38417-97-9

Usage

Uses

Used in Dye Manufacturing:
2,4,6-trinitro-N-(4-nitrophenyl)aniline is used as a key component in the production of dyes, where its unique chemical structure contributes to the color and stability of the final product.
Used in Explosive Production:
Due to its high explosive nature, 2,4,6-trinitro-N-(4-nitrophenyl)aniline is utilized in the manufacturing of explosives. Its ability to release a large amount of energy upon detonation makes it a valuable component in various explosive formulations.
Used in Military and Industrial Applications:
2,4,6-trinitro-N-(4-nitrophenyl)aniline is employed in military and industrial settings for its explosive capabilities. It is used in the development of munitions and other explosive devices, where its high energy release is crucial for effective performance.

InChI:InChI=1/C12H7N5O8/c18-14(19)8-3-1-7(2-4-8)13-12-10(16(22)23)5-9(15(20)21)6-11(12)17(24)25/h1-6,13H

Upstream product

• 88-89-1 2,4,6-Trinitrophenol 
• 861869-60-5 4-[4-(2,4,6-trinitro-anilino)-phenylazo]-benzenesulfonic acid 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 2919-12-2 trinitro-2,4,6 diphenylamine 
• 88-88-0 2,4,6-trinitrochlorobenzene 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 21565-22-0 (2,4-dinitro-phenyl)-picryl-amine 
• 131-73-7 Dipikrylamin 

Relevant academic research and scientific papers

New Application of Crown Ether. V. The Effect of Crown Ethers on the Acid-Base Interaction between 2,4,4',6-tetranitrodiphenylamine and Primary Amines in Benzene

The effect of crown ethers on the acid-base interaction of 2,4,4',6-tetranitrodiphenylamine (HA, λmax 380 nm, pKa = 8.88 in water) with primary amines (RNH2) in benzene was investigated spectrophotometrically.Crown ethers assisted strongly the formation of association complexes, RNH3+*crown ether*A-, which existed as a single chemical species (λmax 478 nm) assignable to "crown ether-separated ion pair".The effect of the steric factors of various primary amines on the equilibrium to form the association complex was discussed on the basis of the equilibrium constants and thermodynamic parameters of the systems involving 18-crown-6 and benzo-18-crown-6.

Synthesis and biological evaluation of 2,4,6-trinitroaniline derivatives as potent antitumor agents

Abstract: Nitro group-containing compounds are well known as effective anticancer drugs. The aim of the study is to synthesize a series of trinitroaniline derivatives to determine their potential antitumor activities on diverse cancer cell models, anti-apoptotic and anti-metastatic features on hepatoma cells. The anti-proliferative studies show that IC50 values of N-phenyl-2,4,6-trinitroaniline, N-(2,4,6-trinitrophenyl)naphthalen-1-amine, N-(2,4,6-trinitrophenyl)naphthalen-2-amine, N-(3-nitrophenyl)-2,4,6-trinitroaniline were similar to IC50 value of cisplatin in Hep3B cells. In fact, IC50 value of N-(3,5-difluorophenyl)-2,4,6-trinitroaniline is better than cisplatin. In addition, all compounds could decrease the expression of the cell cycle checkpoint protein cyclin D1. To investigate the effect of compounds on the apoptotic pathway, mRNA and protein expressions of Bcl-2 and Bax were analyzed with qRT-PCR and Western blot. Annexin V staining assay, apoptotic mRNA and protein analysis indicate that N-isopropyl-2,4,6-trinitroaniline, N-(2,4,6-trinitrophenyl)-5-methylisoxazole-3-amine, N-(3-nitrophenyl)-2,4,6-trinitroaniline, N-(4-nitrophenyl)-2,4,6-trinitroaniline induce intrinsic apoptosis by increasing the ratio of Bax/Bcl-2 expression. In addition, colony formation and wound healing assays confirmed that these compounds also inhibit the metastatic activity of Hep3B cells. 2,4,6-Trinitroaniline derivatives, especially N-(3-nitrophenyl)-2,4,6-trinitroaniline might be used as candidate for the development of new antitumor drugs. Graphic abstract: [Figure not available: see fulltext.].

The activation of SNAr reactions by the superstrong electron-withdrawing substituent CF3S(O)=NSO2CF3

The chlorine lability of the 2-nitrochlorobenzene derivative which contains the superstrong electron-withdrawing substituent CF3S(O)=NSO2CF3 in position 4 has been compared with the analogous 4-trifluoromethylsulphonyl derivative and picryl chloride in nucleophilic substitution.During interaction with hard nucleophilic agents, the effect of one superstrong substituent approximately corresponds to the influence of two nitro groups in positions 2 and 4.With soft reagents, picryl chloride is more active than the compound containing the CF3S(O)=NSO2CF3 group, polarizable only with difficulty.

Aromatic nucleophilic substitution reactions of 1-dialkylamino-substituted activated benzenes with various amines in dimethyl sulfoxide

In the reactions of 1-dlalkylamino-2,4,6-trinitro- and 1-dialkylamlno-2, 4-dinitrobenzenes with various amines in dimethyl sulfoxide, 1-dialkylamino group is easily replaced with primary n-alkylamines at room temperature, and in a low yield with pyrrolidine only among secondary amines.

2,4,6-Trinitrodiphenylamines for control of foliar phytopathogens

A class of 2,4,6-trinitrodiphenylamines, bearing one or more substituents on the ring which does not bear nitro groups, which substituents are chosen from among trfluoromethyl groups, nitro groups, and other simple substituents, are effective in the control of foliar phytopathogens.