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

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

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

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

Henan Fengda Chemical Co., Ltd

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

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