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Compound - Z7-12Ac


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(Z)-7-Dodecenyl acetate
(Z)-7-Dodecenyl acetate

Formula: C14H26O2 
CAS#: 14959-86-5 
MW: 226.36 

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

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Reference(s) for synthesis of (Z)-7-Dodecenyl acetate

Basavaiah, D., and Brown, H.C. 1982. Pheromone synthesis via organoboranes, stereospecific synthesis of (Z)-7-alken-1-ols. J. Org. Chem. 47:1792-1793.
Berger, R.S. 1966. Isolation, identification and synthesis of the sex attractant of the cabbage looper, Trichoplusia ni. Ann. Entomol. Soc. Amer. 59:767.
Berger, R.S. and Canerday, T.D. 1968. Specificity of the cabbage looper sex attractant. J. Econ. Entomol. 61:452-454.
Bestmann, H.J., Koschatzky, K.H., and Vostrowsky, O. 1979. Notiz zur synthese der sexuallockstoffe (Z)-7-dodecenylacetat und (Z)-7-tetradecenylacetat. Chem. Ber. 112:1923.
Brown, H.C. 1980. From little acorns to tall oaks: from boranes through organoboranes. Science. 210:485.
Brown, H.C., and Wang, K.K. 1986. Vinylicorganoboranes, III. Pheromones viaorganoboranes. 1. Stereospecific synthesis of straight-chain Z-monoolefinic insect pheromones via lithium (1-alkynyl)trialkylborates. J. Org. Chem. 51:4514-4517.
Chan, T.H., and Koumaglo, K. 1985. Silicon in organic synthesis. Stereoselective synthesis of some insect sex pheromones. J. Organomet. Chem. 285:109-120.
Chattopadhyay, A., Mamdapur, V.R., and Chadha, M.S. 1983. Synthesis of queen bee and cabbage looper pheromones from aleuritic acid. Ind. J. Chem. 22B:158-159.
Down, G.J. 1983. Dodecenyl acetate syntheses for pheromone studies. N. Z. Dept. Sci. Ind. Res. Chem. Div. (C.D. 2334). 1.
Green, N., Jacobson, M., Henneberry, T.J., and Kishaba, A.N. 1967. Insect sex attractants. VI. 7-dodecen-1-ol acetates and congeners. J. Med. Chem. 10:533-535.
Hayashi, T., and Midorikawa, H. 1975. A novel stereoselective synthesis of alkenol sex pheromones via [3,3]-sigmatropic rearrangement of allylic dithiocarbamates. Synthesis. 2:100-102.
Henderson, H.E., and Warren, F.L. 1970. The sex pheromone of the false codling moth Cryptophlebia leucotreta Meyr., (formerly Argyroploce leucotreta Meyr.), Synthesis and bioassay of trans-dodec-7-en-1-yl acetate and related compounds. J. S. Afr. Chem. Inst. 23:9.
Horiike, M., and Hirano, C. 1980. A facile synthesis of the sex pheromones (Z)-7-dodecen-1-yl acetate and its homologs. Agric. Biol. Chem. 44:2229-2230.
Kao, Y.-M., and Shiao, M.-J. 1985. An improved synthesis of insect sex attractant: cis-7-dodecenyl acetate. J. Chin. Chem. Soc. 32:373.
Kovalev, B.G., and Ishchenko, R.I. 1974. Substituted acetals in organic synthesis. II. New synthesis of sexual attractants of the owlet moth Trichoplusia ni and leafroller Argyroploce leucotetra. Zh. Org. Khim. 10:463-466.
Leznoff, C.C., and Fyles, T.M. 1976. Synthesis of insect sex attractants on solid phases. J. Chem. Soc. Chem. Comm. 7:251-252.
Leznoff, C.C., Fyles, T.M, and Weatherstons J. 1977. The use of polymer supports in organic synthesis. VIII. Solid phase syntheses of insect sex attractants. Can. J. Chem. 55:1143.
Nagarkatti, J.P., and Ashley, K.R. 1978. Synthesis of sex attractants for cabbage looper and false codling moths. J. Ind. Chem. Soc. 55:589-592.
Nanda, B., Butalia, M.S., Patwardhan, S.A., and Gupta, A.S. 1985. Role of pheromones in integrated pest management. Behav. Physiol. Appr. Pest Manage. Pap. Natl. Semin. 73.
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.
Scholz, D. 1984. Ketosulfone als ethylencarbanionenaquivalente: die synthese von 6-nonen-1-ol, 7-dodecen-1-ol-acetat und 6-heneicosen-11-one drei Insektenpheromonen. Sci. Pharm. 52:151.
Seidel, W., Knolle, J., and Schaefer, H.J. 1977. Synthese von (Z)-7-dodecenylacetat (looplure) durch kolbe-elektrolyse. Chem. Ber. 110:3544.
Tolstikov, G.A., Odinokov, V.N., Galeeva, R.I., Bakeeva, R.S., and Akhunova, V.R. 1982. Pheromones of insects and their analogs. V. A new approach to the synthesis of the sex pheromones of insects of the order Lepidoptera which is based on the selective ozonolysis of 1-methylcycloocta-1Z,5Z-diene. Chem. Nat Prod. 219.
Tóth, M., Szöcs, G., Majoros, B., Bellas, T.E., and Novak L. 1983. Experiments with a two-component sex attractant of the silver Y moth (Autographa gamma L), and some evidence for the presence of both components in natural female sex pheromone. J. Chem. Ecol. 9:1317-1325.
Ujviry, I., Kis-Tamas, A., and Novak, L. 1985. Simple and economic syntheses of some (Z)-7- and (Z)-9-alkenyl acetates, and of (E,Z)-7,9-dodecadien-1-yl acetate, the sex pheromone of the European grapevine moth, using aleuritic acid as a common starting material. J. Chem. Ecol. 11:113-124.
Vig, O.P., Sharma, M.L., Vermat N.K., and Malik, N. 1981. A new synthesis of (E)-7-dodecen-1-yl acetate. Ind. J. Chem. B. 20:860.
Yokoi, K. and Matsubara, Y. 1979. Studies on the syntheses of sex pheromones secreted by Lepidoptera of female insects. Yukagaku. 28:623.

Citation: El-Sayed AM 2018. The Pherobase: Database of Pheromones and Semiochemicals. <>.
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