In a set of reactions m-bromobenzoic acid gave a product D. Identify the product D. [figure]
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Answer
(3) [figure]
Solution
A (m-bromobenzoic acid) SOCl2 B = m-bromobenzoyl chloride, m-BrC6H4COCl
B NH3 C = m-bromobenzamide, m-BrC6H4CONH2
C NaOH/Br2 D: Hoffmann bromamide degradation removes the C=O carbon and gives the amine with one carbon less.
BrC6H4CONH2 + Br2 + 4NaOH
BrC6H4NH2 + Na2CO3 + 2NaBr + 2H2O
D = m-bromoaniline (3-bromoaniline)
Answer: (3)