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Issue 8, 1974
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Kinetics of the decomposition of diazirines

Abstract

Thermal decomposition of a series of meta-substituted 3-chloro-3-aryldiazirines in cyclohexene has been investigated over the temperature range 60–95 °C. In contrast to the kinetics of the para-substituted compounds in cyclohexene, the rates of decomposition of this series of compounds are linearly related to their respective σ values. The kinetics of decomposition of both series of compounds have been examined in acetic acid at 75 °C, and are similar to those observed in cyclohexene. Plausible mechanisms are proposed to account for the observed products. In addition, the thermal decompositions of 3-chloro-3-cyclopropyl- and 3-chloro-3-cycloheptyl-diazirine have been studied. The results are consistent with a polarized radical-like transition state for the decomposition of diazirines.

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Article type: Paper
DOI: 10.1039/P29740000937
Citation: J. Chem. Soc., Perkin Trans. 2, 1974,0, 937-941
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    Kinetics of the decomposition of diazirines

    M. T. H. Liu and D. H. T. Chien, J. Chem. Soc., Perkin Trans. 2, 1974, 0, 937
    DOI: 10.1039/P29740000937

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