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Which of the position(s) shown is where a single bromination of phenyl benzoate expected to occur most often? Briefly explain

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Answer #1

Bromination is a electrophilic reaction, hence bromination occurs at more nucleophilic carbon centre which possesses more electron density. In this case the single bromination occurs at position 'c' because it is electronically rich carbon centres due to conjugation of the lone pairs of oxygen atom which is directly attached with the phenyl ring. The other phenyl ring is deactivated towards the bromination reaction due to electron withdrawing effect of the carbonyl group (-I & -R effect).

. & election withdrawing group - - electron donating group (AR affect) ter C-f , ar-effect) & Bromination occur at e position

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