The Journal of Organic Chemistry

Kinetics and mechanisms of the aminolysis of N-hydroxysuccinimide esters in aqueous buffers

GW Cline, SB Hanna

文献索引：Cline, Gary W.; Hanna, Samir B. Journal of Organic Chemistry, 1988 , vol. 53, # 15 p. 3583 - 3586

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被引用次数: 65

摘要

Rate constants for the aminolysis of the N-hydroxysuccinimide (NHS) ester of p- methoxybenzoic acid, in aqueous buffer systems (20% dioxane), have been determined under pseudo-fist-order conditions. For the amines studied (pK,= 7.60-11.1), the data fit the rate expression kobsd-kOH-X [OH-]= kl [amine] fr,,. This rate equation is in contrast to the two- term rate equation (ko~= kl [amine] t k2 [amineI2) obtained for this reaction in anhydrous ...