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Merck
CN

104353

四氟对苯醌

97%

别名:

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

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关于此项目

线性分子式:
C6F4(=O)2
化学文摘社编号:
分子量:
180.06
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
208-411-9
MDL number:
Assay:
97%
Form:
solid
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InChI key

JKLYZOGJWVAIQS-UHFFFAOYSA-N

InChI

1S/C6F4O2/c7-1-2(8)6(12)4(10)3(9)5(1)11

SMILES string

FC1=C(F)C(=O)C(F)=C(F)C1=O

assay

97%

form

solid

mp

183-186 °C (subl.) (lit.)

functional group

fluoro, ketone

Quality Level

General description

四氟-1,4-苯醌是一种含氟合成砌块,通常被用作氟衍生物的前体。

Application

四氟-1,4-苯醌(四氟苯喹啉)可用于制备:
  • 通过氧化还原缩合反应将两个醇偶联,产生对称或不对称醚。
  • Azocino[4,3-b]吲哚支架,用作制备(±)-dasycarpidone的中间体。
  • 联萘酚的手性和外消旋电荷转移(CT)配合物。

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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*-]
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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