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| CAS No.: | 818-61-1 |
|---|---|
| Name: | 2-Hydroxyethyl acrylate |
| Article Data: | 45 |
| Molecular Structure: | |
|
|
|
| Formula: | C5H8O3 |
| Molecular Weight: | 116.117 |
| Synonyms: | Acrylicacid, 2-hydroxyethyl ester (6CI,8CI);2-(Acryloyloxy)ethanol;2-Hydroxyethyl2-propenoate;2HEA;AHEC-T;Acryics HEA;BHEA;2-Propenoic acid,2-hydroxyethyl ester;Ethylene glycol monoacrylate;HEA;HOA;Light Acrylate HOA;Light EsterHOA;Light Ester OA;Perm A;Perm A (monomer);Rocryl 420;Viscoat 220;b-Hydroxyethyl acrylate; |
| EINECS: | 212-454-9 |
| Density: | 1.083 g/cm3 |
| Melting Point: | -60 °C |
| Boiling Point: | 196.2 °C at 760 mmHg |
| Flash Point: | 98.3 °C |
| Solubility: | Soluble in water |
| Appearance: | clear colorless liquid |
| Hazard Symbols: |
 T,  N
|
| Risk Codes: | 24-34-43-50-20/22 |
| Safety: | 26-36/39-45-61-36/37/39 |
| Transport Information: | UN 2927 6.1/PG 2 |
| PSA: | 46.53000 |
| LogP: | -0.29210 |
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| Conditions | Yield |
|---|---|
| With magnetic zeolite at 63℃; for 2h; Temperature; | 97.5% |
| With chromium(lll) acetate; 4-methoxy-phenol; hydroquinone In water at 80℃; under 5625.56 Torr; for 1.5h; Temperature; Inert atmosphere; | 97.91% |
| With 10H-phenothiazine; chromium acetate at 80 - 90℃; under 750.075 Torr; for 3.7 - 5.2h; | 81% |
| Conditions | Yield |
|---|---|
| With iodine for 4h; Reflux; | 71% |
| With toluene-4-sulfonic acid | |
| toluene-4-sulfonic acid |
- 41440-38-4
2-acryloyloxyethanol vinyl ether
- 818-61-1
2-hydroxyethyl acrylate
| Conditions | Yield |
|---|---|
| With sulfuric acid |
| Conditions | Yield |
|---|---|
| With chloroform; sodium sulfate; sodium sulfite | |
| With triethylamine In chloroform at 10℃; for 12h; |
| Conditions | Yield |
|---|---|
| With water |
| Conditions | Yield |
|---|---|
| With copper(l) chloride |
| Conditions | Yield |
|---|---|
| anion exchange resin Conversion of starting material; | |
| DIAION SA10A Conversion of starting material; | |
| anion exchange resin Conversion of starting material; | |
| oxirane |
- 75-21-8
oxirane
- 79-10-7
acrylic acid
A
- 2274-11-5
ethylene glycol diacrylate
B
- 13533-05-6
2-(2-acryloyloxyethyloxy)ethyl alcohol
C
- 818-61-1
2-hydroxyethyl acrylate
| Conditions | Yield |
|---|---|
| With 10H-phenothiazine; chromium(II) acetate at 60℃; under 7500.75 Torr; for 6.5h; | |
| chromium(lll) acetate; 4-methoxy-phenol at 50 - 70℃; under 375.038 Torr; for 4 - 7h; Autoclave; |
- 75-21-8
oxirane
- 79-10-7
acrylic acid
A
- 4074-88-8
diethyleneglycol(diacrylate)
B
- 16695-45-7
triethylene glycol monoacrylate
C
- 818-61-1
2-hydroxyethyl acrylate
| Conditions | Yield |
|---|---|
| With 10H-phenothiazine at 50℃; under 7500.75 Torr; for 5h; Product distribution / selectivity; | |
| With 10H-phenothiazine; Catalyst A : 270 g Böhmit (Pural SB of Sasol comp.) and 30 g NH4Fe [Fe (CN) 6] at 50℃; under 7500.75 Torr; for 5h; Product distribution / selectivity; | |
| With 10H-phenothiazine; Catalyst C : 297 g Böhmit (Pural SB of Sasol comp.) and 3 g Fe4 [Fe (CN) 6] 3 (Berliner-Blau) at 50℃; under 7500.75 Torr; for 5h; Product distribution / selectivity; |
- 75-21-8
oxirane
- 79-10-7
acrylic acid
A
- 13533-05-6
2-(2-acryloyloxyethyloxy)ethyl alcohol
B
- 818-61-1
2-hydroxyethyl acrylate
| Conditions | Yield |
|---|---|
| With 10H-phenothiazine; chromium(lll) acetate at 85℃; under 3.0003 - 375.038 Torr; for 3 - 3.3h; Product distribution / selectivity; | |
| With 10H-phenothiazine; Octanoic acid; chromium(lll) acetate at 85℃; under 375.038 Torr; for 3.2h; Product distribution / selectivity; |
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Consensus Reports
Specification
The Acrylic acid-2-hydroxyethyl ester is an organic compound with the formula C5H8O3. The IUPAC name of this chemical is 2-hydroxyethyl prop-2-enoate. With the CAS registry number 818-61-1, it is also named as 2-propenoic acid, 2-hydroxyethyl ester. The product's categories are Monomer; Ethylene Glycols & Monofunctional Ethylene Glycols; Monofunctional Ethylene Glycols. Besides, it is used in radiation curing system in the reactive diluent and crosslinking agent, and it may be used as crosslinking resins, plastics, rubber modifier.
Physical properties about Acrylic acid-2-hydroxyethyl ester are: (1)ACD/LogP: -0.06; (2)ACD/LogD (pH 5.5): -0.05; (3)ACD/LogD (pH 7.4): -0.05; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 22.24; (7)ACD/KOC (pH 7.4): 22.24; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 5; (11)Polar Surface Area: 35.53 Å2; (12)Index of Refraction: 1.44; (13)Molar Refractivity: 28.24 cm3; (14)Molar Volume: 107.1 cm3; (15)Polarizability: 11.19×10-24cm3; (16)Surface Tension: 35.4 dyne/cm; (17)Density: 1.083 g/cm3; (18)Flash Point: 98.3 °C; (19)Enthalpy of Vaporization: 50.31 kJ/mol; (20)Boiling Point: 196.2 °C at 760 mmHg; (21)Vapour Pressure: 0.104 mmHg at 25°C.
Preparation: this chemical can be prepared by Acrylic acid and ethylene oxide in the catalyst (vanadium trichloride, chromium acetate chromium or acrylic). Reaction as follows:
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Uses of Acrylic acid-2-hydroxyethyl ester: it can be used to (acryloyloxyethyleneoxy)(tert-butylperoxy)dimethylsilane at room temperature. It will need reagent Et3N and solvent hexane. The yield is about 76.4%.
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When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation and if swallowed and toxic in contact with skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical can cause burns and may cause sensitisation by skin contact, it is very toxic to aquatic organisms. When you are using it, wear suitable gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCCO)\C=C
(2)InChI: InChI=1/C5H8O3/c1-2-5(7)8-4-3-6/h2,6H,1,3-4H2
(3)InChIKey: OMIGHNLMNHATMP-UHFFFAOYAK
(4)Std. InChI: InChI=1S/C5H8O3/c1-2-5(7)8-4-3-6/h2,6H,1,3-4H2
(5)Std. InChIKey: OMIGHNLMNHATMP-UHFFFAOYSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | oral | 300mg/kg (300mg/kg) | SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD GASTROINTESTINAL: ALTERATION IN GASTRIC SECRETION | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 24(4), Pg. 56, 1980. |
| rabbit | LD50 | skin | 298mg/kg (298mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: MUSCLE WEAKNESS | National Technical Information Service. Vol. OTS0555795, |
| rat | LCLo | inhalation | 500ppm/4H (500ppm) | AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951. | |
| rat | LD50 | oral | 548mg/kg (548mg/kg) | BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: DYSPNEA SKIN AND APPENDAGES (SKIN): HAIR: OTHER | National Technical Information Service. Vol. OTS0555795, |