Phosphinane is the

organophosphorus compound Organophosphorus compounds are organic compounds containing phosphorus. They are used primarily in pest control as an alternative to chlorinated hydrocarbons that persist in the environment. Some organophosphorus compounds are highly effective in ...

with the formula (CH₂)₅PH. This colorless liquid is the parent member of a family of six-membered, saturated rings containing phosphorus. These compounds are mainly of academic interest. The ring adopts a flexible

cyclohexane Cyclohexane is a cycloalkane with the molecular formula . Cyclohexane is non-polar. Cyclohexane is a colorless, flammable liquid with a distinctive detergent-like odor, reminiscent of cleaning products (in which it is sometimes used). Cyclohexan ...

-like chair conformation. Phosphinane can be prepared via the

Arbuzov reaction Arbuzov (masculine, russian: Арбузов) or Arbuzova (feminine, russian: Арбузовa) is a Russian surname, derived from the word арбуз (''arbooz'', meaning "watermelon"). It may refer to: * Aleksandr Arbuzov (1877–1968), Russian and ...

triethylphosphite Triethyl phosphite is an organophosphorus compound with the formula P(OCH2CH3)3, often abbreviated P(OEt)3. It is a colorless, malodorous liquid. It is used as a ligand in organometallic chemistry and as a reagent in organic synthesis The molec ...

and 1,5-dibromopentane followed by cyclization and reduction steps. Phosphinane can also be prepared by reduction of 1-chlorophosphinane, which in turn is obtained by the reaction of 1-phenylphosphinane and

phosphorus trichloride Phosphorus trichloride is an inorganic compound with the chemical formula PCl3. A colorless liquid when pure, it is an important industrial chemical, being used for the manufacture of phosphites and other organophosphorus compounds. It is toxic a ...

.{{cite journal, title=Zur Spaltung tertiärer Phosphine. II, author=K. Sommer, journal=Zeitschrift für Anorganische und Allgemeine Chemie, year=1970, volume=379, pages=56–62, doi=10.1002/zaac.19703790110

References

Phosphorus heterocycles Six-membered rings