96-90-2

Usage

Uses

Used in Chemical Synthesis Industry:
2-CHLORO-4,6-DINITROTOLUENE is used as an intermediate in the synthesis of dyes and pigments for its ability to contribute to the formation of various color compounds.
Used in Explosives Production:
2-CHLORO-4,6-DINITROTOLUENE is used as a precursor in the production of explosives, such as 2,4,6-trinitrotoluene (TNT), due to its reactivity and potential to form high-energy compounds.

Upstream product

• 83-42-1 6-chloro-2-nitrotoluene 
• 121-86-8 2-chloro-4-nitrotoluene 
• 121-14-2 2,4-dinitrotoluene 
• 95-49-8 2-methylchlorobenzene 

Downstream Products

• 861519-29-1 5-chloro-4-methyl-m-phenylenediamine 
• 23749-65-7 2,4,6-trichlorotoluene 
• 95192-61-3 2-chloro-4,6-dinitrobenzoic acid 

Relevant academic research and scientific papers

Electrophilic Aromatic Substitution. Part 35. Chlorination of 1,3-Dinitrobenzene, 1-Chloro-2,4-dinitrobenzene, and 2,4-Dinitrotoluene with Nitric Acid and Hydrogen Chloride or Chlorine in Sulphuric Acid or Oleum

Solutions of sulphuric acid or oleum containing HCl or Cl2 and nitric acid have been found both to chlorinate and nitrate deactivated aromatic compounds.The kinetics and products of the chlorination of 1,3-dinitrobenzene and 1-chloro-2,4-dinitrobenzene in sulphuric acid or oleum containing HCl and nitric acid at 130 deg C, and the kinetics and products of the chlorination of 2,4-dinitrotoluene at 90 deg C in sulphuric acid or oleum containing Cl2 and nitric acid, are reported. 1,3-Dinitrobenzene and 1-chloro-2,4-dinitrobenzene were predominantly chlorinated. 2,4-Dinitrotoluene gave approximately equal amounts of 6-chloro-2,4-dinitrotoluene and 2,4,6-trinitrotoluene.The results show that under these conditions, chlorination and nitration are competing electrophilic reactions, and that chlorination is less selective than nitration.Possible mechanisms for chlorination are discussed.

Substituent Effects on the Decarboxylation of Dinitrobenzoate Ions, Representative Aromatic SE1 Reactions

Kinetics of decarboxylation, in water solution, of several 4-substituted 2,6-dinitrobenzoic and 2-substituted 4,6-dinitrobenzoic acids were determined, at several temperatures.The reactions are first order at the low concentrations employed, at which the acids are fully dissociated.Decarboxylation is accelerated by electron-attracting substituents; the Hammett ρ for the effects of 4-substituents is about +2.6.All the decarboxylations involve large positive enthalpies and entropies of activation.The solvent kinetic isotope effect (D2O/H2O) is not significantly different from unity.The data support a mechanism where in the substituted benzoate ion loses CO2 in the rate-determining step, forming a substituted aryl anion, which is then rapidly hydronated by the solvent.In the case of 2-methoxy-4,6-dinitrobenzoate ion, reaction occured with strikingly different activation parameters.