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Merck
모든 사진(1)

주요 문서

104353

Sigma-Aldrich

Tetrafluoro-1,4-benzoquinone

97%

동의어(들):

2,3,5,6-Tetrafluoroquinone, Fluoranil, Tetrafluorobenzoquinone

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About This Item

Linear Formula:
C6F4(=O)2
CAS Number:
Molecular Weight:
180.06
EC Number:
MDL number:
UNSPSC 코드:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

97%

양식

solid

mp

183-186 °C (subl.) (lit.)

작용기

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

InChI key

JKLYZOGJWVAIQS-UHFFFAOYSA-N

일반 설명

Tetrafluoro-1,4-benzoquinone is a fluorinated building block, commonly used as a precursor for fluoro derivatives.

애플리케이션

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.
  • Azocino[4,3-b]indole scaffold, which is used as an inetermediate to prepare (±)-dasycarpidone.
  • Chiral and racemic charge-transfer (CT) complexes with binaphthol.

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

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*-]
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)
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
Tetrafluoro-p-benzoquinone
Essers M and Haufe G
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Complexation Behavior of Binaphthol/Tetrafluoro-1, 4-benzoquinone Charge-Transfer Complex.
Imai Y, et al.
Crystal Growth & Design, 9(5), 2393-2397 (2009)

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