ChemicalBook > CAS DataBase List > Thenoyltrifluoroacetone

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
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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)
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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
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T27006
Product name
2-Thenoyltrifluoroacetone
Purity
99%
Packaging
25g
Price
$74.8
Updated
2024/03/01
Sigma-Aldrich
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
TCI Chemical
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
TCI Chemical
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
Alfa Aesar
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
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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

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.

Uses

2-Thenoyltrifluoroacetone is an inhibitor of respiration in animals and bacteria. TTFA binds at the quinone reduction site of succinate ubiquinone oxidoreductase.

reaction suitability

reagent type: derivatization reagent
reaction type: Acylations

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

Thenoyltrifluoroacetone Preparation Products And Raw materials

Raw materials

Preparation Products

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Thenoyltrifluoroacetone Suppliers

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View Lastest Price from Thenoyltrifluoroacetone manufacturers

Hebei Mujin Biotechnology Co.,Ltd
Product
Thenoyltrifluoroacetone 326-91-0
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-09-08
WUHAN FORTUNA CHEMICAL CO., LTD
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
Hebei Weibang Biotechnology Co., Ltd
Product
Thenoyltrifluoroacetone 326-91-0
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-12-09

326-91-0, ThenoyltrifluoroacetoneRelated Search:

1,1,1-Trifluoro-2,4-pentanedione 1,1,1-Trifluoroacetone 4-Methoxyphenylacetone Benzoyl peroxide SULFURYL FLUORIDE Fluoroacetone Thiophene 4,4,4-TRIFLUORO-1-(5-METHYL-THIOPHEN-2-YL)-BUTANE-1,3-DIONE 1-(5-CHLORO-THIOPHEN-2-YL)-4,4,4-TRIFLUORO-BUTANE-1,3-DIONE Thenoyltrifluoroacetone 2-({[4-cyclopropyl-6-(methylthio)-1,3,5-triazin-2-yl]amino}methylidene)-4,4,4-trifluoro-1-(2-thienyl)butane-1,3-dione 4,4,4-TRIFLUORO-2-[(4-FLUOROANILINO)METHYLIDENE]-1-(2-THIENYL)BUTANE-1,3-DIONE 4,4,4-TRIFLUORO-2-(([4-METHYL-6-(METHYLTHIO)-1,3,5-TRIAZIN-2-YL]AMINO)METHYLIDENE)-1-(2-THIENYL)BUTANE-1,3-DIONE 1-(5-ETHYL-THIOPHEN-2-YL)-4,4,4-TRIFLUORO-BUTANE-1,3-DIONE 2-[(2-CHLOROANILINO)METHYLIDENE]-4,4,4-TRIFLUORO-1-(2-THIENYL)BUTANE-1,3-DIONE 2-(([4-(DIMETHYLAMINO)-6-(METHYLTHIO)-1,3,5-TRIAZIN-2-YL]AMINO)METHYLIDENE)-4,4,4-TRIFLUORO-1-(2-THIENYL)BUTANE-1,3-DIONE 2-([3,5-DI(TRIFLUOROMETHYL)ANILINO]METHYLIDENE)-4,4,4-TRIFLUORO-1-(2-THIENYL)BUTANE-1,3-DIONE 4,4,4-trifluoro-2-({[1-methyl-1-(4-methylphenyl)-1-oxo-lambda~6~-sulphanylidene]amino}methylidene)-1-(2-thienyl)butane-1,3-dione

  • 2-THENOYLTRIFLUOROACETONE (TTA)
  • Theonyltrifluoroacetone
  • 2-Thenoyltrifluoroacetone 99%
  • 2-Thenoyltrifluoroacetone99%
  • 1-(2-THENOYL-3 3 3-TRIFLUOROACETONE 99%
  • 1-(2-THENOYL)-3 3 3-TRIFUOROACETONE &
  • 2-ThenoylTriFluoroacetoneGr
  • 4,4,4-Trifluoro-1-(2-thienyl)-1,3-Butanedion
  • 2-Thenoyltrifluoroacetone,99%(TTA)
  • 1,3-Butanedione, 4,4,4-trifluoro-1-(2-thienyl)-
  • 1-Thien-2-yl-4,4,4-trifluorobutane-1,3-dione
  • 3(2-THENOYL)-1,1,1-TRIFLUOROACETONE extrapure AR
  • 1-(2-Thienyl)-4,4,4-trifluoro-1,3-butanedione
  • 1-(2-Thenoyl)-3,3,3-trifluoroacetone, 99% (dry wt.), may cont. up to ca 2% water
  • Thenoyltrifluoroacetone,99%
  • Thenoyltrifluoroacet
  • 2-thenoyltriflouroacetone
  • 2-Thenoyltrifluoroacetone,4,4,4-Trifluoro-1-(2-thienyl)-1,3-butanedione
  • 3,3,3-Trifluoro 1-(2-Thenoyl) Acetone
  • 2-(3-Oxo-4,4,4-trifluorobutanoyl)thiophene, 2,4-Dioxo-4-(thien-2-yl)-1,1,1-trifluorobutane
  • Thenoyltrifluoroacetone, 99% 25GR
  • 2 - thiophene series of three fluorine acetone
  • TTA (extractant)
  • 1,1,1-trifluoro-3-(thiophene-2-carbonyl)pentane-2,4-dione
  • 2-Thenoyltrifluoroacetone,98%
  • 2-Thenoyltrifluoroacetone, 99% dry weight, may contain up to 2% water
  • Thenoylthree fluorineacetone
  • 1-(2'-THENOYL)-3,3,3-TRIFLUOROACETONE
  • 1-(2-THENOYL)-3,3,3-TRIFLUOROACETONE
  • AKOS B010015
  • AKOS MSC-0329
  • 4,4-TRIFLUORO-1-(2-THIENYL)-1,3-BUTANEDIONE
  • 4,4,4-TRIFLUORO-1-THIEN-2-YLBUTANE-1,3-DIONE
  • 4,4,4-TRIFLUORO-1-(THIOPHEN-2-YL)BUTANE-1,3-DIONE
  • 4,4,4-TRIFLUORO-1-(2-THIENYL)-1,3-BUTANEDIONE
  • 4,4,4-TRIFLUORO-1-(2-THIENYL)BUTANE-1,3-DIONE
  • THENOYLTRIFLUOROACETONE
  • TIMTEC-BB SBB003341
  • 1,1,1-TRIFLUORO-3-(2'-THENOYL)ACETONE
  • 2-(4,4,4-TRIFLUOROACETOACETYL)THIOPHENE
  • 2-THENOYLTRIFLUOROACETONE
  • TTFA
  • 2-ThenoyL
  • 1,1,1-trifluoro-5-thiophen-2-ylpentane-2,4-dione
  • 1-(Thenoyl-(2'))-3,3,3-trifluoroacetone
  • 1,1,1-trifluoro-3-(2-theonyl)acetone
  • 1-Thenoyl-3,3,3-trifluoroacetone
  • 1-theonyl-3,3,3-trifluoroacetone
  • 3-Butanedione,4,4,4-trifluoro-1-(2-thienyl)-1
  • 4,4,4-trifluoro-1-(2-thienyl)-3-butanedione
  • alpha-Thenoyltrifluoroacetone
  • perfluoroacetyl-(2-theonyl)methane
  • 1-Thienyl-4,4,4-trifluoro-1,3-butanedione
  • 2-TENOYL-TRIFLUOROACETONE
  • FTA~Furoyltrifluoroacetone~1-(2-Furyl)-4,4,4-trifluoro-1,3-butanedione
  • 4,4,4-Trifluoro-1-(2-thienyl)-1,3-butanedione &gt
  • 2-Theonyltrifluoroacetone
  • Thenoyltrifluoroacetone USP/EP/BP