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Compound - E9E12-14Ac [(E,E)-9,12-Tetradecadienyl acetate]

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(E,E)-9,12-Tetradecadienyl acetate Formula:  C16H28O2  CAS#:    MW:  252.4  [MS]  [ NMR ]  [Behavioural function]

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Reference(s) for synthesis of (E,E)-9,12-Tetradecadienyl acetate [E9E12-14Ac] Bestmann, H.J., Suess, J., and Vostrowsky, O. 1979. Pheromone XXI. Methylenunterbrechung konjugierter doppelbindungen: eine stereoselektive synthese von (E)-n, (E)-(n+3)-alkadienen. Tetrahedron Lett. 20:245-246.   Bestmann, H.J., Vostrowsky, O., and Plenchette, A. 1974. Pheromone IV. Stereoselektive synthese von (Z)-9,(E)-12-tetradecadienyl-1-acetat. Tetrahedron Lett. 15:779-780.   Campion, D.G., Hunter-Jones, P., McVeigh, L.J., Hall, D.R., Lester, R., and Nesbitt, B.F. 1980. Modification of the attractiveness of the primary pheromone component of the Egyptian cotton leafworm, Spodoptera littoralis (Boisduval) by secondary pheromone components and related chemicals. Bull. Entomol. Res. 70:417.   Cuvigny, T., Herve du Penhoat, C., and Julia, M. 1987. Syntheses with sulfones. XLVII. Stereoselective access to 1.3,-and 1,4-dienes through hydrogenolysis of benzenesulfonyl-dienes. Application to pheromone synthesis. Tetrahedron. 43:859-872.   Goto, G., Masuoka, Y., and Hiraga, K. 1974. Photooxidation of the sex pheromone (Z,E)-9,12-tetradecadienyl-1-acetate. Chem. Lett. 1275.   Henrick, C. 1977. The synthesis of insect sex pheromones. Tetrahedron. 33:1845-1889.   Jacobson, M., Redfern, F.E., Jones, W.A., and Aldridge, M.A. 1970. Sex pheromones of the Southern armyworm moth: isolation, identification, and synthesis. Science. 170:542.   Liu, L., and Zhu, Y. 1981. Synthesis of the Indian meal moth sex pheromone cis-9,trans-12-tetradecadienyl acetate. Yu Chi Hua Hsueh. 43.   Rossi, R., Carpita, A., Gaudenzi, L., and Quirici, M.G. 1980. Insect sex pheromones. Stereoselective synthesis of several (Z)- and (E)-alken-1-ols, their acetates, and of (9Z,12E)-9,12-tetradecadien-1-yl acetate. Gaz. Chim. Ital. 110:237-246.   Su, H.C.F., Mahany, P.G., and Brady, U.E. 1973. Synthesis and bioassay of the Indian meal moth sex pheromone. J. Econ. Entomol. 66:845-846.   Van Bac, N., and Langlois, Y. 1982. Silicon-induced fragmentations: stereoselective preparation of (Z,E)- and (Z,Z)-1,4-dienamine derivatives. Synthesis of (9Z,12E)-tetradecadien-1-yl acetate pheromone of various Lepidoptera. J. Am. Chem. Soc. 104:7666-7667.   Voerman, S. 1981. The 9,12-tetradecadien-1-ol acetates and related compounds: methods of synthesis and relevance in insect sex pheromone chemistry. Coll. L'INRA. 7:55.