35194-38-8

Usage

Uses

Used in Food Industry:
7-Octenoic acid ethyl ester is used as a flavoring agent for imparting a pleasant and characteristic fruit flavor to food products.
Used in Fragrance Industry:
This ester is utilized as a fragrance ingredient to add a desirable scent to various products, enhancing their overall appeal.
Used as an Intermediate in Organic Synthesis:
7-Octenoic acid ethyl ester serves as a crucial intermediate in the synthesis of different organic compounds, contributing to the development of new chemical products.
It is important to handle and store 7-Octenoic acid ethyl ester with care due to its flammability and potential irritant properties, ensuring safety in its applications across industries.

InChI:InChI=1/C10H18O2/c1-3-5-6-7-8-9-10(11)12-4-2/h3H,1,4-9H2,2H3

Upstream product

• 91340-22-6 ethyl 2-cyanooct-7-enoate 
• 591-87-7 Allyl acetate 
• 14660-52-7 ethyl 5-bromovalerate 
• 64-17-5 ethanol 
• 18719-24-9 oct-7-enoic acid 
• 2695-47-8 6-Bromo-1-hexene 
• 288400-63-5 ethyl 2-(pyrimidin-2-ylsulfonyl)oct-7-enoate 
• 109976-46-7 (5-ethoxy-5-oxopentyl)zinc(II) iodide 
• 107-18-6 allyl alcohol 

Relevant academic research and scientific papers

Enantioselective allylic hydroxylation of w-alkenoic acids and esters by P450 BM3 monooxygenase

Chiral allylic alcohols of w-alkenoic acids and derivatives thereof are highly important building blocks for the synthesis of biologically active compounds. The direct enantioselective C-H oxidation of linear terminal olefins offers the shortest route toward these compounds, but known synthetic methods are limited and suffer from low selectivities. Described herein is an enzymatic approach using the P450 BM3 monooxygenase mutant A74G/L188Q, which catalyzes allylic hydroxylation with high to excellent chemo- and enantioselectivities providing the desirable secondary alcohols.

Cobalt-catalyzed reductive allylation of alkyl halides with allylic acetates or carbonates

An efficient method for the direct allylation of alkyl halides catalyzed by simple cobalt(II) bromide has been developed. This reaction, using a variety of substituted allylic acetates or carbonates, provides the linear product as the major product. It displays broad substrate scope and good functional group tolerance. Copyright

Stannyl radical-mediated cleavage of π-deficient heterocyclic sulfones. Synthesis of α-fluoro esters

Treatment of ethyl 2-(pyridin-2-ylsulfonyl)hexanoate with tributylstannane and azobis(2-methyl-2-propanitrile) (AIBN) in benzene at reflux for 36 h resulted in hydrogenolysis to give ethyl hexanoate (60%), whereas no reaction was observed after 48 h at reflux with ethyl 2-(phenylsulfonyl)-hexanoate. Ethyl 2-(pyrimidin-2-ylsulfonyl)hexanoate underwent quantitative hydrogenolysis within 1 h under these conditions. This represents a mild new methodology for removal of the synthetically useful sulfone moiety. Substitution of Bu3SnD for Bu3SnH gave access to α-deuterium-labeled esters. Treatment of the α-(pyrimidin-2-ylsulfonyl) enolates derived from several esters with Selectfluor gave high yields of the 2-fluoro-2-(pyrimidin-2-ylsulfonyl)alkanoates, which were smoothly desulfonylated [Bu3SnH (2 equiv)/AIBN/benzene/Δ] to give 2-fluoroalkanoates. "Catalytic" tin hydride, generated from tribuytltin chloride (0.15 equiv) and excess polymethylhydrosiloxane in the presence of potassium fluoride, also effected removal of the π-deficient α-(pyrimidin-2-ylsulfonyl) moiety from acid derivatives in high yields. Desulfonylation is suggested to proceed via alkoxy ketyl-type radicals and tin enolates.

Reductive decyanation of α-cyano and α-alkoxycarbonyl substituted nitriles promoted by samarium(II) iodide

Decyanation of geminal dinitriles and α-alkoxycarbonyl substituted nitriles promoted by samarium(II) iodide has been efficiently achieved. This method has advantages over the previously known radical route using tin hydride with respect to applicable substrates and the reaction temperature employed. This decyanation could broaden the synthetic applicability of the nitrile derivatives.

Unsaturated Esters Synthesis via Cu(I)-Catalyzed Allylation of Zinc Esters

CuCN-catalyzed allylation of ethyl β-(iodozincio)propionate (1), ethyl β-(bromozincio)butyrate (2), ethyl γ-(iodozincio)butyrate (3), and ethyl δ-(iodozincio)pentanoate (4) with allylic halide or tosylate provides ethyl 5-hexenoates, ethyl 6-heptenoates, and ethyl 7-octenoates in high yields.Regioselectivity of the allylation and the reaction of 3 with propargyl tosylate are also discussed.