Synthesis of mixed polynitroorthocarbonates and related derivatives
Source abstract
Abstract
Abstract Tris(polynitroalkoxy)chloromethanes (chloroorthoformates), a new class of compounds, are prepared by the chlorination of tris(polynitroalkoxy)methyl disulfides. The chloroorthoformates are reactive intermediates, which with alcohols give mixed 1:3 and 1:1:2 orthocarbonates. Additional derivatives are obtained with nucleophiles such as F−, N3 −, CN−, and 2-imidazolidone.
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Research context
OpenAlex topics: Chemical Synthesis and Reactions · Inorganic and Organometallic Chemistry · Oxidative Organic Chemistry Reactions
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References (5)
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1. Gilligan W. H. · Synthesis · 1979 · 60010.1055/s-1979-28774 ↗
2. Gilligan W. H. · J. Chem Eng. Data · 1982 · 27 · 9710.1021/je00027a031 ↗
3. Hill M. E. · J. Org. Chem. · 1965 · 30 · 41110.1021/jo01013a025 ↗
4. 2-Fluoro-2,2-dinitroethyl trichloromethyl ether and 2,2,3,3,4,4,4-heptafluorobutyl trichloromethyl ether have been prepared. These compounds are unreactive with polynitroaliphatic alcohols in uncatalyzed reactions. With Friedel-Crafts catalysts side reactions and/or scrambling predominate. W. H. Gilligan, Unpublished results
5. Sitzmann M. E. · J. Org. Chem. · 1983