Aminophenylarsonic Acid

The Bart reaction is successful with a wide variety of aromatic and heterocycHc amines. A variation in which an aromatic amine, in the presence of arsenic trichloride, is dia2oti2ed in an organic solvent (the ScheUer reaction) has also found wide appHcation. Both arsonic and arsinic acids can be prepared by the ScheUer reaction which often gives better yields than the Bart reaction with electron-attracting substituents on the aromatic ring. For the commercial preparation of 4-aminophenylarsonic acid [98-50-0] (arsaniUc acid), C HgAsNO, and 4-hydroxyphenylarsonic acid [98-14-6] C H AsO, the Bnchamp reaction is used ... 

The use of arsenic and its organic derivatives as herbicides, pesticides, and wood preservatives has been increasing steadily each year. Large quantities of arsenical compounds are manufactured by the chemical industry and eventually find their way into the environment (l ). About seventy percent of these chemicals are inorganic in form and the rest are organoarsenicals (2). Of the organoarsenicals, the most important species from the point of view of use and health effects are monomethylarsonic acid (MMA), dimethylarsenic acid (DMA), and p-aminophenylarsonic acid (p-APA). 

Arsonilic Acid. See Aminophenylarsonic Acid ARS. A cast double-base propellant described in conf "Propellant Manual",... 

Dinitro- 1-aminobenzene-arsonic acid see 3,5-Dinitro-4-aminophenylarsonic acid 1 A245... 

O, NC-C(NH, >=C-NQ, (Ref 3) diff sol in ale, w and dil inorg acids sol in alkalies aq AcONa. Was first prepd by Benda(Ref 2) by nitrating p-aminophenylarsonic acid. DeLange (Ref 3) prepd it by treating 4-methoxy-3,5 dirutrophenylarsonic acid with ale ammonia, followed by acidification with HC1... 

The yields obtained on dominating the following amines further illustrate the wide utilitybf hypophosphorous acid 2,4-diethyl-6-bromoaniliae (70%),89 3-nitro-4-aminophenylarsonic acid (45%),90 3-amino-6-bromo-benzoic acid (75%),13 3,3 -dimethylbenzidine (76-82%),80-81 4-amino-7-chlorohydrindone-1 (85%),91 5-methyl-8-aminoquinoline (72%) 84 o-(/3-phenylethyl)-aniline (XXII) (47%).86 In the last case, when ethanol is used dibenzyl is not obtained instead the products are 9,10-dihydro-phenanthrene (co. 50%) and o-(j8-phenylethyl)-phenol (23%).66... 

Arsono Groups. The three isomeric aminophenylarsonic acids can be converted into the corresponding phenylenediarsonic adds by means of the Bart reaction. The o-isomer gives a 44% yield of the diarsonic add,13 and a 14% yield of p-phenylenediarsonic acid is recorded.47. It is to be noted that the presence of the o-nitro group in 2-nitro-4-arsonoaniline increases the yield from 14% to 70-85%.34 48... 

In 1863, Bechamp 2 heated aniline arsenite with an excess of aniline at 190-200° and obtained a colorless solid which he thought was an acidic anilide. However, in 1907, Ehrlich and Bertheim 67 clearly demonstrated that the reaction, now known as the Bechamp reaction, involves the replacement of a nuclear hydrogen by the arsono group and that the compound produced is 4-aminophenylarsonic acid. Since its discovery the Bechamp reaction has been extended to include many phenols, substituted phenyl ethers, amines, and their various derivatives. In all, the literature contains more than sixty articles dealing with this method. 

Hydroxy-5-nitrophenylarsonic acid 2-Hydroxy-6-nitrophenylarsonic acid 2-Nitro-4-aminophenylarsonic acid... 

C17H17ASN2O4 m-6 -Methoxy-2 -methyl-4 -quinolyl-aminophenylarsonic acid 19% 221... 

Aminophenylarsonic Acid or Aminohenzene-arsORtc Acirf, HjN CgH 0-As(OH)j. Its o-, ro- and p>isoroers are known the para is of interest because its dinitro deriv is explosive... 

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