Base Hydrolysis of Coordinated Acetonitrile

Buckingham, D. A., Keene, F. R., and Sargeson, A. M. (1973) Base Hydrolysis of Coordinated Acetonitrile. Journal of the American Chemical Society, 95 (17). pp. 5649-5652.

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DOI: 10.1021/ja00798a032

View at Publisher Website: http://dx.doi.org/10.1021/ja00798a032

Abstract

The base hydrolysis of acetonitrile to acetamide is catalyzed by a factor of 2 X l0(6) on coordination to CO(NH3)5 8+. Hydroxide appears to attack the carbon atom of the nitrile group, while in a separate and concurrent process the methyl protons exchange. On addition of acid to the acetamido complex produced, protonation occurs on the carbonyl oxygen (pKa = 3.02; μ = 1.0 M, NaC104; T = 25°) rather than on the amide nitrogen atom.

ID Code:22764
Item Type:Article (Refereed Research - C1)
FoR Codes:03 CHEMICAL SCIENCES > 0302 Inorganic Chemistry > 030207 Transition Metal Chemistry @ 100%
SEO Codes:97 EXPANDING KNOWLEDGE > 970103 Expanding Knowledge in the Chemical Sciences @ 100%
Deposited On:10 Sep 2012 13:41
Last Modified:02 Jan 2013 12:30
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