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Ethyl butyrate

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Ethyl butyrate

Ethyl butyrate
Names
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
 Y
ChEMBL  Y
ChemSpider  Y
EC number 203-306-4
Jmol-3D images Image
PubChem
UNII  Y
Properties[1]
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)
Soluble in 150 parts
Vapor pressure 1510 Pa (11.3 mmHg)
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.
463 °C (865 °F; 736 K)
Lethal dose or concentration (LD, LC):
LD50 (Median dose)
13050 mg/kg (oral, rat)[1]
Supplementary data page
Refractive index (n),
Dielectric constantr), etc.
Thermodynamic
data
Phase behaviour
solid–liquid–gas
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  (: Y/N?)

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]

Contents

  • Uses 1
  • Production 2
  • See also 3
  • References 4
  • External links 5

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. ^ a b c Merck Index, 12th Edition, 3822
  2. ^ Andrea Walker (12 May 2009). "Ask an Academic: Orange Juice". The New Yorker. 

External links

  • MSDS sheet
  • Sorption of ethyl butyrate and octanal constituents of orange essence by polymeric adsorbents
  • Biosynthesis of ethyl butyrate using immobilized lipase: a statistical approach
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