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554065

Sigma-Aldrich

Ethyl α-bromophenylacetate

97%

Synonym(s):

α-Bromobenzeneacetic acid ethyl ester, α-Bromophenylacetic acid ethyl ester, 2-Bromo-2-phenylacetic acid ethyl ester, Ethyl (±)-α-bromobenzeneacetate, Ethyl 2-bromo-2-phenylacetate, Ethyl 2-bromophenylacetate

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About This Item

Linear Formula:
C6H5CHBrCOOCH2CH3
CAS Number:
Molecular Weight:
243.10
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

refractive index

n20/D >1.5390 (lit.)

bp

89-92 °C/0.9 mmHg (lit.)

density

1.389 g/mL at 25 °C (lit.)

functional group

bromo
ester
phenyl

SMILES string

CCOC(=O)C(Br)c1ccccc1

InChI

1S/C10H11BrO2/c1-2-13-10(12)9(11)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3

InChI key

BKTKLDMYHTUESO-UHFFFAOYSA-N

Related Categories

Application

Ethyl α-bromophenylacetate (EBPA) may be used to synthesize α-ethoxycarbonyl-N,α-diphenylnitrone.
EBPA may be used as an initiator for the following:
  • polymerization of dimethyl(methacryloyloxymethyl) phosphonate
  • polymerization of methyl methacrylate (MMA)
  • polymerization of trimethylolpropane triacrylate(TMPTA)

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Control of a living radical polymerization of methacrylates by light.
Brett P Fors et al.
Angewandte Chemie (International ed. in English), 51(35), 8850-8853 (2012-07-19)
Wei Jiang et al.
Journal of colloid and interface science, 521, 62-68 (2018-03-20)
Atom transfer radical polymerization (ATRP) has been considered to be an efficient strategy for constructing functional macromolecules owing to its simple operation and versatile monomers, and thus it is of great significance to develop ideal catalysts with higher activity and
Atom transfer radical polymerization of dimethyl (methacryloyloxymethyl) phosphonate.
Mukumoto K, et al.
European Polymer Journal, 56, 11-16 (2014)
"A dinuclear gold (I) complex as a novel photoredox catalyst for light-induced atom transfer radical polymerization"
Nzulu F, et al.
Polym. Chem., 6(25), 4605-4611 (2015)
Mingqiang Ding et al.
Macromolecular rapid communications, 36(6), 538-546 (2015-02-05)
A concept based on diffusion-regulated phase-transfer catalysis (DRPTC) in an aqueous-organic biphasic system with copper-mediated initiators for continuous activator regeneration is successfully developed for atom transfer radical polymerization (ICAR ATRP) (termed DRPTC-based ICAR ATRP here), using methyl methacrylate (MMA) as

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