Structure and Temperature Effects on the Reaction Rate of Aryloxiranes with 3,5-Dinitrobenzoic Acid in Acetonitrile

摘要

The effects of temperature and structure of aryloxiranes on the rate of their reaction with 3,5-dinitrobenzoic acid in acetonitrile are additive,and the process is entropy-controlled.Reactions accompanied by opening of oxirane ring have long attracted researchers' attention due to their diversity,specificity of their mechanisms under catalytic and noncatalytic conditions,and wide application in organic synthesis(in particular,in the preparation of polymeric epoxy compounds [1-6].An important problem in the chemistry of oxiranes is to reveal quantitative relations holding in opening of the oxirane ring upon variation of internal(structure of the reactants and catalysts)and external factors(reaction medium,temperature).