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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
Molecular Weight:
222.18
MDL Number:
MFCD00005445
MOL File:
326-91-0.mol
MSDS File:
SDS
Last updated:2024-01-23 14:06:52

Thenoyltrifluoroacetone Properties

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)
FDA UNII MYQ9MNW7NI
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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P280g-P305+P351+P338
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-22
Safety Statements  26-36-37/39
WGK Germany  3
10-23
TSCA  T
HazardClass  IRRITANT
HS Code  29349990
NFPA 704
1
2 1

Thenoyltrifluoroacetone price More Price(49)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T27006 2-Thenoyltrifluoroacetone 99% 326-91-0 25g $74.8 2024-03-01 Buy
Sigma-Aldrich 88300 2-Thenoyltrifluoroacetone for spectrophotometric det. of metal ions, ≥99.0% 326-91-0 5g $48.1 2022-05-15 Buy
TCI Chemical T0438 4,4,4-Trifluoro-1-(2-thienyl)-1,3-butanedione >98.0%(GC) 326-91-0 25g $23 2024-03-01 Buy
TCI Chemical T0438 4,4,4-Trifluoro-1-(2-thienyl)-1,3-butanedione >98.0%(GC) 326-91-0 500g $398 2024-03-01 Buy
Alfa Aesar A10808 1-(2-Thenoyl)-3,3,3-trifluoroacetone, 99% (dry wt.) may cont. up to ca 2% water 326-91-0 25g $82.1 2024-03-01 Buy
Product number Packaging Price Buy
T27006 25g $74.8 Buy
88300 5g $48.1 Buy
T0438 25g $23 Buy
T0438 500g $398 Buy
A10808 25g $82.1 Buy

Thenoyltrifluoroacetone Chemical Properties,Uses,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.

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

615-07-6
98-03-3
527-72-0
326-91-0
76-05-1
Synthesis of Thenoyltrifluoroacetone from 1,3-Butanedione, 4,4,4-trifluoro-1-(2-thienyl)-, ion(1-), sodium (8CI,9CI)

Thenoyltrifluoroacetone Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 311)Suppliers
Supplier Tel Email Country ProdList Advantage
Fluoropharm Co., Ltd.
+8613336034509 sales@fluoropharm.com China 1290 60
Hebei Mojin Biotechnology Co., Ltd
+86-13288715578 +86-13231137666 sales@hbmojin.com China 12409 58
Henan Fengda Chemical Co., Ltd
+8613613820652 info@fdachem.com China 4685 58
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497 sales01@cooperate-pharm.com CHINA 1811 55
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21703 55
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9359 55
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32480 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29919 58
Shenzhen Nexconn Pharmatechs Ltd
+86-755-89396905 +86-15013857715 admin@nexconn.com China 6940 58
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28180 58

View Lastest Price from Thenoyltrifluoroacetone manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Thenoyltrifluoroacetone pictures 2024-01-23 Thenoyltrifluoroacetone
326-91-0
US $9.00-0.90 / KG 1KG 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
Thenoyltrifluoroacetone pictures 2023-09-08 Thenoyltrifluoroacetone
326-91-0
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Thenoyltrifluoroacetone pictures 2023-02-07 Thenoyltrifluoroacetone
326-91-0
US $0.00 / KG 1KG 98%min 30tons/month WUHAN FORTUNA CHEMICAL CO., LTD
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-(2-THIENYL)BUTANE-1,3-DIONE THENOYLTRIFLUOROACETONE TIMTEC-BB SBB003341 1,1,1-TRIFLUORO-3-(2'-THENOYL)ACETONE 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 2-ThenoyL 1,1,1-trifluoro-5-thiophen-2-ylpentane-2,4-dione 4,4,4-Trifluoro-1-(2-thienyl)-1,3-butanedione > Thenoyltrifluoroacetone USP/EP/BP 2-Thenoyltrifluoroacetone76-05-1 2-Thenoyl trifluoroacetone, GR 99%+ 3(2-Thenoyl)-1,1,1- Trifluoroacetone (TTFA) extrapure AR, 99% 4,4,4-TRIFLUORO-1-(THIOPHEN-2-YL)BUTANE-1,3-DIONE 4,4,4-TRIFLUORO-1-(2-THIENYL)-1,3-BUTANEDIONE 2-(4,4,4-TRIFLUOROACETOACETYL)THIOPHENE