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Sigma-Aldrich

Methyl α-bromophenylacetate

97%

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5 G
$63.30

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5 G
$63.30

About This Item

Linear Formula:
C6H5CH(Br)CO2CH3
CAS Number:
3042-81-7
Molecular Weight:
229.07
MDL number:
MFCD00013535
UNSPSC Code:
12352100
PubChem Substance ID:
24862500
NACRES:
NA.22
form:
liquid
assay:
97%

$63.30

In StockDetails

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Quality Level

200

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.)

functional group

bromo
ester
phenyl

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

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.[1]

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).[2] It may be used as reagent in the homopolymerization of MMA in supercritical carbon dioxide.[3]

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM4771
BCCM3259
BCCG6614
BCCB8791
BCCC0621

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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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