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Ethyl butyrate

Description Uses References
Ethyl butyrate Structure
Ethyl butyrate
  • CAS No.105-54-4
  • Chemical Name:Ethyl butyrate
  • CBNumber:CB1852659
  • Molecular Formula:C6H12O2
  • Formula Weight:116.16
  • MOL File:105-54-4.mol
Ethyl butyrate Property
  • 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)
  • refractive index  :n20/D 1.392(lit.)
  • FEMA  :2427 | ETHYL BUTYRATE
  • Flash point: :67 °F
  • storage temp.  :Store below +30°C.
  • solubility  :Soluble in propylene glycol, paraffin oil, and kerosene.
  • form  :Liquid
  • color  :Clear colorless
  • Odor :Like apple or pineapple.
  • Odor Threshold :0.00004ppm
  • Water Solubility  :practically insoluble
  • Merck  :14,3775
  • JECFA Number :29
  • BRN  :506331
  • Stability: :Stable. Flammable. Incompatible with strong oxidizing agents, acids, bases.
  • InChIKey :OBNCKNCVKJNDBV-UHFFFAOYSA-N
  • CAS DataBase Reference :105-54-4(CAS DataBase Reference)
  • Substances Added to Food (formerly EAFUS) :ETHYL BUTYRATE
  • FDA 21 CFR :182.60
  • EWG's Food Scores :1
  • FDA UNII :UFD2LZ005D
  • NIST Chemistry Reference :Butanoic acid, ethyl ester(105-54-4)
  • EPA Substance Registry System :Ethyl butyrate (105-54-4)
Safety
  • 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 Temperature :865 °F
  • TSCA  :Yes
  • HazardClass  :3
  • PackingGroup  :III
  • HS Code  :29156000
  • Hazardous Substances Data :105-54-4(Hazardous Substances Data)
  • Toxicity :LD50 orally in rats: 13,050 mg/kg (Jenner)
  • NFPA 704:
    3
    1 0
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H226-H315-H319-H335
  • Precautionary statements P210-P233-P240-P241+P242+P243-P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P370+P378-P403+P235-P501-P303+P361+P353-P405-P501a-P261-P305+P351+P338
Ethyl butyrate Price More Price(25)
  • Brand: Sigma-Aldrich
  • Product number: 75563
  • Product name : Ethyl butyrate
  • Purity: analytical standard
  • Packaging: 1ml
  • Price: $23.4
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: W242705
  • Product name : Ethyl butyrate
  • Purity: ≥98%, FCC, FG
  • Packaging: 1 kg
  • Price: $71
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: 75563
  • Product name : Ethyl butyrate
  • Purity: analytical standard
  • Packaging: 5ml
  • Price: $78.7
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: W242713
  • Product name : Ethyl butyrate
  • Purity: natural, ≥98%, FCC, FG
  • Packaging: 1 kg
  • Price: $80
  • Updated: 2021/03/22
  • Buy: Buy
  • Brand: Sigma-Aldrich
  • Product number: W242713
  • Product name : Ethyl butyrate
  • Purity: natural, ≥98%, FCC, FG
  • Packaging: 4 kg
  • Price: $191
  • Updated: 2021/03/22
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Ethyl butyrate Chemical Properties,Usage,Production

  • Description Ethyl 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).
  • Uses Ethyl 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
  • Description Ethyl 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 Properties Ethyl 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 Properties Ethyl butyrate is a colorless liquid. Pineapple odor. The Odor Threshold is 0.015 ppm.
  • Chemical Properties colourless liquid with a fruity odour
  • Chemical Properties Ethyl butyrate has a fruity odor with pineapple undertone and sweet, analogous taste.
  • Occurrence Identified 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.
  • Uses It 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.
  • Uses manufacture of artificial rum; perfumery; the alcoholic solution constitutes the so-called "pineapple oil".
  • Production Methods Ethyl 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.
  • Preparation By 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
  • Aroma threshold values Detection: 0.1 to 18 ppb
  • Taste threshold values Taste 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 Description A 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 Reactions Highly flammable. Insoluble in water.
  • Reactivity Profile Ethyl 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].
  • Hazard Irritant to eyes and mucous membranes, narcotic in high concentration. Flammable, dangerous fire risk.
  • Health Hazard Inhalation or ingestion causes headache, dizziness, nausea, vomiting, and narcosis. Contact with liquid irritates eyes.
  • Fire Hazard Behavior in Fire: Vapor is heavier than air and may travel to a source of ignition and flash back. Containers may explode in fire.
  • Chemical Reactivity Reactivity 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 Profile Wdly 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 Exposure Ethyl butyrate, and aldehyde, is used in flavorings, extracts, perfumery, and as a solvent.
  • Carcinogenicity Not listed by ACGIH, California Proposition 65, IARC, NTP, or OSHA.
  • Shipping UN1180; UN1178 Ethyl butyrate, Hazard Class: 3; Labels: 3-Flammable liquid
  • Purification Methods Dry the ester with anhydrous CuSO4 and distil it under dry nitrogen. [Beilstein 2 IV 787.]
  • Incompatibilities Vapor 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 Disposal Dissolve 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 butyrate Preparation Products And Raw materials
Raw materials
Preparation Products
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