Hexafluorobenzene

Base Information

• Chemical Name: Hexafluorobenzene
• CAS No.: 392-56-3
• Molecular Formula: C6F6
• Molecular Weight: 186.056
• Hs Code.: 29039990
• European Community (EC) Number: 206-876-2
• NSC Number: 21628
• UNII: CMC18T611K
• DSSTox Substance ID: DTXSID5043924
• Nikkaji Number: J37.679E
• Wikipedia: Hexafluorobenzene
• Wikidata: Q412413
• Metabolomics Workbench ID: 55924
• Mol file: 392-56-3.mol

Synonyms:hexafluorobenzene

Chemical Property of Hexafluorobenzene

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 94.5mmHg at 25°C
• Melting Point: 3.7-4.1 °C(lit.)
• Refractive Index: n20/D 1.377(lit.)
• Boiling Point: 80.5 °C at 760 mmHg
• Flash Point: 10 °C
• PSA: 0.00000
• Density: 1.622 g/cm³
• LogP: 2.52120
• Storage Temp.: Flammables area
• Water Solubility.: Immiscible with water.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 185.99041897
• Heavy Atom Count: 12
• Complexity: 104

Purity/Quality:

99% ^*data from raw suppliers

Hexafluorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi
• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-33-7/9-29-26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Monoaromatics
• Canonical SMILES: C1(=C(C(=C(C(=C1F)F)F)F)F)F
• 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 In this derivative of benzene all hydrogen atoms have been replaced by fluorine atoms.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.
• 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. 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.

Technology Process of Hexafluorobenzene

There total 87 articles about Hexafluorobenzene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 11.0%

Ni*C6F6 → Hexafluorobenzene (392-56-3) + tetracarbonyl nickel (13463-39-3,71564-36-8)

Guidance literature:

With carbon monoxide; under 0°C;

DOI:10.1016/S0022-1139(00)81729-7

Reference yield: 5.0%

1H-nonafluorocyclohepta-1,3-diene (38126-95-3) → Hexafluorobenzene (392-56-3) + Pentafluorobenzene (363-72-4) + 2H-nonafluorocyclohepta-1,3-diene (89537-38-2)

Guidance literature:

With sodium fluoride; at 460 ℃; for 1h; pyrolytic dehydrofluorination;

DOI:10.1016/S0022-1139(00)81295-6

Reference yield:

hexafluorobenzene hexafluoroarsenate (53863-36-8) → Hexafluorobenzene (392-56-3) + octafluorocyclohexa-1,4-diene (775-51-9)

Guidance literature:

With cesium fluoride; In hydrogen fluoride;

DOI:10.1021/ja00276a039

upstream raw materials:

tribromofluoromethane

hexachlorobenzene

octafluorocyclohexa-1,4-diene

(+/-)-1rH,2cH,4cH-nonafluoro-cyclohexane

Downstream raw materials:

Pentafluoroanisole

1,2,4,5-tetrafluoro-3,6-dimethoxybenzene

2,3,4,5,6-pentafluoroaniline

2,2',3,3',4,4',5,5',6,6'-decafluorodiphenylamine

Refernces

• 1、 Coe et al.. "". . p. 240,245. Retrieved 1960.
• 2、 Sowada, Ulrich,Holroyd, Richard A.. "Laser Photodetachment Spectra of C6F6- in Nonpolar Liquids". . p. 1150 - 1154. Retrieved 1980.
• 3、 Dimicoli, I.,Botter, R.. "Ionizing reaction cross sections in the collision of argon atoms in high Rydberg states with various molecules". . p. 2346 - 2354. Retrieved 1981.
• 4、 Saik, Vladimir O.,Ostafin, Agnes E.,Lipsky, Sanford. "Magnetic field effects on recombination fluorescence in liquid iso-octane". . p. 7347 - 7358. Retrieved 1995.
• 5、 Schroeder, Detlef,Loos, Jessica,Schwarz, Helmut,Thissen, Roland,Preda, Dorin V.,Scott, Lawrence T.,Caraiman, Doina,Frach, Maxim V.,Boehme, Dielhard K.. "Single and double ionization of corannulene and coronene". . p. 1625 - 1634. Retrieved 2001.
• 6、 Edwards et al.. "". . p. 1028. Retrieved 1972.
• 7、 Booth et al.. "". . p. P5. Retrieved 1968.
• 8、 Han, Yi,Jiao, Tianyu,Li, Zhengtao,Ni, Yong,Wu, Jishan,Wu, Shaofei,Zhang, Qiuyu,Zhu, Jun. "Facile Synthesis of a Fully Fused, Three-Dimensional ?-Conjugated Archimedean Cage with Magnetically Shielded Cavity". . p. 14314 - 14321. Retrieved 2021/09/13.
• 9、 Koppe, Karsten,Haner, Jamie,Mercier, Hlne P. A.,Frohn, Hermann-J.,Schrobilgen, Gary J.. "Xenon(IV)-carbon bond of [C6F5XeF2]+; Structural characterization and bonding of [C6F5XeF2][BF4], [C6F5XeF2][BF4]·2HF, and [C6F5XeF2][BF4]· n NCCH 3 (n = 1, 2); And the fluorinating properties of [C6F5XeF2][BF4]". . p. 11640 - 11661. Retrieved 2015/01/16.