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365270

Sigma-Aldrich

Methyl α-bromophenylacetate

97%

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Linear Formula:
C6H5CH(Br)CO2CH3
CAS Number:
Molecular Weight:
229.07
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.553 (lit.)

bp

113 °C/3 mmHg (lit.)

density

1.455 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

COC(=O)C(Br)c1ccccc1

InChI

1S/C9H9BrO2/c1-12-9(11)8(10)7-5-3-2-4-6-7/h2-6,8H,1H3

InChI key

NHFBYYMNJUMVOT-UHFFFAOYSA-N

Related Categories

General description

Methyl α-bromophenylacetate is an ester. Palladium catalyzed homocoupling reaction of methyl α-bromophenylacetate with 3,5-dimethyl phenyl boronic acid is reported.

Application

Methyl α-bromophenylacetate may be used as initiator during ESR study of atom transfer radical polymerization (ATRP) of methyl methacrylate (MMA) and ethylene glycol dimethacrylate (EGDMA). It may be used as reagent in the homopolymerization of MMA in supercritical carbon dioxide.

pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

wgk_germany

WGK 3

flash_point_f

235.4 °F

flash_point_c

113 °C

ppe

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


Certificates of Analysis (COA)

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ESR study on diffusion-controlled atom transfer radical polymerization of methyl methacrylate and ethylene glycol dimethacrylate.
Wang AR and Zhu S.
Macromolecules, 35(27), 9926-9933 (2002)
Atom transfer radical polymerization of MMA with a macromolecular ligand in a fluorinated solvent and in supercritical carbon dioxide.
Grignard B, et al.
Eur. Polymer J., 44(3), 861-871 (2008)
A novel palladium-catalyzed homocoupling reaction initiated by transmetallation of palladium enolates.
Lei A and Zhang X.
Tetrahedron Letters, 43(14), 2525-2528 (2002)

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