In:
Journal of Physical Organic Chemistry, Wiley, Vol. 26, No. 12 ( 2013-12), p. 1044-1047
Abstract:
The microscopic p K a of the pyridine N of the phosphate monoester 2‐pyridyl phosphate (MPP) is 2.76, significantly higher than that expected for the leaving group (RO) oxygen of a typical monoester ROPO 3 = . This favours the prototropic equilibrium considered to be the key step in the rapid hydrolysis of a typical monoester, and the observed rate of hydrolysis of the monoanion MPP − is shown to be close to that expected for the protomer MPP += , with neutral 2‐pyridone as the leaving group. Copyright © 2013 John Wiley & Sons, Ltd.
Type of Medium:
Online Resource
ISSN:
0894-3230
,
1099-1395
Language:
English
Publisher:
Wiley
Publication Date:
2013
detail.hit.zdb_id:
1475025-9
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