Solutions of carbonyl compounds in dibromodifluoromethane in the presence of hydrogen bromide: protonation of ketones and formation of 1 -bromo-alcohols from aldehydes
Abstract
HBr in CBr2F2 is capable of protonating a variety of ketones, and at low temperatures separate 1H n.m.r. signals can be seen for the acid and protonated base. Line shape analysis of the signals enables rates of protonation to be calculated. Aldehydes in HBr–CBr2F2 give n.m.r. spectra that are consistent with the formation of 1-bromoalcohols.