Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Rearrangement of Benzyl-type Radical in Corona Discharge of 2,6-Dichlorotoluene

  • Yoon, Young-Wook (Department of Chemistry and The Chemistry Institute for Functional Materials, Pusan National University) ;
  • Lee, Seung-Woon (Department of Chemistry and The Chemistry Institute for Functional Materials, Pusan National University) ;
  • Lee, Sang-Kuk (Department of Chemistry and The Chemistry Institute for Functional Materials, Pusan National University)
  • Received : 2010.06.03
  • Accepted : 2010.07.11
  • Published : 2010.09.20
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Abstract

Using a pinhole-type glass nozzle equipped for a corona-excited supersonic expansion (CESE), precursor 2,6-dichlorotoluene seeded in a large amount of inert carrier gas helium was discharged to produce jet-cooled but electronically excited benzyl-type radicals. The visible vibronic emission spectrum was recorded with a long-path monochromator to observe vibronic bands in the $D_1{\rightarrow}D_0$ electronic transition of benzyl-type radicals. The spectral analysis revealed the generation of not only the 2,6-dichlorobenzyl radical as a typical product, but also the o-chlorobenzyl radical as an unexpected species, which indicates the possible molecular rearrangement in eliminating a chlorine atom from the benzene ring. A possible mechanism is proposed for the formation of the o-chlorobenzyl radical from the precurs or in the gas phase.

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