4,4,4-trifluoro-1-(thiophen-2-yl)butane-1,3-dione

• ChemBase ID: 4341
• Molecular Formular: C8H5F3O2S
• Molecular Mass: 222.1843096
• Monoisotopic Mass: 221.99623506
• SMILES: FC(F)(F)C(=O)CC(=O)c1cccs1
• Canonical SMILES: O=C(C(F)(F)F)CC(=O)c1cccs1
• InChI: InChI=1S/C8H5F3O2S/c9-8(10,11)7(13)4-5(12)6-2-1-3-14-6/h1-3H,4H2
• InChIKey: TXBBUSUXYMIVOS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,4,4-trifluoro-1-(thiophen-2-yl)butane-1,3-dione
• IUPAC Traditional name: thenoyltrifluoroacetone
• Synonyms: 1-Thienyl-4,4,4-trifluoro-1,3-butanedione; 1-(2-Thenoyl)-3,3,3-trifluoroacetone; 4,4,4-trifluoro-1-(thiophen-2-yl)butane-1,3-dione; TTA (extractant); TTB; 4,4,4-Trifluoro-1-(2-thienyl)-1,3-butanedione; 2-Thenoyltrifluoroacetone; 2-Thenoyltrifluoroacetone; 2-(3-Oxo-4,4,4-trifluorobutanoyl)thiophene; 2,4-Dioxo-4-(thien-2-yl)-1,1,1-trifluorobutane; 1-(Thien-2-yl)-4,4,4-trifluorobutane-1,3-dione; 4,4,4-Trifluoro-1[2-thienyl]-1,3-butanedione; 2-Thenoyltrifluoroacetone; .alpha.-Thenoyltrifluoroacetone; alpha-Thenoyltrifluoroacetone; Perfluoroacetyl(2-thenoyl)methane; 1-Thenoyl-3,3,3-trifluoroacetone; 1,1,1-Trifluoro-3-(2-thenoyl)acetone; TTFA; Thenoyltrifluoroacetone; 1-(2-噻吩甲酰)-3,3,3-三氟丙酮; 4,4,4-三氟-1-(2-噻吩基)-1,3-丁二酮; 2-噻吩甲酰三氟丙酮

Database IDs

• CAS Number: 326-91-0
• EC Number: 206-316-7
• MDL Number: MFCD00005445
• Beilstein Number: 168645
• PubChem SID: 24889077; 24900067; 24889078; 46504456; 160967773
• PubChem CID: 5601
• Chemspider ID: 5399
• DrugBank ID: DB04795
• Wikipedia Title: Thenoyltrifluoroacetone

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.17179
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.7888136
• LogD (pH = 7.4): 2.3684826
• Log P: 2.7979574
• Molar Refractivity: 44.2561 cm^3
• Polarizability: 16.166302 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.37
• LOG S: -3.47
• Solubility (Water): 7.52e-02 g/l

PROPERTIES

Physical Property

• Apperance: fine, slightly yellow crystals
• Melting Point: 40-44 °C; 40-44 °C(lit.); 40-44°C; 40–44 °C; 41-44°C; 42-43°C; 42-46 °C
• Boiling Point: 96-98 °C/8 mmHg(lit.); 96-98°C/8mm; 96–98 °C (8 mmHg); 96-98°C/8mm
• Flash Point: 111°C; 111°C(231°F); 112 °C; 112 °C (closed cup); 233.6 °F
• Hydrophobicity(logP): 1.46 [HANSCH,C ET AL. (1995)]

Safety Information

• Storage Condition: 0°C
• Storage Warning: Harmful/Irritant/Keep Cold; IRRITANT
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; R36/37/38
• Safety Statements: 26-36; 26-37; S26 S27 S28 S29 S30 S33 S35 S36
• TSCA Listed: true; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• Main Hazard: Xi
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P280G-P305+P351+P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (GC); ≥99.0%; ≥99.0% (GC); 97%; 98%; 99%; 99% (dry wt.) may cont. up to ca 2% water
• Grade: purum
• Quality: for spectrophotometric det. of metal ions
• Empirical Formula (Hill Notation): C8H5F3O2S

DETAILS

MP Biomedicals - 02156842

Crystalline
Yellow powder.

DrugBank - DB04795

• Drug Groups: experimental
• Description: Thenoyltrifluoroacetone is a chelating agent and inhibitor of cellular respiration. [PubChem]
• Pharmacology: Studies indicate that thenoyltrifluoroacetone is a potent inhibitor of carboxylesterase activity, in addition to its ability to inhibit mitochondrial complex II activity.
• Affected Organisms: Humans and other mammals
• References: Zhang JG, Fariss MW: Thenoyltrifluoroacetone, a potent inhibitor of carboxylesterase activity. Biochem Pharmacol. 2002 Feb 15;63(4):751-4. [Pubmed]

Sigma Aldrich - T27006

Packaging
25, 100 g in glass bottle
Application
Reagent for the determination of actinides and lanthanides.1

Sigma Aldrich - 88300

Other Notes
Reagent for the extraction and spectrophotometric determination of metals1

REFERENCES

• Zhang JG, Fariss MW: Thenoyltrifluoroacetone, a potent inhibitor of carboxylesterase activity. Biochem Pharmacol. 2002 Feb 15;63(4):751-4. Pubmed
• Chelating ligand. Reagent for Ce, Co, Cr, Cu, Fe, U, V.