- Three Component Reactions XI. Bromochlorination of Cyclopentene in the Presence of Alcohols
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The product composition of reaction mixtures after the addition of bromochlorine to cyclopentene in the presence of several alcohols was determined by GLC in dependence of the molar relations, the temperature and the order of addition.A comparison with the chlorination and bromination is given.The yields of three component products increase in the order bromination-bromochlorination-chlorination and decrease from primary to tertiary alcohols.
- Beger, J.,Thielemann, C.
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p. 809 - 815
(2007/10/02)
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- Radical Reactions of Bicyclopentane
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The photochemical reactions of bicyclopentane with bromine, bromotrichloromethane, t-butyl hypochlorite, di-t-butyl peroxide, and N-bromosuccinimide have been investigated.Trichloromethyl, t-butoxyl, and succinimidyl radicals abstract hydrogen from the C4 ring.The expected bicyclopentyl radicals were not detected and if they are discrete intermediates they must rearrange by fission of the C(1)-C(4) bond common to the two rings to form cyclopent-3-enyl radicals.The e.s.r. spectrum of the latter radicals was obtained.Bromine (and chlorine) atoms may abstract hydrogen, but their major pathway involves attack at the bridgehead carbon atoms in an SH2 reaction with fission of the C(1)-C(4) bond to give 3-halogenocyclopentyl radicals.
- Jamieson, Campbell,Walton, John C.,Ingold, Keith U.
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p. 1366 - 1371
(2007/10/02)
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