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When using HI, the hydroxy group is protonated, producing water, which is a much better leaving group than -OH is. Iodide on its own is not strong enough as a nucleophile to displace -OH, but it will react with a carboncation produced from the protonation of an alcohol.

2007-05-13 02:55:18 · answer #1 · answered by TheOnlyBeldin 7 · 0 0

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