MECHANISTIC STUDY OF THE ACID-CATALYZED FORMATION AND HYDROLYSIS OF MTBE IN NONPOLAR MEDIA

被引:13
作者
KOGELBAUER, A [1 ]
REDDICK, J [1 ]
FARCASIU, D [1 ]
机构
[1] UNIV PITTSBURGH,DEPT CHEM & PETR ENGN,PITTSBURGH,PA 15261
基金
美国国家科学基金会;
关键词
D O I
10.1016/1381-1169(95)00090-9
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The acid catalyzed hydrolysis of MTBE using p-toluenesulfonic acid was studied in nonpolar medium to ascertain the effect of nucleophile upon reaction. NMR measurements showed protonation of both MTBE acid methanol by p-toluenesulfonic acid in nonpolar medium but no nucleophile-electrophile interaction of MTBE with p-toluenesulfonic acid methyl ester as potential nucleophile. Addition or in situ generation of a nucleophile did not accelerate the reaction. At low conversions and low catalyst concentration the reaction exhibited pseudo zero order with respect to reactant concentration and second order with respect to catalyst concentration. The results suggest protonation of MTBE in a fast preequilibrium step in which the acid catalyst exhibits cooperative effect. No nucleophilic assistance in the transition state of MTBE hydrolysis in nonpolar medium occurs.
引用
收藏
页码:31 / 41
页数:11
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