The Reaction of Propene with Iodine Bromide

Article abstract of DOI:10.1071/CH9800455

Iodobromination of propene gives a mixture (c. 60:40) of 2-bromo-1-iodopropane and 1-bromo-2-iodopropane.This mixture of kinetic control converts into an equilibrium (c. 70:30) mixture with heat.The addition to the double bond is postulated to occur through a bridged iodonium ion rather than through a simple carbocation, and hence Markownikoff's rule need not apply to this system