76649-16-6

Basic information

• Product Name: ETHYL TRANS-4-DECENOATE
• Synonyms: 4-Decenoic acid, ethyl ester, (E)-;Ethyl (4E)-4-decenoate;ethyl (E)-4-decenoate;Ethyl trans-dec-4-enoate;ethylester,(e)-4-decenoicaci;FEMA 3642;ETHYL TRANS-4-DECENOATE;ETHYL 4-DECENOATE (TRANS)
• CAS NO: 76649-16-6
• Molecular Formula: C₁₂H₂₂O₂
• Molecular Weight: 198.3
• EINECS: 278-509-4
• Mol File: 76649-16-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 236.8oC at 760 mmHg
• Flash Point: 110 °C
• Appearance: /
• Density: 0.88
• Vapor Pressure: 0.0465mmHg at 25°C
• Refractive Index: 1.4370
• Water Solubility: Insoluble in water
• CAS DataBase Reference: ETHYL TRANS-4-DECENOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL TRANS-4-DECENOATE(76649-16-6)
• EPA Substance Registry System: ETHYL TRANS-4-DECENOATE(76649-16-6)

Safety Data

• Safety Statements: 24/25
• TSCA: Yes
• Hazardous Substances Data: 76649-16-6(Hazardous Substances Data)

Usage

Description

ETHYL TRANS-4-DECENOATE is an organic compound with a fruity-green, ester-like, sweet, and aldehyde odor reminiscent of citrus orange. It is characterized by its taste threshold values and taste characteristics at 10 ppm, which include a fatty, waxy, green, pineapple, and pear nuances. ETHYL TRANS-4-DECENOATE has been reported to be found in beer.

Uses

Used in Flavor and Fragrance Industry:
ETHYL TRANS-4-DECENOATE is used as a flavoring agent for its distinctive fruity-green, ester-like, sweet, and aldehyde odor, which is similar to that of citrus orange. Its unique taste characteristics make it a valuable addition to the flavor and fragrance industry, where it can be used to enhance the aroma and taste of various products.
Used in Beverage Industry:
In the beverage industry, ETHYL TRANS-4-DECENOATE is used as a flavoring agent, particularly in the production of beer. Its presence in beer contributes to the complex and diverse flavor profile of the beverage, providing a unique combination of fruity, green, and waxy notes that can enhance the overall taste experience for consumers.
Used in Cosmetics and Personal Care Industry:
ETHYL TRANS-4-DECENOATE can also be used in the cosmetics and personal care industry as a fragrance ingredient. Its pleasant and versatile odor makes it suitable for use in a wide range of products, such as perfumes, lotions, and other personal care items, where it can provide a refreshing and appealing scent.
Used in the Food Industry:
In the food industry, ETHYL TRANS-4-DECENOATE can be employed as an additive to enhance the flavor of various products. Its taste characteristics, which include fatty, waxy, green, pineapple, and pear nuances, make it an ideal choice for adding depth and complexity to the taste profiles of different food items, such as snacks, desserts, and other culinary creations.

InChI:InChI=1/C12H22O2/c1-3-5-6-7-8-9-10-11-12(13)14-4-2/h8-9H,3-7,10-11H2,1-2H3/b9-8+

Upstream product

• 2442-10-6 oct-1-en-3-yl acetate 
• 5764-82-9 bromo(2-ethoxy-2-oxoethyl)zinc 
• 3391-86-4 1-octen-3-ol 
• 78-39-7 Triethyl orthoacetate 
• 64-17-5 ethanol 
• 90977-45-0 dec-4-enenitrile 
• 802294-64-0 propionic acid 
• 74-96-4 ethyl bromide 
• 57679-86-4 (E)-dec-4-enoyl chloride 
• 592-76-7 1-Heptene 
• 1968-40-7 ethyl 4-pentenoate 

Downstream Products

• 10339-62-5 (E)-4-decen-1-ol 
• 112-30-1 1-Decanol 
• 65405-70-1 trans-4-decenal 
• 1346899-08-8 C₂₅H₄₃NO₂S 
• 1346899-79-3 C₂₅H₄₂BrNO₂S 
• 423765-06-4 1-methoxy-4-(4'-(E)-decenyl)benzene 
• 67634-08-6 1-acetoxy-1-(2'-tetrahydrofuryl)hexane 
• 854001-17-5 (4S,5S)-1-Benzyloxy-decane-4,5-diol 
• 854001-16-4 [((E)-Dec-4-enyl)oxymethyl]-benzene 
• 57602-94-5 (E)-4-decenoic acid 

Relevant articles and documents

Transforming Olefins into γ,δ-Unsaturated Nitriles through Copper Catalysis

We have developed a strategy to transform olefins into homoallylic nitriles through a mechanism that combines copper catalysis with alkyl nitrile radicals. The radicals are easily generated from alkyl nitriles in the presence of the mild oxidant di-tert-butyl peroxide. This cross-dehydrogenative coupling between simple olefins and alkylnitriles bears advantages over the conventional use of halides and toxic cyanide reagents. With this method, we showcase the facile synthesis of a flavoring agent, a natural product, and a polymer precursor from simple olefins.

Iminyl, Amidyl, and Carbamyl Radicals from O-Benzoyl Oximes and O-Benzoyl Hydroxamic Acid Derivatives.

Oxime benzoates and O-benzoyl hydroxamic acid derivatives react with tributylstannane in the presence of AIBN to give iminyl, amidyl, and carbamyl radicals which can be captured by an internal olefin.

Selectivity of Radical Formation in the Reaction of Carbonyl Compounds with Manganese(III) Acetate

The selectivity of radical generation in the oxidation of carbonyl compounds by manganese(III) has been studied in two ways.Competitive reaction of acetic and propionic acids under conditions in which the resultant radicals are trapped efficiently by an alkene suggests that propionic acid reacts some 3.8 times more readily than does acetic acid.Oxidation of butanone under similar conditions gives products in the formation of which reaction has occurred 2.9 times more readily at C-3 of butanone than at C-1.However, this ratio reflects a combination of chain propagation and of initiation by manganese(III) oxidation.When propagation is effectively eliminated, the C-1 position is the more reactive.The significance of these observations on the mechanism of oxidation of carbonyl compounds by manganese(III) is discussed.It is suggested that enol radical-cations can be formed in the reaction but that these do not give carbonyl-stabilised radicals by deprotonation.