In a set of reactions propionic acid yielded a compound D. CH3CH2COOH SOCl2 B NH3 C [Br2]KOH D The structure of D would be
- CH3CH2NH2
- CH3CH2CH2NH2
- CH3CH2CONH2
- CH3CH2NHCH3
Answer
(1) CH3CH2NH2
Solution
CH3CH2COOH + SOCl2 CH3CH2COCl (B) + SO2 + HCl
CH3CH2COCl + 2NH3 CH3CH2CONH2 (C) + NH4Cl
As per NCERT, an amide on treatment with bromine in an aqueous or ethanolic solution of sodium hydroxide gives a primary amine with one carbon atom less (Hoffmann bromamide degradation):
CH3CH2CONH2 + Br2 + 4KOH CH3CH2NH2 (D) + K2CO3 + 2KBr + 2H2O
∴ D is ethanamine, CH3CH2NH2.
Answer: (1)