Journal of Oleo Science
Online ISSN : 1347-3352
Print ISSN : 1345-8957
ISSN-L : 1345-8957
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Synthesis of Urushiol Components and Analysis of Urushi Sap from Rhus vernicifera
Yukio KAMIYATetsuo MIYAKOSHI
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2001 Volume 50 Issue 11 Pages 865-874

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Abstract
An efficient method for synthesizing unsaturated urushiol components in urushi sap, was established, Wittig reaction of ylides derived from alkyl-and alkenyltriphenylphosphonium iodides, as side chain parts of urushiol, with 3-(8-oxo-1-octyl) catechol diacetate or 3-(10-oxo-1-decyl) catechol diacetate, as aromatic part of urushiol. Quantitative analysis of urushiol components in the urushi sap was done using GC for comparison with synthesized urushiol components as reference. In this manner, we proved the structures of most urushiol components and established percentage compositions of urushiols in the sap of Rhus vernicifera of Japan, Korea and China. (approximately 95%), by quantitative analysis of urushiol derived from Rhus vernicifera, the most abundant constituent was triene urushiol (approximately 71%) and the next abundant were mono (14-16%) and diene (5-8%) urushiol. Content was found to depend on growth conditions of the Rhus vernicifera tree and on the particular season for obtaining sap.
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© 2001 by Japan Oil Chemists' Society
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