Question

An organic compound (A) C3H5N, undergoes reduction with
LiAlHe to give (B), C3H9N. Compound (B) reacts with
chloroform and KOH to give an unpleasant smell. Compound
(B) reacts with sodium nitrite and hydrochloric acid to give
(C), C3H80, which on treatment with conc. H2SO4 acid gives
(D) C3H6. (D) on reaction with conc. H2SO4 and subsequent
hydrolysis yield an isomer of (C). Identify A, B, C, D with
proper explanation and chemical reactions.​

Answer 1

Answer:

A -  Nitrile compound

B-   AlkylAmine

C-   Alcohol

D -  Alkene

Explanation:

(A) undergoes reduction to form alkylamine. (B) is a primary alkyl amine which on carbylamine test gives a foul smell. (B) reacts with NaNO2 + HCl undergoes diasotisation following which alcohol is produced. (C) being a alcohol undergoes hydrolysis to give alkene. (D) On further reaction with H2S04 by the rule of Markownikoff rule it forms a isomer of (C).