Analysis of photochemical reaction kinetics by FTIR spectra intermolecular photocycloaddition of o-chloranil

H. Betterman; H.-J. Schroers

doi:10.1117/12.56422

1 March 1992 Analysis of photochemical reaction kinetics by FTIR spectra intermolecular photocycloaddition of o-chloranil

H. Betterman, H.-J. Schroers

Author Affiliations +

Proceedings Volume 1575, 8th Intl Conf on Fourier Transform Spectroscopy; (1992) https://doi.org/10.1117/12.56422
Event: Eighth International Conference on Fourier Transform Spectroscopy, 1991, Lubeck-Travemunde, Germany

Abstract

The photochemical reaction of o—chloranil (3 ,4,5,6 —tetrachioro— 1 ,2 —benzoquinone) was initiated by the excitation of the lowest energetic l(fl_fl*) state using emission lines of an argon ion laser1 . The data of liquid chromatography establish that only one final compound is generated. The photoproduct has dimeric structure identified by mass spectroscopy. The isotopic distribution of the molecular peaks closely corresponds to the isotopic pattern of octachloro—substituted molecules. Moreover, the mass spectrum exhibits the stepwise loss of two carbon monoxide groups. This feature is characteristic for quinones. The dimeric photoproduct reveals that the reaction can be described by an intermolecular [4+21 photocycloaddltion. In contrast to the reaction of 3,5—di--tert.-butyl—1,2—benzoquinone (investigated under same conditions) in which an absorption band (at 2134 cm') of CO dissolved in the reaction mixture was visible, a parallel CO abstraction can be excluded.

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H. Betterman and H.-J. Schroers "Analysis of photochemical reaction kinetics by FTIR spectra intermolecular photocycloaddition of o-chloranil", Proc. SPIE 1575, 8th Intl Conf on Fourier Transform Spectroscopy, (1 March 1992); https://doi.org/10.1117/12.56422

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