Ethyl propionate

Ethyl propionate  | Skeletal formula of ethyl propionate | Ball-and-stick model of 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

ECHA InfoCard | 100.002.993
EC Number |

* 203-291-4

PubChem CID

* 7749

RTECS number |

* UF3675000

UNII |

* AT9K8FY49U Y

UN number | N119

CompTox Dashboard (EPA)

* DTXSID1040110

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
GHS labelling:[2]

Pictograms

Signal word

| Danger

Hazard statements

| H225

Precautionary statements

| P403+P235
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 %
Safety data sheet (SDS)  | [1]

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

Infobox references

Chemical compound

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[edit]

It is also used in the production of some antimalarial drugs including pyrimethamine.[citation needed]

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[edit]

* Methyl propionate, a similar compound

## References[edit]

1. ^ "Material Safety Data Sheet : Ethyl propionate" (PDF). Chemblink.com. Retrieved 2015-02-27.
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. Retrieved 2015-02-27.
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
* Methyl hexanoate
* Methyl benzoate

Ethyl esters|

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

Propyl esters|

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

Butyl esters|

* Butyl acetate
* Butyl butyrate
* Isobutyl acetate

Amyl esters|

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

Hexyl esters|

* Hexyl acetate

Phenyl esters|

* Phenyl acetate

Heptyl esters|

* Heptyl acetate

Benzyl esters|

* Benzyl acetate
* Benzyl benzoate

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*[CID]: Compound ID
*[EPA]: U.S. Environmental Protection Agency
*[H225]: H225: Highly flammable liquid and vapour
*[P403+P235]: P403+P235: Store in a well ventilated place. Keep cool.
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