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Tetrafluor-1,4-benzochinon
97%
Synonym(e):
2,3,5,6-Tetrafluoroquinone, Fluoranil, Tetrafluorobenzoquinone
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39,00 €
5 G
147,00 €
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1 G
39,00 €
5 G
147,00 €
About This Item
Lineare Formel:
C6F4(=O)2
CAS-Nummer:
Molekulargewicht:
180.06
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22
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Qualitätsniveau
Assay
97%
Form
solid
mp (Schmelzpunkt)
183-186 °C (subl.) (lit.)
Funktionelle Gruppe
fluoro
ketone
SMILES String
FC1=C(F)C(=O)C(F)=C(F)C1=O
InChI
1S/C6F4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11
InChIKey
JKLYZOGJWVAIQS-UHFFFAOYSA-N
Allgemeine Beschreibung
Tetrafluoro-1,4-benzoquinone is a fluorinated building block, commonly used as a precursor for fluoro derivatives.[1]
Anwendung
Tetrafluoro-1,4-benzoquinone (fluoranil) can be used to prepare:
- Symmetrical or unsymmetrical ethers by coupling of two alcohols via the oxidation-reduction condensation reaction.[2]
- Azocino[4,3-b]indole scaffold, which is used as an inetermediate to prepare (±)-dasycarpidone.[3]
- Chiral and racemic charge-transfer (CT) complexes with binaphthol.[4]
Signalwort
Warning
H-Sätze
Gefahreneinstufungen
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Zielorgane
Respiratory system
Lagerklassenschlüssel
11 - Combustible Solids
WGK
WGK 3
Persönliche Schutzausrüstung
dust mask type N95 (US), Eyeshields, Gloves
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Ken Okamoto et al.
Journal of the American Chemical Society, 125(41), 12416-12417 (2003-10-09)
Self-promoted electron transfer from a cobalt(II) porphyrin [Co(II)OEP] to p-fluoranil (F4Q) occurs, exhibiting a second-order dependence of the electron-transfer rate with respect to the F4Q concentration due to the formation of a strong complex between the dimer radical anion [(F4Q)2*-]
Ben-Zhan Zhu et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(45), 17575-17578 (2007-10-31)
We have shown previously that hydroxyl radicals (HO*) can be produced by H2O2 and halogenated quinones, independent of transition metal ions; however, the underlying molecular mechanism is still unclear. In the present study, using the electron spin resonance secondary radical
A convenient method for the preparation of symmetrical or unsymmetrical ethers by the coupling of two alcohols via a new type of oxidation-reduction condensation using tetrafluoro-1, 4-benzoquinone.
Shintou T and Mukaiyama T.
Chemistry Letters (Jpn), 11, 984-985 (2003)
Tetrafluoro-p-benzoquinone
Essers M and Haufe G
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Generation and spectroscopic characterization of the 2, 3, 5, 6-tetramethoxy-1, 4-benzosemiquinone reactive intermediate.
Mattar SM, et al.
Chemical Physics Letters, 352(1), 39-47 (2002)
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