Ethyl propionate

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 ;
UN number	N119
CompTox Dashboard (EPA)	DTXSID1040110 ;
	show InChI
	show SMILES
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
R-phrases (outdated)	R10, R18, R36/37/38
NFPA 704 (fire diamond)	2 2 0
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

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.^[2] Some fruits such as kiwis^[3] and strawberries^[4] contain ethyl propionate in small amounts.

Uses and reactions[]

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.^[5]

References[]

^ "Material Safety Data Sheet : Ethyl propionate" (PDF). Chemblink.com. Retrieved 2015-02-27.
^ "Ethyl Propionate | Cameo Chemicals | Noaa". Cameochemicals.noaa.gov. Retrieved 2015-02-27.
^ 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.
^ 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.
^ Cox, Richard F. B.; McElvain, S. M. (1937). "Ethyl Ethoxalylpropionate". Organic Syntheses. 17: 54. doi:10.15227/orgsyn.017.0054.

show v t 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 Isobutyl acetate
Amyl esters	Amyl acetate Pentyl propanoate Pentyl butyrate Pentyl pentanoate Pentyl hexanoate Isoamyl acetate Sec-Amyl acetate

Ethyl propionate

Contents

Uses and reactions[]

See also[]

References[]

See also[]

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
show InChI InChI=1/C5H10O2/c1-3-5(6)7-4-2/h3-4H2,1-2H3
show 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]
R-phrases (outdated)	R10, R18, R36/37/38
NFPA 704 (fire diamond)	2 2 0
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