The Journal of Organic Chemistry

Conversion of vicinal nitro nitrates to nitroalkanes with sodium borohydride

JM Larkin, KL Kreuz

Index: Larkin,J.M.; Kreuz,K.L. Journal of Organic Chemistry, 1971 , vol. 36, p. 2574 - 2575

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Citation Number: 8

Abstract

The nitroalkanes 1, 2, and 4 have ir and nmr spectra like those previously recorded4 (ir absorption at 6.45 and 7.25 p; nmr triplets at 6 4.35-4.37). 1-Kitr0-2~ 4~ 4-trimethylpentane (3) gives an ABX pattern at 6 4.21 for the protons adjacent to the nitro group and a complex multiplet at 6 2.38 for the tertiary proton. Only starting material was obtained from the reaction of 3-nitro-2, 4, 4-trimethyl-2-pentyl nitrate with sodium borohydride. The steric ...