The Journal of Organic Chemistry

O-ethyl phosphoramidic acids with sterically demanding N-substituents: useful precursors of ethyl metaphosphate on thermolysis

LD Quin, S Jankowski

Index: Quin, Louis D.; Jankowski, Stefan Journal of Organic Chemistry, 1994 , vol. 59, # 16 p. 4402 - 4409

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Citation Number: 24

Abstract

Kinetics of the thermal fragmentation of four N-substituted derivatives of 0-ethyl phosphoramidic acids,(EtO-P (O)(NRR')(OH), were examined. When N contained either of the sterically demanding mesityl or 1-adamantyl groups, the reaction followed first-order kinetics, both in the absence and presence of an alcohol trapping reagent. In the former case, the product was a pyrophosphate (RR'N (EtO)(O) POP (O)(OEt) OH). In the latter ...