2396-85-2

Usage

Uses

Used in Flavor and Fragrance Industry:
Trans-2-Octenoic acid methyl ester is used as a flavoring agent for its fruity, green, sweet, and waxy taste profile with a fresh tropical note. Its unique taste characteristics make it a valuable addition to the flavor industry, where it can be used to enhance the taste of various food products and beverages.
Used in Perfumery:
In the perfumery industry, trans-2-Octenoic acid methyl ester is utilized as a fragrance ingredient. Its fruity green odor contributes to the creation of complex and appealing scents in perfumes, colognes, and other fragrance products.
Used in the Cosmetic Industry:
Trans-2-Octenoic acid methyl ester can also be employed in the cosmetic industry, where it may be used to add a pleasant and distinctive scent to personal care products such as lotions, creams, and shampoos.
Used in the Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, the unique chemical properties and natural occurrence of trans-2-Octenoic acid methyl ester may also make it a candidate for potential applications in the pharmaceutical industry, possibly as a component in the development of new drugs or as a flavoring agent for medications.

InChI:InChI=1/C9H16O2/c1-3-4-5-6-7-8-9(10)11-2/h7-8H,3-6H2,1-2H3/b8-7+

Upstream product

• 66-25-1 hexanal 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 191018-97-0 methyl bis(4-fluorophenyl)phosphonoacetate 
• 273201-08-4 methyl bis(4-bromophenyl)phosphonoacetate 
• 273201-07-3 methyl bis(4-chlorophenyl)phosphonoacetate 
• 273201-12-0 methyl bis(2,6-xylyl)phosphonoacetate 
• 273201-09-5 methyl bis(4-iodophenyl)phosphonoacetate 
• 273201-11-9 methyl bis(2,6-dichlorophenyl)phosphonoacetate 
• 273201-10-8 methyl bis(2,6-difluorophenyl)phosphonoacetate 
• 111-12-6 methyl 2-octynoate 
• 100340-45-2 Z-dimethylphenylsilyloxy-1 methoxy-1 heptene-1 
• 86593-94-4 (E/Z)-1-methoxy-1-trimethylsilyloxy-1-heptene 
• 106-73-0 methyl heptanoate 
• 22104-69-4 (E)-methyl 2-heptenoate 

Downstream Products

• 103635-90-1 3-(1-Benzenesulfonyl-1-methyl-ethyl)-octanoic acid methyl ester 
• 287101-20-6 (Z)-2-Phenylselanyl-oct-2-enoic acid methyl ester 
• 1132650-01-1 C₁₅H₂₈O₂ 
• 111-11-5 methyl octanate 
• 58497-40-8 3,5-dibromo-2,4-dihydroxy-6-n-pentylbenzoic acid ethyl ester 

Relevant academic research and scientific papers

Ligand Control of E/Z Selectivity in Nickel-Catalyzed Transfer Hydrogenative Alkyne Semireduction

A nickel-catalyzed transfer hydrogenative alkyne semireduction protocol that can be applied to both internal and terminal alkynes using formic acid and Zn as the terminal reductants has been developed. In the case of internal alkynes, the (E)- or (Z)-olefin isomer can be accessed selectively under the same reaction conditions by judicious inclusion of a triphos ligand.

Water is an efficient medium for Wittig reactions employing stabilized ylides and aldehydes

Water is demonstrated to be an excellent medium for the Wittig reaction employing stabilized ylides and aldehydes. Although the solubility in water appears to be an unimportant characteristic in achieving good chemical yields and E/Z-ratios, the rate of W

A study on the Z-selective Horner-Wadsworth-Emmons (HWE) reaction of methyl diarylphosphonoacetates

Experimental and theoretical studies were conducted to explore the Z-selectivities in the Horner-Wadsworth-Emmons (HWE) reaction employing several methyl diarylphosphonoacetates (3, 4, 5 and 6) and aldehydes. The Z-selectivity depended upon the reaction conditions such as the bases, reaction temperature, and the aromatic substituents on the phosphorus atoms but the almost phosphonoacetates used in the present study showed Z-selectivity in the reactions with both aromatic and aliphatic aldehydes. While the phosphonoacetate (3) with bis(2,4-difluorophenyl)phosphono group showed the highest Z-selectivity in all reaction conditions employed, decrease of the selectivity was observed in the case of some phosphonoacetates with diarylphosphono groups. These experimental results and the theoretical studies calculated by AM1 or 3-21G* ab initio methods suggested that the steric effect in the transition states of the addition steps was important rather than the electronic effect. A different aspect of the reaction courses between the Wittig and HWE reactions in the present computational chemistry was also described.

Synthesis of α,β-unsaturated aldehydes and methyl carboxylic esters from 2-acetylenic phenyl sulfides

2-Alkynylthio benzenes were reduced to 2-Alkenylthio benzenes with diisobutyl aluminum hydride. Mono chlorination of these compounds with sulfuryl chloride and pyridine followed by hydrolysis, in the presence of Cu(II) salts, gave α,β-unsaturated aldehydes. 2-Alkynylthio benzenes were converted into 2-Alkynyl 1,1-bis thiobenzenes by monochlorination with sulfuryl chloride and pyridine followed by treatment with thiophenol and triethylamine. These substances were then converted to α,β-unsaturated methyl carboxylic esters by way of isomerization with sodium methoxide to the corresponding allene and treatment with hydrochloric acid and methanolysis in the presence of iodine.

ETUDE DE LA REACTION CHLOROCARBENE-ACETALS DE CETENES. II. STEREOSELECTIVITE DE LA REACTION.

We have studied the stereoselectivity of the addition reaction of chloro and chloromethyl carbenoids with ketene alkylsilyl acetals.The best stereoselectivity was generally observed with the dimethyl tertiobutylsilyloxy group.With the chlorocarbenoid, using an E ketene acetal we obtained in majority (ca. 80percent) an E α,β-ethylenic ester and using a Z ketene acetal we obtained in majority (ca. 70percent) a Z α,β-ethylenic ester.In the case of the chloromethyl carbenoid the two ketene acetal isomers led to the same α-substituted α,β-ethylenic ester (ca. 88percent of selectivity).With the chlorophenylcarbenoid, formation of ca. 90percent of E α phenyl α,β-ethylenic ester is observed.

ETUDE DE LA REACTION CHLOROCARBENE-ACETALS DE CETENES. I. SYNTHESE D'ESTERS α,β-ETHYLENIQUES.

The reaction of chloro, chloromethyl and chlorophenyl carbenoids with ketene alkylsilylacetals has been studied.Excellent yields of cyclopropanation were observed and the unstable chlorocyclopropanone acetals formed were thermally rearranged in high yield into α-substituted α,β-ethylenic esters.This new method for the synthesis of unsaturated esters appeared complementary of the known-ones.