Tetraphenylarsonium chloride is the
organoarsenic compound with the formula (C
6H
5)
4AsCl. This white solid is the chloride salt of the tetraphenylarsonium cation, which is tetrahedral. Typical of related quat salts, it is soluble in polar organic solvents. It often is used as a hydrate.
Synthesis and reactions
It is prepared by neutralization of tetraphenylarsonium chloride hydrochloride, which is produced from
triphenylarsine
Triphenylarsine is the chemical compound with the formula As(C6H5)3. This organoarsenic compound, often abbreviated As Ph3, is a colorless crystalline solid that is used as a ligand and a reagent in coordination chemistry and organic synthesis. The ...
:
:(C
6H
5)
3As + Br
2 → (C
6H
5)
3AsBr
2
:(C
6H
5)
3AsBr
2 + H
2O → (C
6H
5)
3AsO + 2 HBr
: (C
6H
5)
3AsO + C
6H
5MgBr → (C
6H
5)
4AsOMgBr
:(C
6H
5)
4AsOMgBr + 3 HCl → (C
6H
5)
4AsCl
.HCl + MgBrCl
:(C
6H
5)
4AsCl
.HCl + NaOH → (C
6H
5)
4AsCl + NaCl + H
2O
Like other quat salts, it is used to solubilize polyatomic anions in organic media.
[{{cite book , doi=10.1002/9780470132470.ch36, chapter=Tetraethylammonium, Tetraphenylarsonium, and Ammonium Cyanates and Cyanides, year=1976, volume=16, last1=Dieck, first1=R. L., last2=Peterson, first2=E. J., last3=Galliart, first3=A., last4=Brown, first4=T. M., last5=Moeller, first5=T., title=Inorganic Syntheses, series=Inorganic Syntheses, pages=131–137, isbn=9780470132470] To this end, aqueous or methanolic solutions containing the anion of interest are treated with a solution of tetraphenylarsonium chloride, typically resulting in precipitation of the tetraphenylarsonium anion salt.
Related compounds
*
Tetraphenylphosphonium chloride
*
Tetrabutylammonium chloride
*
Tetraethylammonium chloride
Tetraethylammonium chloride (TEAC) is a quaternary ammonium compound with the chemical formula (C2H5)4N+Cl−, sometimes written as Et4N+Cl−. In appearance, it is a hygroscopic, colorless, crystalline solid. It has been used as the source of tet ...
References
Chlorides
Phenyl compounds