68900-86-7

Usage

Uses

Used in Flavor and Fragrance Industry:
(E)-tetradec-3-enol is used as a flavor and fragrance ingredient for its distinct floral, waxy, and green scent. It adds a pleasant aroma to various products in the food and cosmetic industries, enhancing their sensory appeal and consumer experience.
Used in Pest Control:
(E)-tetradec-3-enol is used as an insecticidal agent due to its potential insecticidal properties. It can be employed in the agricultural sector to control pests and protect crops, thereby increasing yield and reducing the need for chemical pesticides.
Used in Preservation:
(E)-tetradec-3-enol is used as a preservative in the food and cosmetic industries, thanks to its antimicrobial properties. It helps to extend the shelf life of products by inhibiting the growth of microorganisms, ensuring freshness and safety for consumers.
Used in Chemical Research:
(E)-tetradec-3-enol is used as a valuable compound in the chemical and scientific communities for research and development purposes. Its unique properties and versatility make it a promising candidate for the creation of new products and the advancement of scientific knowledge in various fields.

InChI:InChI=1/C14H28O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h11-12,15H,2-10,13-14H2,1H3/b12-11+

Upstream product

• 55182-74-6 1-hydroxy-tetradec-3-yne 
• 75730-21-1 trans-3-tetradecenoic acid 
• 112-53-8 1-dodecyl alcohol 
• 112-29-8 1-bromo dodecane 
• 139489-34-2 1-bromo-tetradec-(3E)-en 
• 139489-32-0 1-cyclopropyl-undecan-1-ol 
• 112-54-9 Dodecanal 
• 56221-90-0 trans-3-tetradecen-1-ol acetate 
• 75-21-8 oxirane 
• 765-03-7 1-dodecyne 

Downstream Products

• 56221-90-0 trans-3-tetradecen-1-ol acetate 
• 121253-26-7 (3RS,4SR)-1-(benzyloxy)-3-hydroxy-4-methyltetradecane 
• 121253-27-8 (3RS,4SR)-1-(benzyloxy)-4-hydroxy-3-methyltetradecane 
• 121253-25-6 (3RS,4RS)-1-(benzyloxy)-3,4-epoxytetradecane 
• 121253-29-0 (3RS,4SR)-1-(benzyloxy)-3-(tert-butyldimethylsiloxy)-4-methyltetradecane 
• 81335-92-4 (E)-4-hydroxytetradec-2-enal 
• 121253-32-5 (E)-1-(benzyloxy)-3-tetradecene 

Relevant academic research and scientific papers

Method for synthesizing cis-3-tetradecanoacetate and trans-3-tetradecanoacetate

The invention discloses a method for synthesizing cis-3-tetradecanoacetate and trans-3-tetradecanoacetate. The method comprises the following steps: (1) preparing 3-tetradecyne alcohol-1; (2) preparing cis-3-tetradecenol-1; (3) preparing trans-3-tetradecenol-1; and (4) preparing the cis-3-tetradecanoacetate and trans-3-tetradecanoacetate. The method is used for synthesizing cis-3-tetradecanoacetate and trans-3-tetradecanoacetate which are main components of gyplure of holcocerus insularis Staudinger; the raw materials for reaction are easily obtained; the cost is low; technical processes are short; reaction conditions are mild; the operation is simple, convenient and free from risk; the product is easily separated; the yield is high; and massive production can be carried out.

Tandem IBX-Promoted Primary Alcohol Oxidation/Opening of Intermediate β,γ-Diolcarbonate Aldehydes to (E)-γ-Hydroxy-α,β-enals

A tandem IBX-promoted oxidation of primary alcohol to aldehyde and opening of intermediate β,γ-diolcarbonate aldehyde to (E)-γ-hydroxy-α,β-enal has been developed. Remarkably, the carbonate opening delivered exclusively (E)-olefin and no over-oxidation of γ-hydroxy was observed. The method developed has been extended to complete the stereoselective total synthesis of both (S)- and (R)-coriolides and d-xylo- and d-arabino-C-20 guggultetrols.

Short and stereoselective synthesis of (E)-3-alkenyl acetates, insect sex pheromone constituents of Lepidoptera; Gelechidae

(E)-3-alkenyl acetates, which are insect sex pheromone constituents, have been prepared from linear saturated aldehydes, by a short three steps process, via the (E)-3-alkenoic acids and the corresponding (E)-3-alkenols, in good overall yield (60-65%) and high stereochemical purity (>99%).

Metal/Ammonia Reduction of Ethers of 3-Decyn-1-ol: Effects of Structure and Conditions on Cleavage and Rearrangement

Reduction of the THP, ethyl, tert-butyl and tert-butyldimethylsilyl (TBDMS) ethers of 3-decyn-1-ol with sodium in ammonia/THF results in extensive hydrogenolysis of the carbon-oxygen bond and concomitant bond migration, producing a mixture of 2- and 3-decenes and a very low yield of the desired (E)-homoallylic ether.Reduction in the presence of 2-methyl-2-propanol led to excellent yields of the desired (E)-3-decenol ethers.The 4- and 5-decyn-1-ol ethers were reduced normally to the (E)-decen-1-ol ethers except in the case of the TBDMS ethers which were cleaved to the (E)-alcohols under some of the reaction conditions.

SYNTHESIS OF 3E-TETRADECENOL, 3E,9E-TETRADECADIENOL, AND THEIR ACETATES STARTING FROM ACETYLCYCLOPROPANE

Stereospecific synthesis of the linear E-olefins mentioned in the title was realized by a general scheme that was worked out earlier by the authors and which includes as key step homologization of the corresponding aliphatic pentakisnoraldehydes by means of trimethylsilyloxyvinylcyclopropane and ZnBr2-initiated rearrangement of the intermediate cyclopropylcarbinols under the influence of Me3SiBr.