Thermolysis of Some 4-Alkylidene-1-pyrazolines

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Abstract
The thermolysis of 4-methylene-1-pyrazoline and the kinetic isotope effects of 3,3-d2, 3,3,6,6-d4, and 3,3,5,5,6,6-d6 compounds were examined. Data suggest a simultaneous cleavage of both carbon–nitrogen bonds with the formation of an intermediate which by 13C labelling is shown to be other than the triplet planar trimethylenemethane. Product studies on 3,3-dimethyl-4-methylene-1-pyrazoline and 4-isopropylidene-1-pyrazoline are best rationalized in terms of the Chesick type intermediate.

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