65321-68-8

Upstream product

• 70343-07-6 2,3-dinitro-5-methylaniline 
• 70343-13-4 7-methyl-5-nitro-1H-indole-2,3-dione 
• 70343-14-5 2-amino-3-methyl-5-nitrobenzoic acid 
• 70343-15-6 2,5-dinitro-3-methylbenzoic acid 

Downstream Products

• 84432-55-3 3-amino-N,2,4,5,6-pentanitrotoluene 
• 103025-39-4 N-methyl-3-amino-N,2,4,5,6-pentanitrotoluene 
• 84432-56-4 3-amino-2,4,56-tetranitrotoluene 
• 73334-00-6 2,3,4,5,6-pentanitrotoluene 
• 73334-04-0 3,5-Diamino-2,4,6-trinitrotoluene 
• 103025-37-2 N-methyl-3-amino-2,5-dinitrotoluene 

Relevant academic research and scientific papers

The Rearragement of Aromatic Nitro Compounds. Part 1. The Reactions of Nitroanilines in Aqueous Sulphuric Acid

A number of substituted 2-nitroanilines rearange in concentrated sulphuric acid at 110 deg C to yield products that appear to be derived from 1,3-migration of the 2-nitro-group.For 2,3-dinitroaniline, the rate of reaction is almost independent of acidity over the range 83-97percent sulphuric acid and the solvent isotope effect k(H2SO4)/k(D2SO4) is 1.3-1.9.Methyl and t-butyl groups, when present as additional substituents in 2,3-dinitroaniline, have only a small effect on the reaction rate but 3-methyl-2-nitroaniline reacts much more slowly than 2,3-dinitroaniline.These results are discussed in terms of a rate-determining migration of the 2-nitro group following protonation at the 2-position.

Methods of preparing pentanitrotoluene

Pentanitrotoluene is prepared by a method which comprises preparing an amdinitrotoluene from a precursor of either TNT or 2,5-dinitro-3-methylbenzoic acid, nitrating the aminodinitrotoluene to produce a nitramine intermediate, converting the nitramine intermediate to an aminotetranitrotoluene and oxidizing the aminotetranitrotoluene with peroxydisulfuric acid to pentanitrotoluene. Pentanitrotoluene is an explosive.