Tetraphenyldiphosphine 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
2">Ph2sub>2, where Ph =
phenyl
In organic chemistry, the phenyl group, or phenyl ring, is a cyclic group of atoms with the formula C6 H5, and is often represented by the symbol Ph. Phenyl group is closely related to benzene and can be viewed as a benzene ring, minus a hydroge ...
(C
6H
5). It is a white, air-sensitive solid that dissolves in nonpolar solvents. It is a centrosymmetric molecule with a P-P bond of 2.2592 Å.
Tetraphenyldiphosphine is produced by reductive coupling of
chlorodiphenylphosphine
Chlorodiphenylphosphine is an organophosphorus compound with the formula (C6H5)2PCl, abbreviated Ph2PCl. It is a colourless oily liquid with a pungent odor that is often described as being garlic-like and detectable even in the ppb range. It is u ...
:
:2 Ph
2PCl + 2 Na → Ph
2P-PPh
2 + 2 NaCl
The compound is used as a source of the Ph
2P
− group.
[{{cite journal, title=Zur Kenntnis der Organophosphorverbindungen, III. Umsetzungen mit Diphenylphosphin‐natrium
, first1=Wilhelm , last1=Kuchen, first2=Hans, last2=Buchwald, journal=Chem. Ber., volume=92, pages=227–231
, year=1959, doi=10.1002/cber.19590920126]
:Ph
2P-PPh
2 + 2 Na → + 2 NaPPh
2
References
Phenyl compounds
Phosphines