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Chemical and physical characteristics and possible configuration of toxins from tung kernels
Author(s) -
Holmes R. L.,
O'Connor Robert T.
Publication year - 1961
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/bf02633593
Subject(s) - saponification , enol , tautomer , conjugated system , chemistry , keto–enol tautomerism , organic chemistry , alcohol , toxin , biochemistry , catalysis , polymer
Based on limited chemical and physical data, including the infrared and ultraviolet spectra of the toxins and their saponification products, it is suggested that Tung Toxin I and Tung Toxin II are diesters of a 2,3‐unsaturated‐5‐keto acid, a polyhydroxy acid and a 3,4‐unsaturated‐5‐keto tertiary alcohol. The 2,3‐unsaturated‐5‐keto acid is assumed to be in equilibrium with its enol tautomer, the keto form possessing a conjugated diene and the enol form a conjugated triene structure. The polyhydroxy acid is probably very similar to gluconic acid.