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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:
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

Signal Word

Danger

Hazard Statements

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

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.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

365270-5G:
365270-1G:
365270-VAR:
365270-BULK:


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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