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Merck

M27301

Methyl acrylate

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

Synonym(s):

Methylacrylate

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About This Item

Linear Formula:
CH2=CHCOOCH3
CAS Number:
96-33-3
Molecular Weight:
86.09
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24896758
EC Number:
202-500-6
Beilstein/REAXYS Number:
605396
MDL number:
MFCD00008627

Key Documents

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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

200

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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
GHS02,GHS06

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

Storage Class

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Class I Designated Chemical Substances

prtr

Group 4: Flammable liquids + Type 1 petroleums + Hazardous rank II + Water insoluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

M27301-250ML:4548173950204 + M27301-18L:4548173950181 + M27301-5ML:4548173950228 + M27301-1L:4548173950198 + M27301-2L:4548173950211 + M27301-BULK: + M27301-VAR: + M27301-2.5L:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
STBK6679
STBK3912
MKCN9273
MKCN9050
MKCN9049

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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)
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)
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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