Synthesis of 9(E)-dodecenyl acetate and 9(E),11-dodecadienyl acetate, female sex pheromones of red bollworm moth, Diparopsis castanea Hmps was written by Vig, O. P.;Sharma, M. L.;Verma, N. K.;Malik, Neera. And the article was included in Indian Journal of Chemistry in 1980.Name: (E)-Dodeca-9,11-dien-1-yl acetate The following contents are mentioned in the article:
Undec-10-en-1-ol reacted with dihydropyran in the presence of a catalytic amount of concentrate HCl at 0° to give the pyranyl ether, which on epoxidation with m-chloroperbenzoic acid gave the epoxide I in very high yields. Cleavage of I with lithium diisopropylamide under N2 atm. gave 11-(tetrahydropyranyloxy)undec-2(E)-en-1-ol (II), which on oxidation by pyridinium chlorochromate in dry CH2Cl2 gave 11-(tetrahydropyranyloxy)undec-2(E)-en-1-al (III). III on Wittig reaction with methylenetriphenylphosphorane in Me2SO under N2 gave the conjugated diene IV, which was cleaved to give 9(E),11-dodecadien-1-ol. This with isopropenyl acetate gave 9(E),11-dodecadienyl acetate. Conversion of the intermediate alc. II into the corresponding mesylate with MeSO2Cl/Et3N in dry CH2Cl2 at 0° and subsequent treatment with lithium dimethylcuprate under N2 atm. gave 12-(tetrahydropyranyloxy)dodec-3(E)-ene. Removal of the protective pyranyl group from the latter gave 9(E)-dodecen-1-ol, which with Ac2O/dry pyridine gave 9(E)-dodecenyl acetate. This study involved multiple reactions and reactants, such as (E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7Name: (E)-Dodeca-9,11-dien-1-yl acetate).
(E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Liquid esters of low volatility serve as softening agents for resins and plastics. Esters also include many industrially important polymers. Polymethyl methacrylate is a glass substitute sold under the names Lucite and Plexiglas; polyethylene terephthalate is used as a film (Mylar) and as textile fibres sold as Terylene, Fortrel, and Dacron.Name: (E)-Dodeca-9,11-dien-1-yl acetate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics