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Merck

M27301

Methyl acrylate

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

Synonyme(s) :

Methylacrylate

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About This Item

Formule linéaire :
CH2=CHCOOCH3
Numéro CAS:
Poids moléculaire :
86.09
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
EC Number:
202-500-6
Beilstein/REAXYS Number:
605396
MDL number:

Nom du produit

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

InChI key

BAPJBEWLBFYGME-UHFFFAOYSA-N

InChI

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

SMILES string

COC(=O)C=C

vapor density

3 (vs air)

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

Quality Level

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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.

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.

pictograms

FlameSkull and crossbones

signalword

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

Classe de stockage

3 - Flammable liquids

wgk

WGK 2

flash_point_f

27.0 °F - closed cup

flash_point_c

-2.8 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Consulter la Bibliothèque de documents

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)
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)
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)
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)
Rybak A and Meier MAR.
Green Chemistry, 9(12), 1356-1361 (2007)

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