Aldehydes, Ketones and Carboxylic Acids

Aldehydes, Ketones and Carboxylic Acids

Question

(A), (B) and (C) are three non-cyclic functional isomers of a carbonyl compound with molecular formula C4H8O .
Isomers (A) and (C) give positive Tollen’s test whereas isomer (B) does not give Tollen’s test but gives positive Iodoform test. Isomers (A) and (B) on reduction with Zn(Hg)/conc. HCl give the same product (D).

(a) Write the structures of (A), (B), (C) and (D)
(b) Out of (A), (B) and (C) isomers, which one is least reactive towards addition of HCN ?

Answer

(a)

(b) Since (B) is ketons so it will be less reactive towards nucleophilic addition reaction with HCN due to +I effect & steric hindrance

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