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Abstract
New Bronsted acidic ionic liquid, 1-carboxymethyl-3-methylimidazolium hydrogen sulfate [AcMI]HSO4, has two acidic sites -COOH and HSO4 -. It has been synthesized by three steps. First, 1-carboxymethyl-3-methylimidazolium chloride [AcMI]Cl was prepared by alkylation of 1- methylimidazole with chloroacetic acid (molar ratio is 1.5:1) under microwave irradiation in 6 min (84 % isolated yield). Then, zwitter ion 1-carboxylatmethyl-3-methylimidazolium was obtained by using Ag2O to remove ion chloride Cl- from [AcMI]Cl. At last, concentrated sulfuric acid (98 %) was added into zwitter ion to give 1-carboxymethyl-3-methylimidazolium hydrogen sulfate (yield 96 %). This ionic liquid used as a recyclabe catalyst for the esterification of isopropanol and chloroacetic acid. The optimal reaction conditions were obtained as follows: isopropanol: chloroacetic acid:[AcMI]HSO4 are 1.3:1:0.2, reaction time for 10 min at 60 oC under microvave irradiation. The yield of isopropyl chloroacetate was 86 %. This ionic liquid was removed from ester easily, recovered and recycled without loss of activity.
Issue: Vol 14 No 4 (2011)
Page No.: 61-73
Published: Dec 30, 2011
Section: Natural Sciences - Research article
DOI: https://doi.org/10.32508/stdj.v14i4.2037
Copyright: The Authors. This is an open access article distributed under the terms of the Creative Commons Attribution License CC-BY 4.0., which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.
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