Abstract
When irradiated in protic solvents such as water and primary alcohols, pyrazolinone derivatives undergo photocleavage between the two nitrogen atoms. Substituting the C-4 atom with an electronegative group stabilizes the open chain which is obtained but a thermal transposition takes place from the linear intermediate when C-4 carries a hydrogen atom or a methyl group. The STO 3G ab initio scheme was used to study the photocleavage and the influence of the C-4 substituent, giving evidence of a mechanism which involves triplet excited states of the π, σ * type.
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