426016

4,4,4-Trifluoro-1-(2-furyl)-1,3-butanedione

99%

• Empirical Formula (Hill Notation): C₈H₅F₃O₃
• CAS Number: 326-90-9
• Molecular Weight: 206.12
• EC Number: 206-315-1
• MDL number: MFCD00020935
• UNSPSC Code: 12352100
• PubChem Substance ID: 24866679
• NACRES: NA.22

Properties

• Assay: 99%
• form: liquid
• refractive index: n20/D 1.528 (lit.)
• bp: 203 °C (lit.)
• mp: 19-21 °C (lit.)
• density: 1.391 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: FC(F)(F)C(=O)CC(=O)c1ccco1
• InChI: 1S/C8H5F3O3/c9-8(10,11)7(13)4-5(12)6-2-1-3-14-6/h1-3H,4H2
• InChI key: OWLPCALGCHDBCN-UHFFFAOYSA-N

Description

General description

4,4,4-Trifluoro-1-(2-furyl)-1,3-butanedione (furoyltrifluoroacetone, FTFA) is a β-diketone. Its cytotoxic activity against human cultured tumor and normal cells has been evaluated. Reports suggest that 4,4,4-trifluoro-1-(2-furyl)-1,3-butanedione partially inhibits the oxidation of ferrocyanide in ETP (electron transport particles) isolated from beef heart mitochondria. Its reaction with N,N,N′,N′-tetramethylalkyl diamines to form ionic adducts has been investigated. The conformational analysis of the enol and keto form of FTFA has been reported.

Application

4,4,4-Trifluoro-1-(2-furyl)-1,3-butanedione (tfa) may be used in the following studies:

• As capping ligand in the synthesis of [Eu(tfa)₃]₂bpm complexes (bpm=2,2′-bipyrimidine).
• As reagent in the multistep synthesis of [¹³CD₂]benzylamine.
• As reagent in the synthesis of 3-trifluoromethyl-2-arylcarbonylquinoxaline 1,4-di-N-oxide derivatives by reacting with corresponding benzofurazan oxides.
• In the efficient syntheses of perfluoroalkyl substituted azoles.
• Synthesis of 2-arylcarbonyl-3-trifluoromethylquinoxaline 1,4-di-N-oxide derivatives.

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 188.6 °F - closed cup
• Flash Point(C): 87 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves