Thenoyltrifluoroacetone
- Product Name
- Thenoyltrifluoroacetone
- CAS No.
- 326-91-0
- Chemical Name
- Thenoyltrifluoroacetone
- Synonyms
- 2-THENOYLTRIFLUOROACETONE;TTFA;4,4,4-TRIFLUORO-1-(THIOPHEN-2-YL)BUTANE-1,3-DIONE;2-Theonyltrifluoroacetone;2-(4,4,4-TRIFLUOROACETOACETYL)THIOPHENE;4,4,4-TRIFLUORO-1-(2-THIENYL)-1,3-BUTANEDIONE;2-ThenoyL;AKOS B010015;AKOS MSC-0329;TTA (extractant)
- CBNumber
- CB3219722
- Molecular Formula
- C8H5F3O2S
- Formula Weight
- 222.18
- MOL File
- 326-91-0.mol
Thenoyltrifluoroacetone Property
- Melting point:
- 40-44 °C(lit.)
- Boiling point:
- 96-98 °C8 mm Hg(lit.)
- Density
- 1.4373 (estimate)
- Flash point:
- 233 °F
- storage temp.
- 2-8°C
- solubility
- sparingly soluble in water, readily soluble in organic solvents. Distribution ratio between acidic water and benzene is about 40. In alkaline aqueous medium it exists in the enolate form, this being relatively more soluble in water. The equilibrium distribution ratio between benzene and alkaline aqueous medium (about pH 8) is about 1. In alkaline aqueous medium of pH > 9 TTA decomposes to trifluoroacetone and acetylthiophen.
- pka
- 5.60±0.23(Predicted)
- form
- Crystalline Powder, Crystals and/or Chunks
- color
- Light yellow or beige to brown
- Odor
- Odorless
- Water Solubility
- INSOLUBLE
- BRN
- 168645
- Stability:
- Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month.
- InChIKey
- TXBBUSUXYMIVOS-UHFFFAOYSA-N
- CAS DataBase Reference
- 326-91-0(CAS DataBase Reference)
- NIST Chemistry Reference
- 1,3-Butanedione, 4,4,4-trifluoro-1-(2-thienyl)-(326-91-0)
- EPA Substance Registry System
- 1,3-Butanedione, 4,4,4-trifluoro-1-(2-thienyl)- (326-91-0)
Safety
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-22
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- F
- 10-23
- TSCA
- T
- HazardClass
- IRRITANT
- HS Code
- 29349990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- T27006
- Product name
- 2-Thenoyltrifluoroacetone
- Purity
- 99%
- Packaging
- 25g
- Price
- $74.8
- Updated
- 2024/03/01
- Product number
- 88300
- Product name
- 2-Thenoyltrifluoroacetone
- Purity
- for spectrophotometric det. of metal ions, ≥99.0%
- Packaging
- 5g
- Price
- $48.1
- Updated
- 2022/05/15
- Product number
- T0438
- Product name
- 4,4,4-Trifluoro-1-(2-thienyl)-1,3-butanedione
- Purity
- >98.0%(GC)
- Packaging
- 25g
- Price
- $23
- Updated
- 2024/03/01
- Product number
- T0438
- Product name
- 4,4,4-Trifluoro-1-(2-thienyl)-1,3-butanedione
- Purity
- >98.0%(GC)
- Packaging
- 500g
- Price
- $398
- Updated
- 2024/03/01
- Product number
- A10808
- Product name
- 1-(2-Thenoyl)-3,3,3-trifluoroacetone, 99% (dry wt.) may cont. up to ca 2% water
- Packaging
- 25g
- Price
- $82.1
- Updated
- 2024/03/01
Thenoyltrifluoroacetone Chemical Properties,Usage,Production
Description
TTFA?(326-91-0) blocks the respiratory chain complex II causing inhibition of mitochondrial respiration.? Respiratory chain complex II inhibition is caused via binding of TTFA to two ubiquinone binding sites, Qp and Qd.1?Inhibition of Complex II by TFA has been shown to cause a delay in overall cell cycle progression leading to oxidative stress.2,3?TTFA also was found to inhibit porcine liver carboxylesterase (IC50?= 0.54 μM).4
Chemical Properties
light yellow to beige to brown crystalline powder,
Uses
2-Thenoyltrifluoroacetone is an inhibitor of respiration in animals and bacteria. TTFA binds at the quinone reduction site of succinate ubiquinone oxidoreductase.
Uses
Thenoyltrifluoroacetone is one of the most proved extracting agents in solventextraction analysis. It is equally suitable for the separation and selective enrichment of metal ions.
2-Thenoyltrifluoroacetone (TTFA) is an inhibitor of respiration in animals and bacteria. In animals, TTFA binds at the quinone reduction site of succinate:ubiquinone oxidoreductase (SQR; Complex II), preventing ubiquinone from binding. It inhibits NADH fumarate reductase in bacteria. TTFA also inhibits photosystem II in plants and NADH-ubiquinone oxidoreductase of the virus Vibrio cholerae, decreasing cholera toxin production. This compound is also a chelator of metals, including lanthanum, zirconium, hafnium, and neodymium. Reagent for the determination of actinides and lanthanides.
2-Thenoyltrifluoroacetone is used for the extractive spectrophotometric determination of ruthenium at ph 4.0 (acetate buffer).
Thenoyltrifluoroacetone has also been used as an alternative β-diketone for in-house assay development since NTA was not, until recently, commercially available.
Purification Methods
Crystallise the dione from hexane or *benzene. (Anaqueous solutions slowly decompose it). It has 1638(C=O), 1657(C=C)cm-1 . The oxime crystallises from H2O or aqueous EtOH. It is used for the determination of Actinides and Lanthanides. [Chaston et al. Aust J Chem 18 673 1956, Jeffrey et al. In Vogel’s Textbook of Qunatitative Chemical Analysis 5thedn J Wiley & Sons, p170 1989, Beilstein 17 III/IV 5989, 17/11 V 128.]
References
1) Sun?et al.?(2005),?Crystal Structure of Mitochondrial Respiratory Membrane Protein Complex II; Cell?121?1043 2) Byon?et al.?(2008),?Mitochondrial dysfunction by complex II inhibition delays overall cell cycle progression via reactive oxygen species production; J. Cell Biochem.?104?1747 3) Siebels and Dr?se (2013),?Q-site inhibitor induced ROS production of mitochondrial complex II is attenuated by TCA cycle dicarboxylates; Biochim. Biophys. Acta?1827?1156 4) Zhang and Fariss (2002),?Thenoyltrifluoroacetone, a potent inhibitor of carboxylesterase activity; Biochem. Pharmacol.?63?751
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View Lastest Price from Thenoyltrifluoroacetone manufacturers
- Product
- Thenoyltrifluoroacetone 326-91-0
- Price
- US $9.00-0.90/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-tons, free sample is available
- Release date
- 2024-01-23
- Product
- Thenoyltrifluoroacetone 326-91-0
- Price
- US $60.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 100 tons
- Release date
- 2022-10-09
- Product
- Thenoyltrifluoroacetone 326-91-0
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 30tons/month
- Release date
- 2023-02-06