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Carbon-centered radicals in cigarette smoke: acyl and alkylaminocarbonyl radicals.

Anal Chem

January 2009

Philip Morris USA Postgraduate Research Program, Philip Morris Interdisciplinary Network of Emerging Science and Technology (INEST), and Philip Morris USA Research and Technology Center, 601 East Jackson Street, Richmond, Virginia 23219, USA.

The widely accepted mechanism of formation for carbon-centered radicals in the gas-phase cigarette smoke involves reactions of NO(2) and alkadienes. However, specific examples of such radicals have never been isolated from fresh cigarette smoke or their structure determined. We have identified two previously unrecognized classes of carbon-centered radicals, alkylaminocarbonyl and acyl radicals, that are unrelated to radicals that form by NO(x) chemistry.

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