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Transient resonance Raman and density functional theory investigation of the ultraviolet photolysis of dibromoacetonitrile in the solution phase
Affiliation:2. University of Tabriz, Tabriz, Iran;1. UNSW Water Research Centre, School of Civil and Environmental Engineering, University of New South Wales, Sydney, NSW, 2052, Australia;2. School of Photovoltaics and Renewable Energy Engineering, University of New South Wales, Sydney, NSW, 2052, Australia;3. School of Public Health , Room 3-57D, South Academic Building, University of Alberta, Edmonton, Alberta, T6G 2G7, Canada;4. School of Population Health, University of Queensland, Brisbane, 4006, Australia;1. Department of Food Technology and Bioprocess Engineering, Max Rubner-Institut, Federal Research Institute of Nutrition and Food, Haid-und-Neu-Straße 9, 76131 Karlsruhe, Germany;2. Institute for Micro Process Engineering, Karlsruhe Institute of Technology (KIT), Hermann-von-Helmholtz-Platz 1, 76344 Eggenstein-Leopoldshafen, Germany
Abstract:Ultraviolet photolysis of dibromoacetonitrile in cyclohexane solution was investigated using transient resonance Raman spectroscopy. The experimental Raman vibrational frequencies were compared to those predicted from density functional theory calculations for several probable photoproduct species. Our results indicate that significant amounts of the Br–NCCHBr adduct is produced on the nanosecond time scale. We briefly discuss the probable mechanisms of formation of the Br–NCCHBr species and implications for using substituted dihaloalkanes as carbenoid agents in cyclopropanation reactions.
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