Hydrolysis, nitrosyl exchange, and synthesis of alkyl nitrites

…, JW Terpstra, RA Pickering, DM LePoire

Index: Doyle, Michael P.; Terpstra, Jan W.; Pickering, Ruth A.; LePoire, Diane M. Journal of Organic Chemistry, 1983 , vol. 48, # 20 p. 3379 - 3382

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Citation Number: 76

Abstract

Alkyl nitrites undergo relatively slow hydrolysis in phosphate-buffered aqueous media under neutral conditions with small but significant dependence of reactivity on structure. However, rapid nitrosyl exchange with alcohols is observed, and equilibrium constants for this transformation exhibit remarkable correlation with equilibrium constants for nitrosyl exchange of alcohols with nitrosyl chloride and with nitrous acid. tert-Butyl nitrite has the ...