An enolate is a very strong nucleophile. Bromine is a strong electrophile, so it can

Chapter 22, Problem PROBLEM 22-10

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An enolate is a very strong nucleophile. Bromine is a strong electrophile, so it can react with much weaker nucleophiles. Give mechanisms for the reactions of bromine with cyclopentene and with phenol, which are both much weaker nucleophiles than an enolate.

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