CAS 326-91-0 2-Thenoyltrifluoroacetone - Catalysts / Alfa Chemistry

Synonyms

3-Butanedione,4,4,4-trifluoro-1-(2-thienyl)-1

IUPAC Name

4,4,4-Trifluoro-1-thiophen-2-ylbutane-1,3-dione

Molecular Weight

222.19

Molecular Formula

C8H5F3O2S;

Canonical SMILES

C1=CSC(=C1)C(=O)CC(=O)C(F)(F)F

InChI

InChI=1S/C8H5F3O2S/c9-8(10,11)7(13)4-5(12)6-2-1-3-14-6/h1-3H,4H2

InChI Key

TXBBUSUXYMIVOS-UHFFFAOYSA-N

Boiling Point

96-98 °C

Melting Point

40-44 °C

Flash Point

233 °F

Purity

95%+

Density

1.4373 g/mL at 25 °C(lit.)

Storage

2-8°C

Complexity

250

Covalently-Bonded Unit Count

EC Number

206-316-7

Exact Mass

221.99623506

H-Bond Acceptor

Heavy Atom Count

Monoisotopic Mass

221.99623506

NSC Number

66544

Odor

Odorless

Physical State

Solid

Rotatable Bond Count

Topological Polar Surface Area

62.4 Å²

UNII

MYQ9MNW7NI

Application

2-Thenoyltrifluoroacetone (TTFA) serves multiple purposes as a versatile chemical compound. Primarily, it acts as an inhibitor of mitochondrial respiration by binding to the quinone reduction sites in succinate:ubiquinone oxidoreductase (Complex II), thus blocking the respiratory chain and affecting cellular respiration in animals. This action results in a delay in cell cycle progression and induces oxidative stress. Additionally, TTFA inhibits NADH fumarate reductase in bacteria as well as photosystem II in plants. Beyond these biological interactions, TTFA functions as an effective chelator for various metals, including lanthanum, zirconium, hafnium, and neodymium. It is widely used in solvent extraction analyses for the separation and enrichment of metal ions and serves as a reagent in the determination of actinides and lanthanides. Moreover, its potential in extractive spectrophotometric determination, such as for ruthenium in acetate buffer at pH 4.0, adds to its applicability. As an alternative β-diketone, TTFA has been beneficial in assay development, especially when other compounds are unavailable.

January 3, 2025

Highly Effective Inhibitor for Scientific Research

2-Thenoyltrifluoroacetone from Alfa Chemistry is an excellent tool for inhibiting respiratory chain complex II in animal studies. It's reliable for metal ion separation in spectrophotometric analysis. The product's consistent performance supports robust scientific experimentation.