Ethyl butyrate

Ethyl butyrate Basic information
Description Uses References
Product Name:Ethyl butyrate
Synonyms:n-Buttersureethylester;N-ETHYL BUTYRATE;Butanoic acid ethyl;Butyric acid ethyl;Ethyl butyrate,99%;Ethyl butyrate >=99.0%;BUTYRIC ACID ETHYLESTER(SG);NATURAL ETHYL BUTYRATE
CAS:105-54-4
MF:C6H12O2
MW:116.16
EINECS:203-306-4
Product Categories:Biochemicals and Reagents;Building Blocks;C6 to C7;Carbonyl Compounds;Chemical Synthesis;Esters;Organics;Ethyl Ester;Fatty Acyls;Fatty Esters;Lipids;Organic Building Blocks
Mol File:105-54-4.mol
Ethyl butyrate Structure
Ethyl butyrate Chemical Properties
Melting point -93 °C (lit.)
Boiling point 120 °C (lit.)
density 0.875 g/mL at 25 °C (lit.)
vapor density 4 (vs air)
vapor pressure 15.5 mm Hg ( 25 °C)
FEMA 2427 | ETHYL BUTYRATE
refractive index n20/D 1.392(lit.)
Fp 67 °F
storage temp. Store below +30°C.
solubility Soluble in propylene glycol, paraffin oil, and kerosene.
form Liquid
color Clear colorless
OdorLike apple or pineapple.
Odor Threshold0.00004ppm
Odor Typefruity
Water Solubility practically insoluble
Merck 14,3775
JECFA Number29
BRN 506331
Stability:Stable. Flammable. Incompatible with strong oxidizing agents, acids, bases.
InChIKeyOBNCKNCVKJNDBV-UHFFFAOYSA-N
LogP2.433 at 25℃
CAS DataBase Reference105-54-4(CAS DataBase Reference)
NIST Chemistry ReferenceButanoic acid, ethyl ester(105-54-4)
EPA Substance Registry SystemEthyl butyrate (105-54-4)
Safety Information
Hazard Codes Xi
Risk Statements 10-36/37/38
Safety Statements 16-26-36
RIDADR UN 1180 3/PG 3
WGK Germany 1
RTECS ET1660000
Autoignition Temperature865 °F
TSCA Yes
HazardClass 3
PackingGroup III
HS Code 29156000
Hazardous Substances Data105-54-4(Hazardous Substances Data)
ToxicityLD50 orally in rats: 13,050 mg/kg (Jenner)
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Ethyl butyrate Usage And Synthesis
DescriptionEthyl butyrate is an ester soluble in propylene glycol, paraffin oil, and kerosene. It has a fruity odor, similar to pineapple. Ethyl butyrate is present in many fruits e.g. apple, apricot, banana, plum, tangerine etc.
Ethyl butyrate is used as an artificial flavoring resembling orange juice or pineapple in alcoholic beverages, as an ingredient of fragrance, and as a solvent and plasticizer for cellulose. It is also used in the production of polyvinyl butyral (PVB).
UsesEthyl Butyrate is used in flavorings, extracts, perfumery, and as a solvent. These are not necessarily FDA approved indications, but instead are uses of liquid nitrogen.It is synthesized by reacting ethanol and butyric acid in a condensation reaction.
Ethyl Butyrate is perceived as a tropical fruit, tutti fruity, mango or pineapple flavour. One of the ester flavours found in most beers, it can also be perceived as a slightly cheesy fruit flavour. Ethyl Butyrate generally occurs in beers due to fermentation and too much is normally considered an off flavour.
Applications: artificial flavoring resembling orange juice or pineapple in alcoholic beverages, as a solvent in perfumes, and as a plasticizer for cellulose.
References[1] http://www.hmdb.ca
[2] https://en.wikipedia.org/wiki/Ethyl_butyrate
[3] http://www.chemicalland21.com
DescriptionEthyl butyrate, also known as ethyl butanoate, or butyric ether, is an ester with the chemical formula CH3CH2CH2COO.CH2CH3.It is soluble in propylene glycol, paraffin oil, and kerosene.It has a fruity odor, similar to pineapple.
Chemical PropertiesEthyl Butyrate occurs in fruits and alcoholic beverages, but also in other foods such as cheese. It has a fruity odor, reminiscent of pineapples. Large amounts are used in perfume and in flavor compositions.
Chemical PropertiesEthyl butyrate is a colorless liquid. Pineapple odor. The Odor Threshold is 0.015 ppm.
Chemical Propertiescolourless liquid with a fruity odour
Chemical PropertiesEthyl butyrate has a fruity odor with pineapple undertone and sweet, analogous taste.
OccurrenceIdentified by gas chromatography in olive oil and other vegetable oils. Reported found in apple, banana, citrus peel oils and juices, cranberry, blueberry, black currants, guava, grapes, papaya, strawberry, onion, leek, cheeses, chicken, beef, beer, cognac, rum, whiskies, cider, sherry, grape wines, coffee, honey, soybeans, olives, passion fruit, plums, mushroom, mango, fruit brandies, kiwifruit, mussels and pawpaw.
UsesEthyl butyrate is used in flavors and fragrances. It is used as a solvent in perfumery products, and as a plasticizer for cellulose. It is used in the preparation of novel 2-cyanopyrimidines as cathespin K inhibitors. It is also used in the synthesis of pyridobenzimidazole derivatives exhibiting antifungal activity by the inhibition of β-1,6-glucan.
UsesIt is commonly used as artificial flavoring resembling orange juice or pineapple in alcoholic beverages (e.g. martinis, daiquiris etc.), as a solvent in perfumery products, and as a plasticizer for cellulose. In addition, ethyl butyrate is often also added to orange juice, as most associate its odor with that of fresh orange juice.
Ethyl butyrate is one of the most common chemicals used in flavors and fragrances. It can be used in a variety of flavors: orange (most common), cherry, pineapple, mango, guava, bubblegum, peach, apricot, fig, and plum. In industrial use, it is also one of the cheapest chemicals, which only adds to its popularity.
Usesmanufacture of artificial rum; perfumery; the alcoholic solution constitutes the so-called "pineapple oil".
Production MethodsEthyl Butyrate can be synthesized by reacting ethanol and butyric acid. This is a condensation reaction, meaning water is produced in the reaction as a byproduct.
PreparationBy esterification of n-butyric acid with ethyl alcohol in the presence of Twichell’s reagent or MgCI2; also by heating n-butyl alcohol and ethanol over CuO + UO3 catalyst at 270°C
DefinitionChEBI: Ethyl butyrate is a butyrate ester resulting from the formal condensation of the hydroxy group of ethanol with the carboxy group of butyric acid. It has a role as a plant metabolite. It is functionally related to an ethanol.
Aroma threshold valuesDetection: 0.1 to 18 ppb
Taste threshold valuesTaste characteristics at 20 ppm: fruity, sweet, tutti-frutti, apple, fresh and lifting, ethereal.
Synthesis Reference(s)The Journal of Organic Chemistry, 52, p. 5570, 1987 DOI: 10.1021/jo00234a012
Tetrahedron Letters, 8, p. 215, 1967 DOI: 10.1016/S0040-4039(00)90519-7
Synthetic Communications, 25, p. 3395, 1995 DOI: 10.1080/00397919508013861
General DescriptionA clear colorless liquid with a pineapple-like odor. Flash point 78°F. Less dense than water and insoluble in water. Vapors heavier than air.
Air & Water ReactionsHighly flammable. Insoluble in water.
Reactivity ProfileEthyl butyrate is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. May attack some forms of plastics [USCG, 1999].
HazardIrritant to eyes and mucous membranes, narcotic in high concentration. Flammable, dangerous fire risk.
Health HazardInhalation or ingestion causes headache, dizziness, nausea, vomiting, and narcosis. Contact with liquid irritates eyes.
Fire HazardBehavior in Fire: Vapor is heavier than air and may travel to a source of ignition and flash back. Containers may explode in fire.
Flammability and ExplosibilityFlammable
Chemical ReactivityReactivity with Water: No reaction; Reactivity with Common Materials: May attack some forms of plastics; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Safety ProfileWdly toxic by ingestion. A skin irritant. Flammable liquid when exposed to heat or flame; can react vigorously with oxidizing materials. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.
Potential ExposureEthyl butyrate, and aldehyde, is used in flavorings, extracts, perfumery, and as a solvent.
CarcinogenicityNot listed by ACGIH, California Proposition 65, IARC, NTP, or OSHA.
ShippingUN1180; UN1178 Ethyl butyrate, Hazard Class: 3; Labels: 3-Flammable liquid
Purification MethodsDry the ester with anhydrous CuSO4 and distil it under dry nitrogen. [Beilstein 2 IV 787.]
IncompatibilitiesVapor explosive mixture with air. Ethers can act as bases. They form salts with strong acids and addition complexes with Lewis acids. The complex between diethyl ether and boron trifluoride is an example. Ethers may react violently with strong oxidizing agents. In other reactions, which typically involve the breaking of the carbon-oxygen bond, ethers are relatively inert. Incompatible with alkaline materials, strong acids, oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from strong bases and heat
Waste DisposalDissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed
Ethyl 2-bromovalerate Ethyl 4,4,4-trifluoroacetoacetate Trinexapac-ethyl Ethyl 2-bromohexanoate Ethyl butyrate Ethanol Ethyl formate Butyric Acid Ethyl 5-bromovalerate Heptafluorobutyric anhydride ISOXADIFEN-ETHYL Ethyl 2-bromoheptanoate 2-Ethoxyethanol Diethyl ether Ethyl acetate 3-(2-FLUORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER Ethyl 6-bromohexanoate Dimethyl succinate Butanoic Acid Ethyl Ester Butyric Acid Ethyl Ester

Email:[email protected] [email protected]
Copyright © 2024 Mywellwork.com All rights reserved.