23192-82-7

Usage

Uses

Used in Pharmaceutical Applications:
(E)-9-Tetradecen-1-olacetate is used as a therapeutic agent for its potential antitumor, analgesic, antihypertensive, and anti-inflammatory properties. It is believed to provide relief and treatment for various health conditions by targeting specific biological pathways and processes.
Used in Anticancer Applications:
In the field of oncology, (E)-9-Tetradecen-1-olacetate is used as an anticancer agent. It may help in the treatment of various types of cancer by modulating cellular processes and signaling pathways involved in tumor growth and progression.
Used in Pain Management:
As an analgesic, (E)-9-Tetradecen-1-olacetate is used to alleviate pain and discomfort associated with various conditions. Its natural origin and potential efficacy make it a promising candidate for the development of new pain management therapies.
Used in Cardiovascular Applications:
In the cardiovascular industry, (E)-9-Tetradecen-1-olacetate is used as an antihypertensive agent. It may help in the regulation of blood pressure and contribute to the overall management of hypertension-related health issues.
Used in Anti-inflammatory Applications:
(E)-9-Tetradecen-1-olacetate is also used as an anti-inflammatory agent, potentially providing relief from inflammation-related symptoms and conditions. Its natural properties make it a valuable component in the development of new anti-inflammatory medications and treatments.

InChI:InChI=1/C16H30O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-18-16(2)17/h6-7H,3-5,8-15H2,1-2H3/b7-6+

Upstream product

• 592-41-6 1-hexene 
• 50816-18-7 9-decen-1-yl acetate 
• 16725-53-4 (Z)-9-tetradecen-1-yl acetate 
• 72194-91-3 9‐tetradecen‐1‐ol 
• 108-24-7 acetic anhydride 
• 52957-16-1 9-tetradecenyl alcohol 
• 75-36-5 acetyl chloride 
• 5163-67-7 (E)-oct-3-enoic acid 
• 21406-61-1 pentyltriphenylphosphonium bromide 
• 110-53-2 1-Bromopentane 
• 1115-01-1 methyl 9,10-dihydroxy stearate 
• 34626-51-2 5-bromopentan-1-ol 
• 16695-35-5 (E)-4-nonen-1-yl bromide 
• 16695-34-4 (E)-4-none-1-ol 

Downstream Products

• 47020-52-0 cis-9,10-epoxytetradecyl acetate 
• 47020-52-0 trans-9,10-epoxytetradecyl acetate 

Relevant academic research and scientific papers

An electrochemical approach to some insect pheromones with (E)-alkene moiety

An easy access to some Lepidopteran pheromones containing (E)-alkene moiety via anodic oxidation of a partially neutralized mixture of trans-3-alkenoic acids and methyl hydrogen carboxylates has been described.

Preparation of 9-alkenyl ester compounds

Process for the production of 9-alkenyl acetates is provided. The process comprises first disproportionating cyclooctene with an α-olefin to give a 1,9-alkadiene. The alkadiene is metallated to form a 1-metallo-9-alkene, which is then contacted with oxygen to produce a 9-alkenyl-1-oxymetallo compound, which is optionally hydrolyzed to the corresponding alcohol, with the alcohol being esterified to the desired 9-alkenyl ester or the 9-alkenyl-1-oxymetallo compound can be directly esterified, to produce the desired 9-alkenyl esters.

SYNTHESIS OF PHEROMONES, IV. CHEMISTRY OF THE WITTIG REACTION, I. EFFECTS OF REACTION CONDITIONS ON THE STEREOSELECTIVITY AND YIELD OF THE WITTIG REACTION

The reactions of nonstabilized triphenylphosphorus ylides with aldehydes have been studied in detail.The stereochemistry and yields of the alkene products are highly dependent upon base used for the generation of the ylide, the solvent and reaction temperature.The synthesis of sex pheromone components by Wittig reaction are also described.

Metathesis of Functionalized Alkenes. Synthesis of Insect Pheromones

The ability of substituted phenoxy complexes of tungsten to effect metathesis of both functionalized and non-functionalized terminal alkenes has been investigated.This methodology has been applied to the synthesis of the insect pheromones tetradec-9-en-1-yl acetate, dodec-7-en-1-yl acetate and tricos-9-ene.

Polymer-anchored Organosilyl Protecting Group in Organic Synthesis

Polymer-anchored dimethyl- and diphenyl-chlorosilanes (1a) and (1b) have been prepared and polymer (1b) was found to be useful for the protection of the hydroxy functional group; its use in the synthesis of an insect sex pheromone is reported.

A General Approach to the Synthesis of Mono-olefinic Insect Sex Pheromones of Z- or E-Configuration

A series of insect sex pheromones and structually related olefins have been synthesized with high stereoisomeric purity by two sequential cross-coupling reactions.Starting with (Z)- or (E)-1-bromo-2-phenylthioethene, (1) and (2), and Grignard reagents in the presence of nickel or palladium catalysts, two types of compounds have been prepared: (i) 1,2-dialkylethenes and (ii) alkenyl acetates.In the synthesis of Z-isomers, the first step involves a cross-coupling reaction of compound (1) with the appropriate Grignard reagent in the presence of a catalytic amount of .The second cross-coupling reaction is performed on the intermediate (Z)-phenylthioalkenes using a different Grignard reagent in the presence of (dppe=Ph2PCH2CH2PPh2) as a catalyst.In the synthesis of E-isomers both steps are cross-coupling reactions of Grignard reagents in the presence of as a catalyst, the first step involving compound (2) and the second step involving the intermediate (E)-phenylthioalkenes obtained.The Grignard reagents used in the synthesis of the alkenyl acetates derive from protected ω-halohydrins.

Disproportionation of functional olefins

A process for producing functional monoolefins having specific types of cis to trans ratios involving disproportionating a functional monoolefin with a hydrocarbyl monoolefin consisting essentially of either (1) an internal olefin or (2) a terminal olefin. Also disclosed are functional olefin compositions useful in controlling insects.

A Convenient Synthesis of (E)-9-Tetradecen-1-yl Acetate, a Sex Pheromone of Gelechiid Moth and (E)-5-Decenol, a Sex Pheromone of Peach Twig Borer

n-Butyllithium reacts with dihydropyran to give (E)-4-nonenyl alcohol (IV).The alcohol (IV) is converted into the corresponding bromide (V).The Grignard reagent of the bromide (V) on coupling with the bromide (VI) in the presence of Li2CuCl4, followed by hydrolysis yields the alcohol (III).This on acetylation gives the pheromone (I).The formylation of the Grignard reagent prepared from V gives the pheromone (II).