Names | |
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Preferred IUPAC name
Ethyl prop-2-enoate
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Other names
Ethyl propenoate
Ethyl acrylate Acrylic acid ethyl ester Ethyl propenoate Ethyl ester of acrylic acid |
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Identifiers | |
3D model (Jmol)
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ChemSpider | |
ECHA InfoCard | 100.004.945 |
KEGG | |
RTECS number | AT0700000 |
UNII | |
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Properties | |
C5H8O2 | |
Molar mass | 100.12 g·mol−1 |
Appearance | Clear liquid |
Odor | Acrid |
Density | 0.9405 g/mL |
Melting point | −71 °C (−96 °F; 202 K) |
Boiling point | 99.4 °C (210.9 °F; 372.5 K) |
1.5 g/100 mL | |
Vapor pressure | 29 mmHg (20°C) |
Hazards | |
Main hazards | Carcinogenic |
R-phrases | R11 R20/21/22 R36/37/38 R43 |
S-phrases | (S2) S9 S16 S33 S36/37 |
NFPA 704 | |
Flash point | 15 °C (59 °F; 288 K) |
Explosive limits | 1.4%-14% |
Lethal dose or concentration (LD, LC): | |
LC50 (median concentration)
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2180 ppm (rat, 4 hr) 3894 ppm (mouse) |
LCLo (lowest published)
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1204 ppm (rabbit, 7 hr) 1204 ppm (guinea pig, 7 hr) |
US health exposure limits (NIOSH): | |
PEL (Permissible)
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TWA 25 ppm (100 mg/m3) [skin] |
REL (Recommended)
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Carcinogen |
IDLH (Immediate danger)
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Ca [300 ppm] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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what is ?) | (|
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. It is also a reagent in the synthesis of various pharmaceutical intermediates.
Ethyl acrylate is produced by acid-catalysed esterification of acrylic acid, which in turn is produced by oxidation of propylene. It may also be prepared from acetylene, carbon monoxide and ethanol by a Reppe reaction.
Ethyl acrylate is used in the production of polymers including resins, plastics, rubber, and denture material.
Ethyl acrylate is a reactant for homologous alkyl acrylates (acrylic esters) by transesterification with higher alcohols through acidic or basic catalysis. In that way speciality acrylates are made accessible, e.g. 2-ethylhexyl acrylate (from 2-ethylhexanol) used for pressure-sensitive adhesives, cyclohexyl acrylate (from cyclohexanol) used for automotive clear lacquers, 2-hydroxyethyl acrylate (from ethylene glycol) which is crosslinkable with diisocyanates to form gels used with long-chain acrylates (from C18+ alcohols) as comonomer for comb polymers for reduction of the solidification point of paraffin oils and 2-dimethylaminoethyl acrylate (from dimethylaminoethanol) for the preparation of flocculants for sewage clarification and paper production.