Wells Thomas P, Hallett Jason P, Williams Charlotte K, Welton Tom
Department of Chemistry, Imperial College London, South Kensington Campus, London, SW7 2AZ, United Kingdom.
J Org Chem. 2008 Jul 18;73(14):5585-8. doi: 10.1021/jo8005864. Epub 2008 Jun 17.
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.
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。
