The Reactivity of Atoms and Groups in Organic Compounds. XVI. The Relative Effects of Substituents on the Rates at which Certain Acyl and Alkyl Chlorides React with Ethyl Alcohol¹

The Methoxyl Group

“…the rate of hydrolysis of benzoyl chlorides. The rate is decreased by p-methoxy but increased by o-methoxy (226,227). The rate of alcoholysis of 2,6-dimethoxybenzoyl chloride at 0°C.…”

Kinetics of methanolysis of benzoyl chloride in methanol-dioxane mixtures

“…The HYDROLYSIS and ethanolysis of acid chlorides, particularly benzoyl chloride and substituted benzoyl chlorides, have been the subject of a large number of investigations (4). The analogous reaction in methanol and mixed solvents containing methanol have received relatively little attention (5,7). Because of the considerable interest in obtaining sufficient data to formulate a generally acceptable mechanism of solvolysis of acid chlorides and in understanding the nature of the solvent effect in these reactions, the results of a limited investigation of the methanolysis of benzoyl chloride in MeOH-p-dioxane mixtures are reported.…”

“…Solvent Mixtures. The solvent mixtures consisted of 13 to 17, 9 to 21, 5 to 25, and 0 to 30 ml. of dioxane to ml.…”