3,3-dibromo-1,1,1-trifluoropropan-2-one

• ChemBase ID: 8698
• Molecular Formular: C3HBr2F3O
• Molecular Mass: 269.8426496
• Monoisotopic Mass: 267.83462331
• SMILES: C(Br)(Br)C(=O)C(F)(F)F
• Canonical SMILES: BrC(C(=O)C(F)(F)F)Br
• InChI: InChI=1S/C3HBr2F3O/c4-2(5)1(9)3(6,7)8/h2H
• InChIKey: HEPPAPZASXFWTB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,3-dibromo-1,1,1-trifluoropropan-2-one
• IUPAC Traditional name: 3,3-dibromo-1,1,1-trifluoropropan-2-one
• Synonyms: 1,1-Dibromo-3,3,3-trifluoroacetone; 3,3-Dibromo-1,1,1-trifluoro-2-propanone; 1,1,1-Trifluoro-3,3-dibromoacetone; 3,3-Dibromo-1,1,1-trifluoropropan-2-one; 3,3-dibromo-1,1,1-trifluoropropan-2-one; 1,1-Dibromo-3,3,3-trifluoroacetone; 1,1-Dibromo-3,3,3-trifluoropropan-2-one; 1,1-Dibromo-3,3,3-trifluoroacetone 97%; 1,1-二溴-3,3,3-三氟丙酮

Database IDs

• CAS Number: 431-67-4
• MDL Number: MFCD00041362
• Beilstein Number: 636645
• PubChem SID: 160972005
• PubChem CID: 550523

CALCULATED PROPERTIES

• Acid pKa: 9.253551
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.1860173
• LogD (pH = 7.4): 2.1800597
• Log P: 2.1860938
• Molar Refractivity: 32.814 cm^3
• Polarizability: 12.734041 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Light-Orange Liquid
• Boiling Point: 111-113°C; 111-113°C
• Flash Point: none°C
• Refractive Index: 1.4297; 1.4305
• Hydrophobicity(logP): 1.807

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Corrosive; KEEP COLD, LACHRYMATOR, TOXIC
• European Hazard Symbols: Corrosive (C)
• UN Number: UN3265
• Hazard Class: 8
• Packing Group: III
• Risk Statements: 34
• Safety Statements: 20-26-36/37/39-45-60
• TSCA Listed: false; 否
• GHS Pictograms: GHS05
• GHS Hazard statements: H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A

Product Information

• Purity: 95%; 95+%; 97%

DETAILS

MP Biomedicals - 05202633

MP Biomedicals Rare Chemical collection

Apollo Scientific Ltd - PC2326

Treatment with sodium acetate readily forms trifluoropyruvaldehyde hydrate, a versatile intermediatesee: J. Org. Chem., 58, 4033 (1993).

Toronto Research Chemicals - D426150

Used in synthesis of 3,4-disubstituted pyrazole analogues as anti-tumor CDK inhibitors.

REFERENCES

• Fry, D., et al.: Mol. Cancer Ther., 3, 1427 (2004)
• Benson, C., et al.: Br. J. Cancer., 92, 7 (2004)
• Toogood, P., et al.: J. Med. Chem., 48, 2388 (2004)
• Huang, S., et al.: Bioorg. Med. Chem. Lett., 17, 1243 (2004)
• In the presence of aqueous NaOAc, readily forms trifluoropyruvaldehyde hydrate, which is a useful intermediate, e.g. in the synthesis of a fused pyrazine derivative: J. Org. Chem., 58, 4033 (1993).