| Identification | More | [Name]
Ethyl butyrate | [CAS]
105-54-4 | [Synonyms]
Butanoic acid ethyl ester
BUTYRIC ACID ETHYL ESTER
BUTYRIC ETHER
ETHYL BUTANOATE
ETHYL BUTYRATE
ETHYL N-BUTANOATE
ETHYL N-BUTYRATE
FEMA 2427
NATURAL ETHYL BUTYRATE
N-BUTYRIC ACID ETHYL ESTER
N-BUTYRIC ACID:ETHYL ESTER
RARECHEM AL BI 0162
TETRANOIC ACID ETHYL ESTER
butanoated’ethyle
Butyric ester
ethyl 1-butyrate
Ethyl ester of butanoic acid
femanumber2427.
lithylbutyrat
ETHYL BUTYRATE 98+% NATURAL FCC | [EINECS(EC#)]
203-306-4 | [Molecular Formula]
C6H12O2 | [MDL Number]
MFCD00009394 | [Molecular Weight]
116.16 | [MOL File]
105-54-4.mol |
| Chemical Properties | Back Directory | [Appearance]
Ethyl butyrate is a colorless liquid. Pineapple
odor. The Odor Threshold is 0.015 ppm. | [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 | [refractive index ]
n20/D 1.392(lit.)
| [Fp ]
67 °F
| [storage temp. ]
Flammables area | [solubility ]
Soluble in propylene glycol, paraffin oil, and kerosene. | [form ]
Liquid | [color ]
Clear colorless | [Odor]
Like apple or pineapple. | [Stability:]
Stable. Flammable. Incompatible with strong oxidizing agents, acids, bases. | [Odor Threshold]
0.00004ppm | [Odor Type]
fruity | [Water Solubility ]
practically insoluble | [JECFA Number]
29 | [Merck ]
14,3775 | [BRN ]
506331 | [Dielectric constant]
5.1（20℃） | [InChIKey]
OBNCKNCVKJNDBV-UHFFFAOYSA-N | [LogP]
2.433 at 25℃ | [CAS DataBase Reference]
105-54-4(CAS DataBase Reference) | [NIST Chemistry Reference]
Butanoic acid, ethyl ester(105-54-4) | [EPA Substance Registry System]
105-54-4(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 1180 3/PG 3
| [WGK Germany ]
1
| [RTECS ]
ET1660000
| [Autoignition Temperature]
865 °F | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29156000 | [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. | [Hazardous Substances Data]
105-54-4(Hazardous Substances Data) | [Toxicity]
LD50 orally in rats: 13,050 mg/kg (Jenner) |
| Hazard Information | Back Directory | [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. | [Reactivity Profile]
ETHYL BUTYRATE(105-54-4) 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]. | [Air & Water Reactions]
Highly flammable. Insoluble in water. | [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. | [Potential Exposure]
Ethyl butyrate, and aldehyde, is used
in flavorings, extracts, perfumery, and as a solvent. | [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. | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,
begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if
heart action has stopped. Transfer promptly to a medical
facility. When this chemical has been swallowed, get medical attention. Give large quantities of water and induce
vomiting. Do not make an unconscious person vomit. | [Shipping]
UN1180; UN1178 Ethyl butyrate, Hazard Class: 3;
Labels: 3-Flammable liquid | [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 | [Chemical Properties]
colourless liquid with a fruity odour | [Chemical Properties]
Ethyl butyrate has a fruity odor with pineapple undertone and sweet, analogous taste. | [Chemical Properties]
Ethyl butyrate is a colorless liquid. Pineapple
odor. The Odor Threshold is 0.015 ppm. | [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. | [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 | [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. | [Definition]
ChEBI: 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. | [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 | [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. | [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 | [Flammability and Explosibility]
Flammable | [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. | [Carcinogenicity]
Not listed by ACGIH, California
Proposition 65, IARC, NTP, or OSHA. | [storage]
Color Code—Red: Flammability Hazard: Store ina flammable liquid storage area or approved cabinet awayfrom ignition sources and corrosive and reactive materials.Prior to working with this chemical you should be trainedon its proper handling and storage. Ethyl butyrate is incompatible with oxidizers (such as perchlorates, peroxides, permanganates, chlorates, and nitrates), strong acids (such ashydrochloric, sulfuric, and nitric), bases, and heat. Store intightly closed containers in a cool, well-ventilated area.Sources of ignition, such as smoking and open flames, areprohibited where ethyl butyrate is handled, used, or stored.Metal containers involving the transfer of 5 gallons or moreof ethyl butyrate should be grounded and bonded. Drumsmust be equipped with self-closing valves, pressure vacuumbungs, and flame arresters. Use only nonsparking tools andequipment, especially when opening and closing containersof ethyl butyrate. | [Purification Methods]
Dry the ester with anhydrous CuSO4 and distil it under dry nitrogen. [Beilstein 2 IV 787.] |
| Questions And Answer | Back Directory | [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
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