J. Chlebicki et R. Pozniak, The kinetics of chloromethyloxirane reaction with alcohols and their adducts in the presence of stannic chloride, POL J CHEM, 74(1), 2000, pp. 79-88
Rate constants of the reaction of chloromethyloxirane (epichlorohydrin) wit
h methyl, n-propyl, isopropyl, n-, sec-, tert-butyl, n-hexyl, n-octyl, and
n-decyl alcohols in the presence of stannic chloride were studied at 30, 40
, and 50 degrees C. Reaction is not first order in respect to epichlorohydr
ine and is particularly fast at the beginning and its rate constants are pr
oportional to the concentration of the catalyst. The rate constants increas
e in the homologous series of CI-Clo alcohols. The reaction rates of 2-chlo
romethyloxirane with 1-chloromethyl-2-alkoxyethanols are ca. 2.5-times larg
er than that with corresponding alcohols.