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fluorobenzene
Sign in to saveFluorobenzene 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.
Article
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