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Compound - Z-trogodermal [(Z)-14-Methyl-8-hexadecenal]

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(Z)-14-Methyl-8-hexadecenal Formula:  C17H32O  CAS#:  60609-53-2  MW:  252.44  [MS]  [ NMR ]  [Behavioural function]

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Reference(s) for synthesis of (Z)-14-Methyl-8-hexadecenal [Z-trogodermal] Kovalev, B.G., and Rastegaeva, V.M. 1982. Synthetic investigations into insect-attracting substances (sex attractants). IV. Synthesis of 14-methyl-8-cis-hexadecenal and 14-methyl-8-trans-hexadecenal, components of the sex pheromone of the dermestid beetle Trogoderma granarium Everts. Zhur. Org. Khim. 18:53-56.   Mori, K. 1974. Absolute configurations of (-)-14-methyl-hexadec-8-cis-en-1-ol and methyl (-)-14-methyl-hexadec-8-cis-enoate, the sex pheromone of female dermestid beetle. Tetrahedron. 30:3817-3820.   Mori, K., Kuwahara, S., Levinson, H.Z., and Levinson, A.R. 1982. Synthesis and biological activity of both (E)- and (Z)- isomers of optically pure (S)-14-methyl-8-hexadecenal (Trogodermal), the antipodes of the pheromone of the Khapra Beetle. Tetrahedron. 38:2291-2297.   Mori, K., Suguro, T., and Uchida, M. 1978. Synthesis of optically active forms of (Z)-14-methyl-hexadec-8-enal. The pheromone of female dermestid beetle. Tetrahedron. 34:3119-3123.   Pawar, A.S., Chattopadhyay, S., and Mamdapur, V.R. 1993. A practical synthesis of the Khapra beetle pheromones. Liebig's Ann. Chem. 4:445-446.   Rossi, R., and Carpita, A. 1977. Feromoni degli insetti - sintesi di componenti chirali di feromoni sessuali di coleotteri dermestidi del genere Trogoderma. Chim. Ind. (Milano). 59:592.   Rossi, R., and Carpita, A. 1977. Insect pheromones. Stereoselective reduction of beta- or omega- alkynols to the corresponding (E)-alkenols by lithium tetrahydroaluminate. Synthesis. 8:561-562.   Rossi, R., and Carpita, A. 1977. Insect pheromones. Synthesis of chiral sex pheromone components of several species of Trogoderma. Tetrahedron. 33:2447-2450.   Rossi, R., and Niccoli, A. 1977. Insect pheromones. Synthesis and biological activity of unsaturated, optically active components of the pheromone of Trogoderma granarium Everts and of a structural analogue of them. Redia. 60:525-538.   Rossi, R., Salvadori, P.A., Carpita, A., and Niccoli, A. 1979. Synthesis of the (R)-(-)-enantiomers of the pheromone components of several species of Trogoderma. Tetrahedron. 35:2039-2042.   Sato, T., Naruse, K., and Fujisawa, T. 1982. A stereocontrolled synthesis of (R,E)-14-methyl 8-hexadecenals (trogodermal), the sex pheromones of Trogoderma species. Tetrahedron Lett. 23:3587-3590.   Suguro, T., and Mori, K. 1979. Synthesis of optically active forms of (E)-14-methyl-8-hexadecenal (trogodermal). Agric. Biol. Chem. 43:409.   Vigneron, J.P., and Bloy, V. 1980. Preparation d'alkyl-4 gamma-lactones optiquement actives. Tetrahedron Lett. 21:1735-1738.