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.
Ethyl Alcohol, Denatured Ethyl alpha-Bromopropionate Ethyl alpha-Chloropropionate Ethyl Benzoate Ethyl Benzoylacetate

Ethyl acrylate[1][2]
Skeletal structure
Ball-and-stick model
Identifiers
CAS number 140-88-5 YesY
ChemSpider 8490 YesY
UNII 71E6178C9T YesY
ChEMBL CHEMBL52084 YesY
RTECS number AT0700000
Jmol-3D images Image 1
Properties
Molecular formula C5H8O2
Molar mass 100.12 g mol−1
Appearance Clear liquid
Density 0.9405 g/mL
Melting point −71 °C; −96 °F; 202 K
Boiling point 99.4 °C; 210.9 °F; 372.5 K
Solubility in water 1.5 g/100 mL
Hazards
R-phrases R11 R20/21/22 R36/37/38 R43
S-phrases (S2) S9 S16 S33 S36/37
NFPA 704
NFPA 704.svg
3
2
2
Flash point 15 °C; 59 °F; 288 K
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Ethyl acrylate is an organic compound with the formula CH2CHCO2CH2CH3. It is the ethyl ester of acrylic acid. It is a colourless liquid with a characteristic acrid odor. It is mainly produced for paints, textiles, and non-woven fibers..[3] It is also a reagent in the synthesis of various pharmaceutical intermediates.