Question 43 of 48
Q.Identify 'P' formed in the following reaction: Br-C6H4-CH2Cl (meta) + CH3ONa / CH3OH -> P
(a) Br-C6H4-CH2-OCH3 (ring bears Br and -CH2-OCH3)
(b) CH3O-C6H4-CH2-OCH3 (ring bears -OCH3 and -CH2-OCH3)
(c) CH3O-C6H4-CH2Cl (ring bears -OCH3 and -CH2Cl)
(d) HO-C6H4-CH2OH (ring bears -OH and -CH2OH)
West Bengal WbchseWest Bengal HS (WBCHSE) Board 2026MCQ· 1mImportance★★★★★
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Start your 14-day free trial to unlock the full solution →In m-bromobenzyl chloride the benzylic -CH2Cl is very reactive toward SN2 by methoxide, while the aryl C-Br (no activating group) is inert, so only the -CH2Cl is converted to -CH2OCH3. Correct option (a).
The molecule has two C-halogen bonds:
- A benzylic C-Cl (Ar-CH2-Cl): sp3 carbon, activated by the adjacent ring, reacts readily with the nucleophile CH3O- by SN2 -> Ar-CH2-OCH3.
- An aryl C-Br on the ring: aryl halides are very unreactive to nucleophilic substitution (partial double-bond character, no ortho/para electron-withdrawing group here), so it stays intact. …
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