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Synthesis of Esters Via a Greener Steglich Esterification in Acetonitrile
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(+/-)-3-Ethyl-2-methyl-4-oxocyclohexanecarboxylic acid: catemeric hydrogen bonding in a cyclic delta-keto acid

Mark Davison1, Elizabeth M Kikolski, Roger A Lalancette

  • 1Carl A. Olson Memorial Laboratories, Department of Chemistry, Rutgers University, Newark, NJ 07102, USA.

Acta Crystallographica. Section C, Crystal Structure Communications
|June 5, 2004
PubMed

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Structure of Carboxylic Acid Derivatives
Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
The three sp2 orbitals of the carbonyl carbon form three σ bonds, one each with the carbonyl oxygen, the α carbon, and the heteroatom, whereas the other two sp2 orbitals of the carbonyl oxygen are occupied by the lone pairs. Further, the unhybridized p...
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