The Reaction of Bromine with Cyclohexene in Carbon Tetrachloride. Part 1. Reactions in the Absence of Hydrogen Bromide; Presence of a Scavenger

DOI: 10.1039/P29830001079

Source and publish data:

Journal of the Chemical Society. Perkin transactions II p. 1079 - 1086 (1983)

Update date:2022-08-17

Topics:

Authors:

Byrnell, Charles J. A.

Coombes, Robert G.

Hart, Lionel S.

Whiting, Mark C.

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Article abstract of DOI:10.1039/P29830001079

The addition of bromine to cyclohexene in carbon tetrachloride solutions has been studied.Results are unreproducible, but when N-bromosuccinimide or N-bromophthalimide is also present to scavenge hydrogen bromide, a slower reaction, second-order in bromine, with reproducible rate constants is observed.This shows a negative overall activation energy.There may be terms in higher powers of , but the first-order term in bromine is too small to measure.A faster second phase of the reaction begins when all the N-bromo-imide initially present has reacted with the hydrogen bromide formed in side reactions, including those leading to 3-bromocyclohexene and (from adventitious water) to 2-bromocyclohexanol, and is of order 1.5 in bromine.

Full text of DOI:10.1039/P29830001079

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