Which statements are True? Choose the correct answer from the options given below :
- A, C and E only
- B, C and D only
- C and E only
- C, D and E only
Answer
(3) C and E only
Solution
Hoffmann bromamide degradation (given only by primary amides RCONH2, R = alkyl or aryl):
RCONH2 + Br2 + 4NaOH RNH2 + Na2CO3 + 2NaBr + 2H2O
A. 4 mol NaOH but only 1 mol Br2 per mole of amide ⇒ false.
B. Alkyl amides react too (e.g. CH3CONH2 CH3NH2) ⇒ false.
C. The product is a primary amine with one carbon atom less ⇒ true.
D. A secondary amide (RCONHR′) cannot form the isocyanate intermediate ⇒ no secondary amine ⇒ false.
E. By-products are Na2CO3, NaBr and H2O ⇒ true.
∴ C and E only.
Answer: (3)