One or more options correct
Which of the following statements is/are correct?
- A. Benzaldehyde, treated with excess formaldehyde in concentrated , gives benzyl alcohol and sodium formate
- B. Acetophenone, with excess followed by acidification, gives iodoform and phenylacetic acid
- C. -Butyl chloride with in ethanol gives mainly ethyl -butyl ether by an pathway
- D. Propanamide on Hofmann bromamide degradation () gives propan-1-amine
Show answer and solution
Answer: A
(A) Correct: crossed Cannizzaro reaction. Neither aldehyde has an -hydrogen; the more reactive formaldehyde is attacked by hydroxide first and acts as the hydride donor, so it is oxidised to formate while benzaldehyde accepts the hydride and is reduced to benzyl alcohol. (B) Incorrect: the haloform reaction cleaves the bond, so the acid formed is benzoic acid (), not phenylacetic acid. (C) Incorrect: a tertiary halide with a strong base such as ethoxide undergoes mainly E2 elimination to give isobutene; at a tertiary carbon is not possible. (D) Incorrect: Hofmann degradation removes the carbonyl carbon, so gives ethanamine (), one carbon fewer.
Saved on this device. Sign in or create a free account to keep it on every device.