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BF 3 −MeOH: A single reagent for ozonolysis of monoethylenic unsaturation
Author(s) -
Ackman R. G.
Publication year - 1977
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02533350
Subject(s) - ozonolysis , degree of unsaturation , chemistry , yield (engineering) , reagent , organic chemistry , fatty acid , polyunsaturated fatty acid , oxidative cleavage , chromatography , catalysis , materials science , metallurgy
Ozonolysis of monoethylenic fatty acids in BF 3 −MeOH, or in MeOH with subsequent addition of BF 3 −MeOH, gives oxidative fission acid products as methyl esters in a nominal 100% yield and a purity ≥98% of principal acid products. The in situ esterification step requires ca. 1 hr of heating with 7 or 14% BF 3 , but other time requirements are much less, totalling no more than half an hour. Different liquid phases for open‐tubular gas liquid chromatography of some products are compared.