Question:
Which one of the following is not correct?
Which one of the following is not correct?
Show Hint
Aryl halides do not undergo SN2 reactions due to resonance stabilization of the C–X bond.
Updated On: Jun 9, 2026
- \((CH_3)_3CONa + CH_3Br \rightarrow (CH_3)_3COCH_3\)
- \((C_2H_5)_2O \xrightarrow{excess HI, \Delta} 2 C_2H_5I + H_2O\)
- \((CH_3)_3COC_2H_5 \xrightarrow{HI, \Delta} (CH_3)_3CI + C_2H_5OH\)
- \(C_6H_5Br + CH_3ONa \rightarrow C_6H_5OCH_3 + NaBr\)
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The Correct Option is D
Solution and Explanation
Concept:
Aryl halides do not undergo nucleophilic substitution under normal Williamson ether synthesis conditions because the C–Br bond has partial double bond character due to resonance, making it resistant to SN2 attack.
Step 1: Check each reaction.
(A) Williamson ether synthesis with primary alkyl halide → correct.
(B) Ether cleavage with excess HI → correct.
(C) Unsymmetrical ether cleavage via protonation and SN1 pathway → correct.
(D) Aryl halide cannot undergo this reaction → incorrect. \[ \boxed{\text{(D) is not correct}} \]
Step 1: Check each reaction.
(A) Williamson ether synthesis with primary alkyl halide → correct.
(B) Ether cleavage with excess HI → correct.
(C) Unsymmetrical ether cleavage via protonation and SN1 pathway → correct.
(D) Aryl halide cannot undergo this reaction → incorrect. \[ \boxed{\text{(D) is not correct}} \]
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