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Aldol Condensation: Why is OH a Good LG?
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[QUOTE="Yanick, post: 4951024, member: 232059"] The mechanism you drew is not correct in that the lone pair on the carbanion will not "kick off" the hydroxyl group as there is a methylene group between the two. Re-draw the mechanism from scratch to get a better idea of this reaction. As far as the hydroxyl leaving group, think about what is in your flask. You even drew the reagent over your arrow in the first step. Leaving group ability is not a binary characteristic but instead is a spectrum from "bad" to "good." [/QUOTE]
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Aldol Condensation: Why is OH a Good LG?
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