Wikiwand AI

Tetraphenylarsonium chloride

Chemical compound From Wikipedia, the free encyclopedia

Tetraphenylarsonium chloride is the organoarsenic compound with the formula (C6H5)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.

Quick facts Identifiers, Properties ...
Tetraphenylarsonium chloride
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.007.337 Edit this at Wikidata
EC Number
  • 208-070-6
UNII
  • InChI=1S/C24H20As.ClH/c1-5-13-21(14-6-1)25(22-15-7-2-8-16-22,23-17-9-3-10-18-23)24-19-11-4-12-20-24;/h1-20H;1H/q+1;/p-1
    Key: NRZGVGVFPHPXEO-UHFFFAOYSA-M
  • C1=CC=C(C=C1)[As+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4.[Cl-]
Properties
C24H20AsCl
Molar mass 418.80 g·mol−1
Appearance white solid
Hazards
GHS labelling:
GHS06: ToxicGHS09: Environmental hazard
Danger
H301, H331, H410
P261, P264, P270, P271, P273, P301+P310, P304+P340, P311, P321, P330, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Close

Synthesis and reactions

It is prepared by neutralization of tetraphenylarsonium chloride hydrochloride, which is produced from triphenylarsine:[1]

(C6H5)3As + Br2 → (C6H5)3AsBr2
(C6H5)3AsBr2 + H2O → (C6H5)3AsO + 2 HBr
(C6H5)3AsO + C6H5MgBr → (C6H5)4AsOMgBr
(C6H5)4AsOMgBr + 3 HCl → (C6H5)4AsCl.HCl + MgBrCl
(C6H5)4AsCl.HCl + NaOH → (C6H5)4AsCl + NaCl + H2O

Like other quat salts, it is used to solubilize polyatomic anions in organic media.[2] 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

References

Related Articles

Timelines

Top Qs

Fact Checks