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2-Hydroxyethyl acrylate

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Name

2-Hydroxyethyl acrylate

EINECS 212-454-9
CAS No. 818-61-1 Density 1.083 g/cm3
Solubility Soluble in water Melting Point -60 °C
Formula C5H8O3 Boiling Point 196.2 °C at 760 mmHg
Molecular Weight 116.13 Flash Point 98.3 °C
Transport Information UN 2927 6.1/PG 2 Appearance clear colorless liquid
Safety 26-36/39-45-61-36/37/39 Risk Codes 24-34-43-50-20/22
Molecular Structure Molecular Structure of 818-61-1 (2-Hydroxyethyl acrylate) Hazard Symbols ToxicT, DangerousN
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;

 

2-Hydroxyethyl acrylate Consensus Reports

Reported in EPA TSCA Inventory.

2-Hydroxyethyl acrylate 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:



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%.

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,

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