Free radical addition to olefins. Part XIII. Photolysis of bromodichloromethane in the presence of olefins

Janet C. Gibb; John M. Tedder; John C. Walton

doi:10.1039/P29740000807

Free radical addition to olefins. Part XIII. Photolysis of bromodichloromethane in the presence of olefins

Janet C. Gibb, John M. Tedder^*, John C. Walton

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

Photolysis of bromodichloromethane alone and in the presence of ethylene and vinyl fluoride has been investigated. Although the principal photolytic step involves carbon-bromine bond fission: CHCl₂Br →^hv CHCl₂· + Br· subsequent chain carrying processes involve hydrogen abstraction as much as bromine abstraction: R· + CHCl₂Br → RH + CCl₂Br· R· + CHCl ₂Br → RBr + CHCl₂· The almost equal importance of hydrogen and bromine abstraction from bromodichloromethane leads to a mixture of products in which both dichloromethyl (CHCl₂·) and bromodichloromethyl (CBrCl₂·) radicals are chain carrying species. In contrast to earlier reports of liquid phase studies the radical which predominates in addition to alkenes in the gas phase is the bromodichloromethyl radical.

Original language	English
Pages (from-to)	807-811
Number of pages	5
Journal	Journal of the Chemical Society, Perkin Transactions 2
Issue number	7
DOIs	https://doi.org/10.1039/P29740000807
Publication status	Published - 1 Jan 1974

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title = "Free radical addition to olefins. Part XIII. Photolysis of bromodichloromethane in the presence of olefins",

abstract = "Photolysis of bromodichloromethane alone and in the presence of ethylene and vinyl fluoride has been investigated. Although the principal photolytic step involves carbon-bromine bond fission: CHCl2Br →hv CHCl2· + Br· subsequent chain carrying processes involve hydrogen abstraction as much as bromine abstraction: R· + CHCl2Br → RH + CCl2Br· R· + CHCl 2Br → RBr + CHCl2· The almost equal importance of hydrogen and bromine abstraction from bromodichloromethane leads to a mixture of products in which both dichloromethyl (CHCl2·) and bromodichloromethyl (CBrCl2·) radicals are chain carrying species. In contrast to earlier reports of liquid phase studies the radical which predominates in addition to alkenes in the gas phase is the bromodichloromethyl radical.",

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T1 - Free radical addition to olefins. Part XIII. Photolysis of bromodichloromethane in the presence of olefins

AU - Gibb, Janet C.

AU - Tedder, John M.

AU - Walton, John C.

PY - 1974/1/1

Y1 - 1974/1/1

N2 - Photolysis of bromodichloromethane alone and in the presence of ethylene and vinyl fluoride has been investigated. Although the principal photolytic step involves carbon-bromine bond fission: CHCl2Br →hv CHCl2· + Br· subsequent chain carrying processes involve hydrogen abstraction as much as bromine abstraction: R· + CHCl2Br → RH + CCl2Br· R· + CHCl 2Br → RBr + CHCl2· The almost equal importance of hydrogen and bromine abstraction from bromodichloromethane leads to a mixture of products in which both dichloromethyl (CHCl2·) and bromodichloromethyl (CBrCl2·) radicals are chain carrying species. In contrast to earlier reports of liquid phase studies the radical which predominates in addition to alkenes in the gas phase is the bromodichloromethyl radical.

AB - Photolysis of bromodichloromethane alone and in the presence of ethylene and vinyl fluoride has been investigated. Although the principal photolytic step involves carbon-bromine bond fission: CHCl2Br →hv CHCl2· + Br· subsequent chain carrying processes involve hydrogen abstraction as much as bromine abstraction: R· + CHCl2Br → RH + CCl2Br· R· + CHCl 2Br → RBr + CHCl2· The almost equal importance of hydrogen and bromine abstraction from bromodichloromethane leads to a mixture of products in which both dichloromethyl (CHCl2·) and bromodichloromethyl (CBrCl2·) radicals are chain carrying species. In contrast to earlier reports of liquid phase studies the radical which predominates in addition to alkenes in the gas phase is the bromodichloromethyl radical.

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Free radical addition to olefins. Part XIII. Photolysis of bromodichloromethane in the presence of olefins

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