Phenylarsonic acid

Structural formula
General
Surname	Phenylarsonic acid
other names	Benzaric acid
Molecular formula	C 6 H 7 AsO 3
Brief description	white odorless solid
External identifiers / databases
EC number	202-631-9
ECHA InfoCard	100.002.393
PubChem	7365
ChemSpider	7087
Wikidata	Q418592
properties
Molar mass	202.04 g mol −1
Physical state	firmly
density	1.760 g cm −3
Melting point	158 ° C (decomposition)
solubility	slightly soluble in water
safety instructions
H and P phrases	H: 301-331-410
	P: 273-301 + 310-304 + 340
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Phenylarsonic acid is a chemical compound from the group of arsenic acid derivatives in which a hydroxyl group has been replaced by a phenyl group .

Extraction and presentation

Phenylarsonic acid can be synthesized in several ways, but is mostly made by reacting phenyldiazonium salts with sodium arsenite in the presence of copper (II) catalysts.

{\ displaystyle \ mathrm {C_ {6} H_ {5} N_ {2} ^ {+} NaAsO_ {3} H_ {2} \ longrightarrow C_ {6} H_ {5} AsO_ {3} H_ {2} + Na ^ {+} + N_ {2}}}

It was first made by Michaelis and Loenser.

properties

Phenylarsonic acid is a flammable white odorless solid that is sparingly soluble in water. It decomposes above 158 ° C.

use

Phenylarsonic acid is used as a starting material for other organic arsenic compounds, some of which, e.g. B. Roxarson and sodium hydrogen arsenic , are used in animal nutrition.

It is also used as a precipitation reagent for tetravalent metal ions such as tin (IV), zirconium (IV) and thorium (IV).

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g Entry on phenylarsonic acid in the GESTIS substance database of the IFA , accessed on January 15, 2020(JavaScript required) .
↑ Bullard, RH; Dickey, JB: Phenylarsonic Acid In: Organic Syntheses . 15, 1935, p. 59, doi : 10.15227 / orgsyn.015.0059 ; Coll. Vol. 2, 1943, p. 494 ( PDF ).
↑ A. Michaelis, H. Loesner: About nitrated phenyl arsenic compounds . In: Reports of the German Chemical Society . 27, 1877, pp. 263-272. doi : 10.1002 / cber.18940270151 .
↑ A. Michaelis: About aromatic arsenic compounds . In: Reports of the German Chemical Society . 8, 1875, pp. 1316-1317. doi : 10.1002 / cber.187500802125 .
↑ A. Michaelis, W. La Coste, A. Michaelis: About the compounds of the elements of the nitrogen group with the radicals of the aromatic series. Third treatise: On aromatic arsenic compounds . In: Annals of Chemistry . 201, No. 2-3, 1880, pp. 184-261. doi : 10.1002 / jlac.18802010204 .
^ AF Holleman , E. Wiberg , N. Wiberg : Textbook of Inorganic Chemistry . 101st edition. Walter de Gruyter, Berlin 1995, ISBN 3-11-012641-9 , p. 810.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g Entry on phenylarsonic acid in the GESTIS substance database of the IFA , accessed on January 15, 2020(JavaScript required) .

[2] Bullard, RH; Dickey, JB: Phenylarsonic Acid In: Organic Syntheses . 15, 1935, p. 59, doi : 10.15227 / orgsyn.015.0059 ; Coll. Vol. 2, 1943, p. 494 ( PDF ).

[3] A. Michaelis, H. Loesner: About nitrated phenyl arsenic compounds . In: Reports of the German Chemical Society . 27, 1877, pp. 263-272. doi : 10.1002 / cber.18940270151 .

[4] A. Michaelis: About aromatic arsenic compounds . In: Reports of the German Chemical Society . 8, 1875, pp. 1316-1317. doi : 10.1002 / cber.187500802125 .

[5] A. Michaelis, W. La Coste, A. Michaelis: About the compounds of the elements of the nitrogen group with the radicals of the aromatic series. Third treatise: On aromatic arsenic compounds . In: Annals of Chemistry . 201, No. 2-3, 1880, pp. 184-261. doi : 10.1002 / jlac.18802010204 .

[buch-6] AF Holleman , E. Wiberg , N. Wiberg : Textbook of Inorganic Chemistry . 101st edition. Walter de Gruyter, Berlin 1995, ISBN 3-11-012641-9 , p. 810.