1821-27-8

Basic information

• Product Name: 4,4'-DINITRODIPHENYLAMINE
• Synonyms: BIS-(4-NITROPHENYL)AMINE;4,4'-DINITRODIPHENYLAMINE;4-nitro-N-(4-nitrophenyl)aniline;Bis(4-nitropheny)amine;4,4'-Iminobis(1-nitrobenzene);4-Nitro-N-(4-nitrophenyl)benzenamine;N-(4-Nitrophenyl)-4-nitroaniline;NSC 36659
• CAS NO: 1821-27-8
• Molecular Formula: C₁₂H₉N₃O₄
• Molecular Weight: 259.22
• EINECS: 217-343-9
• Product Categories: Aromatics Compounds;Aromatics
• Mol File: 1821-27-8.mol
• Article Data: 33

Chemical Properties

• Melting Point: 216 °C
• Boiling Point: 402.47°C (rough estimate)
• Flash Point: 234.4 °C
• Appearance: yellow crystal
• Density: 1.3450 (rough estimate)
• Vapor Pressure: 8.63E-09mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: -5.98±0.40(Predicted)
• CAS DataBase Reference: 4,4'-DINITRODIPHENYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DINITRODIPHENYLAMINE(1821-27-8)
• EPA Substance Registry System: 4,4'-DINITRODIPHENYLAMINE(1821-27-8)

Safety Data

• Hazardous Substances Data: 1821-27-8(Hazardous Substances Data)

Usage

Chemical Properties

Redish-Brown Crystalline Solid

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

Upstream product

• 56-23-5 tetrachloromethane 
• 13916-77-3 bis-(4-nitro-phenyl)-nitroso-amine 
• 64-17-5 ethanol 
• 519-87-9 N,N-diphenylacetamide 
• 154396-66-4 nitro-bis-(4-nitro-phenyl)-amine 
• 141-78-6 ethyl acetate 
• 100-01-6 4-nitro-aniline 
• 100-00-5 4-chlorobenzonitrile 
• 586-78-7 para-nitrophenyl bromide 
• 382165-80-2 N-nitrosodiphenylamine 
• 60-29-7 diethyl ether 
• 148-97-0 N-hydroxy-N-nitroso-benzenamine 
• 71-43-2 benzene 
• 100-25-4 para-dinitrobenzene 

Downstream Products

• 16320-52-8 4,4'-dinitrodiphenyl(methyl)amine 
• 97510-15-1 4-[Bis-(4-nitro-phenyl)-amino]-benzonitrile 
• 20440-93-1 tris(4-nitrophenyl)amine 
• 117847-23-1 4,4',2''-trinitrotriphenylamine 
• 2420-88-4 4,4′-diaminodiphenylmethylamine 
• 374562-12-6 N,N-bis(4-maleimidophenyl)(methyl)amine 
• 1220986-82-2 C₁₄H₁₀ClN₃O₅ 
• 1220986-83-3 C₁₄H₁₀BrN₃O₅ 
• 17558-86-0 4,4'-bis(cyclohexylamino)diphenylamine 
• 209252-25-5 4,4'-bis(1,3-dimethylbutylamino)diphenylamine 
• 1289557-97-6 4-(isopropylamino)-4'-(1,3-dimethylbutylamino) diphenylamine 
• 18087-26-8 bis-(4-isopropylamino-phenyl)-amine 

Relevant articles and documents

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A terphenyl phosphine as a highly efficient ligand for palladium-catalysed amination of aryl halides with 1° anilines

A terphenyl phosphine ligand (2,6-bis(2,4,6-triisopropylphenyl)phenyl-dicyclohexylphosphine, TXPhos) and its supported palladium complex [(TXPhos)(allyl)PdCl] have been developed and the catalyst system is highly efficient in amination of aryl halides with 1° anilines, especially effective for densely functionalized substrates including both partners possessing ortho-ester, acetyl, nitrile and nitro groups. With the TXPhos-supported catalyst system, many partner combinations have been unprecedentedly realized and the base scope has been even extended to KOAc, which is even the best choice in the amination of 2-nitrochlorobenzene.

Ligand-Enabled Gold-Catalyzed C(sp2)-N Cross-Coupling Reactions of Aryl Iodides with Amines

The first example of ancillary (P,N)-ligand-enabled gold-catalyzed C-N cross-coupling reactions of aryl iodides with amines is reported. The high generality of the reaction in de novo synthesis, late-stage modifications, and cascade processes to access functionalized indolinones and carbazoles underscores the synthetic potential of the presented strategy. Monitoring the reaction with ESI-HRMS and NMR provided strong evidence for the in situ formation of putative high valent Au(III) intermediates.

DERIVATIVES OF PPD USEFUL FOR COLORING HAIR AND SKIN

The is provided a compound of formula I or II or physiologically acceptable salts or solvates, or oxidised derivatives thereof: where R1 to R3, R13 and R14 are as defined herein. Also disclosed herein are methods of dyeing hair or (temporarily) tattooing the skin using the compounds of formula I or II (or physiologically acceptable salts or solvates, or oxidised derivatives thereof) in a suitable composition.