Understanding and control of dimethyl sulfate in a manufacturing process: kinetic modeling of a fischer esterification catalyzed by H2SO4

JP Guzowski Jr, EJ Delaney, MJ Humora…

Index: Guzowski Jr., John P.; Delaney, Edward J.; Humora, Michael J.; Irdam, Erwin; Kiesman, William F.; Kwok, Albert; Moran, Amy D. Organic Process Research and Development, 2012 , vol. 16, # 2 p. 232 - 239

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Citation Number: 6

Abstract

The formation and fate of monomethyl sulfate (MMS) and dimethyl sulfate (DMS) were studied by proton NMR for a sulfuric acid catalyzed esterification reaction in methanol. The kinetic rate constants for DMS and MMS were determined at 65° C by fitting time-dependent experimental data to a model using DynoChem. In refluxing methanol, sulfuric acid was converted to monomethyl sulfate (MMS) in nearly quantitative yield within 45 min. Once ...