopy)

225 - 270 nm

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Onozuka, Shigeharu; Kojima, Masayoshi; Hattori, Kenjiro; Toda, Fujio; Bulletin of the Chemical Society of Japan; vol. 53; nb. 11; (1980); p. 3221 - 3224, View in Reaxys 4 of 5

Description (UV/VIS Spectroscopy)

UV/VIS

Naumov; Izmail'skii; Doklady Chemistry; vol. 203; (1972); p. 341; Dokl. Akad. Nauk SSSR Ser. Khim.; vol. 203; (1972); p.

1082, View in Reaxys 5 of 5

Description (UV/VIS Spectroscopy)

Spectrum

Solvent (UV/VIS Spectroscopy)

methanol

Dietzel; Taeufel; Apoth.-Ztg.; vol. 44; p. 992; Chem. Zentralbl.; vol. 100; nb. II; (1929); p. 2224, View in Reaxys Raman Spectroscopy (2) Description (Ram- Comment (Raman an Spectroscopy) Spectroscopy)

References

Spectrum

3400-300 cmE-1

Maschka; Aust; Monatshefte fuer Chemie; vol. 85; (1954); p. 891,892, View in Reaxys

Spectrum

3100-100 cmE-1

Ham; Hambly; Australian Journal of Chemistry; vol. 6; (1953); p. 135,139, View in Reaxys

Other Spectroscopic Methods (1) Description (Other References Spectroscopic Methods) ESCA

Lindberg et al.; Physica Scripta; vol. 1; (1970); p. 286,289, View in Reaxys

Use (9) Laboratory Use and Use Pattern Handling

Location

Hygroscopic

References Tran, Anh Ngoc; Van Do, Thanh-Nhan; Le, Loan-Phung My; Le, Thach Ngoc; Journal of Fluorine Chemistry; vol. 164; (2014); p. 38 - 43, View in Reaxys

reagent for the preparation of a NHE-3 inhibitors

Patent; SANOFI-AVENTIS U.S. LLC; WO2009/6066; (2009); (A2) English, View in Reaxys

activating agent for converting polymer surface hydroxymethyl groups to leaving groups suitable for displacing with antimicrobial agents

Patent; RESEARCH FOUNDATION OF CITY UNIVERSITY OF NEW YORK; WO2008/18890; (2008); (A2) English, View in Reaxys

Promoter for synthesis of phenolphthalein

Patent; GENERAL ELECTRIC COMPANY; US2008/177091; (2008); (A1) English, View in Reaxys

conversion reagent to obtain an activated on C-24 hydroxyl ascomycin derivative

Patent; TEVA GYOGYSZERGYAR ZARTKOeRUEN MUKOeDO RESZVENYTARSASAG; TEVA PHARMACEUTICALS USA, INC.; WO2006/60614; (2006); (A1) English, View in Reaxys

The activating Page/Page column agent for a sulfox- 3; 5; 47 ide compound in the Swern oxidation

Patent; Ube Industries, Ltd.; EP1710223; (2006); (A1) English, View in Reaxys

hydroxy activating agent

Patent; MERCK and CO., INC.; BANYU PHARMACEUTICAL CO., LTD.; WO2005/61501; (2005); (A2) English, View in Reaxys

Compound that increase the acidity value of MDI or PMDI

Patent; Liman, Ulrich; Muller, Heinz-Herbert; Vieler, Robert; Echterhoff, Ralf; US2005/240054; (2005); (A1) English, View in Reaxys

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photoetching agents

Anfinogenov; Sirotkina; Domina; Khlebnikov; Russian Journal of Applied Chemistry; vol. 74; nb. 11; (2001); p. 1947 - 1949, View in Reaxys

Medchem (2) 1 of 2

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Substance RN

607898View in Reaxys

Substance Name

1431012

Qualitative Results

no immunostimulating effect (mice induced with cyclophosphane, intraperitoneally)

Measurement Parameter

qualitative

Britva, I. E.; Filippova, T. O.; Golovenko, N. Ya.; Popkov, Yu. A.; Parkhomenko, S. M.; Pharmaceutical Chemistry Journal; vol. 21; nb. 4; (1987); p. 262 - 265; Khimiko-Farmatsevticheskii Zhurnal; vol. 21; nb. 4; (1987); p. 428 - 431, View in Reaxys 2 of 2

Bioassay Category

In Vitro (Efficacy)

Bioassay Name

In Vitro (others)

Substance RN

607898View in Reaxys

Substance Name

1431012

Qualitative Results

no effect on creatinase activity from Alcaligenes sp.

Measurement Parameter

qualitative

Matsuda; Wakamatsu; Inouye; Uede; Hashimoto; Asano; Nakamura; Chemical and pharmaceutical bulletin; vol. 34; nb. 5; (1986); p. 2155 - 2160, View in Reaxys

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