ULTRAVIOLET PHOTOLYSIS OF CONDENSED-PHASE ACETYL CHLORIDE: VERIFICATION OF A CONCERTED ELIMINATION REACTION
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Date
1997
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Ohio State University
Abstract
Ultraviolet photolysis of condensed-phase acetyl chloride $(CH_{3}COCl)$ produces ketene $(H_{2}C=C=O)$ and HCl in a 1:1 dimer complex. The reaction mechanism sharply differs from the photodissociation of gas-phase molecules which produces chlorine and acetyl radical $(CH_{3}CO)$ that further dissociates to $CH_{3}$ and CO. Two mechanisms of photodissociation of condensed-phase acetyl chloride have been proposed; concerted elimination and the caged abstraction. Thermodynamic analysis, polarized IR studies, and gencral spectroscopic observations of the photoproducts are use to show that the photodissociation of condensed acetyl chloride follows a concerted elimination mechanism.
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Author Institution: Battelle Pacific Northwest National Laboratories