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Compound - propylure [10-Propyl-(E)-5,9-tridecadienyl acetate]

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10-Propyl-(E)-5,9-tridecadienyl acetate Formula:  C18H32O2  CAS#:  18654-86-9  MW:  280.45  [MS]  [ NMR ]  [Behavioural function]

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Reference(s) for synthesis of 10-Propyl-(E)-5,9-tridecadienyl acetate [propylure] Alexakis, A., Cahiez, G., and Normant, J.F. 1978. Highly stereoselective synthesis of the insect sex pheromone of Phthorimaea operculella and of propylure. Tetrahedron Lett. 19:2027-2030.   Cookson, R.C., and Hughes, N.W. 1973. 1,5-dienes from allylic alcohols and carbonyl compounds by successive Claisen rearrangement, Wittig reaction, and cope rearrangement: an attempted synthesis of propylure. J. Chem. Soc. Perkin Trans. 1:2738-2741.   Eiter, K., Truscheit, E., and Boness, M. 1967. Synthesen von d,l-10-acetoxy-hexadecen-(7-cis)-ol-(1),12-acetoxyoctadecen-(9-cis)-ol-(1) ("gyplure") und 1-acetoxy-10-propyl-tridecadien-(5-trans-9). Liebigs Ann. Chem. 709:29-45.   Jones, W.A., Jacobson, M., and Martin, D.F. 1966. Sex attractant of the pink bollworm moth: isolation, identification, and synthesis. Science. 152:1516.   Joshi, N.N., Mamdapur, V.R., and Chadha, M.S. 1984. Synthesis of (±))-disparlure & propylure: an efficient derivation from tetrahydrofurfuryl alcohol. Ind. J. Chem. 23B:231.   Kossanyi, J., Furth, B., and Morizur, J.-P. 1973. Insect chemistry. Application of the Norrish type-I reaction to the synthesis of propylure, the sexual pheromone of Pectinophora gossypiella Saunders. Tetrahedron Lett. 14:3459-3462.   Meyers, A.I., and Collington, E.W. 1971. An efficient total synthesis of propylure, the highly active sex attractant for the pink bollworm moth. Tetrahedron. 27:5979-5985.   Oshima, K., Takahashi, H., Yamamoto, H., and Nozaki, H. 1973. A new synthesis of aldehydes using l-vinylthioallyl-lithium. A facile route to propylure. J. Am. Chem. Soc. 95:2693-2694.   Pattenden, G. 1968. A synthesis of propylure, sex attractant of the pink bollworm moth. J. Chem. Soc. 2385-2388.   Rohela, L.C., and Anand, R.C. 1978. A new synthesis of propylure (1-acetoxy-10-n-propyl-trans-5 9-tridecadiene). Ind. J. Chem. 16B:767-769.   Stowell, J.C. 1970. A short synthesis of the sex pheromone of the pink bollworm moth. J. Org. Chem. 35:244-245.   Utimoto, K., Kitai, M., Naruse, M., and Nozaki, H. 1975. A facile synthesis of propylure via lithium tripropyltrimethylsilylethynylborate. Tetrahedron Lett. 16:4233-4234.   Vig, OP., Vig, A.K., and Chugh, O.P. 1973. Terpenoids. LXXII. A new synthesis of propylure. J. Ind. Chem. Soc. 1:39.