Ethyl propionate

Ethyl propionate  |

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Names
Preferred IUPAC name

Ethyl propanoate

Other names

* Ethyl propionate
* n-Ethyl propanoate
* Propanoic acid ethyl ester

Identifiers

CAS Number

* 105-37-3

3D model (JSmol)

* Interactive image

Beilstein Reference

| 506287
ChemSpider |

* 7463

EC Number |

* 203-291-4

PubChem CID

* 7749

RTECS number |

* UF3675000

UNII |

* AT9K8FY49U Y

UN number | N119

InChI

* InChI=1/C5H10O2/c1-3-5(6)7-4-2/h3-4H2,1-2H3

SMILES

* CCOC(=O)CC

Properties

Chemical formula

| 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)

Magnetic susceptibility (χ)

| -66.5·10−6 cm3/mol
Hazards
Safety data sheet | [1]
GHS pictograms |
GHS Signal word | danger
NFPA 704 (fire diamond)  |

Flash point |  12 °C (54 °F; 285 K)

Autoignition
temperature

|  440 °C (824 °F; 713 K)
Explosive limits | 1.9-11 %

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references

Tracking categories (test):

* SizeSet
* PairSizeSet

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 odor.[3] Some fruits such as kiwis[4] and strawberries[5] contain ethyl propionate in small amounts.

## Uses and reactions

It is also used in the production of some antimalarial drugs including pyrimethamine.

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.[6]

## See also

* Methyl propionate, a similar compound

## References

1. ↑ "Material Safety Data Sheet : Ethyl propionate". Chemblink.com. http://www.chemblink.com/MSDS/MSDSFiles/105-37-3_Sigma-Aldrich.pdf.
2. ↑ GHS: Record of Ethyl propionate in the GESTIS Substance Database of the Institute for Occupational Safety and Health
3. ↑ "Ethyl Propionate | Cameo Chemicals | Noaa". Cameochemicals.noaa.gov. http://cameochemicals.noaa.gov/chemical/710.
4. ↑ Bartley, J. P.; Schwede, A. M. (1989). "Production of volatile compounds in ripening kiwi fruit (Actinidia chinensis)". Journal of Agricultural and Food Chemistry 37 (4): 1023. doi:10.1021/jf00088a046.
5. ↑ Perez, A. G.; Rios, J. J.; Sanz, C.; Olias, J. M. (1992). "Aroma components and free amino acids in strawberry variety Chandler during ripening". Journal of Agricultural and Food Chemistry 40 (11): 2232. doi:10.1021/jf00023a036.
6. ↑ Cox, Richard F. B.; McElvain, S. M. (1937). "Ethyl Ethoxalylpropionate". Organic Syntheses 17: 54. doi:10.15227/orgsyn.017.0054.

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Esters

Methyl Esters|

* Methyl formate
* Methyl acetate
* Methyl propionate
* Methyl butyrate
* Methyl pentanoate

Ethyl Esters|

* Ethyl formate
* Ethyl acetate
* Ethyl propionate
* Ethyl butyrate
* Ethyl pentanoate
* Ethyl hexanoate
* Ethyl heptanoate
* Ethyl octanoate
* Ethyl decanoate

Propyl Esters|

* Propyl acetate
* Propyl propanoate
* Isopropyl acetate
* Isopropyl palmitate

Butyl Esters|

* Butyl acetate
* Butyl butyrate

Amyl Esters|

* Amyl acetate
* Isoamyl acetate
* Sec-Amyl acetate
* Pentyl propanoate
* Pentyl butyrate
* Pentyl pentanoate
* Pentyl hexanoate

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