Decomposition Rates, Synthesis, and Spectral Properties of a Series of Alkyl Hyponitrites

Document Type

Article

Publication Date

1-1-1983

Abstract

A number of trans-alkyl hyponitrites (RON=NOR) weee synthesized and characterized. At 66.1 - 0.1 °C in isooctane and with millimolar to micromolar concentrations first-order kinetics were observed with half-lives (min) of 12.8 - 0.2 (CH3), 32.3 - 1.1 (2-C3H7), 15.0 - 0.3 (cyclohexyl), 25.2 - 1.2 (tert-butyl), 18.3 - 0.3 (tert-pentyl), 3.0 - 0.1 (benzyl), 11.2 - 0.5 (2-phenylethyl), and 5.5 - 0.3 (1-phenylethyl). The rate constants were concentration independent and showed little change with changes in solvent polarity or viscosity. Ultraviolet, magnetic resonance, infrared, and mass spectra for the new hyponitrites are reported. Most of the hyponitrites were highly crystalline solids that could be stored for long periods without change below 0 °C. © 1983, American Chemical Society. All rights reserved.

Publication Title

Journal of Organic Chemistry

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