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Ethyl propionate

April 15, 2024

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.

Ethyl propionate
Skeletal formula 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
  • 105-37-3
3D model (JSmol)
  • Interactive image
506287
ChemSpider
  • 7463
ECHA InfoCard 100.002.993
EC Number
  • 203-291-4
  • 7749
RTECS number
  • UF3675000
UNII
  • AT9K8FY49U Y
UN number N119
  • DTXSID1040110
  • 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:[2]
Danger
H225
P403+P235
NFPA 704 (fire diamond)
Health 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) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Uses and reactions edit

It is also used in the production of some antimalarial drugs including pyrimethamine.[6]

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.[7]

See also edit

References edit

  1. ^ (PDF). Chemblink.com. Archived from the original (PDF) on 2014-12-05. 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. ^ MacDonald, Thomas (29 January 2016). . Daraprim Synthesis. Open Source Malaria. Archived from the original on 26 April 2018.
  7. ^ Cox, Richard F. B.; McElvain, S. M. (1937). "Ethyl Ethoxalylpropionate". Organic Syntheses. 17: 54. doi:10.15227/orgsyn.017.0054.
 

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April 15, 2024
ethyl, propionate, organic, compound, with, formula, c2h5o2cch2ch3, ethyl, ester, propionic, acid, colorless, volatile, liquid, with, pineapple, like, odor, some, fruits, such, kiwis, strawberries, contain, ethyl, propionate, small, amounts, skeletal, formula,. 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 Ethyl propionate Skeletal formula of ethyl propionate Ball and stick model of ethyl propionateNamesPreferred IUPAC name Ethyl propanoateOther names Ethyl propionaten Ethyl propanoatePropanoic acid ethyl esterIdentifiersCAS Number 105 37 33D model JSmol Interactive imageBeilstein Reference 506287ChemSpider 7463ECHA InfoCard 100 002 993EC Number 203 291 4PubChem CID 7749RTECS number UF3675000UNII AT9K8FY49U YUN number N119CompTox Dashboard EPA DTXSID1040110InChI InChI 1 C5H10O2 c1 3 5 6 7 4 2 h3 4H2 1 2H3SMILES CCOC O CCPropertiesChemical formula C 5H 10O 2Molar mass 102 133 g mol 1Appearance Colorless LiquidDensity 0 884325 g cm3Melting point 73 6 C 100 5 F 199 6 K Boiling point 98 9 C 210 0 F 372 0 K Magnetic susceptibility x 66 5 10 6 cm3 molHazardsGHS labelling 2 PictogramsSignal word DangerHazard statements H225Precautionary statements P403 P235NFPA 704 fire diamond 220Flash point 12 C 54 F 285 K Autoignitiontemperature 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 referencesUses and reactions editIt is also used in the production of some antimalarial drugs including pyrimethamine 6 Ethyl propionate can be synthesized by the Fischer esterification of ethanol and propionic acid CH3CH2OH CH3CH2CO2H CH3CH2O2CCH2CH3 H2OIt participates in condensation reactions by virtue of the weakly acidic methylene group 7 See also editMethyl propionate a similar compoundReferences edit Material Safety Data Sheet Ethyl propionate PDF Chemblink com Archived from the original PDF on 2014 12 05 Retrieved 2015 02 27 GHS Record of Ethyl propionate in the GESTIS Substance Database of the Institute for Occupational Safety and Health 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 MacDonald Thomas 29 January 2016 Pyrimethamine synthesis Status at end of 2015 Daraprim Synthesis Open Source Malaria Archived from the original on 26 April 2018 Cox Richard F B McElvain S M 1937 Ethyl Ethoxalylpropionate Organic Syntheses 17 54 doi 10 15227 orgsyn 017 0054 nbsp This article about an ester is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Ethyl propionate amp oldid 1215853863, wikipedia, wiki, book, books, library,

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