Hunsdiecker reaction
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Wikipedia
The Hunsdiecker reaction (also called the Borodin reaction after Alexander Borodin) is the organic reaction of silver salts of carboxylic acids with halogens to give organic halides. The reaction is named after Heinz Hunsdiecker and Cläre Hunsdiecker.
Several reviews have been published.
Mercuric oxide will also effect this transformation.
Reaction mechanism
The reaction mechanism of the Hunsdiecker reaction is believed to involve organic radical intermediates. The silver salt of the carboxylic acid 1 will quickly react with bromine to form intermediate 2. Formation of the diradical pair 3 allows for radical decarboxylation to form the diradical pair 4, which will quickly recombine to form the desired organic halide 5.
Variations
Simonini reaction
The reaction of silver salts of carboxylic acids with iodine is called the Simonini reaction , named after Angelo Simonini a student of Adolf Lieben at the University of Vienna.
References
See also
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Last updated on Wednesday June 25, 2008 at 08:34:36 PDT (GMT -0700)
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This article is licensed under the GNU Free Documentation License.
Last updated on Wednesday June 25, 2008 at 08:34:36 PDT (GMT -0700)
View this article at Wikipedia.org - Edit this article at Wikipedia.org - Donate to the Wikimedia Foundation
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