Hell-Vollhard-Zelinsky Reaction

by James

Description: The Hell-Vollhard-Zelinsky [HVZ] reaction is a means of converting a carboxylic acid to a brominated carboxylic acid (the bromine ends up on the alpha carbon of the carboxylic acid).
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{ 5 comments… read them below or add one }

Petr

hell-volhard-zElinsky

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james

Oops. Thanks

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Doug

what would happen to the brominated carboxylic acid product if you next added H3O+ ?

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James

Probably not that much. Over time, you might start getting replacement of the Br with OH, but that would require water acting as a nucleophile. With enough heat you might start to eliminate to give the double bond. However both of these are going to be fairly slow reactions.

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Rich Aversa

If heat is present as well, you have carboxylic acid + H3O+ + heat = decarboxylation, giving you an alkyl halide?

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