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Cis‐Trans isomerization of oleic acid by nitrous acid
Author(s) -
Litchfield Carter,
Harlow R. D.,
Isbell A. F.,
Reiser Raymond
Publication year - 1965
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02545031
Subject(s) - isomerization , oleic acid , chemistry , nitrous acid , silicic acid , catalysis , solvent , nitrogen , mineral acid , organic chemistry , photochemistry , biochemistry , aqueous solution
Oleic acid was cis‐trans isomerized by HNO 2 generated in situ by reacting NaNO 2 with a mineral acid. The influence on the reaction of time, temp, agitation, solvent, amt of catalyst and type of mineral acid was investigated. Optimum reaction conditions were defined for achieving equilibrium isomerization in 30 min with minimum by‐product formation. After isomerization, nitrogenous by‐products were efficiently removed using silicic acid. The active species causing cis‐trans isomerization was tentatively identified as free radical nitrogen dioxide.