Reduction of CBr4, CHBr3, and CH2Br2 on a glassy-carbon rotating disk
electrode in dimethylformamide and acetonitrile proceeds mainly via su
ccessive dehalogenation. Anions -CBr3 and -CHBr2, formed in the first
reduction step of CBr4 and CHBr3, respectively, can undergo both proto
nation (through reaction -CHBr2 + CHBr3 --> CH2Br2 + -CBr3, among othe
rs) and partial dissociation to fragments by the pattern -CBr3 --> :CB
r2 + Br- (with subsequent reduction of carbene at the same potentials)
. Concurrently, compounds form that inhibit the reduction process. The
reduction of polybromomethanes on mercury is complicated by their int
eraction with the electrode material.