Ethyl butyrate

Ethyl butyrate

Names
Preferred IUPAC name Ethyl butanoate
Other names Butanoic acid methyl ester Ethyl butyrate Butyric acid ethyl ester Ethyl n-butanoate Ethyl n-butyrate Butyric ether UN 1180
Identifiers
CAS Number	105-54-4 Y
3D model (Jmol)	Interactive image
ChEMBL	ChEMBL44800 Y
ChemSpider	7475 Y
ECHA InfoCard	100.003.007
EC Number	203-306-4
PubChem	7762
UNII	UFD2LZ005D Y
InChI InChI=1S/C6H12O2/c1-3-5-6(7)8-4-2/h3-5H2,1-2H3 Y Key: OBNCKNCVKJNDBV-UHFFFAOYSA-N Y InChI=1/C6H12O2/c1-3-5-6(7)8-4-2/h3-5H2,1-2H3 Key: OBNCKNCVKJNDBV-UHFFFAOYAO
SMILES CCCC(=O)OCC
Properties
Chemical formula	C6H12O2
Molar mass	116.16 g·mol−1
Appearance	Colorless liquid with fruity odor (typically pineapple)
Density	0.879 g/cm3
Melting point	−93 °C (−135 °F; 180 K)
Boiling point	120 to 121 °C (248 to 250 °F; 393 to 394 K)
Solubility in water	Soluble in 150 parts
Vapor pressure	1510 Pa (11.3 mmHg)
Magnetic susceptibility (χ)	-77.7·10−6 cm3/mol
Hazards
Main hazards	Irritant (Xi)
Safety data sheet	See: data page
R-phrases	R10 R36/37/38
S-phrases	S16 S26 S36
NFPA 704	2 1 0
Flash point	26 °C; 78 °F; 299 K c.c.
Autoignition temperature	463 °C (865 °F; 736 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)	13050 mg/kg (oral, rat)
Supplementary data page
Structure and properties	Refractive index (n), Dielectric constant (εr), etc.
Thermodynamic data	Phase behaviour solid–liquid–gas
Spectral data	UV, IR, NMR, MS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y  (what is YN ?)
Infobox references

Ethyl butyrate, also known as ethyl butanoate, or butyric ether, is an ester with the chemical formula CH₃CH₂CH₂COOCH₂CH₃. It is soluble in propylene glycol, paraffin oil, and kerosene. It has a fruity odor, similar to pineapple. It occurs naturally in many fruits.

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.

It can be synthesized by reacting ethanol and butyric acid. This is a condensation reaction, meaning water is produced in the reaction as a byproduct. Ethyl butyrate from natural sources can be distinguished from synthetic ethyl butyrate by Stable Isotope Ratio Analysis (SIRA).