16813-18-6Relevant articles and documents
Mammalian exocrine secretions XV. Constituents of secretion of ventral gland of male dwarf hamster, Phodopus sungorus sungorus
Burger,Smit,Spies,Schmidt,Schmidt,Telitsina,Grierson
, p. 1259 - 1276 (2001)
In a study aimed at the chemical characterization of constituents of the ventral gland secretion of the male dwarf hamster, Phodopus sungorus sungorus, 48 compounds, including saturated alcohols, saturated and unsaturated ketones, saturated and unsaturated straight-chain carboxylic acids, iso- and anteisocarboxylic acids, 3-phenylpropanoic acid, hydroxyesters, 2-piperidone, and some steroids were identified in the secretion. The position of the double bonds in γ-icosadienyl-γ-butyrolactone and γ-henicosadienyl-γ-butyrolactone, and the position of methylbranching in seven C16-C21 saturated ketones could not be established. Several constituents with typically steroidal mass spectra also remained unidentified. The female dwarf hamster's ventral gland either does not produce secretion or produced so little secretion that it was impossible to collect enough material for analysis.
(2S,12Z)-2-acetoxy-12-heptadecene: Major sex pheromone component of pistachio twig borer, Kermania pistaciella
Gries, Regine,Khaskin, Grigori,Daroogheh, Hassan,Mart, Cafer,Karadag, Serpil,Er, M. Kubilay,Britton, Robert,Gries, Gerhard
, p. 2667 - 2677 (2008/03/28)
The sex pheromone of the pistachio twig borer, Kermania pistaciella (Lepidoptera: Oinophilidae), one of the most important insect pests of pistachio, Pistacia vera, in Turkey and Iran, was identified. In gas chromatographic-electroantennographic detection (GC-EAD) and GC-mass spectrometric analyses of pheromone gland extracts of female K. pistaciella from Turkey, (2S,12Z)-2-acetoxy-12-heptadecene was identified as the major candidate pheromone component. In field experiments in Turkey, lures containing synthetic (2S,12Z)-2-acetoxy-12-heptadecene attracted large numbers of male moths. Its attractiveness was significantly reduced by the presence of the R-enantiomer or of either enantiomer of the corresponding alcohol. (2S,12Z)-2-Acetoxy-12- heptadecene is the first pheromone component identified in the Oinophilidae and the first secondary acetate pheromone component identified in the Lepidoptera.
Studies on PPL catalyzed acetylation of 2-alkanols: Its application for the synthesis of 2-dodecanol and 2-tridecyl acetate, the pheromones of Crematogaster ants and Drosophila mulleri flies
Sharma, Anubha,Pawar, Archana S.,Chattopadhyay, Subrata
, p. 19 - 25 (2007/10/03)
Several aliphatic 2-alkanols with varying chain length has been efficiently resolved by their acetylation using vinyl acetate/PPL in diisopropyl ether. The effect of solvent polarity, position and type of unsaturation and chain length has been probed. This has led to more convenient synthesis of some insect pheromones.
