(a) Give the mechanism for the formation of ethanol from ethene. (2)
(b) Predict the reagent for carrying out the following conversions: (1×3)
(i) phenol to benzoquinone
(ii) anisole to p-bromoanisole
(iii) phenol to 2,4,6-tribromophenol
(b) Predict the reagent for carrying out the following conversions: (1×3)
(i) phenol to benzoquinone
(ii) anisole to p-bromoanisole
(iii) phenol to 2,4,6-tribromophenol
Solution
(a) Acid hydration mechanism:
(ii) \textbf{Br in ethanoic acid} — mono-bromination, para major.
(iii) \textbf{Bromine water} (excess) → white 2,4,6-tribromophenol.
- CH=CH + H → CHCH (slow, rate-determining).
- HO attacks the cation → CHCH\overset{+}{O}H.
- Loss of H → CHCHOH.
(ii) \textbf{Br in ethanoic acid} — mono-bromination, para major.
(iii) \textbf{Bromine water} (excess) → white 2,4,6-tribromophenol.
CBSE Class 12 Board · 2020 · Subjective