2-bromo-1-(2-fluorophenyl)ethan-1-one

• ChemBase ID: 6434
• Molecular Formular: C8H6BrFO
• Molecular Mass: 217.0350432
• Monoisotopic Mass: 215.95860503
• SMILES: c1ccc(c(c1)C(=O)CBr)F
• Canonical SMILES: BrCC(=O)c1ccccc1F
• InChI: InChI=1S/C8H6BrFO/c9-5-8(11)6-3-1-2-4-7(6)10/h1-4H,5H2
• InChIKey: QDNWNJSLWKHNTM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-bromo-1-(2-fluorophenyl)ethan-1-one
• IUPAC Traditional name: 2-bromo-1-(2-fluorophenyl)ethanone
• Synonyms: 2-Bromo-2'-fluoroacetophenone; 2-Bromo-1-(2-fluorophenyl)ethanone; 1-Bromo-2'-fluoroacetophenone; 2-Fluorophenacyl Bromide; o-Fluorophenacyl Bromide; α-Bromo-2-fluoroacetophenone; ω-Bromo-2-fluoroacetophenone; 2-Bromo-2'-fluoroacetophenone; 2-Bromo-1-(2-fluorophenyl)ethan-1-one; 2-Fluorophenacyl bromide 98%

Database IDs

• CAS Number: 655-15-2
• MDL Number: MFCD00278796
• PubChem SID: 160969741
• PubChem CID: 2737449

CALCULATED PROPERTIES

• Acid pKa: 14.691785
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.3964343
• LogD (pH = 7.4): 2.3964343
• Log P: 2.3964343
• Molar Refractivity: 44.4139 cm^3
• Polarizability: 16.623798 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethanol; Ethyl Acetate; Methanol
• Apperance: Liquid
• Melting Point: 25-27°C
• Boiling Point: 239°C; 83-85°C

Safety Information

• Storage Warning: Corrosive/Lachrymatory/Keep Cold; LACHRYMATOR, CORROSIVE
• TSCA Listed: false

Product Information

• Purity: 97%

DETAILS

Toronto Research Chemicals - B684355

A new class of acetophenone-based cinchona alkaloid-derived quaternary ammonium salts were prepared and evaluated as phase-transfer catalysts in the enantioselective alkylation of glycine imine ester.

REFERENCES

• Sheehan, S., et al.: Bioorg. Med. Chem. Lett., 17, 1765 (2007)
• Cheng, Y., et al.: J. Med. Chem., 51, 5019 (2007)