H8706
Hexafluorobenzene
99%
Synonym(s):
Perfluorobenzene
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About This Item
Empirical Formula (Hill Notation):
C6F6
CAS Number:
Molecular Weight:
186.05
Beilstein:
1683438
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
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:
It can be used:
- 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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Liq. 2
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
50.0 °F - closed cup
Flash Point(C)
10 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
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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)
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)
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
A new synthesis of perfluoroaromatic Grignard reagents.
Respess W L, et al.
Journal of Organometallic Chemistry, 18(2), 263-274 (1969)
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