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The chemistry of fulminic acid revised

Authors
Journal
Tetrahedron
0040-4020
Publisher
Elsevier
Publication Date
Volume
41
Issue
22
Identifiers
DOI: 10.1016/s0040-4020(01)96763-8
Disciplines
  • Chemistry

Abstract

Abstract The availability of a new synthesis of fulminic acid by hydrolysis of trimcthylsilanecarbonitrile oxide allowed a reinvestigation of the chemistry of the title compound. Thus, cycloadditions to olefinic and acetylenic dipolarophiles are improved with respect to previous results and the oligomerisation is proved to occur via the reactive species hydroxyiminoacetonitrile oxide 7 and hydroxyiminomethyl-hydroxyiminoacetonitrile oxide 8. The Z-configuration, found for the oxime groups in these intermediates, is maintained in their derivatives, under kinetic controls.

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