56922-75-9

Usage

Uses

Used in Flavor and Fragrance Industry:
(Z)-hex-2-enyl acetate is used as a flavor and fragrance agent for its sweet, fruity odor. It is particularly effective in enhancing the taste and aroma of products in the food and cosmetics industries.
Used in Perfumery:
(Z)-hex-2-enyl acetate is used as a component in the production of perfumes, where its fruity scent adds a pleasant and natural aroma to the final product.
Used in Food Industry:
(Z)-hex-2-enyl acetate is used in the food industry to enhance the taste and aroma of various products, such as fruits, beverages, and confectionery items. Its natural presence in many fruits, including apples, melons, and strawberries, makes it a desirable additive for maintaining or improving the overall flavor profile of these products.
Used in Cosmetics Industry:
(Z)-hex-2-enyl acetate is used in the cosmetics industry to add a pleasant, fruity scent to products such as lotions, creams, and other personal care items. Its sweet, fruity odor enhances the sensory experience of these products, making them more appealing to consumers.
Overall, (Z)-hex-2-enyl acetate is a versatile compound with a wide range of applications in the flavor, fragrance, food, and cosmetics industries, thanks to its natural, sweet, and fruity odor. It is recognized as safe for use by the U.S. Food and Drug Administration, making it a popular choice for enhancing the sensory qualities of various products.

InChI:InChI=1S/C8H14O2/c1-3-4-5-6-7-10-8(2)9/h5-6H,3-4,7H2,1-2H3/b6-5-

Upstream product

• 34686-76-5 1-bromo-2-hexene 
• 127-09-3 sodium acetate 
• 592-41-6 1-hexene 
• 64-19-7 acetic acid 
• 101366-45-4 1,5-diacetoxy-3-propyl-2-oxapentane 
• 3375-31-3 palladium diacetate 
• 108-24-7 acetic anhydride 
• 1185-59-7 tetraethylammonium acetate 
• 2305-21-7 2-hexen-1-ol 
• 35926-04-6 3-acetoxy-1-hexene 
• 92315-15-6 trans-1-methylcarbonyloxy-2-hexene oxide 
• 4798-44-1 1-hexene-3-ol 
• 928-94-9 (Z)-2-hexen-1-ol 
• 928-95-0 (E)-2-Hexen-1-ol 

Downstream Products

• 1433269-73-8 (E)-1-(hex-2-en-1-yl)-4-methoxybenzene 
• 1433269-75-0 (E)-methyl 4-(hex-2-en-1-yl)benzoate 
• 1609955-08-9 (S,E)-methyl 2-(N-ethyl-N-(4-methoxyphenyl)amino)-2-phenyloct-4-enoate 
• 78633-31-5 (2E)-hex-2-en-1-ylbenzene 
• 67590-77-6 (hex-2-enyl)benzene 
• 64275-32-7 (1-vinylbutyl)benzene 
• 90633-60-6 1-[((E)-Hex-2-ene)-1-sulfonyl]-4-methyl-benzene 

Relevant academic research and scientific papers

Titanium carbenoid-mediated cyclopropanation of allylic alcohols: Selectivity and mechanism

A new method for the chemo- and stereoselective conversion of allylic alcohols into the corresponding cyclopropane derivatives has been developed. The cyclopropanation reaction was carried out with an unprecedented titanium carbenoid generated in situ from Nugent's reagent, manganese and methylene diiodide. The reaction involving the participation of an allylic hydroxyl group, proceeded with conservation of the alkene geometry and in a high diastereomeric excess. The scope, limitations and mechanism of this metal-catalysed reaction are discussed. This journal is

Highly selective oxidation of allylic alcohols catalysed by monodispersed 8-shell Pd nanoclusters in the presence of molecular oxygen

Treatment of Pd4phen2(CO)2(OAc)4 with metal nitrates such as Cu(NO3)2 produced monodispersed Pd nanoclusters with a mean diameter and standard deviation (d±σ) of 38±2.1 A (σ/d = 6%). The Pd nanoclusters act as heterogeneous catalysts for the selective oxidation of primary aromatic allylic alcohols using molecular oxygen as an oxidant. This unique catalysis can be ascribed to multiple interactions between the alcohol and specific ensemble sites consisting of Pd0, Pd+, and Pd2+ on the cluster surface.

Oxidative esterification of alkenes via π- and σ-organopalladium complexes: New pathways for the reaction

New mechanistic data on the oxidative esterification of alkenes were obtained in the study of the reaction of Pd(II) acetate with hex-1-ene, methylcyclohex-1-ene and racemic α-pinene in a chloroform solution. High yields of unsaturated esters with terminal alcohol group were found in the oxidation of hex-1-ene, while the exocyclic methyl groups in methylcyclohex-1-ene and α-pinene remain untouched.

Vinylic, allylic and homoallylic oxidations of alkenes via π- and σ-organopalladium complexes

The stoichiometric and catalytic pathways of oxidative esterification of alkenes via intermediate organopalladium complexes are discussed. The oxidation of propylene, hex-1-ene and cyclohexene by PdII acido complexes containing achiral, racemic and chiral carboxylate ligands was first studied in a series of solvents other than acetic acid. Significant changes in the selectivity of the PdII-promoted reaction with changes in the solvent nature and ligand chirality were observed. A way to allylic esters based on low-valence Pd nanoclusters provide highly selective oxidation of acyclic alkenes into allylic esters, whereas cycloalkenes undergo mostly redox disproportionation. The role of π-alkene, σ-alkenyl and π-allyl complexes in the mechanism of the alkene oxidative esterification with PdII complexes and low-valence Pd clusters is discussed.

Rhodium promoted isomerisation of allylic alkoxides: A new method for enolate anion formation

Transition metal mediated isomerisation of allylic alkoxides is presented as a new method for enolate anion generation. The scope and limitations of enolate formation with the catalysts [Rh(dppe)(THF)2]+ClO4- and (Ph3P)3RhCl are explored and the synthetic potential of the methodology demonstrated in the stereoselective formation and reactions of certain ketone and aldehyde enolates.

Regiospecific Preparation of Primary Allyl Acetates (2-Alkenyl Acetates)

The reaction of primary, secondary and tertiary allyl alcohols 1 with anhydrous magnesium iodide in benzene gives regiospecifically the primary allyl iodides 2.The corresponding primary allyl acetates 3 are obtained regiospecifically by reaction of 2 with anhydrous sodium acetate in dimethylformamide.

Herstellung und Isomerisierung von 1-Alken-3-yl-acetaten und 2-Alken-1-yl-acetaten

The allylic rearrangement of 1-alken-3-yl acetates in acetic acid containing sodium acetate proceeds at a slower rate but in higher yield than the rearrangement in the presence of strong proton acids.The predominant products are 2-alken-1-yl acetates. (E)-2-Hexen-1-yl acetate can be isomerized to the (Z)-isomer or rearranged to 1-hexen-3-yl acetate via the epoxide, depending upon the conditions of reduction of the epoxide.