RATES AND PRODUCTS OF ACETOLYSIS OF P-NITRONEOPHYL P-BROMOBENZENESULFONATE

p-Nitro- and p-cyanoneophyl brosylates were synthesized and their acetolysis rates were determined. The acetolysis of the nitro brosylate proceeds with 72.2% phenyl rearrangement and 25.4% methyl rearrangement forming four kinds of olefins (β,β-dimethyl-p-nitrostyrene, α,β-dimethyl-p-nitrostyrene, α-ethyl-p-nitrostyrene, and 2-methyl-3-(p-nitrophenyl)prop-1-ene) and three kinds of acetates (p-nitroneophyl acetate, dimethylp- nitrobenzylcarbinyl acetate, and an acetate of unknown structure). © 1969, American Chemical Society. All rights reserved.