4,4,4-Trifluor-1-(2-thienyl)butan-1,3-dion

Thenoyltrifluoroacetone

HCID 5601CAS 326-91-0
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Grundinformationen

Standard-SMILES
O=C(CC(=O)C(F)(F)F)c1cccs1
InChIKey
TXBBUSUXYMIVOS-UHFFFAOYSA-N
Summenformel
C8H5F3O2S
Durchschnittliche Molmasse
222,19 g/mol
Monoisotopische Masse
221,99623506

Überblick

Thenoyltrifluoroacetone is a chelating agent and inhibitor of cellular respiration.

Namen und Bezeichner

Bevorzugter Name
Thenoyltrifluoroacetone
IUPAC
4,4,4-trifluoro-1-thiophen-2-ylbutane-1,3-dione
Lokaler Name
4,4,4-Trifluor-1-(2-thienyl)butan-1,3-dion
Englischer Name
Thenoyltrifluoroacetone
Summenformel
C8H5F3O2S
Molmasse
222.18

Namen und Synonyme

2-Thenoyltrifluoroacetone326-91-0THENOYLTRIFLUOROACETONE4,4,4-trifluoro-1-(thiophen-2-yl)butane-1,3-dione1,3-Butanedione, 4,4,4-trifluoro-1-(2-thienyl)-alpha-Thenoyltrifluoroacetone4,4,4-Trifluoro-1-(2-thienyl)-1,3-butanedionePerfluoroacetyl(2-thenoyl)methane1-Thenoyl-3,3,3-trifluoroacetone1,1,1-Trifluoro-3-(2-thenoyl)acetoneTTFA cpdTrifluorothienylacetone
Weitere Namen anzeigen
2-Theonyltrifluoroacetone2-(4,4,4-TRIFLUOROACETOACETYL)THIOPHENE2-ThenoyLAKOS B010015AKOS MSC-0329TTA (extractant)
MYQ9MNW7NIDTXSID1059812NSC-66544RefChem:897608DTXCID0038542206-316-7ttfaMFCD00005445

Datenbank-Bezeichner

CAS
326-91-0
PubChem CID
5601
DTXSID
DTXSID1059812
ChEMBL
CHEMBL1236433
UNII
MYQ9MNW7NI
EC Number
206-316-7
Nikkaji
J139.250F

Eigenschaften

Berechnete Struktureigenschaften

XLogP
2,2
Polarare Oberfläche (TPSA)
62,4 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
6
Frei drehbare Bindungen
3
Schwere Atome
14

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Uses -> Chelating Agents
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesBoiling point
LogP1.46
Boiling Point96-98 °C at 8.00E+00 mm Hg
Melting Point42.8 °C

Physikochemische Eigenschaften

Schmelzpunkt
40 · 40-44 °C(lit.)
Siedepunkt
96 · 96-98 °C8 mm Hg(lit.)
Dichte
1.4373 · 1.4373 (estimate)
Flammpunkt
233 °F · 233 °F
storage temp.
2 · 2-8°C
Löslichkeit
40 · 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.

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 1.2% (1 of 80) of reports.

Warning

H315 (98.8%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 80 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information1,3-Butanedione, 4,4,4-trifluoro-1-(2-thienyl)-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 1,3-Butanedione, 4,4,4-trifluoro-1-(2-thienyl)-: Environment tier I assessment
Hazards SummaryA skin, eye, and respiratory irritant; Harmful if ingested; Will burn if preheated; Avoid breathing dust; Toxicology information is incomplete; [MSDSonline]
Hazard Classes and CategoriesSkin Irrit. 2 (98.8%)

Sicherheit und Schutzausrüstung

Protective Action Criteria (PAC) · 3 Einträge

12 [mg/m3]

130 [mg/m3]

790 [mg/m3]

Sicherheitsdaten

F
10-23
wgk
3
tsca
TSCA listed
hs_code
29349990
risk_code
36/37/38-22
hazard_code
Xi,Xn

Chemie und Industrie

Pharmakologische Informationen

PharmacodynamicsStudies indicate that thenoyltrifluoroacetone is a potent inhibitor of carboxylesterase activity, in addition to its ability to inhibit mitochondrial complex II activity.
MeSH Pharmacological ClassificationChemicals that bind to and remove ions from solutions. Many chelating agents function through the formation of COORDINATION COMPLEXES with METALS.

Verwendung und Herstellung

UsesUsed as a chelating agent; [ChemIDplus]
General Manufacturing Information1,3-Butanedione, 4,4,4-trifluoro-1-(2-thienyl)-: ACTIVE
Anwendungen · 1 Eintrag

VerwendenThenoyltrifluoroacetone 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.

Vor- und nachgelagerte Produkte

Anbieter50 Anbieter

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]

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