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M27301

Sigma-Aldrich

Methyl acrylate

99%, contains ≤100 ppm monomethyl ether hydroquinone as inhibitor

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Synonym(s):
Methylacrylate
Linear Formula:
CH2=CHCOOCH3
CAS Number:
96-33-3
Molecular Weight:
86.09
Beilstein:
605396
EC Number:
202-500-6
MDL number:
MFCD00008627
PubChem Substance ID:
24896758
NACRES:
NA.23

vapor density

3 (vs air)

Quality Level

200

vapor pressure

67.5 mmHg ( 20 °C)

Assay

99%

form

liquid

autoignition temp.

874 °F

contains

≤100 ppm monomethyl ether hydroquinone as inhibitor

expl. lim.

14.5 %

refractive index

n20/D 1.402 (lit.)

bp

80 °C (lit.)

mp

−75 °C (lit.)

density

0.956 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COC(=O)C=C

InChI

1S/C4H6O2/c1-3-4(5)6-2/h3H,1H2,2H3

InChI key

BAPJBEWLBFYGME-UHFFFAOYSA-N

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1 of 4

This Item
M55909E9706151238
Methyl acrylate 99%, contains ≤100 ppm monomethyl ether hydroquinone as inhibitor

Sigma-Aldrich

M27301

Methyl acrylate

Methyl methacrylate contains ≤30 ppm MEHQ as inhibitor, 99%

Sigma-Aldrich

M55909

Methyl methacrylate

Ethyl acrylate contains 10-20 ppm MEHQ as inhibitor, 99%

Sigma-Aldrich

E9706

Ethyl acrylate

Glycidyl methacrylate 97%, contains 100 ppm monomethyl ether hydroquinone as inhibitor

Sigma-Aldrich

151238

Glycidyl methacrylate

assay

99%

assay

99%

assay

99%

assay

97%

form

liquid

form

-

form

liquid

form

liquid

contains

≤100 ppm monomethyl ether hydroquinone as inhibitor

contains

≤30 ppm MEHQ as inhibitor

contains

10-20 ppm MEHQ as inhibitor

contains

100 ppm monomethyl ether hydroquinone as inhibitor

refractive index

n20/D 1.402 (lit.)

refractive index

n20/D 1.414 (lit.)

refractive index

n20/D 1.406 (lit.)

refractive index

n20/D 1.449 (lit.)

bp

80 °C (lit.)

bp

100 °C (lit.)

bp

99 °C (lit.)

bp

189 °C (lit.)

General description

Methyl acrylate is an acrylic monomer. It is useful in the preparation of polymers having rigid, flexible, ionic, nonionic, hydrophobic, or hydrophilic properties. Mechanism of the copolymerization of ethylene and α-olefins with methyl acrylate has been studied. Heck reaction of iodobenzene with methyl acrylate in the presence of triethylamine and sodium carbonate has been reported. The reversible addition fragmentation chain transfer (RAFT) bulk polymerization of methyl acrylate using 1-phenylethyl dithiobenzoate and 2-(2-cyanopropyl) dithiobenzoate (RAFT agents) has been studied. Reactive intermediates formed during the Heck reaction of methyl acrylate have been characterized by NMR spectroscopy.

Application

Methyl acrylate was used in the preparation of poly(methyl acrylate) elastomers. It was also used in the synthesis of α,ω-dicarboxylic acid esters.

Pictograms

FlameSkull and crossbones
GHS02,GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

27.0 °F - closed cup

Flash Point(C)

-2.8 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Rybak A and Meier MAR.
Green Chemistry, 9(12), 1356-1361 (2007)
Origin of inhibition effects in the reversible addition fragmentation chain transfer (RAFT) polymerization of methyl acrylate.
Perrier S, et al.
Macromolecules, 35(22), 8300-8306 (2002)
Effects of dispersion and aggregation of silica in the reinforcement of poly (methyl acrylate) elastomers.
Pu Z, et al.
Chemistry of Materials, 9(11), 2442-2447 (1997)
Mechanistic studies of the palladium-catalyzed copolymerization of ethylene and a-olefins with methyl acrylate.
Mecking S, et al.
Journal of the American Chemical Society, 120(5), 888-899 (1998)
Characterization of Reactive Intermediates in Palladium-Catalyzed Arylation of Methyl Acrylate (Heck Reaction).
Brown JM and Hii KKM.
Angewandte Chemie (International Edition in English), 35(6), 657-659 (1996)
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