The Journal of Organic Chemistry

The Isomeric Dinitrocyclohexanes. I. Synthesis of Epimeric 1, 3-and 1, 4-Dinitrocyclohexanes1

AT Nielsen

Index: Nielsen,A.T. Journal of Organic Chemistry, 1962 , vol. 27, p. 1993 - 1998

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Citation Number: 19

Abstract

1, 4-Dinitrocyclohexane (11) has been prepared by peroxytrifluoroacetic acid oxidation of 1, 4cvclohexanedione dioxime (I) and by sodium borohydride reduction of cis-or trans-l, 4- dibromo-l, 4-dinitrocyclohexane (VII). Oxidation of trans-1, 4-dibromo-1, 4- dinitrosocyclohexane (IIIa) by peroxytrifluoroacetic acid affords trans-VII. Incidental to the synthetic work the stereochemistry of the isomers of dibromo compounds IIIa and VI1 and ...