2-Hydroxyethyl acrylate

HCID 13165

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

2-HYDROXYETHYL ACRYLATE818-61-1Hydroxyethyl acrylate2-Propenoic acid, 2-hydroxyethyl esterEthylene glycol monoacrylateBisomer 2HEA2-(Acryloyloxy)ethanolEthylene glycol, acrylateAcrylic acid, 2-hydroxyethyl esterDTXSID2022123Ethylene glycol, monoacrylate25GT92NY0C
Show more names
HEAHEAHEAhydroxyethylacrylate2-Hydroxyethylacrylat2-HYDROXYETHYL ACRYLATE, STAB.
beta-Hydroxyethyl acrylateDTXCID202123RefChem:6744212-454-92-hydroxyethyl prop-2-enoate2-hydroxyethylacrylateAcrylic acid 2-hydroxyethyl ester2-Hydroxyethylester kyseliny akrylove

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

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.)

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

Chemistry & industry

Applications · 4 items

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.

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
济南新晨化工有限公司15318808971 15318808971
山东利尔邦新材料有限公司15253390963 15853386234 · [email protected]

Additional notes

DefinitionChEBI: 2-Hydroxyethyl acrylate is a functional monomer for the manufacture of thermosetting acrylic resins.

Related reactions

185 records

Compound notes

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