140-88-5
Ethyl acrylate
CAS: 140-88-5
Molecular Formula: C5H8O2
140-88-5 - Names and Identifiers
| Name | Ethyl acrylate |
| Synonyms | EA carboset511 Carboset 511 akrylanemetylu Ethyl acrylate Akrylanem etylu acrylated'ethyle Acrylate d'ethyle ethyl prop-2-enoate 2-methylidenebutanoate acrylated'ethyle(french) Acrylic acid ethyl ester Acrylic acid, ethyl ester (inhibited) |
| CAS | 140-88-5 |
| EINECS | 205-438-8 |
| InChI | InChI=1/C5H8O2/c1-3-4(2)5(6)7/h2-3H2,1H3,(H,6,7)/p-1 |
140-88-5 - Physico-chemical Properties
| Molecular Formula | C5H8O2 |
| Molar Mass | 100.12 |
| Density | 0.921g/mLat 20°C |
| Melting Point | −71°C(lit.) |
| Boling Point | 99°C(lit.) |
| Flash Point | 60°F |
| JECFA Number | 1351 |
| Water Solubility | 1.5 g/100 mL (25 ºC) |
| Solubility | 20g/l |
| Vapor Presure | 31 mm Hg ( 20 °C) |
| Vapor Density | 3.5 (vs air) |
| Appearance | Liquid |
| Color | Clear |
| Odor | Characteristic acrylic odor; sharp, fragrant; acrid; slightly nauseating; sharp, ester type. |
| Exposure Limit | TLV-TWA 5 ppm (～20 mg/m3) (ACGIH),25 ppm (～100 mg/m3 (MSHA, NIOSH),TWA skin 25 ppm (100 mg/m3) (OSHA);IDLH 2000 ppm (NIOSH). |
| Merck | 14,3759 |
| BRN | 773866 |
| Storage Condition | 2-8°C |
| Stability | Stable, but may polymerize upon exposure to light. Highly flammable. Keep cool. Incompatible with oxidizing agents, peroxides and other polymerization initiators. |
| Explosive Limit | 1.8-14%(V) |
| Refractive Index | n20/D 1.406(lit.) |
| Physical and Chemical Properties | Melting point of colorless liquid, volatile. boiling point <-72 ℃ freezing point 99.8 ℃ relative density 0.9234 refractive index 1.4057 flash point 15 ℃ solubility slightly soluble in water 1.5g/100 mL (25°C) miscible with ethanol and ether, soluble in chloroform. |
| Use | Mainly used for synthetic resin raw materials, and used in coating, textile, leather and other industries |
140-88-5 - Risk and Safety
| Risk Codes | R11 - Highly Flammable R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R36/37/38 - Irritating to eyes, respiratory system and skin. R43 - May cause sensitization by skin contact |
| Safety Description | S9 - Keep container in a well-ventilated place. S16 - Keep away from sources of ignition. S33 - Take precautionary measures against static discharges. S36/37 - Wear suitable protective clothing and gloves. |
| UN IDs | UN 1917 3/PG 2 |
| WGK Germany | 2 |
| RTECS | AT0700000 |
| FLUKA BRAND F CODES | 8 |
| TSCA | Yes |
| HS Code | 2916 12 00 |
| Hazard Class | 3 |
| Packing Group | II |
| Toxicity | LD50 orally in Rabbit: 550 mg/kg LD50 dermal Rabbit 1800 mg/kg |
140-88-5 - Upstream Downstream Industry
| Raw Materials | Acrylic acid Ethyl Alcohol |
| Downstream Products | Acrylic acid Polymers Ethyl 3-methylthiopropionate droperidol |
140-88-5 - Nature
Open Data Verified Data
colorless liquid, volatile, flammable. Relative density 0.9234. Melting point <- 72 °c. Boiling point 99.8 ℃,43 ℃(13. 7kPa). Flash point (closed cup) 15 °c. Refractive index 4057. Vapor pressure (20 C) 3.93kPa. Heat of vaporization: 0.35kj/g. Specific heat capacity 1. 97 J/(g. C). With ethanol, ether miscible, soluble in chloroform, slightly soluble in water.
Last Update：2024-01-02 23:10:35
140-88-5 - Preparation Method
Open Data Verified Data
the liquid phase esterification reaction of acrylic acid with ethanol is carried out in the presence of a catalyst (ion exchange resin or sulfuric acid). The crude ester obtained by the reaction becomes a finished product through the processes of derecombination, extraction, rectification and the like.
Last Update：2022-01-01 10:32:52
140-88-5 - Use
Open Data Verified Data
polymer synthesis material monomer. It is also used in the manufacture of coatings, sticking agents, leather processing agents, Textile Auxiliaries, paint additives, etc.
Last Update：2022-01-01 10:32:50
140-88-5 - Safety
Open Data Verified Data
- the toxicity of this product is slightly lower than that of methyl acrylate, and the oral LD50 of rats is 830mg/kg body weight. On the eyes, mucous membrane skin has a strong degree of stimulation. The maximum allowable concentration is 86 mg/m3. Protection requirements refer to methyl acrylate. The workshop should be ventilated and sealed, and the operator should wear protective equipment.
- galvanized iron drum packaging, separate storage. To prevent direct sunlight, low temperature storage and polymerization inhibitor, fire prevention, according to the provisions of flammable dangerous goods storage and transportation.
Last Update：2022-01-01 10:32:52
140-88-5 - Reference Information
| FEMA | 2418 | ETHYL ACRYLATE |
| olfactory threshold (Odor Threshold) | 0.00026ppm |
| freezing point | 99.8 ℃ |
| Henry's Law Constant | 2.25(x 10-3 atm?m3/mol) at 20 °C (approximate - calculated from water solubility and vapor pressure) |
| LogP | 1.18 at 25℃ |
| (IARC) carcinogen classification | 2B (vol. 39, sup 7, 71, 122) 2019 |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| application | ethyl acrylate is an intermediate for preparing carbamate insecticide propylthiocarbamide. it can also be used as a raw material for protective coatings, adhesives and paper impregnant. its polymer can be used as a crack inhibitor for leather, and 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. |
| synthesis method | ethyl acrylate has 6 synthesis methods: ethylene cyanohydrin method, high pressure reber method, improved reber method, β-propiolactone method, hydrolysis of acrylonitrile and alcohol, propylene oxidation method. At present, the industrial production methods are acrylonitrile method, β-propiolactone method, reber method with acetylene as raw material and propylene oxidation method, among which propylene oxidation method is currently the most used method. The propylene oxidation method is to first oxidize propylene to acrolein, and then further oxidize to acrylic acid, and then use acrylic acid and ethanol in the presence of an ion exchange resin catalyst to continuously carry out the esterification reaction at the boiling point temperature to obtain ethyl acrylate. The reaction equation is as follows: CH2 = CH-CH3[O2]→ CH2 = CHCHO[O2]→ CH2 = CHCOOH CH2 = CHCOOH C2H5OH → CH2 = CHCOOC2H5 |
| content analysis | gas-liquid chromatograph with thermal conductivity detector is used to determine the percentage content (GT-10) of ethyl acrylate. The conditions are: fill with -2.5m × 6mm column and 25% (weight) polyethylene glycol 20M(Carbowax 20M) on 42/60 mesh red diatomite carrier (GC-22). The operating conditions during measurement are: sample 10 μl, injector temperature about 300 ℃, column temperature 50~225 ℃, heating rate 5.6 ℃ per minute; Detector temperature is about 300 ℃, detector current 200mA; The carrier gas is helium, and the flow rate is about 100ml per minute. Under controlled operation, the retention time of ethyl acrylate was 9min. As a result, the peak area of ethyl acrylate should account for more than 99.5% of the total area of each peak. Or by non-polar column method in GT-10-4. |
| toxicity | GRAS(FEMA). LD50800 mg/kg (rat, oral). |
| usage limit | FEMA(mg/kg): soft drink 0.13~0.26; Cold drink 0.06~1.0; Candy 1.1; Baked food 1.1; Gum |
| Uses | Mainly used as a comonomer for synthetic resins, and the formed copolymer is widely used in coatings, textiles, leather, adhesives and other industries Ethyl acrylate is an intermediate for the preparation of carbamate insecticide propylthiocarbamide. It can also be used as a raw material for protective coatings, adhesives and paper impregnators. Its polymer can be used as an anti-cracking agent for leather, the copolymer with ethylene is a hot melt adhesive, and the copolymer with 5% chloroethyl vinyl ether is a synthetic rubber with good oil resistance and heat resistance. In some cases, it can replace nitrile rubber. Edible spices permitted by GB 2760-1996. It is mainly used to prepare rum, pineapple and assorted fruits. Polymer synthetic material monomer. And used in the manufacture of coatings, adhesives, leather processing agents, textile auxiliaries, 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. In some cases, it can replace nitrile rubber. 1. Polymerizable monomer, used for medium soft flexible polymer. 2. Organic synthesis. Various resins for industrial use in coatings, textiles, leather, adhesives, etc. |
| production method | there are six production methods for acrylates: ethylene cyanohydrin method; High pressure Reppe method; Improved Raper method; β-propiolactone method (Goodrich method); Hydrolysis of acrylonitrile and alcohol; Propylene oxidation method. The current production methods are acrylonitrile method, β-propiolactone method, reber method using acetylene as raw material and propylene oxidation method. Among them, propylene oxidation is currently the most widely used method. 1. Acrylonitrile method This method is actually the development of early cyanoethanol method. The first step is to heat and hydrolyze acrylonitrile and sulfuric acid to generate acrylamide sulfate. The second step is esterified with alcohol to generate corresponding acrylate and by-product ammonium bisulfate. 2.β-propanolactone method ketene and anhydrous formaldehyde are reacted into β-propanolactone in the gas phase at 25 ℃ in the presence of aluminum trichloride. It can be purified and directly reacted with alcohol and sulfuric acid to form the corresponding acrylate. This method has high product purity, by-products and end-reaction materials can be recycled, the yield is high, the reaction conditions are simple, suitable for continuous production, but the cost of raw materials is high. 3. During World War II, Repper found that there were two ways to react acetylene, carbon monoxide and water or alcohol to form acrylic acid or acrylate. One is called stoichiometry and the other is called catalysis. These two methods have great difficulties in industrialization due to factors such as the toxicity of nickel carbonyl, the consumption of nickel and the risk of acetylene at high temperatures. 4. Propylene direct oxidation method Propylene is first oxidized to acrolein, and then further oxidized to acrylic acid. The production of acrylate from acrylic acid is made by the continuous esterification reaction of acrylic acid and the corresponding alcohol in the presence of an ion exchange resin catalyst at the boiling point temperature. there are six production methods for ethyl acrylate: ethylene cyanohydrin method, high pressure reber method, improved reber method, β-propiolactone method, hydrolysis method of acrylonitrile and alcohol, propylene oxidation method. At present, the industrial production methods are acrylonitrile method, β-propiolactone method, reber method with acetylene as raw material and propylene oxidation method, among which propylene oxidation method is currently the most used method. The propylene oxidation method is to first oxidize propylene to acrolein, and then further oxidize to acrylic acid, and then use acrylic acid and ethanol in the presence of an ion exchange resin catalyst to continuously carry out the esterification reaction at the boiling point temperature to obtain ethyl acrylate. The reaction equation is as follows: CH2 = CH-CH3[O2]→ CH2 = CHCHO[O2]→ CH2 = CHCOOHCH2 = CHCOOH C2H5OH → CH2 = CHCOOC2H5 |
| category | flammable liquid |
| toxicity classification | poisoning |
| acute toxicity | oral-rat LD50: 800 mg/kg; Oral-mouse LD50: 1799 mg/kg |
| stimulation data | eyes-rabbit 1204 PPM/7 hours mild; Skin-rabbit 10 mg/24 hours mild |
| explosive hazard characteristics | blastable when mixed with air |
| flammability hazard characteristics | flammability in case of open flame, high temperature and oxidant; Combustion produces stimulating smoke |
| storage and transportation characteristics | warehouse ventilation and low temperature drying; Store separately from oxidants and acids |
| fire extinguishing agent | dry powder, carbon dioxide, foam, 1211 fire extinguishing agent |
| occupational standard | TLV-TWA 5 PPM; STEL 15 PPM |
| auto-ignition temperature | 721 °F |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
| immediate life-threatening and health concentration | 300 ppm |
Last Update：2024-04-10 21:07:11
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