conditions and deposited on the cool walls of the out let tube which was later cut off and weighed. Any unreacted water was condensed along with the generated hydrogen halide in a tfap of the fractionating line at liquid nitrogen temperatures and, after separation from the hydrogen halide at Dry Ice temperature, was weighed. «-Butane was then
acetylation of 2,3-butylene glycol with glacial acetic acid (Í7), would be removed at only one point in the over-all process; the MVC and crotyl acetate intermediates would be recovered for repyrolysis with diacetate, uncontaminated with the nonbutadieneyielding MEK enol-acetate; and the distillation of acetic acid in process would be limited to that used as excess during the esterification. The deposition of tars in the esterification column, and the highly complicated mixture of materials undergoing reaction in this column would, however, make it difficult to maintain and control the continuous esterification operation. Although this method could undoubtedly be used for batch esterification, the advantages of the continuous process using purified acetic acid are obvious. Because of these factors, this method was not explored in the pilot-plant studies.
ACKNOWLEDGMENTThe authors wish to acknowledge the contributions of S. I. Aronovsky and H. R. Hay, who conducted the experiments on catalytic dehydration; A. H. Auernheimer, who assisted in the development and application of the analytical methods; R. T. Milner, who analyzed the vent gases; J. W. Knowlton, who investigated the distillation of the systems involving acetic acid, methyl ethyl ketone, and methyl vinyl carbinol acetate; and L. E. Schniepp, who conducted the first experiments on the separation of intermediates and by-products from pyrolysis liquors by azeotropic stripping with water.
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