Structure via PubChem · Public domain (PubChem)
fluorobenzene
Sign in to saveAlso known as monofluorobenzene, phenyl fluoride, Fluorbenzol
Fluorobenzene is an aryl fluoride and the simplest of the fluorobenzenes, with the formula C6H5F, often abbreviated PhF. A colorless liquid, it is a precursor to many fluorophenyl compounds.
Chemical data
- Formula
- C6H5F
- Molecular weight
- 96.1 g/mol
- IUPAC name
- fluorobenzene
- SMILES
- C1=CC=C(C=C1)F
- InChIKey
- PYLWMHQQBFSUBP-UHFFFAOYSA-N
- XLogP
- 2.3
- Polar surface area
- 0 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- per- and polyfluoroalkyl substances
- Mass
- 96.038
Show 8 more facts
- chemical formula
- C₆H₅F
- speed of sound
- 1183
- canonical SMILES
- C1=CC=C(C=C1)F
- electric dipole moment
- 1.60
- Commons category
- Fluorobenzene
- melting point
- -42.21
- ionization energy
- 9.20
- boiling point
- 84.73
via Wikidata · CC0
~2 min read
Encyclopedic overview
5 sectionsContents
- Preparation
- Reactions
- Solvent properties
- See also
- References
Fluorobenzene is an aryl fluoride and the simplest of the fluorobenzenes, with the formula C6H5F, often abbreviated PhF. A colorless liquid, it is a precursor to many fluorophenyl compounds.
==Preparation== PhF was first reported in 1886 by O. Wallach at the University of Bonn, who prepared the compound in two steps. Phenyldiazonium chloride was first converted to a triazene using piperidine: [PhN2]Cl + 2 (CH2)5NH → PhN=N-N(CH2)5 + [(CH2)5NH2]Cl The triazine was then cleaved with hydrofluoric acid: PhN=N-N(CH2)5 + 2 HF → PhF + N2 + [(CH2)5NH2]F
Excerpted from Wikipedia’s “fluorobenzene” article, available under the CC BY-SA 4.0 licence.