1-(1-benzofuran-2-yl)-2-bromoethan-1-one

• ChemBase ID: 22194
• Molecular Formular: C10H7BrO2
• Molecular Mass: 239.06538
• Monoisotopic Mass: 237.96294146
• SMILES: c1ccc2c(c1)cc(o2)C(=O)CBr
• Canonical SMILES: BrCC(=O)c1cc2c(o1)cccc2
• InChI: InChI=1S/C10H7BrO2/c11-6-8(12)10-5-7-3-1-2-4-9(7)13-10/h1-5H,6H2
• InChIKey: NVRNCBWTEDOAQA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(1-benzofuran-2-yl)-2-bromoethan-1-one
• IUPAC Traditional name: 1-(1-benzofuran-2-yl)-2-bromoethanone
• Synonyms: 2-(2-Bromoacetyl)benzo[b]furan; 1-(1-Benzofuran-2-yl)-2-bromoethan-1-one; 1-(Benzo[b]furan-2-yl)-2-bromoethan-1-one; 1-(1-Benzofuran-2-yl)-2-bromoethan-1-one; 1-(1-Benzofuran-2-yl)-2-bromoethanone; 1-(2-Benzofuryl)-2-bromo-1-ethanone; 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; 2-(Bromoacetyl)benzofuran; 1-Benzofuran-2-yl-2-bromo-ethanone; 2-(溴乙酰基)苯并呋喃

Database IDs

• CAS Number: 23489-36-3
• MDL Number: MFCD00176644
• PubChem SID: 160985501
• PubChem CID: 2735451

CALCULATED PROPERTIES

• Acid pKa: 13.643882
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.332857
• LogD (pH = 7.4): 2.3328567
• Log P: 2.332857
• Molar Refractivity: 52.9161 cm^3
• Polarizability: 21.11348 Å^3
• Polar Surface Area: 30.21 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 166 - 168°C; 86-90 °C; 86-90°C
• Hydrophobicity(logP): 2.394

Safety Information

• Storage Warning: Corrosive; IRRITANT
• European Hazard Symbols: Corrosive (C)
• UN Number: 3261
• German water hazard class: 2
• Hazard Class: 8
• Packing Group: 3
• Risk Statements: 22-34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: false
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• RID/ADR: UN 3261 8/PG 3

Product Information

• Purity: 90%; 95%; 97%
• Empirical Formula (Hill Notation): C10H7BrO2

DETAILS

Sigma Aldrich - 715670

Packaging
1 g in glass bottle
Application
Reactant for:
• Eschenmoser coupling reaction1
• Preparation of β-oxo sulfones as substrates for stereoselective Michael addition/cross-benzoin cascade reactions2
• Preparation of thienylpyrazole-based thiazoles and pyrazolines as antimicrobial, antioxidant, anti-inflammatory, and analgesic agents3
• Preparation of isatin-(benzofuryl-thiazolyl)-hydrazones by cyclocondensation with isatin-thiosemicarbazones under microwave irradiation as antimicrobial agents4
• Synthesis of 2-naphthyl ethers as a protective agent against DNA damage induced by bleomycin-iron5
• Asymmetric synthesis of β-dialkylamino alcohols by Ru-catalyzed transfer hydrogenation of α-dialkylamino ketones6