Which statements are True?
A. In Hoffmann bromamide degradation, 4 moles of NaOH and 2 moles of Br are consumed per mole of an amide
B. Hoffmann bromamide reaction is not given by alkyl amides.
C. Primary amines can be synthesized by Hoffmann bromamide degradation.
D. Secondary amide on reaction with Br and NaOH will give secondary amine.
E. The by-products of Hoffmann degradation are NaCO, NaBr and HO.
Choose the correct answer from the options given below:
Solution
Solution
The overall reaction is
- A, false. One mole of Br, not two.
- B, false. Alkyl amides (e.g. acetamide → methylamine) react normally.
- C, true. It gives a primary amine with one carbon fewer.
- D, false. The reaction needs two hydrogens on the amide nitrogen (an N-bromo amide that can lose HBr to form the nitrene/isocyanate); a secondary amide cannot do this.
- E, true. By-products are NaCO, NaBr and water.
Answer: C and E only.
Answer checked against the official answer key. The solution is our own working.