Dehydrogenation of ocimene by active carbon: Artefact formation during headspace sampling from leaves of Phaseolus lunatus

Abstract

The blend of volatiles emitted from jasmonate-treated Lima bean (Phaseolus lunatus) leaves comprised two ocimene-derived artefacts that were only present, if the compounds were collected on active carbon traps. Identified were (3E,5E)-2,6-dimethyl-3,5,7-octatrien-2-ol (6) and (3E,5E)-2,6-dimethyl-1,3,5,7- octatetraene (5) resulting from oxidation of ocimene (2) by active carbon in presence of humid air. The catalytical capacity of the active carbon could be exploited for a rapid and efficient functionalization of ocimene to give the (3E,5E)-2-alkoxy-3,5,7-octatrienes (14), (15), and (16) in methanol, ethanol, or isopropanol as solvents. ©ARKAT-USA, Inc.