Sunday, June 10, 2012

Hunsdiecker Reaction



Reaction: Hunsdiecker Reaction


Reagent: Br2/CCl4


Use in Chemistry: Conversion of Silver salts of carboxylic acids to alkyl halides


Reaction Examples:



Reaction Mechanism:


The widely believed mechanism involves the Silver salt of the carboxylic acid reacting with bromine to form acyl hypobromite which undergoes homolytic bond cleavage to produce bromine radical and a carboxylate radical. This carboxylate radical then releases a carbon dioxide molecule to produce an alkyl radical. This alkyl radical combines with the bromine radical from the acyl hypobromite to form alkyl bromide.



Related Reaction: Simonini Reaction




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