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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
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

Shanghai Chenlai Chemical Technology Co., Ltd
Tel
18717782967
Email
523933318@qq.com
Country
China
ProdList
83
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58
Amatek Scientific Co. Ltd.
Tel
0512-56316828
Fax
0512-56316826
Email
info@amateksci.com
Country
China
ProdList
28810
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58
Fluoropharm Co., Ltd.
Tel
0571-0571-85586753 13336034509
Fax
0571 85586753
Email
sales@fluoropharm.com
Country
China
ProdList
1289
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58
Shenyang Snota Biotech Co.,Ltd
Tel
+86-024-31174117 +86-18002429090
Fax
024-31174117
Email
2193387905@qq.com
Country
China
ProdList
103
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58
Tianjin Security-Chemical Technology Co., Ltd.
Tel
22-23128588 +86-13312123508
Fax
86-22-23128588
Email
sale@security-chemical.com
Country
China
ProdList
29
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Qingzhou dafeng import and export Co. LTD
Tel
16773308882
Email
927608786@qq.com
Country
China
ProdList
3051
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58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
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Chemvon Biotechnology Co., Ltd
Tel
021-50790412
Fax
+86-21-50790419
Email
info@chemvon.com
Country
China
ProdList
371
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57
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
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INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
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66
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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
2022-10-11
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

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