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Title: Catalytic conversion of alcohols: the impact of inductive effect for secondary alcohol dehydration

Journal Article · · J. Catal.; (United States)

The use of linear free energy relationships (LFER) has become widespread in chemistry and correlations of product selectivity data for elimination reactions have resulted from application of LFER. A number of these correlations have involved heterogeneous catalysis. Dautzenberg and Knoezinger reported that the 1-alkene selectivity from the dehydration of 2-ols, with the general formula RCH/sub 2/CHOHCH/sub 3/, where R varied from methyl to tert-butyl, fit a LFER when correlated with Taft's inductive constant. Davis found that isomerization of the primary alkene products from 2-butanol and 2-pentanol could make a significant contribution in determining the slope of the LFER plot for an alumina catalyst. Davis contended that the inductive effect had little, if any, impact in determining the selectivity for terminal alkene. In view of the results with the alumina catalysts, it appeared desirable to extend the alcohol dehydration study to include other catalysts. Davis found that 2-octanol, because of its higher boiling point, provided a higher relative pressure and, as a consequence, a higher surface coverage than 2-butanol; thus, at low (less than ca. 20%) conversion 2-octanol effectively retarded secondary reactions of the primary butene and pentene products. Consequently, 2-butanol and 2-pentanol were converted in the presence of 2-octanol in these studies. Data are given for the following catalysts: aluminum oxide, thorium oxide, tungsten oxide, gallium oxide, indium oxide, and titanium oxide. 14 references.

Research Organization:
Kentucky Energy Cabinet Lab., Lexington (USA)
OSTI ID:
5218071
Journal Information:
J. Catal.; (United States), Vol. 110:2
Country of Publication:
United States
Language:
English