Bulletin of the Korean Chemical Society, v. 21, issue. 12, page. 1267-1270
The solvolysis of p-nitrobenzyl chloroformate in all the solvents studied and the methanolysis of the
substrate in acetone give no evidence for mechanistic change. This substrate, where bond making is
more progressed by a dominant addition-elimination pathway in which the rate determining step involves
nucleophilic addition. These pathway are assisted by generral-base catalysis, either by a second methanol
molecule or by an acetone solvent molecule. The second-order kinetics pathway can represent nucleophilic
attack by methanol without general-base catalysis.