Identify the major product C formed in the following reaction sequence : CH3-CH2-CH2-I NaCN A [Partial hydrolysis]OH- B [Br2]NaOH (major)C
- propylamine
- butylamine
- butanamide
- -bromobutanoic acid
Answer
(1) propylamine
Solution
CH3CH2CH2I + NaCN CH3CH2CH2CN (A, butanenitrile)
Partial hydrolysis: CH3CH2CH2CN OH- CH3CH2CH2CONH2 (B, butanamide)
Hoffmann bromamide degradation (one carbon less): CH3CH2CH2CONH2 Br2/NaOH CH3CH2CH2NH2
C is propylamine.
Answer: (1)