Bedoukian     Laser Vibrometer


Home
Animal Taxa
Plant Taxa
Semiochemicals
Floral Compounds
Semiochemical Detail
Semiochemicals & Taxa

Synthesis

Control
Invasive spp.
References
Abstract
Guide
 
 
Print
Email to a Friend
Kindly Donate for The Pherobase
¦ « Previous CompoundZ7E9-12OH    Next Compound »Z7Z11-16Ald ¦
 
Compound - Z7Z11-16Ac
 


Bedoukain

 
¦ Discuss this Compound    Help ¦


(Z,Z)-7,11-Hexadecadienyl acetate
(Z,Z)-7,11-Hexadecadienyl acetate

Formula: C18H32O2 
CAS#: 52207-99-5 
MW: 280.45 

[MS]  [ NMR ]  [ Kovats ]  [Behavioural function]  [Chemdraw





Dots surface:


Reference(s) for synthesis of (Z,Z)-7,11-Hexadecadienyl acetate



Andelic, I., Myhren, F., and Skattebol, L. 1985. A practical synthesis of gossyplure, the sex pheromone of the pink bollworm moth (Pectinophora gossypiella). Acta Chem. Scand. B39:231.
 
Anderson, R.J., and Henrick, C.A. 1975. Stereochemical control in Wittig olefin synthesis. Preparation of the pink bollworm sex pheromone mixture, gossyplure. J. Am. Chem. Soc. 97:4327-4334.
 
Bestmann, H.J., Koschatzky, K.H., Stransky, W., and Vostrowsky, O. 1976. Pheromone IX. Stereoselektive synthesen von (Z)-7, (Z)-11- und (Z)-7-, (E)-11-hexadecadienylacetat, dem sexualpheromon von Pectinophora gossypiella. Tetrahedron Lett. 17:353-356.
 
Bierl, B.A., Beroza, M., Staten, R.T., Sonnet, P.E., and Adler, V.E. 1974. The pink bollworm sex attractant. J. Econ. Entomol. 67:211-216.
 
Chattopadhyay, S., Mamdapur, V.R., and Chadha, M.S. 1984. A practical approach to the synthesis of hexalure. Chem. Ind. (London). 554.
 
Disselnkötter, H., Eiter, K., Karl, W., and Wendisch, D. 1976. Trennung und analytische bestimmung synthetischer pheromone am beispiel der isomeren 7,11-hexadecadien-1-ylacetat (gossyplure). Tetrahedron. 32:1591-1595.
 
Hammoud, A., and Descoins, C. 1978. Syntheses stereoselectives de l'acetoxy-l-hexadecadiene-7Z,11E ou angoulure, pheromone sexuelle de l'alucite de cereales: Sitotroga cerealella Oliv. Bull. Soc. Chim. Fr. 299.
 
Hummel, H.E., Gaston, L.K., Shorey, H.H., Kaae, R.S., Byrne, K.S., and Silverstein, R.M. 1973. Clarification of the chemical status of the pink bollworm sex pheromone. Science. 181:873.
 
Ishihara, T., and Yamamoto, A. 1984. Novel synthesis of alkynyl halides by a Grignard coupling reaction with alpha,omega-dibromo-1-alkyne: synthesis of (Z,Z) and (Z,E)-7,11-hexadecadienyl acetate: a sex pheromone of the pink bollworm. Agric. Biol. Chem. 48:211-214.
 
Joshi, N.N., Mamdapur, V.R., and Chadha, M.S. 1984. Stereoselective and versatile approach for the synthesis of gossyplure and its components. Tetrahedron. 40:3285-3289.
 
Lin, G., and Zhou, W. 1983. Sex pheromone of pink bollworm - structural elucidation and synthesis of a trace physiologically active substance in insects. Yauji Huaxue. 375.
 
Lin, G., Zhu, Y., Wu, Y., Zhong, T., Guo, G., Yu, H., Tan, Z., Zhou, W., and Li, W. 1981. Synthesis and determination of the isorneric ratio of the sex pheromone of the pink bollworm moth. Yu Chi Hua Hsueh. 4:273.
 
Mori, K., Tominaga, M., and Matsui, M. 1974. Synthesis of the pink bollworm sex pheromone, 7-cis, 11-cis-hexadecadienyl acetate and its 11-trans isomer. Agric. Biol. Chem. 38:1551.
 
Mori, K., Tominaga, M., and Matsui, M. 1975. Stereoselective synthesis of the pink bollworm sex pheromone, (Z,Z)-7,11 hexadecadienyl acetate and its (Z,E)-isomer. Tetrahedron. 31:1846-1848.
 
Muchowski, J.M. and Venuti, M.C. 1981. Cyclic phosphonium ylides. A short synthesis of gossyplure. J. Org. Chem. 46:459-461.
 
Odinokov, V.N., Mukhametzyanova, R.S., Galeeva, R.I., Ishmuratov, G.Yu., and Tolstikov, G.A. 1987. A stereospecific synthesis of (Z,Z)-7,11-hexadecadien-1-yl acetate - a component of Pectinophora gossypiella sex pheromone. Dokl. Chem. (Engl. Transl.). 292:38-42.
 
Sonnet, P.E. 1974. A practical synthesis of the sex pheromone of the pink bollworm. J. Org. Chem. 39:3793-3794.
 
Sonnet, P.E. 1976. Geometrical isomerization of 1,5-dienes: isomers of gossyplure, the pink bollworm sex attractant. J. Am. Oil Chem. Soc. 53:36.
 
Sonnet, P.E., Bierl, B.A., and Beroza, M. 1974. Effects of hexamethylphosphoric trian ide (HMPA) upon allylic Grignard reagents: synthesis of long chain alkenol acetates. J. Am. Oil Chem. Soc. 51:371.
 
Su, H.C.F., and Mahany, P.G. 1974. Synthesis of the sex pheromone of the female angoumois grain moth and its geometric isomers. J. Econ. Entomol. 67:319-321.
 
Svirskaya, P.I., and Leznoff, C.C. 1984. Synthesis of unconjugated (Z,Z)-diolefinic insect pheromones on insoluble polymer supports. J. Chem. Ecol. 10:321-333.
 
Tufariello, J.J., Milowsky, A.S., Al-Nuri, M., and Goldstein, S. 1987. A highly stereoselective synthesis of (E,E)-1,5-dienes. Tetrahedron Lett. 28:263-266.
 
Wu, B., Zhang, M., Lin, G., Zhu, Y., and Zhong, T. 1979. Synthesis of the pink bollworm sex pheromone. Hua Hsueh Tung Pao. 442.
 
Zhong, T., Wang, X., and Lin, G. 1982. Synthesis of the pink bollworm sex pheromone. Acta Chim. Sin. 40:856.
 

 
Citation: El-Sayed AM 2014. The Pherobase: Database of Insect Pheromones and Semiochemicals. <http://www.pherobase.com>.
© 2003-2014 The Pherobase - Extensive Database of Insect Pheromones and Semiochemicals. Ashraf M. El-Sayed.
Page created on 23-February-2014