Question

Compound X containing chlorine on treatment with strong ammonia gives a solid Y which is free from chlorine. Y analysed as: C= 49.31% ,H= 9.59% and N= 19.18% and reacts with Br₂. and caustic soda to give a basic compound 'Z'.'Z' reacts with HNO₂, to give ethanol. Suggest structures for X, Y and Z.

Answer 1

Table for empirical empirical formula of compound 'Y'

Hence, empirical formula of compound Y is C₃H₇NO. On t.he basis of the empirical formula, its molecular formula may be equal to its empirical formula.

Hence. compound Y is CH₃CH₂CONH₂. because it gives Hofmann's bromamide reaction with Br₂, and caustic soda and give

Compound Y is obtained with compound X (which has chlorine) on treatment with strong ammonia. So, compound X is CH₃CH₂COCI.