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ChemInform Abstract: Destructive Nitration of Polynitrocarbonyl Compounds. Part 4. Synthesis of Compounds Containing Vicinal gem-Dinitro Groups.

✍ Scribed by O. P. STEPANOVA; E. L. GOLOD

Publisher: John Wiley and Sons
Year: 2010
Weight: 37 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199907082

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✦ Synopsis

Part 4. Synthesis of Compounds Containing Vicinal gem-Dinitro Groups. -Nitration of β-methyl-γ,γ-dinitroketones (III) and (V) proceeds by C-C bond cleavage to afford compounds (IV) and (VI), resp., containing two vicinal gem-dinitro groups. The tetranitrohexanoic acid (VI) is used for the synthesis of several further polynitro compounds, e.g. tetranitropentylamine (VIII), tetranitropentanol (XI) or the dinitrodihydrooxazine N-oxide (XII). The reaction of the amine (VIII) with sodium nitrite in the presence of concentrated hydrochloric acid unexpectedly proceeds mainly by nitration instead of diazotization. -(STEPANOVA, O.

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