Ethyl Acrylate
Title: Ethyl Acrylate
CAS Registry Number: 140-88-5
CAS Name: 2-Propenoic acid ethyl ester
Additional Names: acrylic acid ethyl ester
Molecular Formula: C5H8O2
Molecular Weight: 100.12
Percent Composition: C 59.98%, H 8.05%, O 31.96%
Line Formula: CH2=CHCOOCH2CH3
Literature References: Prepd from ethylene chlorohydrin or acrylonitrile, ethanol, and sulfuric acid; also by an oxo reaction from acetylene, carbon monoxide, and ethanol in the presence of suitable catalysts. See the refs under Methyl Acrylate.
 
Derivative Type: Monomer
Properties: Liquid, acrid, penetrating odor, retained by clothing. Lacrimator. d420 0.9405. fp below -72°. bp760 99.4°; bp39.2 20° (polymerizes on distn). nD20 1.404. Specific heat at -60°: 0.442 cal/g/°C. Heat of vaporization 8.27 kcal/mol; heat of combustion 655.49 kcal/mol. Flash pt, open cup: 60°F (15°C). Vapor density 3.45 (air = 1). Soly in water at 20°: 2 g/100 ml. Soly of water in ethyl acrylate at 20°: 1.5 g/100 g. Sol in alcohol, ether. Azeotropes: 45.0% water = bp 81°; 56.8% ethanol = bp 76°. Easily polymerizes on standing; polymerization process speeded up by heat, light, and peroxides. If pure, the monomer can be stored below +10° without incurring polymerization.
Boiling point: bp760 99.4°; bp39.2 20° (polymerizes on distn); Azeotropes: 45.0% water = bp 81°; 56.8% ethanol = bp 76°
Flash point: Flash pt, open cup: 60°F (15°C)
Index of refraction: nD20 1.404
Density: d420 0.9405
 
Derivative Type: Polymer
Properties: Transparent, elastic substance. Practically no odor. Little adhesive power. Resists the usual solvents.
 
CAUTION: Potential symptoms of overexposure to the monomer are irritation of eyes, respiratory system and skin. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 132. See also Patty's Industrial Hygiene and Toxicology vol. 2A, G. D. Clayton, F. E. Clayton, Eds. (Wiley-Interscience, New York, 3rd ed., 1981) p 2292-2296. This substance was formerly listed as reasonably anticipated to be a human carcinogen: Eighth Report on Carcinogens (PB99-128746, 1998) p III-627; delisted because the relevant data are not sufficient to meet the current criteria for this listing: Ninth Report on Carcinogens (PB2000-107509, 2000) p B-2.
Use: The monomer in the manuf of water emulsion paint vehicles; in production of emulsion-based polymers used in textile and paper coatings, leather finish resins and adhesives. Imparts flexibility to hard films.

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