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PERMANGANATE–PERIODATE OXIDATION: PART VII. THE OXIDATION OF SOME ACYCLIC MONOTERPENES
Author(s) -
E. von Rudloff
Publication year - 1965
Publication title -
canadian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.323
H-Index - 68
eISSN - 1480-3291
pISSN - 0008-4042
DOI - 10.1139/v65-372
Subject(s) - chemistry , permanganate , periodate , geraniol , nerol , citronellol , organic chemistry , citronellal , autoxidation , reagent , potassium permanganate , aqueous solution , saponification , linalool , yield (engineering) , terpene , chromatography , catalysis , essential oil , materials science , metallurgy
The reaction of permanganate–periodate with 1-decene and 1-octadecene in aqueous suspension or media containing tert-butanol has been studied. C 10 -compounds are oxidized almost quantitatively with the aqueous reagent. Myrcene, cis-ocimene, citronellol, citronellal, citronellic acid, geraniol, nerol, linalool, and linalyl acetate are all oxidized in high yield to the predicted products. These can serve conveniently for chemical identification of the aliphatic terpenes when isolated from mixtures by gas–liquid chromatography. The reaction may also be useful in locating the 14 C-label in tracer studies.

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