H8706

Sigma-Aldrich

Hexafluorobenzene

99%

Synonim(y):
Perfluorobenzene
Empirical Formula (Hill Notation):
C6F6
Numer CAS:
Masa cząsteczkowa:
186.05
Beilstein/REAXYS Number:
1683438
Numer EC:
Numer MDL:
Identyfikator substancji w PubChem:
NACRES:
NA.22

Poziom jakości

100

próba

99%

współczynnik refrakcji

n20/D 1.377 (lit.)

tw

80-82 °C (lit.)

mp

3.7-4.1 °C (lit.)

gęstość

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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Zastosowanie

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.

Opakowanie

5, 25, 100 g in glass bottle

piktogramy

Flame

Hasło ostrzegawcze

Danger

Zwroty wskazujące rodzaj zagrożenia

Zwroty wskazujące środki ostrożności

hazcat

Flam. Liq. 2

storage_class_code

3 - Flammable liquids

WGK Germany

WGK 3

Temperatura zapłonu °F

50.0 °F - closed cup

Temperatura zapłonu °C

10 °C - closed cup

Środki ochrony indywidualnej

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

Certyfikat analizy

Świadectwo pochodzenia

A new synthesis of perfluoroaromatic Grignard reagents.
Respess W L, et al.
Journal of Organometallic Chemistry, 18(2), 263-274 (1969)
A hexafluorobenzene promoted ring-closing metathesis to form tetrasubstituted olefins.
Rost D, et al.
Tetrahedron Letters, 49(41), 5968-5971 (2008)
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)
Seiji Tsuzuki et al.
The journal of physical chemistry. A, 110(5), 2027-2033 (2006-02-03)
The intermolecular interaction energy of hexafluorobenzene-benzene has been calculated with the ARS-E model (a model chemistry for the evaluation of the intermolecular interaction energy between aromatic systems using extrapolation), which was formerly called the AIMI model. The CCSD(T) interaction energy...
Judy I Wu et al.
The journal of physical chemistry. A, 113(24), 6789-6794 (2009-05-29)
Despite having six highly electronegative F's, perfluorobenzene C(6)F(6) is as aromatic as benzene. Ab initio block-localized wave function (BLW) computations reveal that both C(6)F(6) and benzene have essentially the same extra cyclic resonance energies (ECREs). Localized molecular orbital (LMO)-nucleus-independent chemical...

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