Journal of the Chemical Society. Perkin transactions I p. 58 - 63 (1981)
Update date:2022-08-02
Topics:
Cambie, Richard C.
Larsen, David S.
Rutledge, Peter S.
Woodgate, Paul D.
Treatment of alkenes with "thicyanogen bromide" prepared from equimolar amounts of bromine and thallium (1) thiocyanate in wet chloroform, gives moderate to high yields of vic-bromothiocyanates.The addition proceeds by an ionic mechanism involving nucleophilic attack of bromide ion on anS-cyanothiiranium cation.Unlike vic-iodothiocyanates, the vic-bromothiocyanates are not readily isomerized to the corresponding vic-halogenoisothiocyanates.
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