Oxidation of 1, 2-bis (hydroxylamines)

DW Dixon, RH Weiss

Index: Dixon, Dabney White; Weiss, Randy H. Journal of Organic Chemistry, 1984 , vol. 49, # 23 p. 4487 - 4494

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Citation Number: 36

Abstract

Oxidations of 1, 2-bis (aminooxy) ethane (H2NOCH2CH20NH2) and its phenyl substituted derivative (H2NOCHPhCH20NH2) give a variety of producta. Some are consistent with formation of the 1, 4, 2, 3-dioxadiazene ring or a polymeric hyponitrite, while others derive from separate oxidation of the two ends of the hydroxylamine. Nitrogen yields are-60% in nickel peroxide oxidations and-25% in tert-butyl hypochlorite oxidations.