Vinyl propionate

Vinyl propionate is the organic compound with the formula CH3CH2CO2CH=CH2. This colorless liquid is the ester of propionic acid and vinyl alcohol. It is used to produce poly(vinyl propionate) as well as copolymers with acrylate esters, vinyl chloride, and vinyl acetate, some of which are used in paints. The compound resembles vinyl acetate.[1]

Vinyl propionate
Names
Preferred IUPAC name
Ethenyl propanoate
Other names
Vinyl propanoate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.994
EC Number
  • 203-293-5
UNII
  • InChI=1S/C5H8O2/c1-3-5(6)7-4-2/h4H,2-3H2,1H3
    Key: UIWXSTHGICQLQT-UHFFFAOYSA-N
  • CCC(=O)OC=C
Properties
C5H8O2
Molar mass 100.117 g·mol−1
Appearance colorless liquid
Density 0.917 g/cm3 (20 °C)
Boiling point 95 °C (203 °F; 368 K)
6.5 mL/L
Hazards
GHS labelling:
GHS02: FlammableGHS07: Exclamation mark
Danger
H225, H315, H319
P210, P233, P240, P241, P242, P243, P264, P280, P302+P352, P303+P361+P353, P305+P351+P338, P321, P332+P313, P337+P313, P362, P370+P378, P403+P235, P501
Flash point −2 °C (28 °F; 271 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Since vinyl alcohol is not available, vinyl propionate is produced by the addition of propionic acid to acetylene. The reaction is catalyzed by carbon and zinc salts.

References
  1. G. Roscher (2007). "Vinyl Esters". Ullmann's Encyclopedia of Industrial Chemistry. Ullmann's Encyclopedia of Chemical Technology. Weinheim: Wiley-VCH. doi:10.1002/14356007.a27_419. ISBN 978-3527306732.
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