Ethyl methacrylate

Ethyl methacrylate is the organic compound with the formula C₂H₅O₂CC(CH₃)=CH₂. A colorless liquid, it is a common monomer for the preparation of acrylate polymers.^[1] It is typically polymerized under free-radical conditions.^[2]

Ethyl methacrylate

Names
Preferred IUPAC name Ethyl 2-methylprop-2-enoate
Other names Ethyl 2-methylpropenoate, Acryester E, Acryester BMA
Identifiers
CAS Number	97-63-2
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL3182984
ChemSpider	7066
ECHA InfoCard	100.002.362
EC Number	202-597-5
PubChem CID	7343
RTECS number	OZ4550000
UNII	80F70CLT4O
UN number	2277
CompTox Dashboard (EPA)	DTXSID1025308
InChI InChI=1S/C6H10O2/c1-4-8-6(7)5(2)3/h2,4H2,1,3H3 Key: SUPCQIBBMFXVTL-UHFFFAOYSA-N
SMILES CCOC(=O)C(=C)C
Properties
Chemical formula	C6H10O2
Molar mass	114.144 g·mol−1
Appearance	Colorless liquid
Density	0.9135 g/cm3
Boiling point	117 °C (243 °F; 390 K)
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H225, H315, H317, H319, H335
Precautionary statements	P210, P233, P240, P241, P242, P243, P261, P264, P271, P272, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501
NFPA 704 (fire diamond)	2 3 2
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Ethyl methacrylate was first obtained by treating ethyl 2-hydroxyisobutyrate with phosphorus pentachloride in a dehydration reaction.^[3]

Environmental issues and health hazards

The related methyl and butyl methacrylates have respective acute LD₅₀s of 10 and 20 g/kg (oral, rat);^[1] a linear extrapolation suggests that ethyl methacrylate would have an LD₅₀ of approximately 13 g/kg.

Acrylate esters irritate the eyes and can cause blindness.^[1]

See also

• Methyl methacrylate
• Butyl methacrylate