Ethyl butyrate

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Ethyl butyrate
IUPAC name

Ethyl butanoate

Other names

Ethyl n-butanoate, Ethyl n-butyrate, Butanoic acid ethyl ester, Butyric acid ethyl ester, Butyric ether, UN 1180

Identifiers
CAS number 105-54-4 YesY
PubChem 7762
ChemSpider 7475 YesY
UNII UFD2LZ005D YesY
EC number 203-306-4
ChEMBL CHEMBL44800 YesY
Jmol-3D images Image 1
Properties[1]
Molecular 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 mm Hg)
Hazards
MSDS External MSDS
R-phrases R10 R36/37/38
S-phrases S16 S26 S36
Main hazards Irritant (Xi)
NFPA 704
2
1
0
Flash point 78 °F (26 °C) c.c.
Autoignition temperature 463 °C; 865 °F; 736 K
LD50 13050 mg/kg (oral, rat)[1]
Supplementary data page
Structure and
properties 		n, εr, etc.
Thermodynamic
data 		Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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.[1]

Uses

It is commonly used as artificial flavoring resembling orange juice[2] 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.

Production

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.

See also

References

  1. ↑ 1.0 1.1 1.2 Merck Index, 12th Edition, 3822
  2. ↑ http://www.newyorker.com/online/blogs/books/2009/05/ask-an-academic-orange-juice.html

External links

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