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Merck
CN

302546

Methyl 2-(bromomethyl)acrylate

97%

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About This Item

Linear Formula:
H2C=C(CH2Br)CO2CH3
CAS Number:
Molecular Weight:
179.01
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1852481
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assay

97%

refractive index

n20/D 1.490 (lit.)

bp

35-37 °C/1.3 mmHg (lit.)

density

1.489 g/mL at 25 °C (lit.)

storage temp.

−20°C

SMILES string

COC(=O)C(=C)CBr

InChI

1S/C5H7BrO2/c1-4(3-6)5(7)8-2/h1,3H2,2H3

InChI key

CFTUQSLVERGMHL-UHFFFAOYSA-N

Application

Methyl (2-bromomethyl)acrylate (MBrMA) may be used as chain transfer agents in the emulsion polymerization of methyl methacrylate (MMA) and styrene. MBrMA can undergo nucleophilic substitution of carboxylic acid to form methyl 2-(acyloxymethyl)acrylates.


pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

172.4 °F - closed cup

flash_point_c

78 °C - closed cup

ppe

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



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Mukund P Sibi et al.
Tetrahedron, asymmetry, 17(4), 516-519 (2006-06-27)
We have investigated the effect of nitrogen protecting groups in radical addition trapping experiments leading to beta(2)-amino acids. Of the three N-protecting groups examined, the phthalimido group was optimal with respect to both yields and enantioselectivity. Additionally, radical additions to
Bunichiro Yamada, Shuzo Aoki, Radical polymerization and copolymerization of methyl 2-(acyloxymethyl)acrylate as hindered 2-substituted acrylate
Kobatake S, et al.
Polymer, 36(2), 413-419 (1995)
Use of methyl 2-(bromomethyl) acrylate as a chain-transfer agent to yield functionalized macromonomers via conventional and living radical polymerizations.
Bon, SAF, et al.
Macromolecules, 33(16), 5819-5824 (2000)



Global Trade Item Number

SKUGTIN
302546-5G04061837404979
302546-1G04061837404962