57491-35-7

Usage

Uses

Used in Perfume Industry:
(3Z,13E)-octadeca-3,13-dienyl acetate is used as a fragrance ingredient for its fruity, floral scent, contributing to the overall aroma of perfumes.
Used in Flavoring Industry:
(3Z,13E)-octadeca-3,13-dienyl acetate is used as a flavoring agent in the food industry to enhance the taste and aroma of various food products.
Used in Cosmetics Industry:
(3Z,13E)-octadeca-3,13-dienyl acetate is used as an ingredient in cosmetics due to its pleasant aroma and potential anti-inflammatory and antioxidant properties, making it beneficial for skincare applications.
Used in Therapeutic Applications:
(3Z,13E)-octadeca-3,13-dienyl acetate is used for its anti-inflammatory and antioxidant properties, which may offer potential benefits in various therapeutic applications.

InChI:InChI=1/C20H36O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-22-20(2)21/h6-7,16-17H,3-5,8-15,18-19H2,1-2H3/b7-6+,17-16-

Upstream product

• 73332-92-0 (3Z,13E)-octadeca-3,13-dien-1-ol 
• 108-24-7 acetic anhydride 
• 928342-56-7 13(E)-<1-(2-tetrahydropyranyloxy)>octadecen-3-yn 
• 928342-54-5 C₁₄H₂₇I 
• 71655-21-5 C₂₃H₄₂O₂ 
• 954147-90-1 3,13-octadecadien-1-ol 
• 75-36-5 acetyl chloride 
• 50816-20-1 2-(8-bromooctyloxy)tetrahydropyran 
• 51812-91-0 1-(2-tetrahydropyranyloxy)-9E-tetradecene 
• 19754-59-7 tetrahydro-2-(9-tetradecynyloxy)pyran 
• 52957-16-1 9-tetradecenyl alcohol 
• 50816-19-8 8-bromooctanol 
• 629-41-4 1,8-Octanediol 

Relevant academic research and scientific papers

Synthesis and characterization of 3,13- and 2,13-octadecadienyl compounds for identification of the sex pheromone secreted by a clearwing moth, Nokona pernix

Several geometrical isomers of 3,13- and 2,13-octadecadien-1-ols and their acetates were synthesized starting from 1,8-octanediol or 1,9-nonanediol utilizing acetylene coupling reactions. In addition to commercially available compounds, all geometrical isomers of each dienyl compound were analyzed by NMR and GC-MS to accumulate chemical data for studies of sex pheromones secreted from clearwing moths classified into the family Sesiidae of Lepidoptera. Although acetoxy derivatives of the 3,13- and 2,13-dienes showed almost the same mass spectra, the alcohols were distinguished by comparing the relative intensities of [M - 18]+ at m/z 248, indicating direct differentiation of the two positional isomers without derivatization. Furthermore, each geometrical isomer eluted from a high-polar GC column with a different retention time. Base on these data, a pheromone gland extract of a sesiid moth, Nokona pernix, was analyzed by GC-EAD and GC-MS, and two EAG-active components were identified, viz., the (3E,13Z)- and (3Z,13Z)-isomers of 3,13-octadecadien-1-ol in a ratio of 9:1. In the field, the synthetic compounds mixed in 9:1 ratio attracted N. pernix males well, while a single component scarcely attracted the males. The number of attracted males peaked in the middle of June, and a small second peak was observed in August.

SIMPLE AND STEREOCONTROLLED SYNTHESIS OF AN OPTIMAL ISOMERIC MIXTURE OF 3,13-OCTADECADIEN-1-YL ACETATES

A simple route has been developed for the preparation of the optimal isomeric mixture of 3,13-octadecadien-1-yl acetates (ODDA) which is the active sex pheromone of many Synanthedon species.The stereocontrolled formation of double bonds have been achieved via Wittig reaction and subsequent reduction of C-C triple bond.