Acetolyses of trianisyl[2-14C]vinyl bromide (1-Br-2-14C) were carried out in the presence of various amounts of added NaOAc or NaOAc and LiBr. Scramblings of the isotopic label from C-2 to C-1 arising from 1,2-anisyl shifts in the trianisylvinyl cation were observed in both the reaction product and the recovered, unconsumed reactant. The results indicate that the relative contribution of the 1,2-shift process is decreased with an increase in the amount of NaOAc or LiBr, in support of a mechanism involving formation of the dissociated trianisylvinyl cation which will competitively undergo 1,2-anisyl shift to give scrambling, be captured by Br− ion and return to scrambled starting material, and be captured by OAc− ion to give scrambled product. The results are also compared with previous data from solvolyses of triphenyl[2-14C]vinyl bromide and the differences are discussed.