Basic information
- CAS
26403-58-7- Standard SMILES
C=CC(=O)OCCO- InChIKey
OMIGHNLMNHATMP-UHFFFAOYSA-N- Molecular formula
- C5H8O3
- Average molar mass
- 116.11 g/mol
- Monoisotopic mass
- 116.04734411
Names & identifiers
- Preferred name
- 2-Hydroxyethyl acrylate
- IUPAC
- 2-hydroxyethyl prop-2-enoate
- English name
- 2-Hydroxyethyl acrylate
- Molecular formula
- C5H8O3
- Molecular weight
- 116.12
Names & synonyms
Show more names
Database identifiers
- CAS
26403-58-7、818-61-1- PubChem CID
- 13165
- ChEMBL
CHEMBL1330518- UNII
- 25GT92NY0C
- EC Number
- 212-454-9、630-534-5
- Nikkaji
- J13.139C
Properties
Computed structural properties
- XLogP
- -0.2
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 8
- Formal charge
- 0
- Complexity
- 87
Physicochemical properties
- Melting point
- -60 °C · -60 °C
- Boiling point
- 90 · 90-92 °C12 mm Hg(lit.)
- Density
- 1.106 g/mL · 1.106 g/mL at 20 °C
- vapor density
- 1 · >1 (vs air)
- vapor pressure
- 0.1 mm · <0.1 mm Hg ( 20 °C)
- refractive index
- 20 · n20/D 1.45(lit.)
- Flash point
- 209 °F · 209 °F
- storage temp.
- 2 · 2-8°C
- form
- Oily Liquid
- pka
- 13.85 · 13.85±0.10(Predicted)
- color
- Yellow to brown
- Viscosity
- 7.56 cp · 7.56 cp (15.5C)
- Water Solubility
- soluble
- FreezingPoint
- -35 · -35
- Sensitive
- Light Sensitive
- BRN
- 969853 · 969853
- Henry's Law Constant
- 1.2 · 1.2×103 mol/(m3Pa) at 25℃, HSDB (2015)
- Exposure limits
- 5 mg/m3NIOSH: · ACGIH: TWA 5 mg/m3NIOSH: TWA 5 mg/m3
- Cosmetics Ingredients Functions
- FILM FORMING
- InChI
- 1S/C5H8O3/c1-2-5(7)8-4-3-6/h2,6H,1,3-4H2
- InChIKey
- OMIGHNLMNHATMP-UHFFFAOYSA-N
- SMILES
- OCCOC(=O)C=C
- LogP
- -0.17 at · -0.17 at 25℃
- CAS DataBase Reference
- 818 · 818-61-1(CAS DataBase Reference)
- Indirect Additives used in Food Contact Substances
- 2 · 2-HYDROXYETHYL ACRYLATE
- FDA 21 CFR
- 175.105 · 175.105; 176.170; 176.180
- EWG's Food Scores
- 2 · 2
- FDA UNII
- 25 GT92NY0C · 25GT92NY0C
- NIST Chemistry Reference
- 2 · 2-Propenoic acid, 2-hydroxyethyl ester(818-61-1)
- EPA Substance Registry System
- 2 · 2-Hydroxyethyl acrylate (818-61-1)
- UNSPSC Code
- 12162002 · 12162002
- NACRES
- 23 · NA.23
- Symbol(GHS)
- 5 · GHS05,GHS06,GHS09
- Signal word
- Danger
- Hazard statements
- 302 · H302-H311-H314-H317-H410
- Precautionary statements
- 261 · P261-P273-P280-P301+P312-P303+P361+P353-P305+P351+P338
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- Hazard Codes
- T,N
- Risk Statements
- 24 · 24-34-43-50-20/22-22
- Safety Statements
- 26 · 26-36/39-45-61-36/37/39
- RIDADR
- 2927 · UN 2927 6.1/PG 2
- WGK Germany
- 3 · 3
- RTECS
- 1750000 · AT1750000
- F
- 8 · 8
- TSCA
- TSCA listed
- HazardClass
- 8 · 8
- PackingGroup
- II
- HS Code
- 29161290 · 29161290
- Storage Class
- 6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- Hazard Classifications
- 3 DermalAcute · Acute Tox. 3 DermalAcute Tox. 4 OralAquatic Acute 1Aquatic Chronic 3Eye Dam. 1Skin Corr. 1BSkin Sens. 1
- Hazardous Substances Data
- 818 · 818-61-1(Hazardous Substances Data)
- REACH Registrations
- Active
Safety & regulation
Safety data
- F
- 8
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- AT1750000
- ridadr
- UN 2927 6.1/PG 2
- hs_code
- 29161290
- risk_code
- 24-34-43-50-20/22-22
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS06,GHS09
- hazard_code
- T,N
- safety_code
- 26-36/39-45-61-36/37/39
- hazard_class
- 8
- Storage Class
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- packing_group
- II
- Hazard statements
- H302-H311-H314-H317-H410
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 3 DermalAcute Tox. 4 OralAquatic Acute 1Aquatic Chronic 3Eye Dam. 1Skin Corr. 1BSkin Sens. 1
- Precautionary statements
- P261-P273-P280-P301+P312-P303+P361+P353-P305+P351+P338
- Hazardous Substances Data
- 818-61-1(Hazardous Substances Data)
Chemistry & industry
Applications
Description2-Hydroxyethyl acrylate (HEA) forms homopolymers and copolymers. HEA is used mainly either as a co-monomer in the manufacture of polymers or as a chemical reactant in the manufacture of chemical intermediates. In the manufacture of polymers, HEA can be co-polymerized with acrylic acid, acrylates, methacrylates, vinyl acetate, vinyl chloride, vinylidene chloride, styrene, butadiene, and the like. Co-reactants with HEA include aromatic and aliphatic isocyanates, anhydrides, and epoxides. The polymers and chemical intermediates made with HEA find applications in automotive top coatings, architectural coatings, photocure resins, and adhesives. Globally about half of the HEA produced is used in the production of acrylic enamels for the automotive industry, where a clear topcoat is applied to a pigmented base coat to increase corrosion protection and durability.
UsesAs a reactive monomer 2-Hydroxyethyl acrylate is used as a crosslinking agent for resins, plastics and rubber modifiers. Further, it is used in the synthesis of amphilic block copolymers by nitroxide mediated living radical polymerization. In addition to this, it is used to prepare tuned poly(hydroxyethyl acrylate) by atom transfer radical polymerization.
Uses2-Hydroxyethyl acrylate is an acrylic monomer for use in UV inks, adhesives, lacquers, artificial nails, etc.
General DescriptionA clear colorless liquid. Less dense than water. Vapors heavier than air. Corrosive to tissue. Flash point 120°F. May polymerize exothermically if heated or contaminated. If the polymerization takes place inside a container, the container may rupture violently. Used to make plastics.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Additional notes
DefinitionChEBI: 2-Hydroxyethyl acrylate is a functional monomer for the manufacture of thermosetting acrylic resins.
Related reactions
Compound notes
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