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Merck
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H8706

Sigma-Aldrich

Hexafluorobenzene

99%

Sinónimos:

Perfluorobenzene

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About This Item

Fórmula empírica (notación de Hill):
C6F6
Número de CAS:
392-56-3
Peso molecular:
186.05
Beilstein/REAXYS Number:
1683438
EC Number:
206-876-2
MDL number:
MFCD00000288
UNSPSC Code:
12352100
PubChem Substance ID:
24895528
NACRES:
NA.22

assay

99%

form

liquid

refractive index

n20/D 1.377 (lit.)

bp

80-82 °C (lit.)

mp

3.7-4.1 °C (lit.)

density

1.612 g/mL at 25 °C (lit.)

SMILES string

Fc1c(F)c(F)c(F)c(F)c1F

InChI

1S/C6F6/c7-1-2(8)4(10)6(12)5(11)3(1)9

InChI key

ZQBFAOFFOQMSGJ-UHFFFAOYSA-N

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Application

Hexafluorobenzene can react with:
  • Ethyl magnesium bromide in the presence of transition metal halides to form the corresponding perfluoroarylmagnesium compound that can undergo Grignard reactions.
  • The sodium salt of the appropriate phenol in 1,3-dimethyl-2-imidazolidinone (DMEU) to form the corresponding hexakis(aryloxy)benzenes.

It can be used:
  • As a ligand to synthesize novel ruthenium(0) and osmium(0) hexafluorobenzene complexes.
  • As a solvent and promoter for the ring-closing metathesis (RCM) to form tetrasubstituted olefins in the presence of a ruthenium-based catalyst.

pictograms

Flame
GHS02

signalword

Danger

hcodes

H225

Hazard Classifications

Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

50.0 °F - closed cup

flash_point_c

10 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificados de análisis (COA)

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Synthesis of hexakis (aryloxy) benzenes: x-ray analysis of hexakis (phenyloxy) benzene and of the acetonitrile clathrate of hexakis (3, 5-dimethylphenyloxy) benzene
Gilmore C J, et al.
Tetrahedron Letters, 24(31), 3269-3272 (1983)
Synthesis of new ? 4-hexafluorobenzene complexes of ruthenium and osmium from atoms of the metals: crystal structure of [Ru (? 6-C 6 H 3 Me 3-1, 3, 5)(? 4-C 6 F 6)]
Martin A, et al.
Journal of the Chemical Society, (15), 2251-2255 (1994)
Benjamin W Gung et al.
The Journal of organic chemistry, 71(25), 9261-9270 (2006-12-02)
Parallel displaced and sandwich configurations of hexafluorobenzene-substituted benzene dimers are studied by ab initio molecular orbital methods up to the MP2(full)/aug-cc-pVDZ level of theory to reveal how substituents influence pi-pi interactions. Two minimum energy configurations are found, one with the
Lionel Mignion et al.
Magnetic resonance in medicine, 69(1), 248-254 (2012-03-24)
Hexafluorobenzene (HFB) and perfluoro-15-crown-5-ether (15C5) were compared as fluorine reporter probes of tissue oxygenation using (19)F MRI for dynamic assessment of muscle oxygenation, with special focus on muscle tissue toxicity of the probes, and consecutive alteration of animal behavior. The
Alain Grandbois et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(30), 9323-9329 (2008-08-30)
The asymmetric synthesis of [7]helicene was accomplished in good ee (80%) by kinetic resolution by means of asymmetric olefin metathesis. Three key factors contributed to the success of the kinetic resolution: the use of new Ru-based olefin metathesis catalysts bearing
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