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Aromaticity Aromatic Ion Heterocyclic

Huckle’s Rule

Rh/C H2 1atm Pd H2 100atm

FeX3 + X2

Electrophilic Reaction

4n+2 e- Aromatic 4n e- Anti-Aromatic

Planar Monocyclic

10001085 廖誼佳

X2=Br2/ Cl2

2+

I2 + Cu

Fe H3O+ / OH-

HNO3/ H2SO4 SO3/ H2SO4 Friedle-Craft Alkylation

COOH

No Allylic and Benzylic Alkyl Rearrangement No C=Y deactivator or Amino group

FADH2 [O2] FAD Hydroperoxide

(II) (I)

Nucleophilic Reaction

EWG o-p direction Carbanion Formation

Reactivity And Orientation

Nucleophilic Substrate (I) Carbocation Intermediate (II)

CH3 OH, X-NO2 -C≡N

  Oxidation Reaction

I

R

(I)

Act.

(II)

Dir.

D W W W --

-D D W W

D D W W W

Act. Act. DAct DAct DAct

D D D W W

o.p o.p o.p M m

Biological Reaction

 


Benzene Reaction