35153-21-0

Basic information

• Product Name: (E)-tetradec-12-enyl acetate
• Synonyms: (E)-tetradec-12-enyl acetate;(E)-12-Tetradecen-1-ol acetate;Acetic acid (12E)-12-tetradecenyl ester;(E)-12-Tetradecenyl acetate;(12E)-Tetradecen-1-yl acetate
• CAS NO: 35153-21-0
• Molecular Formula: C₁₆H₃₀O₂
• Molecular Weight: 254.4082
• EINECS: 252-403-8
• Mol File: 35153-21-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 316.2°Cat760mmHg
• Flash Point: 87.2°C
• Appearance: /
• Density: 0.878g/cm³
• Vapor Pressure: 0.000416mmHg at 25°C
• Refractive Index: 1.45
• CAS DataBase Reference: (E)-tetradec-12-enyl acetate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-tetradec-12-enyl acetate(35153-21-0)
• EPA Substance Registry System: (E)-tetradec-12-enyl acetate(35153-21-0)

Safety Data

• Hazardous Substances Data: 35153-21-0(Hazardous Substances Data)

Usage

General Description

(E)-tetradec-12-enyl acetate is a chemical compound that belongs to the class of organic compounds known as fatty acid esters. It is also known as (Z)-tetradec-12-en-1-yl acetate and has a molecular formula of C16H30O2. This chemical is commonly found in various fruits and is responsible for contributing to their characteristic aroma. It has a floral, fruity odor with a hint of sweetness and is often used as a flavoring agent in the food and beverage industry. Additionally, (E)-tetradec-12-enyl acetate is also used in the production of perfumes and other fragrances due to its pleasant scent.

InChI:InChI=1/C16H30O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-18-16(2)17/h3-4H,5-15H2,1-2H3/b4-3-

Upstream product

• 129189-60-2 Δ¹²-tetradecenol 
• 108-24-7 acetic anhydride 
• 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 
• 35153-20-9 (Z)-Δ¹²-tetradecenyl acetate 
• 40646-17-1 8-hydroxyoctan-1-ol acetate 
• 40264-95-7 acetic acid 8-oxo-octyl ester 
• 1779-51-7 n-butyl(triphenyl)phosphonium bromide 
• 629-41-4 1,8-Octanediol 
• 104329-20-6 Acetic acid (E)-13-trimethylsilanyl-tridec-12-enyl ester 

Downstream Products

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

Relevant articles and documents

Improved method for preparing (Z, E)-12-tetradecene-1-alcohol acetate

The invention provides an improved method for preparing (Z, E)-12-tetradecene 1-alcohol acetate, which innovatively introduces a three-solvent system into a solvent system in wittig reaction, increases the solubility of the reagent in the reaction system, lowers the overall freezing point of the solvent, avoids the agglomeration phenomenon at lower temperature in the reaction process under dual actions, and unsmooth reaction stirring and generation of a large number of impurities are avoided, so that the post-treatment difficulty is increased; glacial acetic acid is used for terminating the reaction and replacing previous water-containing dilute acid, condensation of residual aldehydes in the raw materials is controlled, generation of a large number of impurities is avoided, and once a condensation product generates p-triphenylphosphine oxide and a main product enol which are high in solubility and cannot be separated, the aftertreatment difficulty can be greatly enhanced, and the product extraction loss is large; and meanwhile, the reaction can be carried out in a homogeneous state at about 0 DEG C, so that the conversion is thorough, the yield is greatly improved, the post-treatment is simple, the byproduct triphenoxyphosphine is separated out in a granular form, and a large amount of muddy wastes and other solid wastes are avoided.

Design, Synthesis, and Biological Evaluation of the Sex Pheromone of the Asian Corn Borer, Ostrinia furnacalis (Guenée)

A convenient total synthesis of (Z)-12-tetradecenyl acetate (1a) and (E)-12-tetradecenyl acetate (1b), which are the sex pheromones of Ostrinia furnacalis (Guenée), has been achieved. The target mixture molecules, of a cis-to-trans-isomer ratio of 27 to 73, were synthesized in 40% overall yield and through [13C + 1C] synthetic strategy in five steps from commercially available and cheap industrial brassylic acid as key starting material. The electroantennogram (EAG) responses of synthetic sex pheromone to ACB male moths were conducted. The results showed that the target mixture molecules were found to have a good activity and displayed significantly stronger EAG responses ranging from 10 to 1000 μg, and the optimized stimulating dosage of the activity of synthetic sex pheromone to ACB males is 10 μg. Compared with the existing routes, this synthetic approach is operationally simple, good-yielding, and cost-effective, which could serve as a basis for developing the techniques of sex pheromone mass trapping or mating disruption and providing an environmentally benign method to control ACB pests.

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.