612-36-2

Usage

Uses

Used in Chemical Industry:
2,4'-Dinitrodiphenylamine is used as an intermediate for the production of dyes, pigments, and antioxidants. Its stability and heat resistance make it a valuable component in various industrial applications.
Used in Safety Measures:
Due to its hazardous nature, 2,4'-dinitrodiphenylamine requires proper precautions and safety measures when handling. It is toxic if ingested, inhaled, or comes into contact with the skin, and may cause irritation to the eyes and respiratory system.

InChI:InChI=1/C12H9N3O4/c16-14(17)10-7-5-9(6-8-10)13-11-3-1-2-4-12(11)15(18)19/h1-8,13H

Upstream product

• 64-17-5 ethanol 
• 21565-18-4 (2-nitro-phenyl)-(4-nitro-phenyl)-nitroso-amine 
• 577-19-5 2-nitrophenyl bromide 
• 104-04-1 N-(4-Nitrophenyl)acetamide 
• 836-30-6 4-ntrophenyl(phenyl)amine 
• 519-87-9 N,N-diphenylacetamide 
• 4051-56-3 N,N-diphenylbenzamide 
• 603-52-1 ethyl diphenylcarbamate 
• 21565-15-1 N-nitroso(2-nitrophenyl)phenylamine 
• 103859-52-5 (2-nitro-phenyl)-(4-nitroso-phenyl)-amine 
• 3665-70-1 p-nitrodiphenylnitrosamine 
• 64-19-7 acetic acid 
• 100-01-6 4-nitro-aniline 
• 88-73-3 2-Chloronitrobenzene 

Downstream Products

• 14434-10-7 (2,4-dinitro-phenyl)-(2-nitro-phenyl)-amine 
• 2908-76-1 bis(2,4-dinitrophenyl)amine 
• 21565-18-4 (2-nitro-phenyl)-(4-nitro-phenyl)-nitroso-amine 
• 4907-43-1 (2-amino-phenyl)-(4-amino-phenyl)-amine 
• 141939-60-8 2,4'-Dinitrodiphenylacetamide 
• 117847-28-6 {4-[(4-Nitro-phenyl)-(2-nitro-phenyl)-amino]-phenyl}-phenyl-methanone 
• 117847-23-1 4,4',2''-trinitrotriphenylamine 
• 117847-24-2 (4-Nitro-phenyl)-bis-(2-nitro-phenyl)-amine 
• 56594-79-7 4-<(4'-nitrophenyl)amino>aniline 

Relevant academic research and scientific papers

CuSO4-mediated decarboxylative C-N cross-coupling of aromatic carboxylic acids with amides and anilines

CuSO4-mediated decarboxylative C-N cross-coupling of aromatic carboxylic acid with amide has been developed, leading to N-arylamides in modest to excellent yields. Anilines bearing electron-withdrawing substituents could also couple efficiently

THE PHOTOCYCLIZATION OF N-ACYL-2-NITRODIPHENYLAMINES TO PHENAZINE N-OXIDES: SCOPE AND MECHANISM

The photocyclization of N-acyl-2-nitridiphenylamines to phenazine N-oxides is extended to several dinitro derivatives and a pyridine analogue obtaining N-oxides of otherwise difficult access.In the presence of some additives, the reaction takes a different course.Thus, with acids deacylation occurs, with triphenylphosphine a N-phosphoranylidene amine is formed and with 2,6-di-tert-butylphenol the corresponding nitrosodiphenylammine is obtained.A mechanism starting from the nitroamide triplet and involving several discrete intermediates is proposed in order to account for such observations.

Aromatic Nitro group Displacement Reactions. Part 2. The Synthesis of Diarylamines and some Heteroaromatic Analogues.

In dipolar aprotic solvents, activated aromatic nitro-groups can usually be displaced by anilines of enhanced N-acidity in the presence of the heavier alkali-metal carbonates.When catalysed by potassium t-butoxide, however, attack occurs preferentially at other reactive centers in the molecule, except where the nitro-group is highly activated.Some of the resulting diarylamines (the term is here expanded to include arylaminoxanthen-9-ones) are intermediates in the synthesis of heterocycles.

The Synthesis of Di- and Tri-arylamines through Halogen Displacement by Base-activated Arylamines: Comparison with the Ullmann Condensation

In dipolar aprotic solvents, nitranions derived from anilines of enhanced N-acidity displace fluorine from activated aromatic compounds at room temperature.Diarylamines thus produced are free from triarylamines, which are formed at higher temperatures when diarylamines, after N-deprotonation by potassium t-butoxyde or by the heavier alkali metal carbonates, similarly displace activated fluorine.Certain diarylamines can also be prepared by chlorine displacement in the presence of alkali metal carbonates.It is confirmed that such carbonates play only an auxiliary role in the Ullmann (copper-assisted) diarylamine synthesis conducted in dipolar aprotic solvents; they may indeed impede the reaction in some instances.

Photolysis of N-Nitrosodiphenylamines and N-Nitrosocarbazole

N-Nitrosodiphenylamine, N-nitroso-2-nitrodiphenylamine and N-nitrosocarbazole on irradiation in benzene give products resulting from nitroso group migration.

The Synthesis of Diarylamines by Nitro-group Displacement. Activation of Anilines containing Electron-withdrawing Groups by Potassium Carbonate

Anilines of enhanced N-acidity can displace activated aromatic nitro-groups in dipolar aprotic solvents in the presence of potassium carbonate; the resulting diarylamines are generally obtained free of triarylamine and of the hydrogen displacement product.