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Paper 3 · Organic Chemistry

With which reagent do phenol and phenylamine give similar reactions?

ABr2(aq)Br_{2(aq)}
BHCl(aq)HCl_{(aq)}
CHNO2(aq)HNO_{2(aq)}
DNaOH(aq)NaOH_{(aq)}
Explanation: The marking scheme gives answer A. Both phenol and phenylamine react with bromine water (Br2(aq)Br_2(aq)) to give white precipitates (tribromophenol and tribromophenylamine respectively) — electrophilic substitution activated by the -OH and -NH2NH_2 groups.

ZIMSEC Chemistry Paper 3, June 2009, Q15

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