The Nitrosation of Aliphatic Carbon Atoms
Published Online: 15 MAR 2011
Copyright © 2004 by Organic Reactions, Inc. Published by John Wiley & Sons, Inc.
How to Cite
Touster, O. 2011. The Nitrosation of Aliphatic Carbon Atoms. Organic Reactions. 7:6:327–377.
- Published Online: 15 MAR 2011
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The nitrosation reaction consists in the replacement of a hydrogen atom by the nitroso group with the formation of a nitroso or oximo derivative. With a few exceptions, the replacement of hydrogen on an aliphatic carbon atom requires the presence of an electron-attracting groups adjacent to the carbon to be nitrosated. Acyl, aroyl, carbonyl, carboxy, carbalkoxyl, nitrogen, cyano, imino, and aryl groups may serve as activators. Monoketones are readily converted into alpha-oximino ketones, whereas monoesters containing no other activating groups do not undergo the reaction. Victor Meyer discovered the reaction in 1873–1874.
- aliphatic carbon atoms;
- keto acids;
- malonic acid;
- arylacetic acid;
- nitro compounds;
- synthetic applications;
- experimental conditions