2-hydroxyethyl methacrylate

Also known as HEMA, 1,2-Ethanediol mono(2-methyl)-2-propenoate, 2-Hydroxyethyl 2-methylacrylate, beta-Hydroxyethyl methacrylate, Glycol monomethacrylate, Glycol methacrylate, Ethylene glycol monomethacrylate, Ethylene glycol methacrylate

Hydroxyethylmethacrylate (also known as glycol methacrylate) is the organic compound with the chemical formula . It is a colorless viscous liquid that readily polymerizes, i.e. it is a monomer that is used to make various polymers.

Chemical data

Formula: C6H10O3
Molecular weight: 130.14 g/mol
IUPAC name: 2-hydroxyethyl 2-methylprop-2-enoate
SMILES: CC(=C)C(=O)OCCO
InChIKey: WOBHKFSMXKNTIM-UHFFFAOYSA-N
XLogP: 0.5
Polar surface area: 46.5 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of: methacrylate
Has part: hydrogen
Mass: 130.063

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chemical formula: C₆H₁₀O₃
canonical SMILES: CC(=C)C(=O)OCCO
melting point: -12
Commons category: Hydroxyethyl methacrylate

Sources (3)

via Wikidata · CC0

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Encyclopedic overview

9 sections

Contents

Synthesis
Properties
Applications
Contact lenses
Use in 3D printing
Cosmetics
Other
Hazards
References

==Synthesis== Hydroxyethylmethacrylate was first synthesized around 1925. Common methods of synthesis are: reaction of methacrylic acid with ethylene oxide:

Excerpted from Wikipedia’s “2-hydroxyethyl methacrylate” article, available under the CC BY-SA 4.0 licence.