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Contents

   



(Top)
 


1 Preparation  





2 Uses  





3 References  














Methyl propionate






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From Wikipedia, the free encyclopedia
 


Methyl propionate
Names
Preferred IUPAC name

Methyl propanoate

Other names

Methyl propionate
Propanoic acid, methyl ester
Propionic acid, methyl ester

Identifiers

CAS Number

3D model (JSmol)

ChemSpider
ECHA InfoCard 100.008.238 Edit this at Wikidata

PubChem CID

UNII

CompTox Dashboard (EPA)

  • InChI=1S/C4H8O2/c1-3-4(5)6-2/h3H2,1-2H3

    Key: RJUFJBKOKNCXHH-UHFFFAOYSA-N

  • InChI=1/C4H8O2/c1-3-4(5)6-2/h3H2,1-2H3

    Key: RJUFJBKOKNCXHH-UHFFFAOYAS

  • O=C(OC)CC

Properties

Chemical formula

C4H8O2
Molar mass 88.106 g·mol−1
Appearance Colorless liquid[1]
Density 0.915 g/L[1]
Melting point −88 °C (−126 °F; 185 K)[1]
Boiling point 80 °C (176 °F; 353 K)[1]

Solubility in water

72 g/L (20 °C)[1]

Magnetic susceptibility (χ)

-55.0·10−6cm3/mol
Hazards
Flash point −2 °C (28 °F; 271 K)[1]

Autoignition
temperature

465 °C (869 °F; 738 K)[1]

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

Infobox references

Methyl propionate, also known as methyl propanoate, is an organic compound with the molecular formula CH3CH2CO2CH3. It is a colorless liquid with a fruity, rum-like odor.[2]

Preparation[edit]

Methyl propionate can be prepared by esterificationofpropionic acid with methanol. Industrially, it is prepared by carboalkoxylation, i.e., the reaction of ethylene with carbon monoxide and methanol in the presence of a catalyst:

C2H4 + CO + MeOH → MeO2CCH2CH3

The reaction is catalyzed by nickel carbonyl and palladium(0) complexes.[3][4]

Uses[edit]

Condensation of Methyl propionate with formaldehyde followed by dehydration yields methyl methacrylate:[4]

MeO2CCH2CH3 + CH2O → MeO2CCH(CH2OH)CH3
MeO2CCH(CH2OH)CH3 → MeO2CC(=CH2)CH3

Methyl propionate is used as a solvent for cellulose nitrate and lacquers, and as a raw material for the production of paints, varnishes and other chemicals such as methyl methacrylate.[2][3]

Due to its fruity smell and taste, it is also used in fragrances and flavoring.[2][5]

References[edit]

  • ^ a b c "Methyl Propionate Hazardous Substance Fact Sheet" (PDF). New Jersey Department of Health and Senior Services.
  • ^ a b Ulf-Rainer Samel; Walter Kohler; Armin Otto Gamer; Ullrich Keuser (2000). "Propionic Acid and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a22_223.pub2. ISBN 9783527306732.(mayth and yafs)
  • ^ a b Scott D. Barnicki "Synthetic Organic Chemicals" in Handbook of Industrial Chemistry and Biotechnology edited by James A. Kent, New York : Springer, 2012. 12th ed. ISBN 978-1-4614-4259-2.
  • ^ "Methyl propionate". thegoodscentscompany.com.

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=Methyl_propionate&oldid=1189674707"

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    This page was last edited on 13 December 2023, at 08:31 (UTC).

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