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HomeProductsPheromoneInsect Sex PheromoneCis-12-Tetradecenyl Acetate CAS Number 35153-20-9
Cis-12-Tetradecenyl Acetate CAS Number 35153-20-9
  • Cis-12-Tetradecenyl Acetate CAS Number 35153-20-9

Cis-12-Tetradecenyl Acetate CAS Number 35153-20-9

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    Incoterm: FOB,CIF

Basic Info

Model No.: 35153-20-9

Product Description

Cis-12-Tetradecenyl acetate CAS number is 35153-20-9, also as known as Asian Corn Borer Sex Pheromone. There are several main methods for his synthesis:
1. Using ethyltriphenylphosphine bromide and 1,12-dodecanediol as starting materials, the 1,12-dodecanediol is subjected to unilateral esterification reaction to obtain 12-hydroxydodecane The alcohol acetate is subjected to an oxidation reaction to obtain 12-oxododecanol acetate. The ethyltriphenylphosphine bromide and 12-oxododecanol acetate are subjected to a Wittig reaction. A high cis-trans ratio of Cis-12-Tetradecenyl acetate CAS 35153-20-9 was obtained. In this method, the yield of monoacetylation is low, the selectivity is poor, and the three wastes generated by the PCC oxidation reaction are relatively large.
2. Starting from aldehyde, using 1,12-dodecanediol as a raw material, salt formation with triphenylphosphine after selective bromination, and then cis-12-tetradecene with small molecule aldehyde through wittig reaction to obtain Cis-12-Tetradecenyl acetate CAS number is 35153-20-9. In this method, the quaternary hydroxyphosphonium salt reacts with a strong base to form a sodium salt, which has low solubility in organic solvents, and the reaction is heterogeneous. It is not suitable for low-temperature reactions. There are many side reactions, which results in a lot of product impurities and difficult post-treatment. Not conducive to large-scale production.
3. (1) The 1,12-dibromododecane and triphenyl phosphorus are heated under reflux in benzene. After the reaction, the benzene layer is removed to obtain ω-bromododecyl triphenylphosphine bromide ;
(2) Dissolve the omega-bromododecyltriphenylphosphine bromide salt obtained in step (1) in a mixed solvent, reduce the temperature to 20℃-30℃ under the protection of an inert gas, add an organic base to react, and then lower the temperature At -20 ℃ -10 ℃, add solvent diluted acetaldehyde and keep the reaction at this temperature. After the reaction is completed, add ice water, adjust the pH to 6-7 with hydrochloric acid, and post-treat to obtain Z-type. omega-bromotetradecene;
(3) mixing the omega-bromotetradecene obtained in step (2) with a benzene solvent, separating the organic layer after hydrolysis in an aqueous alkali metal hydroxide solution, washing, drying, distillation, and silica gel column chromatography,( 57562175,Z, E) -12-tetradecen-1-ol based on Z type is obtained;
(4) The (Z, E) -12-tetradecenen-1-ol obtained in step (3) is mixed with pyridine and acetic anhydride. After the reaction is completed, the product is separated, and the silica gel column chromatography is used to obtain the Z type. (Z, E) -12-tetradecene-1-ol acetate.
(5) mixing (Z, E) -12-tetradecene-1-ol acetate obtained in step (4) with a sodium nitrite solution and a nitric acid solution under the protection of an inert gas, and separating the product after the reaction is completed, Silica gel column chromatography gave Cis-12-Tetradecenyl acetate CAS 35153-20-9.

Thera. Category: Insect Sex Pheromone

Cas No.:35153-20-9

Synonym:CIs-12-Tetradecenylacetate;(Z)-12-Tetradecen-1-olacetate;(Z)-1-Acetoxy-12-tetradecene;Aceticacid(12Z)-12-tetradecenylester;Aceticacid(Z)-12-tetradecenylester;Aceticacid[(Z)-12-tetradecenyl]ester;12Z-14Ac;(Z)-12-Tetradecenylacetate

35153-20-9

Molecular Formula: C16H29O2

Molecular Weight: 253.40026

Assay: ≥99.%

Packing: Export worthy packing

lMaterial Safety Data Sheet: Available on request


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