35153-20-9

Basic information

• Product Name: cis-12-Tetradecenylacetate
• Synonyms: cis-12-Tetradecenylacetate;(Z)-12-Tetradecen-1-ol acetate;(Z)-1-Acetoxy-12-tetradecene;Acetic acid (12Z)-12-tetradecenyl ester;Acetic acid (Z)-12-tetradecenyl ester;Acetic acid [(Z)-12-tetradecenyl] ester;(Z)-12-Tetradecenyl acetate;(12Z)-Tetradecen-1-yl acetate
• CAS NO: 35153-20-9
• Molecular Formula: C₁₆H₃₀O₂
• Molecular Weight: 253.40026
• Mol File: 35153-20-9.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: cis-12-Tetradecenylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: cis-12-Tetradecenylacetate(35153-20-9)
• EPA Substance Registry System: cis-12-Tetradecenylacetate(35153-20-9)

Safety Data

• Hazardous Substances Data: 35153-20-9(Hazardous Substances Data)

Usage

General Description

Cis-12-tetradecenyl acetate, also known as 12-TDA, is a chemical compound commonly found in pheromones of insects such as the boll weevil and the tobacco budworm. It is a pheromone component used as a mating disruptant in pest management. 12-TDA is a semiochemical with a unique structure that enables it to influence insect behavior by disrupting their mating patterns. cis-12-Tetradecenylacetate has been extensively studied for its potential use in developing eco-friendly and sustainable pest control methods. Additionally, it has shown promise in agricultural applications to reduce crop damage caused by insect pests.

Upstream product

• 629-41-4 1,8-Octanediol 
• 40264-95-7 acetic acid 8-oxo-octyl ester 
• 1779-51-7 n-butyl(triphenyl)phosphonium bromide 
• 40646-17-1 8-hydroxyoctan-1-ol acetate 
• 35153-20-9 (Z)-Δ¹²-tetradecenyl acetate 
• 70711-48-7 (Z)-12-tetradecen-1-ol 
• 120677-74-9 ω-bromododecyltriphenylphosphonium bromide 
• 3344-70-5 1,12-dibromododecane 
• 56221-91-1 (Z)-Δ¹³-tetradecenyl acetate 
• 13362-52-2 1,13-tridecanediol 
• 505-52-2 brassylic acid 
• 104329-20-6 Acetic acid (E)-13-trimethylsilanyl-tridec-12-enyl ester 
• 129189-60-2 Δ¹²-tetradecenol 
• 108-24-7 acetic anhydride 

Downstream Products

• 35153-20-9 (E)-12-tetradecene-1-ol acetate 

Relevant articles and documents

A facile synthesis of the sex pheromone of Grapholitha molesta

The sex pheromone of Grapholitha molesta, (Z/E)-8-dodecylen-1-ol acetate, was easily synthesized in an overall yield of 41.5% with 1,8-octanediol as starting material via mono-esterification, PCC oxidation, and Witting reactions. The Z/E ratio is 83:17. Configuration transformation of Z/E 83:17 compound with sodium nitrite and nitric acid resulted in the production of a compound with Z/E 24:76. The products were confirmed by IR, 1H NMR, and MS spectral data.

Synthesis method for sex pheromone of ostriniafurnacalis

The invention discloses a synthesis method for a sex pheromone of ostriniafurnacalis, namely a (Z, E)-12-tetradecen-1-ol acetate compound. The synthesis method comprises the following steps: firstly,performing a reaction on 1, 12-dibromododecane and triphenylphosphine to produce omega-bromododecyltriphenylphosphonium bromide, then performing a reaction on the omega-bromododecyltriphenylphosphonium bromide and aldehyde under the action of organic alkali sodium dimethyl sulfoxide to produce Z-main type omega-bromotetradecene, then hydrolyzing by alkali metal hydroxide to obtain Z-main type (Z,E)-12-tetradecen-1-ol, performing an acetylation reaction on the (Z, E)-12-tetradecen-1-ol and acetic anhydride to obtain Z-main type(Z, E)-12-tetradecen-1-ol acetate, and performing an isomer conversion reaction on the Z-main type(Z, E)-12-tetradecen-1-ol acetate and a sodium nitrite and nitric acid solution to obtain E-main type(Z, E)-12-tetradecen-1-ol acetate. With the synthesis method, few side reactions occur in the synthesis process and the product purity is high.

A "TUNABLE" STEREOSELECTIVE ALKENE SYNTHESIS BY IODODESILYLATION OF VINYLSILANES

The stereoselectivity of iododesilylation of terminal E-vinylsilanes varies with changing amount of Lewis acid.The use of this "tunable" stereoselective reaction was demonstrated by the syntheses of two insect sex pheromones with defined E/Z isomeric rations.