Elson, Leslie A.; Gibson, Charles S.; Johnson, John D. A. published an article in 1929, the title of the article was Monohalomononitrotoluenes. Arsenical compounds derived from 3-bromo-4-nitrotoluene.Computed Properties of 38939-88-7 And the article contains the following content:
The 2 remaining bromonitrotoluenes are described. Reduction of the 5-NO2 derivative with Fe and dilute AcOH gives 5-amino-2-acetamidotoluene, m. 143°; partial deamination of the 2,5-di-NH2 derivative was not very successful. 4,3-O2N(H2N)C6H3Me (I) was prepared by heating 3,4-(O2N)2C6H3Me with concentrated NH4OH at 150° for 6 h. Through the diazo reaction there resulted from 15 g. I 9.9g. of the 3-Cl derivative, b19 146°, m. 22°; 30 g. I gives 23 g. of the 3-Br derivative, yellow, b19 156-8°, m. 37°; the 3-I derivative, orange-yellow, m. 103-5°. 3,5-Br(AcNH)C6H3Me with HNO3 of d. 1.5 gives the di-NO2 derivative but is unchanged with HNO3 of d. 1.45 at 0° for 10 min. Treating a mixture of 4,2,3-H2N(O2N)2C6H2Me in HCl-EtOH with NaNO2 below 0° and gradually warming to 70° gives a moderate yield of 3-chloro-2-nitrotoluene, m. 21-2°; 3-Br derivative, pale yellow, b10 129-30°, m. 27°; the residue consists of a pale yellow compound, C12H9O4N2Br2, m. 95-6°. 4,2,6-H2N(O2N)2C6H2Me, through the diazo reaction, gives the 4-Br derivative, orange-yellow, m. 89-90°. 3,2-Br(O2N)C6H3Me did not yield a satisfactory condensation product with o-H2NC6H4AsO2H2 but 3,4-Br(O2N)-C6H3Me gives 2-nitro-5-methyldiphenylamine-6′-arsonic acid, golden yellow, m. 228 30°; reduction with SO2 in EtOH-HCl gives the 6′-dichloroarsine, orange-red, m. 137° (decomposition), which, heated with AcOH for 2 h., yields 10-chloro-4-nitro-1-methyl-5,10-dihydrophenarsazine, deep red, m. 198-200° (decomposition). The experimental process involved the reaction of 2-Chloro-4-methyl-1-nitrobenzene(cas: 38939-88-7).Computed Properties of 38939-88-7
2-Chloro-4-methyl-1-nitrobenzene(cas:38939-88-7) belongs to chlorides. Alkanes and aryl alkanes may be chlorinated under free radical conditions, with UV light. However, the extent of chlorination is difficult to control. Aryl chlorides may be prepared by the Friedel-Crafts halogenation, using chlorine and a Lewis acid catalyst. Computed Properties of 38939-88-7
Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics