Q.25 If after complete ozonolysis of one mole of monomer of natural polymer gives two moles of CH2O CH 3 | andone mole of O = C − CH = O . Identify the monomer and draw the all-cis structure of natural polymer.. [IIT 2005]
Q.26
(i ) O
3 H+ , ∆ → Y. → X (ii ) Zn / Cl COOH 3
Identify X and Y.
[IIT 2005]
32
Page 32 of 40 HYDROCARBONS
Q.24 A biologically active compound, Bombykol (C16H30O) is obtained from a natural source. The structure of the compound is determined by the following reactions. (a) On hydrogenation, Bombykol gives a compound A, C16H34O, which reacts with acetic anhydride to give an ester. (b) Bombykol also reacts with acetic anhydride to give another ester, which on oxidative ozonolysis (O3/H2O2) gives a mixture of butanoic acid, oxalic acid and 10-acetoxy decanoic acid. Determine the number of double bonds in Bombykol. Write the structures of compound Aand Bombykol. How many geometrical isomers are possible for Bombykol? [IIT 2002]