2396-83-0 Usage
Description
Ethyl 3-hexenoate, also known as Ethyl trans-3-hexenoate, is a fatty acid ethyl ester of 3-hexenoic acid. It is an organic compound with a green, fruity aroma and is characterized by its taste threshold values and taste characteristics at 10 ppm, which are described as fruity, green, sweet, and pineapple-like. Ethyl 3-hexenoate has been identified in various fruits and beverages, such as pineapple, melon, beer, passion fruit juice, quince, plumcot, prickly pear, and kiwifruit. It has been evaluated as an aroma volatile in the gas chromatography (GC) effluents of cashew apple water phase.
Uses
Used in Flavor and Fragrance Industry:
Ethyl 3-hexenoate is used as a flavoring agent for its fruity, green, sweet, and pineapple-like taste characteristics. It is particularly suitable for enhancing the flavor of food products and beverages that require a tropical or fruity taste profile.
Used in Perfumery:
Ethyl 3-hexenoate is used as a fragrance ingredient due to its green, fruity aroma. It can be incorporated into perfumes and other scented products to provide a fresh and natural scent.
Used in Aromatherapy:
Ethyl 3-hexenoate can be used in aromatherapy for its pleasant and uplifting scent. It may help to create a relaxing and refreshing atmosphere when used in diffusers or other aromatherapy applications.
Used in Cosmetics:
Ethyl 3-hexenoate can be used as a component in the formulation of cosmetics, such as lotions, creams, and other personal care products, to provide a pleasant and natural scent.
Used in the Food Industry:
Ethyl 3-hexenoate is used as an additive in the food industry to enhance the flavor of various products, particularly those with a fruity or tropical taste. It can be used in the production of processed fruits, beverages, and other food items that require a boost in their natural aroma.
Preparation
From3-hexenoic acid and dicyclohexylcarbodimide; by fungalfermentation (20°C) of 3-hexenoic acid using Saccharomyces
cerevisiae; from trialkylboranes and ethyl-4-bromocrotonate in the presence of 2,6-di-tert-butyl-phenoxide; by pyrolysis of acetates.
Check Digit Verification of cas no
The CAS Registry Mumber 2396-83-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,3,9 and 6 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 2396-83:
(6*2)+(5*3)+(4*9)+(3*6)+(2*8)+(1*3)=100
100 % 10 = 0
So 2396-83-0 is a valid CAS Registry Number.
InChI:InChI=1/C8H14O2/c1-3-5-6-7-8(9)10-4-2/h5-6H,3-4,7H2,1-2H3/b6-5+
2396-83-0Relevant articles and documents
Synthesis of α,β- and β-Unsaturated Acids and Hydroxy Acids by Tandem Oxidation, Epoxidation, and Hydrolysis/Hydrogenation of Bioethanol Derivatives
Faria, Jimmy,Komarneni, Mallik R.,Li, Gengnan,Pham, Tu,Resasco, Daniel E.,Ruiz, Maria P.,Santhanaraj, Daniel
supporting information, p. 7456 - 7460 (2020/03/23)
We report a reaction platform for the synthesis of three different high-value specialty chemical building blocks starting from bio-ethanol, which might have an important impact in the implementation of biorefineries. First, oxidative dehydrogenation of ethanol to acetaldehyde generates an aldehyde-containing stream active for the production of C4 aldehydes via base-catalyzed aldol-condensation. Then, the resulting C4 adduct is selectively converted into crotonic acid via catalytic aerobic oxidation (62 % yield). Using a sequential epoxidation and hydrogenation of crotonic acid leads to 29 % yield of β-hydroxy acid (3-hydroxybutanoic acid). By controlling the pH of the reaction media, it is possible to hydrolyze the oxirane moiety leading to 21 % yield of α,β-dihydroxy acid (2,3-dihydroxybutanoic acid). Crotonic acid, 3-hydroxybutanoic acid, and 2,3-dihydroxybutanoic acid are archetypal specialty chemicals used in the synthesis of polyvinyl-co-unsaturated acids resins, pharmaceutics, and bio-degradable/ -compatible polymers, respectively.
"Syn-Effect" in the Conversion of (E)-α,β-Unsaturated Esters to the Corresponding β,γ-Unsaturated Esters
Guha, Samar Kumar,Shibayama, Atsushi,Abe, Daisuke,Ukaji, Yutaka,Inomata, Katsuhiko
, p. 778 - 779 (2007/10/03)
The stereochemistry in the conversion of (E)-α,β-unsaturated esters to the corresponding β,γ-unsaturated esters by treatment with lithium hexamethyldisilazide in the presence of HMPA was investigated. The Z/E ratios of the resulting β,γ-unsaturated esters varied according to the γ-substituents of the (E)-α,β-unsaturated esters. This phenomenon was rationalized by "syn-effect" which may be attributed primarily to σ → π* interaction and/or 6π-electron homoaromaticity.