Basic information
- Standard SMILES
Fc1c(F)c(F)c(F)c(F)c1F- InChIKey
ZQBFAOFFOQMSGJ-UHFFFAOYSA-N- Molecular formula
- C6.F6
- Average molar mass
- 186.05 g/mol
- Monoisotopic mass
- 185.99041932
Overview
Hexafluorobenzene is a member of the class of fluorobenzenes that is benzene in which all six hydrogen atom have been replaced by fluorine. It has a role as a NMR solvent. It is a member of fluorobenzenes and a fluorocarbon.
Names & identifiers
- Preferred name
- Hexafluorobenzene
- IUPAC
- 1,2,3,4,5,6-hexafluorobenzene
- English name
- hexafluorobenzene
- Molecular formula
- C6F6
- Molecular weight
- 186.05
Names & synonyms
Show more names
Database identifiers
- CAS
392-56-3- PubChem CID
- 9805
- DTXSID
DTXSID5043924- ChEBI
CHEBI:38589- UNII
- CMC18T611K
- EC Number
- 206-876-2
- Nikkaji
- J37.679E
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 0
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 104
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 3.7 · 3.7-4.1 °C (lit.)
- Boiling point
- 80 · 80-82 °C (lit.)
- Density
- 1.612 g/mL · 1.612 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.377(lit.)
- Flash point
- 50 °F · 50 °F
- storage temp.
- Sealed in dry,Room Temperature
- form
- Liquid
- color
- Clear colorless to slightly yellow
- Specific Gravity
- 1.612 · 1.612
- Water Solubility
- Immiscible with water.
- Thermal Conductivity
- 0.083 W/ · 0.083 W/(m·K) at 25 ℃
- Specific Heat Capacity
- 1.19 J/ · Cp(liquid): 1.19 J/(g·K), at 25℃
- Merck
- 14 · 14,4686
- BRN
- 1683438 · 1683438
- Henry's Law Constant
- 3 · 3.0×10-4 mol/(m3Pa) at 25℃, Brockbank (2013)
- Dielectric constant
- 2.05 · 2.0499999999999998
- Stability
- Stable. Incompatible with strong oxidizing agents. May form complexes with transition metals which can explode when heated. Highly flammable.
- InChI
- 1S/C6F6/c7-1-2(8)4(10)6(12)5(11)3(1)9
- InChIKey
- ZQBFAOFFOQMSGJ-UHFFFAOYSA-N
- SMILES
- Fc1c(F)c(F)c(F)c(F)c1F
- CAS DataBase Reference
- 392 · 392-56-3(CAS DataBase Reference)
- FDA UNII
- 18 T611K · CMC18T611K
- NIST Chemistry Reference
- Benzene, hexafluoro-(392-56-3)
- EPA Substance Registry System
- Benzene, hexafluoro- (392-56-3)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02
- Signal word
- Danger
- Hazard statements
- 225 · H225
- Precautionary statements
- 210 · P210-P233-P240-P241-P242-P243
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- F,Xi
- Risk Statements
- 11 · 11-36/37/38
- Safety Statements
- 16 · 16-33-7/9-29-26-37/39
- RIDADR
- 1993 · UN 1993 3/PG 2
- WGK Germany
- 3 · 3
- RTECS
- 3050000 · DA3050000
- F
- 10 · 10
- Hazard Note
- Highly Flammable
- TSCA
- TSCA listed
- HazardClass
- 3 · 3
- PackingGroup
- II
- HS Code
- 29039990 · 29039990
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 2 · Flam. Liq. 2
- Toxicity
- 11800 ppm/4H · guinea pig,LCLo,inhalation,11800ppm/4H (11800ppm),BEHAVIORAL: ATAXIASENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYELUNGS, THORAX, OR RESPIRATION: OTHER CHANGES,National Technical Information Service. Vol. OTS0571186,
- Limited Quantities
- 1 L · 1.0 L (0.3 gallon) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
Safety & regulation
GHS classification
GHS Classification
Danger
H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]
P210, P233, P240, P241, P242, P243, P264+P265, P280, P303+P361+P353, P305+P351+P338, P337+P317, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 76 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety & protection
Protective Action Criteria (PAC)
50 [mg/m3]
550 [mg/m3]
3300 [mg/m3]
Toxicology
Safety data
- F
- 10
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- DA3050000
- ridadr
- UN 1993 3/PG 2
- hs_code
- 29039990
- Toxicity
- guinea pig,LCLo,inhalation,11800ppm/4H (11800ppm),BEHAVIORAL: ATAXIASENSE ORGANS AND SPECIAL SENSES: LACRIMATION: EYELUNGS, THORAX, OR RESPIRATION: OTHER CHANGES,National Technical Information Service. Vol. OTS0571186,
- risk_code
- 11-36/37/38
- Signal word
- Danger
- Symbol(GHS)
- GHS02
- hazard_code
- F,Xi
- hazard_note
- Highly Flammable
- safety_code
- 16-33-7/9-29-26-37/39
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- II
- Hazard statements
- H225
- Limited Quantities
- 1.0 L (0.3 gallon) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
- Hazard Classifications
- Flam. Liq. 2
- Precautionary statements
- P210-P233-P240-P241-P242-P243
Chemistry & industry
Uses & manufacturing
Applications
DescriptionHexafluorobenzene, 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.
UsesHexafluorobenzene 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.
UsesHexafluorobenzene can be used as a standard in 19Fluorine NMR (nuclear magnetic resonance) spectroscopy and also as a solvent in 13Carbon and 1H NMR spectroscopy.
General DescriptionHexafluorobenzene 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.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: A member of the class of fluorobenzenes that is benzene in which all six hydrogen atom have been replaced by fluorine.
Related reactions
Linked notes
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