离子液体中的酯化反应：溶剂碱度的影响

Esterification in ionic liquids: the influence of solvent basicity.

作者信息

Wells Thomas P, Hallett Jason P, Williams Charlotte K, Welton Tom

机构信息

Department of Chemistry, Imperial College London, South Kensington Campus, London, SW7 2AZ, United Kingdom.

出版信息

J Org Chem. 2008 Jul 18;73(14):5585-8. doi: 10.1021/jo8005864. Epub 2008 Jun 17.

DOI:10.1021/jo8005864

PMID:18557645

Abstract

The second-order rate constant (k2) for the esterification of methoxyacetic acid with benzyl alcohol is reported in a range of ionic and molecular solvents. The solvent effects on esterification rate are examined by using a linear solvation energy relationship based on the Kamlet-Taft solvent scales (alpha, beta, and pi*). It is shown that the hydrogen bond basicity of the solvent is the dominant parameter in determining the esterification rate and that the best rates are achieved in low basicity solvents.

摘要

报道了在一系列离子型和分子型溶剂中，甲氧基乙酸与苯甲醇酯化反应的二级速率常数（k2）。基于Kamlet-Taft溶剂标度（α、β和π*），利用线性溶剂化能关系研究了溶剂对酯化速率的影响。结果表明，溶剂的氢键碱性是决定酯化速率的主要参数，在低碱性溶剂中可获得最佳反应速率。