612-36-2

Basic information

• Product Name: 2,4'-DINITRODIPHENYLAMINE
• Synonyms: 2-nitro-N-(4-nitrophenyl)aniline;2-Nitrophenyl 4-nitrophenylamine;2-Nitrophenyl(4-nitrophenyl)amine;N-(2-Nitrophenyl)-4-nitroaniline;N-(4-Nitrophenyl)-2-nitroaniline
• CAS NO: 612-36-2
• Molecular Formula: C₁₂H₉N₃O₄
• Molecular Weight: 259.22
• EINECS: 210-306-8
• Mol File: 612-36-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 217 °C
• Boiling Point: 434.3 °C at 760 mmHg
• Flash Point: 216.4 °C
• Appearance: /
• Density: 1.446 g/cm³
• Vapor Pressure: 9.6E-08mmHg at 25°C
• Refractive Index: 1.693
• Storage Temp.: ?20°C
• PKA: -6.77±0.40(Predicted)
• CAS DataBase Reference: 2,4'-DINITRODIPHENYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4'-DINITRODIPHENYLAMINE(612-36-2)
• EPA Substance Registry System: 2,4'-DINITRODIPHENYLAMINE(612-36-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 612-36-2(Hazardous Substances Data)

Usage

General Description

2,4'-Dinitrodiphenylamine is a chemical compound typically used as an intermediate in the production of dyes, pigments, and antioxidants. It is a yellow crystalline solid that is insoluble in water but soluble in organic solvents. 2,4'-DINITRODIPHENYLAMINE is known for its stability and heat resistance, making it a valuable component in various industrial applications. However, 2,4'-dinitrodiphenylamine is also considered hazardous, as it is toxic if ingested, inhaled, or comes into contact with the skin. Additionally, it may cause irritation to the eyes and respiratory system. Therefore, proper precautions and safety measures are necessary when handling this chemical.

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

• 836-30-6 4-ntrophenyl(phenyl)amine 
• 7697-37-2 nitric acid 
• 382165-80-2 N-nitrosodiphenylamine 
• 3665-70-1 p-nitrodiphenylnitrosamine 
• 21565-15-1 N-nitroso(2-nitrophenyl)phenylamine 
• 519-87-9 N,N-diphenylacetamide 
• 100-01-6 4-nitro-aniline 
• 15163-59-4 potassium o-nitrobenzoate 
• 586-96-9 Nitrosobenzene 
• 88-74-4 2-nitro-aniline 
• 141939-60-8 2,4'-Dinitrodiphenylacetamide 
• 64-19-7 acetic acid 
• 64918-56-5 bis-(2-nitro-phenyl)-nitroso-amine 
• 56-23-5 tetrachloromethane 

Downstream Products

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

Relevant articles and documents

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.

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.