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Compound - 3me11me-29-2Kt
 


Bedoukain

 
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3,11-Dimethylnonacosan-2-one
3,11-Dimethylnonacosan-2-one

Formula: C31H62O 
CAS#:  
MW: 450.82 

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





Dots surface:


Reference(s) for synthesis of 3,11-Dimethylnonacosan-2-one



Baan, G., Novak, L., Tamas, A.-K., and Szantay, C. 1986. Efficient synthesis of the components of the German cockroach sex pheromone. Croatia Chem. Acta. 59:177.
 
Burgstahler, A.W., Sanders, M.E., Shaefer, C.G., and Weigel, L.O. 1977. Phase-transfer methylation of benzyl 3-oxobutanoate as a route to 3-methyl-2-alkanones. Improved syntheses of two female sex pheromones of the German cockroach. Synthesis. 6:405-407.
 
Burgstahler, A.W., Weigel, L.O., Bell, W.J., and Rust, M.K. 1975. Synthesis of 3,11-dimethyl-2-nonacosanone, a contact courting pheromone of the German cockroach. J. Org. Chem. 40:3456-3458.
 
Conti, C., Niccoli, A., and Rossi, R. 1976. Feromoni chirali degli insetti-approccio alla sintesi degli stereoisomeri otticamente attivi del 3,11-dimetil-2-nonacosanone, un feromone sessuale della Blattella germanica. Chim. L' lnd. (Ital). 58:877.
 
Epstein, O.L., and Kulinkovich, O.G. 1998. Titanium-mediated formation of 1,2-disubstituted cyclopropanols from esters and alkenes. A new approach to the synthesis of 3,11-dimethylnonacosan-2-one, a sex pheromone of the German cockroach. Tetrahedron Lett. 39:1823-1826.
 
Ishchenko, R.I., Kovalev, B.G., and Rastegaeva, V.M. 1982. Studies of synthetic substances in the sphere of (sex) attractants of insects: synthesis of one of the components of the sex pheromone of the German cockroach (Blattella germanica L.) and of the main component of the pheromone of the Khapra beetle (Trogoderma granarium L.). In Khimicheskie Signaly Zhivotnykh, Sokolov, V. E., Ed., Nauka Moskva, 293.
 
Ishchenko, R.I., Kovalev, B.G., and Rastegaeva, V.M. 1982. Synthetic studies in the area of attracting substances (sexual attractants) of insects. V. Synthesis of 3,11-dimethyl-2-nonacosanone one of the components of the sex pheromone of the cockroach Blattella germanica L. and its analog 11-methyl-2-nonacosanone. Zh. Org. Khim. 18:2272.
 
Jensen-Korte, U., and Schaefer, H.-J. 1982. Kolbe-synthese von 29-tert-butyldimethylsilyloxy-3,11-dimethyl-1-nonacosen, einer schluesselverbindung zur darstellung eines optisch aktiven sexuallockstoffes der deutschen hausschabe. Liebigs Ann. Chem. 8:1532-1542.
 
Katsuki, T., and Yamaguchi, M. 1987. Syntheses of optically active insect pheromones, (2R,5S)-2-methyl-5-hexanolide, (3S,11S)-3,11-dimethyl-2-nonacosanone, and serricornin. Tetrahedron Lett. 28:651-654.
 
Mori, K., Masuda, S., and Suguro, T. 1981. Stereocontrolled synthesis of all of the possible stereoisomers of 3,11-dimethylnonacosan-2-one and 29-hydroxy-3,11-dimethylnonacosan-2-one. The female sex pheromone of the German cockroach. Tetrahedron. 37:1329-1340.
 
Mori, K., Suguro, T., and Masuda, S. 1978. Stereocontrolled synthesis of all of the four possible stereoisomers of 3,11 dimethyl-2-nonacosanone, the female sex pheromone of the German cockroach. Tetrahedron Lett. 19:3447-3450.
 
Mori, K., Suguro, T., and Masuda, S. 1978. Synthesis of optically active insect pheromones. Tennen Yuki Dago. Toro. Koen Yosh. 370.
 
Nishida, R., and Fukami, H. 1983. Female sex pheromone of the German cockroach, Blattella germanica. Mem. Coll. Agric. Kyoto Univ. 122:1.
 
Nishida, R., Fukami, H., and Ishii, S. 1974. Sex pheromone of the German cockroach (Blattella germanica L.) responsible for male wing-raising: 3,11-dimethyl-2-nonacosanone. Experientia. 30:978.
 
Nishida, R., Fukami, H., and Ishii, S. 1975. Female sex pheromone of the German cockroach, Blattella germanica (L.), responsible for male wing-raising. Appl. Entomol. Zool. 10:10.
 
Place, P., Roumestant, M.L., and Gore, J. 1978. Vinylallenes. VII. Nouvelle synthese de la dimethyl 3,11-nonacosanone-2, pheromone sexuelle de la Blatte germanique. Tetrahedron. 34:1931-1933.
 
Rosenblum, L.D., Anderson, R.J., and Henrick, C.A. 1976. Synthesis of 3,11-dimethyl-2-nonacosanone, a sex pheromone of the German cockroach, Blattella germanica. Tetrahedron Lett. 17:419-422.
 
Rossi, R., Carpita, A., and Marasco, M. 1981. Insects pheromones. Synthesis of both enantiomers of 3-methyl-2-heneicosanone, an analogue of the sex pheromone of the German cockroach. Chim. Ind. (Milan). 63:503.
 
Sanders, M.E. 1979. Part I. Improved syntheses of the female sex pheromones of the German cockroach; Part II. Allylic deuterium chirality effects on a 1,3-cisoid diene. Ph.D. Dissertation, University of Kansas, Lawrence, KS.
 
Sato, T., Nishida, R., Kuwahara, Y., Fukami, H., and Ishii, S. 1976. Synthesis of female sex pheromone analogues of the German cockroach and their biological activity. Agric. Biol. Chem. 40:391.
 
Schwarz, M., Oliver, J.E., and Sonnet, P.E. 1975. Synthesis of 3,11-dimethyl-2-nonacosanone, a sex pheromone of the German cockroach. J. Org. Chem. 40:2410-2411.
 
Seidel, W., and Schaefer, H.J. 1980. Kolbe-synthesis von 3,11-dimethyl-2-nonacosanon, ein sexuallockstoff der deutschen hausschabe Blattella germanica. Chem. Ber. 113:451-456.
 

 
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.
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