H8706
Hexafluorobenzene
99%
Synonym(s):
Perfluorobenzene
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About This Item
Empirical Formula (Hill Notation):
C6F6
CAS Number:
Molecular Weight:
186.05
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-876-2
Beilstein/REAXYS Number:
1683438
MDL number:
Assay:
99%
Form:
liquid
InChI key
ZQBFAOFFOQMSGJ-UHFFFAOYSA-N
InChI
1S/C6F6/c7-1-2(8)4(10)6(12)5(11)3(1)9
SMILES string
Fc1c(F)c(F)c(F)c(F)c1F
assay
99%
form
liquid
Quality Level
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.)
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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.
signalword
Danger
hcodes
Hazard Classifications
Flam. Liq. 2
Storage Class
3 - Flammable liquids
wgk
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
Regulatory Information
危险化学品
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A hexafluorobenzene promoted ring-closing metathesis to form tetrasubstituted olefins.
Rost D, et al.
Tetrahedron Letters, 49(41), 5968-5971 (2008)
A new synthesis of perfluoroaromatic Grignard reagents.
Respess W L, et al.
Journal of Organometallic Chemistry, 18(2), 263-274 (1969)
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
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