**Statement 1:** The major products formed by heating 4-nitrophenyl benzyl-type ether (O_2N-C_6H_4-O-CH_2-C_6H_4-OMe) with HI are O_2N-C_6H_4-OH (I) and ICH_2-C_6H_4-OH (II). **Statement 2:** Benzyl carbocation is more stable.

JEE Main Chemistry question

**Statement 1:** The major products formed by heating 4-nitrophenyl benzyl-type ether () with HI are (I) and (II). **Statement 2:** Benzyl carbocation is more stable.

(A)Assertion is True, Reason is True; Reason is correct explanation for AssertionCorrect
(B)Assertion is True, Reason is True; Reason is not correct explanation for Assertion
(C)Assertion is True, Reason is False
(D)Assertion is False, Reason is True

Answer: (A)

Solution

HI cleaves this unsymmetrical diaryl ether specifically at the benzylic carbon–oxygen bond (not the aryl–O bond on the nitrophenyl side, which resists substitution), because the benzylic carbocation formed is resonance-stabilised by the adjacent aromatic ring and is therefore much more easily

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Question ID VK-148686