Nonvolatile α-branched chain fatty acid derivatives: III. Addition of acid chlorides,anhydrides and amides to terminal olefins |
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Authors: | T Perlstein A Eisner W C Ault P A De Haven |
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Affiliation: | (1) Eastern Regional Research Laboratory, 19118 Philadelphia, Pennsylvania |
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Abstract: | At-butyl peroxide initiated free radical reaction was employed for the preparation of α-branched fatty acid chlorides, which
were then converted in situ to methyl esters. Similarly prepared were an α-branched fatty acid amide and an α-branched acid
anhydride. The latter was converted to the methyl ester. The use of the acid chloride and acid anhydride permitted reduction
in the molar ratio of reactants to half or less than that used in the addition of esters to terminal olefins without affecting
the yield. The resulting increase of α-branched product concentration in the reaction mixture also made isolation of the product
easier. The direct addition of a variety of stearic acid derivatives to 1-decene under the same conditions (20:4:1.2 molar
ratio of reactants at 160 C) gave the following olefin based yield order: stearoyl chloride > stearic anhydride > stearamide
and methyl stearate > stearic acid.
Presented at the AOCS Meeting, Chicago, October 1967.
E. Utiliz. Res. Dev. Div., ARS, USDA. |
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