The Journal of Organic Chemistry

Nucleophilic substitution at nitrogen and carboxyl carbon of N-aryl-O-pivaloylhydroxylamines in aqueous solution: competition with SN1 solvolysis of model …

JS Helmick, M Novak

Index: Helmick, John S.; Novak, Michael Journal of Organic Chemistry, 1991 , vol. 56, # 8 p. 2925 - 2927

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Citation Number: 20

Abstract

The pseudo-firsborder rate constant for decomposition of 2a in 5% CHSCN-H20, 1.1= 0.5 M (KCl), T= 40 OC, is pH dependent (Figure 1) but is not dependent on buffer concentration in phosphate, borate, or carbonate buffers. The pH-independent rate constant, ko, of (1.36 f 0.04) X sl is comparable to the rate constant of (1.7 f 0.1) X sl previously obtained from only three measurementa in the pH range 1. &7. 0! The hydroxidedependent rate constant, ...