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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
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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.