Ethyl acrylate
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Ethyl acrylate
structure -
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CAS No:
140-88-5
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Formula:
C5H8O2
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Chemical Name:
Ethyl acrylate
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Synonyms:
2-Propenoic acid,ethyl ester;Acrylic acid ethyl ester;Ethyl acrylate;Ethyl propenoate;2-Propenoic acid ethyl ester;Ethyl 2-propenoate;Ethyl acrylic ester;NSC 8263;A 0143;1441020-41-2
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CAS No:
Description
Colorless liquid with an acrid odor.
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.
Characteristics
26.3
0.7355
Colorless liquid
0.9234 g/cm3 @ Temp: 20 °C
-71.2 °C
99.4 °C
60 °F
n20/D 1.406(lit.)
H2O: 1.5 g/100 mL (25 ºC)
Treasury ventilation low temperature drying, and oxidants, acid separate storage
0.301mmHg at 25°C
3.5 (vs air)
Class IB Flammable Liquid: Fl.P. below 73°F and BP at or above 100°F.
vol% in air: 1.44
Acrid penetrating odor
Safety Information
II
3
UN 1917 3/PG 2
2
R11; R20/21/22; R36/37/38; R43
S9-S16-S33-S36/37
AT0700000
F
Fireproof. Cool. Keep in the dark. Store only if stabilized.
Stable, but may polymerize upon exposure to light. Highly flammable. Keep cool. Incompatible with oxidizing agents, peroxides and other polymerization initiators.
P210-P261-P273-P302 + P352 + P312-P304 + P340 + P312-P403 + P233
H225-H302 + H312-H315-H317-H319-H331-H335-H412
UN 1917
P210; P261; P273; P302 + P352 + P312; P304 + P340 + P312; P403 + P233
Toxicity
| Name | Type of Test | Exposure Route | Species Observed | Dose/Duration | Toxic Effects | Reference |
|---|---|---|---|---|---|---|
| SKIN/EYE IRRITATION DATA | Standard Draize test | Administration into the eye | Rodent - rat | 1204 ppm/14H (Intermittent) | -- | Journal of Industrial Hygiene and Toxicology. (Cambridge, MA) V.18-31, 1936-49. For publisher information, see AEHLAU. Volume(issue)/page/year: 31,317,1949 |
| SKIN/EYE IRRITATION DATA | Standard Draize test | Administration into the eye | Primate - monkey | 1204 ppm/15H (Intermittent) | -- | Journal of Industrial Hygiene and Toxicology. (Cambridge, MA) V.18-31, 1936-49. For publisher information, see AEHLAU. Volume(issue)/page/year: 31,317,1949 |
| SKIN/EYE IRRITATION DATA | TCLo - Lowest published toxic concentration | Inhalation | Human | 50 ppm | Sense Organs and Special Senses (Olfaction)--effect, not otherwise specified Sense Organs and Special Senses (Eye)--effect, not otherwise specified Lungs, Thorax, or Respiration--other changes |
Toxicology of Drugs and Chemicals, Deichmann, W.B., New York, Academic Press, Inc., 1969 Volume(issue)/page/year: -,75,1969 |
Ethyl acrylate Use and Manufacturing
Acrylates have six production methods: vinyl cyanohydrin method; high pressure Reppe method; improved Reepa method; β-propiolactone method (Goodrich method); acrylonitrile and alcohol hydrolysis; propylene oxidation The Now the production method is one of the acrylonitrile method, β-propiolactone method, acetylene as the raw material of the Reper method and propylene oxidation method. Which is the most commonly used method of propylene oxidation. 1. Acrylonitrile method The method is actually the development of early cyano ethanol method, the first step is to acrylonitrile and sulfuric acid together with the hydrolysis of acrylamide sulfate, the second step with the esterification of alcohol to produce the corresponding acrylic ester, deputy Ammonium bisulfate. 2. β-propiolactone ketone and anhydrous formaldehyde in the presence of aluminum trichloride, at 25 ° C gas phase reaction of β-propiolactone, without purification, directly with alcohol and sulfuric acid reaction to generate the corresponding acrylate The This method of high purity products, by-products and the final reaction of the material can be recycled, the higher the yield, the reaction conditions are simple, suitable for continuous production, but the higher cost of raw materials. 3. acetylene as the raw material of the Reper method During the Second World War, Rayper found two ways to make acetylene, carbon monoxide and water or alcohol reaction, the formation of acrylic or acrylic. One is called a stoichiometric method and the other is called a catalytic method. These two methods due to the toxicity of carbonyl nickel, nickel consumption and the risk of high temperature acetylene and other factors, there is a great cause of industrial difficulties. 4. Propylene Direct Oxidation Propylene is first oxidized to acrolein and then further oxidized to acrylic acid. The acrylic acid is produced by the continuous esterification reaction of acrylic acid with the corresponding alcohol in the presence of an ion exchange resin catalyst at the boiling temperature. 2. 3-hydroxypropanenitrile and ethanol in dilute sulfuric acid solution derived reaction. 3. Derived from the catalysis of ethylene, carbon monoxide and ethanol under nickel or cobalt. 4. In the presence of hydrochloric acid and Ni (CO) 4, allyl acid and acetylene in ethanol solution in the co-esterification derived. 5. Ethyl 3-chloropropionate at high temperature through the activated carbon derived 6. Ethyl acrylate has six production methods: vinyl cyanide method, high pressure Rayper method, modified Reper method, β-propiolactone method, acrylonitrile and alcohol hydrolysis method, propylene oxidation method. Now the industrial production method is one of the acrylonitrile method, β-propiolactone method, acetylene as raw material of the Reper method and propylene oxidation method, in which propylene oxidation method is currently the most used method. Propylene oxidation method is the first oxidation of propylene to acrolein, and then further oxidation of acrylic acid, and then by the acrylic acid and ethanol in the presence of ion exchange resin catalyst at the boiling point of the continuous esterification reaction, ethyl acrylate.
1. Copolymers mainly used as comonomers of synthetic resins are widely used in coatings, textiles, leather, adhesives and other industries. Ethyl acrylate is an intermediate for the preparation of carbamate insecticide propylthiocarbamate. It can also be used as a raw material for protective coatings, adhesives and paper impregnating agents. Its polymers can be used as leather anti-crack agents and ethylene. The copolymer is a hot-melt adhesive and 5% chloroethyl vinyl ether. The copolymer is an oil-resistant and heat-resistant synthetic rubber. In some cases, it can replace nitrile rubber. 2. GB 2760-1996 allows the use of edible spices. It is mainly used to prepare rum, pineapple and assorted fruit flavors. 3. Polymer synthetic material monomer. It is also used to manufacture coatings, adhesives, leather processing agents, textile additives, paint additives, etc. The copolymer with ethylene is a hot melt adhesive; the copolymer with 5% chloroethyl vinyl ether is a synthetic rubber with good oil resistance and heat resistance, which can replace nitrile rubber in some cases.
Analysis Methods
| Name | Column Shape | Active Phase(℃) | Retention index | Temperature Control | Method | Comments | Reference |
|---|---|---|---|---|---|---|---|
| Kovats' RI, non-polar column, isothermal | Capillary | OV-101 | 676. | 100. | isothermal | N2; Column length: 19. m; Column diameter: 0.28 mm | Horna, A.Táborský, J.Churácek, J.Dufka, O.Chromatography of monomers. IV. Gas-liquid chromatographic studies of C1-C6 n-alkyl and C3-C6 isoalkyl acrylates and their hydrogen halide and halogen addition derivativesJ. Chromatogr.1985, 348, 141-149. |
| Kovats' RI, non-polar column, isothermal | Capillary | OV-101 | 678. | 120. | isothermal | N2; Column length: 19. m; Column diameter: 0.28 mm | Horna, A.Táborský, J.Dufka, O.Matousek, P.Churácek, J.Chromatography of monomers. II. Glass capillary gas chromatography of C1-C18 alkyl esters of acrylic and methacrylic acidsJ. Chromatogr.1985, 325, 367-378. |
| Kovats' RI, non-polar column, isothermal | Capillary | OV-101 | 681. | 80. | isothermal | N2; Column length: 19. m; Column diameter: 0.28 mm | Horna, A.Táborský, J.Dufka, O.Matousek, P.Churácek, J.Chromatography of monomers. II. Glass capillary gas chromatography of C1-C18 alkyl esters of acrylic and methacrylic acidsJ. Chromatogr.1985, 325, 367-378. |
| Kovats' RI, non-polar column, isothermal | Packed | SE-30 | 680. | 150. | isothermal | Ar, Gas Chrom Q (80-100 mesh); Column length: 3. m | Tiess, D.Gaschromatographische Retentionsindices von 125 leicht- bis mittelflüchtigen organischen Substanzen toxikologisch-analytischer Relevanz auf SE-30Wiss. Z. Wilhelm-Pieck-Univ. Rostock Math. Naturwiss. Reihe1984, 33, 6-9. |
| Kovats' RI, non-polar column, isothermal | Packed | SE-30 | 676. | 100. | isothermal | Gaschrom Q; Column length: 2. m | Winskowski, J.Gaschromatographische Identifizierung von Stoffen anhand von Indexziffem und unterschiedlichen DetektorenChromatographia1983, 17, 3, 160-165. |
Computed Properties
Molecular Weight:100.12
XLogP3:1.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:100.052429494
Monoisotopic Mass:100.052429494
Topological Polar Surface Area:26.3
Heavy Atom Count:7
Complexity:76.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Price Analysis
- Data: 2026-07-24
- Price: 10300.00Yuan/mt
- Change: 100.0
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