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365270

Sigma-Aldrich

Methyl α-bromophenylacetate

97%

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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

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.

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
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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