N-Nitroso-N, O-dialkylhydroxylamines: preparation, structure, and mechanism of the hydronium ion catalysed solvolytic nitrous oxide extrusion reaction

JI Bhat, W Clegg, H Maskill, MRJ Elsegood…

Index: Bhat, J. Ishwara; Clegg, William; Maskill, Howard; Elsegood, Mark R.J.; Menneer, Iain D.; Miatt, Peter C. Journal of the Chemical Society. Perkin Transactions 2, 2000 , # 7 p. 1435 - 1446

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Citation Number: 29

Abstract

Eleven N-nitroso-N,O-dialkylhydroxylamines, RN(NO)OR′, have been prepared and the mechanisms of their hydronium ion catalysed solvolyses in aqueous solution which liberate nitrous oxide have been investigated. All reactions are first-order in substrate and first-order in hydronium ion, and the second-order rate constants at 25 °C vary over a range of less than 140 in spite of considerable variation in substrate structure (R ranges from methyl to 4-methoxybenzyl ...