The Journal of Organic Chemistry

Synthesis of polynitroadamantanes. Oxidations of oximinoadamantanes

TG Archibald, K Baum

Index: Archibald, T. G.; Baum, K. Journal of Organic Chemistry, 1988 , vol. 53, # 20 p. 4645 - 4649

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Citation Number: 40

Abstract

Adamantanes bearing gem-dinitro groups on bridge carbons were synthesized from oximin badamantanes by reaction with nitric acid, or alternatively, by reaction with aqueous hypobromite, reduction of the intermediate gem-bromonitroadamantanes, and oxidative nitration. Reaction of oximinoadamantanes with: ypochlorous acid gave anomolous gem- dichloro compounds instead of chloronitro derivatives. The presence o two gem-dinitro ...