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715670

Sigma-Aldrich

2-(Bromoacetyl)benzofuran

97%

Synonym(s):

1-(1-Benzofuran-2-yl)-2-bromoethan-1-one, 1-(1-Benzofuran-2-yl)-2-bromoethanone, 1-(2-Benzofuryl)-2-bromo-1-ethanone, 1-(Benzo[b]furan-2-yl)-2-bromoethan-1-one, 1-(Benzofuran-2-yl)-2-bromoethanone, 1-Benzo[b]furan-2-yl-2-bromoethanone, 2-(2-Bromoacetyl)benzofuran, 2-(Bromoacetyl)benzo[b]furan, 2-Benzofuranyl bromomethyl ketone, 2-Benzofuryl bromomethyl ketone

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About This Item

Empirical Formula (Hill Notation):
C10H7BrO2
CAS Number:
23489-36-3
Molecular Weight:
239.07
MDL number:
MFCD00176644
UNSPSC Code:
12352100
PubChem Substance ID:
329763345
NACRES:
NA.22

Quality Level

100

Assay

97%

form

solid

mp

86-90 °C

functional group

bromo
ketone

SMILES string

BrCC(=O)c1cc2ccccc2o1

InChI

1S/C10H7BrO2/c11-6-8(12)10-5-7-3-1-2-4-9(7)13-10/h1-5H,6H2

InChI key

NVRNCBWTEDOAQA-UHFFFAOYSA-N

Application

Reactant for:
  • Eschenmoser coupling reaction
  • Preparation of β-oxo sulfones as substrates for stereoselective Michael addition/cross-benzoin cascade reactions
  • Preparation of thienylpyrazole-based thiazoles and pyrazolines as antimicrobial, antioxidant, anti-inflammatory, and analgesic agents
  • Preparation of isatin-(benzofuryl-thiazolyl)-hydrazones by cyclocondensation with isatin-thiosemicarbazones under microwave irradiation as antimicrobial agents
  • Synthesis of 2-naphthyl ethers as a protective agent against DNA damage induced by bleomycin-iron
  • Asymmetric synthesis of β-dialkylamino alcohols by Ru-catalyzed transfer hydrogenation of α-dialkylamino ketones

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBZ7738V
MKBZ4457V
MKBP1383V
MKBC5507V
MKBC5507

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A Veeraiah
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 147, 212-224 (2015-04-05)
The vibrational and electronic properties of 2-(bromoacetyl)benzo(b)furan have been studied in the ground state using experimental techniques (FT-IR, FT-Raman and UV) and density functional theory (DFT) employing B3LYP exchange correlation with the 6-31G(d,p) basis set. The theoretically calculated optimized parameters
Justin D Smith et al.
Nature communications, 10(1), 1837-1837 (2019-04-25)
Photocatalytic polymers offer an alternative to prevailing organometallics and nanomaterials, and they may benefit from polymer-mediated catalytic and material enhancements. MPC-1, a polymer photoredox catalyst reported herein, exhibits enhanced catalytic activity arising from charge transfer states (CTSs) between its two

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