Clemmensen reduction
| Clemmensen reduction | |
|---|---|
| Named after | Erik Christian Clemmensen |
| Reaction type | Organic redox reaction |
| Identifiers | |
| Organic Chemistry Portal | clemmensen-reduction |
| RSC ontology ID | RXNO:0000038 |
Clemmensen reduction is a chemical reaction described as a reduction of ketones (or aldehydes) to alkanes using zinc amalgam and hydrochloric acid.[1][2][3] This reaction is named after Erik Christian Clemmensen, a Danish chemist.[4]
The Clemmensen reduction is particularly effective at reducing aryl-alkyl ketones,[5][6] such as those formed in a Friedel-Crafts acylation. With aliphatic or cyclic ketones, zinc metal reduction is much more effective.[7]
The substrate must be unreactive to the strongly acidic conditions of the Clemmensen reduction. Acid sensitive substrates should be reacted in the Wolff-Kishner reduction, which utilizes strongly basic conditions; a further, milder method is the Mozingo reduction. The oxygen atom is lost in the form of one molecule of water.
However, the reaction is not suitable for substances sensitive to acids. Also, -COOH group can't be reduced by this method. (-COOH group can be reduced by treating it with soda lime and then heating).
References
- ↑ Lua error in package.lua at line 80: module 'strict' not found.
- ↑ Lua error in package.lua at line 80: module 'strict' not found.
- ↑ Lua error in package.lua at line 80: module 'strict' not found.
- ↑ Biographies of Chemists, accessed 6 Feb 2007
- ↑ Lua error in package.lua at line 80: module 'strict' not found.; Vol. 15, p.64 (1935)
- ↑ Lua error in package.lua at line 80: module 'strict' not found.; Vol. 33, p.17 (1953).
- ↑ Lua error in package.lua at line 80: module 'strict' not found.; Vol. 53, p.86 (1973).
Reviews
- Lua error in package.lua at line 80: module 'strict' not found.
- Lua error in package.lua at line 80: module 'strict' not found.
- Lua error in package.lua at line 80: module 'strict' not found.
- Lua error in package.lua at line 80: module 'strict' not found.
