Kinetic studies of the reactions of some phenols and alkyl aryl ethers with dinitrogen pentoxide in perfluorocarbon solvents

MR Crampton, LM Gibbons, R Millar

Index: Crampton; Gibbons; Millar Journal of the Chemical Society, Perkin Transactions 2, 2001 , # 9 p. 1662 - 1665

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Citation Number: 12

Abstract

The reaction of dinitrogen pentoxide in perfluorocarbon solvents with phenols and alkyl aryl ethers carrying halogeno ring-substituents results in nitrodehydrogenation. Rate measurements show that the preferred orientation of nitration is ortho> para> meta to the hydroxy group; the kinetic isotope effect, kH/kD, has a value close to unity. Phenols show considerably higher reactivity than similarly substituted alkyl phenyl ethers, and a ...