Synthesis of both geometric isomers of the major sex pheromone of the red bollworm moth was written by Nesbitt, Brenda F.;Beevor, P. S.;Cole, R. A.;Lester, R.;Poppi, R. G.. And the article was included in Tetrahedron Letters in 1973.Application of 50767-78-7 The following contents are mentioned in the article:
Wittig reaction of Ph3P+CH2CH:CH2Br- with AcO(CH2)8CHO gave a 60:40 trans:cis mixture of AcO(CH2)8CH:CHCH:CH2 (I). The trans isomer was separated as a cyclic sulfone which decomposed stereospecifically. Treatment of the Wittig product with (NC)2C:C(CN)2 and separation from the Diels-Alder adduct gave pure cis isomer. The isomeric purity of I was determined by gas liquid chromatog. of the products of epoxidation or terminal double bond reduction The natural pheromone contained 15-25% cis isomer. This study involved multiple reactions and reactants, such as (E)-Dodeca-9,11-dien-1-yl acetate (cas: 50767-78-7Application of 50767-78-7).
(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. Esters contain a carbonyl center, which gives rise to 120° C–C–O and O–C–O angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C–O–C bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Application of 50767-78-7
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics