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Ethyl propionate

Chemical compound From Wikipedia, the free encyclopedia

Ethyl propionate is an organic compound with formula C2H5O2CCH2CH3. It is the ethyl ester of propionic acid. It is a colorless volatile liquid with a pineapple-like odour (sweet, fruity, rummy, juicy, grape, pineapple).[3][4] Some fruits such as kiwis[5] and strawberries[6] contain ethyl propionate in small amounts.

Quick facts Names, Identifiers ...
Ethyl propionate
Skeletal formula of ethyl propionate
Skeletal formula of ethyl propionate
Ball-and-stick model of ethyl propionate
Ball-and-stick model of ethyl propionate
Names
Preferred IUPAC name
Ethyl propanoate
Other names
  • Ethyl propionate
  • n-Ethyl propanoate
  • Propanoic acid ethyl ester
Identifiers
3D model (JSmol)
506287
ChemSpider
ECHA InfoCard 100.002.993 Edit this at Wikidata
EC Number
  • 203-291-4
RTECS number
  • UF3675000
UNII
UN number N119
  • InChI=1/C5H10O2/c1-3-5(6)7-4-2/h3-4H2,1-2H3
  • CCOC(=O)CC
Properties
C5H10O2
Molar mass 102.133 g·mol−1
Appearance Colorless Liquid
Density 0.884325 g/cm3
Melting point −73.6 °C (−100.5 °F; 199.6 K)
Boiling point 98.9 °C (210.0 °F; 372.0 K)
−66.5·10−6 cm3/mol
Hazards
GHS labelling:[1]
GHS02: Flammable
Danger
H225
P403+P235
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
2
0
Flash point 12 °C (54 °F; 285 K)
440 °C (824 °F; 713 K)
Explosive limits 1.9-11 %
Safety data sheet (SDS) [2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Uses and reactions

It is used in the production of some antimalarial drugs including pyrimethamine.[7]

Ethyl propionate can be synthesized by the Fischer esterification of ethanol and propionic acid:

CH3CH2OH + CH3CH2CO2H → CH3CH2O2CCH2CH3 + H2O

It participates in condensation reactions by virtue of the weakly acidic methylene group.[8]

See also

References

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