Benzene,fluoro-

Product Name:Fluorobenzene(462-06-6)
CAS No:462-06-6
MF: C₆H₅F
MW: 96.1
mp : -42 °C
bp : 85 °C(lit.)
density : 1.024 g/mL at 25 °C(lit.)
vapor density : 3.31 (vs air)
refractive index : n20/D 1.465(lit.)
Fp : 9 °F
storage temp. : 0-6°C 
Water Solubility : Insoluble
Synonyms: benzene,benzene,fluoro-;fluoro-benzen;Fluorobenzenes;Fluorylfluoride;Monofluorobenzene;Phenyl fluoride;Phenylfluoride;FLUOROBENZENE
Molecular Structure:

General Description of Fluorobenzene(462-06-6): A clear, colorless liquid with a characteristic aromatic odor. About the same density as water. Flash point 5°F. Vapors heavier than air. May irritate the skin, eyes, and mucous membranes. Used as an insecticide, larvacide and as a reagent for plastic or resin polymers.

On the laboratory scale, PhF is conveniently prepared by the thermal decomposition of the phenyldiazonium tetrafluoroborate:
PhN₂BF₄ → PhF + BF₃ + N₂
According to the procedure, solid [PhN₂]BF₄ is heated with a flame to initiate an exothermic reaction that affords two volatile products, PhF and BF₃, which are readily separated because of their differing boiling points.PhF was first reported in 1886 by O. Wallach at the University of Bonn, who prepared the compound in two steps, starting also with a phenyldiazonium salt. The diazonium chloride was first converted to its piperidinide, which in turn was cleaved using hydrofluoric acid.
[PhN₂]Cl + 2 C₅H₁₀NH → PhN=N-NC₅H₁₀ + [C₅H₁₀NH₂]Cl
PhN=N-NC₅H₁₀ + 2 HF → PhF + N₂ + [C₅H₁₀NH₂]F
An interesting historical note: in Wallach’s era, the element fluorine was symbolized with “Fl”. Thus, his procedure is subtitled “Fluorbenzol(462-06-6), C₆H₅Fl”.The technical synthesis is by the reaction of cyclopentadiene with difluorocarbene. The initially formed cyclopropane undergoes a ring expansion and subsequent elimination of hydrogen fluoride.