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hexafluorobenzene

CAS No.
392-56-3
Chemical Name:
hexafluorobenzene
Synonyms
PERFLUOROBENZENE;CP28;1,2,3,4,5,6-hexafluoro-benzene;CP 28;hexafluoro-benzen;Hexafluorobenzene;Hexaflurorobenzene;benzene,hexafluoro-;Perfluorobenzene 99%;Hexafluorobenzene >
CBNumber:
CB7152315
Molecular Formula:
C6F6
Molecular Weight:
186.05
MDL Number:
MFCD00000288
MOL File:
392-56-3.mol
MSDS File:
SDS
Modify Date:2022-08-15 17:40:07

hexafluorobenzene Properties

Melting point 3.7-4.1 °C (lit.)
Boiling point 80-82 °C (lit.)
Density 1.612 g/mL at 25 °C (lit.)
refractive index n20/D 1.377(lit.)
Flash point 50 °F
storage temp. Sealed in dry,Room Temperature
form Liquid
color Clear colorless to slightly yellow
Specific Gravity 1.612
Water Solubility Immiscible with water.
Merck 14,4686
BRN 1683438
Stability Stable. Incompatible with strong oxidizing agents. May form complexes with transition metals which can explode when heated. Highly flammable.
CAS DataBase Reference 392-56-3(CAS DataBase Reference)
FDA UNII CMC18T611K
NIST Chemistry Reference Benzene, hexafluoro-(392-56-3)
EPA Substance Registry System Benzene, hexafluoro- (392-56-3)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS02
Signal word  Danger
Hazard statements  H225
Precautionary statements  P210-P233-P240-P241-P242-P243
Hazard Codes  F,Xi
Risk Statements  11-36/37/38
Safety Statements  16-33-7/9-29-26-37/39
RIDADR  UN 1993 3/PG 2
WGK Germany  3
RTECS  DA3050000
10
Hazard Note  Highly Flammable
TSCA  Yes
HazardClass  3
PackingGroup  II
HS Code  29039990
NFPA 704
1
2 0

hexafluorobenzene price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 326720 Hexafluorobenzene ≥99.5%, NMR grade 392-56-3 5g $39.4 2022-05-15 Buy
Sigma-Aldrich 326720 Hexafluorobenzene ≥99.5%, NMR grade 392-56-3 25g $116 2022-05-15 Buy
TCI Chemical H0085 Hexafluorobenzene >99.0%(GC) 392-56-3 5g $30 2022-04-27 Buy
TCI Chemical H0085 Hexafluorobenzene >99.0%(GC) 392-56-3 25g $80 2022-04-27 Buy
Alfa Aesar A11500 Hexafluorobenzene, 99% 392-56-3 10g $41.9 2022-04-27 Buy
Product number Packaging Price Buy
326720 5g $39.4 Buy
326720 25g $116 Buy
H0085 5g $30 Buy
H0085 25g $80 Buy
A11500 10g $41.9 Buy

hexafluorobenzene Chemical Properties,Uses,Production

Description

Hexafluorobenzene, HFB, C6F6, or perfluorobenzene is an organic, aromatic compound. In this derivative of benzene all hydrogen atoms have been replaced by fluorine atoms. The technical uses of the compound are limited, although it is recommended as a solvent in a number of photochemical reactions. In the laboratory hexafluorobenzene is used as standard in fluorine-19 NMR spectroscopy, solvent and standard in carbon-13 NMR, solvent in proton NMR, solvent when studying some parts in the infrared and solvent in ultraviolet–visible spectroscopy, as hexafluorobenzene itself hardly shows any absorbance in the UV region.

Chemical Properties

colourless liquid

Uses

Hexafluorobenzene can be used as a standard in 19Fluorine NMR (nuclear magnetic resonance) spectroscopy and also as a solvent in 13Carbon and 1H NMR spectroscopy.

Uses

Hexafluorobenzene is used as a solvent in photochemical reactions. It is also used as a reference compound in fluorine-19 NMR, carbon-13 NMR. It is used as a solvent in proton NMR, IR spectrum and UV-spectra. It is used as anticorrosive, antifriction and anti-tumor agents. Further, it is used as a reference molecule to investigate tissue oxygenation in vivo studies. It forms series of 1:1 complexes with naphthalene, anthracene, phenanthrene, pyrene and triphenylene.

Definition

ChEBI: A member of the class of fluorobenzenes that is benzene in which all six hydrogen atom have been replaced by fluorine.

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.

Reactions

For example, hexafluorobenzene adds chlorine quite readily under rather mild conditions to give hexachlorohexafluorocyclohexane. The catalytic reduction of hexafluorobenzene with hydrogen to penta. and tetra-fluorobenzene at 300 °C, using a platinum catalyst, probably proceeds by a free-radical mechanism. Although the addition of chlorine to hexafluorobenzene is an example of a free-radical addition reaction, the reduction of hexafluorobenzene with hydrogen is classified as a freeradical substitution reaction.
One of the earliest and, perhaps, most complicated reactions of hexafluorobenzene is one reported by Desirant. This interesting reaction, whic h is the only example of a high· temperature (above 300°C) reaction of hexafluorobenzene reported to date, involves the pyrolysis of the molecule in a platinum reactor at 850°C. Among the many products produced in this reaction , octafluorotoluene and decafluorobiphenyl were identified. This highly complex reaction probably could also be classified, in some respects, as a free-radical substitution reaction. There is also some less direct evidence that hightemperature reactions of hexafluorobe nzene do occur. In the synthesis of hexafluorobenzene by the pyrolysis of tribromofluoromethane, bromopentafluorobenzene is a signifi'cant by-product. Lesser amounts of higher brominated fluorocarbons are formed as well, along with copious quantities of bromine. This rather complex reaction is illustrated below.
CFBr3--630-640℃-->C6F6+Br2+C6F5Br+C6F4Br2+etc.

General Description

Hexafluorobenzene was repoted to be a sensitive 19F NMR indicator of tumor oxygenation. Rotational Raman spectra of hexafluorobenzenehas been studied under high resolution using a single mode argon laser as the exciting source. Hexafluorobenzene in the gas phase reacts spontaneously with lithium amalgam, to give a solid and intimate mixture of lithium fluoride and elemental polymeric carbon with a small amount of superstoichiometric lithium. Hexafluorobenzene forms series of 1:1 complexes with naphthalene, anthracene,phenanthrene, pyrene and triphenylene.

Hazard

Toxic by inhalation. Combustible.

Synthesis

The direct synthesis of hexafluorobenzene from benzene and fluorine is not possible. The synthetic route proceeds via the reaction of alkali-fluorides with halogenated benzene:
C6Cl6 + 6 KF → C6F6 + 6 KCl

Purification Methods

Main impurities are incompletely fluorinated benzenes. Purify it by standing in contact with oleum for 4hours at room temperature, repeating until the oleum does not become coloured. Wash it several times with water, then dry it with P2O5. Finally purify it by repeated fractional crystallisation. [Beilstein 5 III 523, 5 IV 640.]

344-07-0
392-56-3
Synthesis of hexafluorobenzene from Chloropentafluorobenzene
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View Lastest Price from hexafluorobenzene manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2022-02-22 Hexafluorobenzene
392-56-3
US $0.00 / KG 1KG 97.9% 100 tons Honest Joy Holdings Limited
2021-08-20 HEXAFLUOROBENZENE
392-56-3
US $10.00 / KG 1KG 99% 10 mt Hebei Guanlang Biotechnology Co., Ltd.
2021-08-13 HEXAFLUOROBENZENE
392-56-3
US $10.00 / KG 1KG 99% 10 mt Hebei Guanlang Biotechnology Co., Ltd.
1,2,3,4,5,6-Hexafluorobenzene benzene,hexafluoro- CP 28 HEXAFLUOROBENZENE FOR SYNTHESIS hexafluorobenzene radical cation hexafluoro-benzen HEXAFLUOROBENZENE, 99.5+%, NMR GRADE HEXAFLUOROBENZENE, FOR NMR-SPECTROSCOPY HEXAFLUOROBENZENE 99.9% Perfluorobenzene 99% Hexafluorobenzene,99+% Hexafluorobenzene,min.99% Hexafluorobenzene, min. 99% Hexaflurorobenzene Hexafluorobenzene Hexafluorobenzene ,98% HEXAFLUOROBENZENE, NMR GRADE 1,2,3,4,5,6-Hexfluorobenzene Hexafluorobenzene > Benzene, 1,2,3,4,5,6-hexafluoro- HEXAFLUOROBENZENE ISO 9001:2015 REACH HEXAFLUOROBENZENE,392-56-3 1,2,3,4,5,6-hexafluoro-benzene CP28 PERFLUOROBENZENE 392-56-3 C6F6 Alphabetical Listings BioChemical Building Blocks C6 Aryl Organic Building Blocks Halogenated Hydrocarbons Stable Isotopes Fluorous Solvents Fluorous Chemistry Fluorobenzene Fluorous Chemistry Fluorous Solvents Synthetic Organic Chemistry Aryl C6 Halogenated Hydrocarbons NMR - Solvents NMR Solvents and Reagents C6Stable Isotopes Alphabetical Listings G-HStable Isotopes NMR organofluorine compounds