Difference between revisions of "Hunsdiecker reaction"

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(Created page with "{{Stub}} The '''Hunsdiecker reaction''' (or '''Borodin reaction''') is the organic reaction of silver salts of carboxylic acids with halogens, which gives organic hali...")
 
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*[http://www.sciencemadness.org/talk/viewthread.php?tid=9855 Bromobenzene via the Hunsdiecker reaction?]
 
*[http://www.sciencemadness.org/talk/viewthread.php?tid=9855 Bromobenzene via the Hunsdiecker reaction?]
 
*[http://www.sciencemadness.org/talk/viewthread.php?tid=66503 Halobenzenes by decarboxylation of halobenzoic acids]
 
*[http://www.sciencemadness.org/talk/viewthread.php?tid=66503 Halobenzenes by decarboxylation of halobenzoic acids]
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*[http://www.sciencemadness.org/talk/viewthread.php?tid=83518 Hunsdiecker Reaction with Amino Acids Literature/Insight]
  
 
[[Category:Reactions]]
 
[[Category:Reactions]]

Revision as of 14:43, 4 June 2018

The Hunsdiecker reaction (or Borodin reaction) is the organic reaction of silver salts of carboxylic acids with halogens, which gives organic halides. It is an interesting example of a halogenation reaction.

Reaction mechanism

The reaction can be written as:

R-COOAg + Br2 → R-Br + CO2 + AgBr

If iodine is used instead of bromine, the final product will be an ester of the carboxylic acid and its corresponding alcohol. This version is called Simonini reaction.

2 R-COOAg + I2 → R-C(=O)O-R + CO2 + 2 AgI

Procedure

To a solution of silver carboxylate in carbon tetrachloride, elemental bromine is added.

Uses

The Hunsdiecker reaction is useful for making organic halides from silver carboxylates, such as methyl bromide from silver acetate.

References

Relevant Sciencemadness threads