Question

Which of the following alkanes will yield acetaldehyde on ozonolysis

Answer 1

Answer:

The structure of hydroxy acid [D] can be established from acetone as follows :

(ii) As the hydroxy acid [D] has been obtained from a bromo compound [C] by hydrolysis, the compound [C] is (CH3)2C(Br)COOH and the correponding acid [B] is (CH3)2CHCOOH.

(iii) As [B] has been formed by the oxidation of the an aldehyde therefore, the structure of aldehyde is (CH3)2CHCHO.

(iv) Since the alkene [A] on ozonolysis gives acetone and the aldehyde indicated as above, the structure of alkene can be established as follows :

The sequence of reactions is shows as follows :

Explanation: