3010-38-6

Basic information

• Product Name: N,N-Dimethyl-4-[(E)-(2-nitrophenyl)diazenyl]aniline
• Synonyms: N,N-Dimethyl-4-[(E)-(2-nitrophenyl)diazenyl]aniline;2'-Nitro-N,N-dimethylazobenzene-4-amine;N,N-Dimethyl-4-[(2-nitrophenyl)azo]benzenamine;2'-Nitro-4-dimethylaminoazobenzene;Aniline, N,N-dimethyl-p-((o-nitrophenyl)azo)-;dimethyl-[4-(2-nitrophenyl)azophenyl]amine;DIS. A. 15;N,N-dimethyl-4-(2-nitrophenyl)azoaniline
• CAS NO: 3010-38-6
• Molecular Formula: C₁₄H₁₄N₄O₂
• Molecular Weight: 270.29
• Mol File: 3010-38-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 413.4°C (rough estimate)
• Flash Point: 225.7°C
• Appearance: /
• Density: 1.1764 (rough estimate)
• Vapor Pressure: 2.83E-08mmHg at 25°C
• Refractive Index: 1.6000 (estimate)
• CAS DataBase Reference: N,N-Dimethyl-4-[(E)-(2-nitrophenyl)diazenyl]aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethyl-4-[(E)-(2-nitrophenyl)diazenyl]aniline(3010-38-6)
• EPA Substance Registry System: N,N-Dimethyl-4-[(E)-(2-nitrophenyl)diazenyl]aniline(3010-38-6)

Safety Data

• Hazardous Substances Data: 3010-38-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H14N4O2/c1-17(2)12-9-7-11(8-10-12)15-16-13-5-3-4-6-14(13)18(19)20/h3-10H,1-2H3/b16-15+

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 88-74-4 2-nitro-aniline 
• 24564-52-1 4-(dimethylamino)benzenediazonium tetrafluoroborate 
• 60-11-7 methyl yellow 
• 25910-37-6 2-Nitrophenyldiazonium 

Downstream Products

• 96985-42-1 N',N'-dimethyl-2,4'-azo-di-aniline 
• 16675-45-9 4-(2H-benzo[d][1,2,3]triazol-2-yl)-N,N-dimethylaniline 

Relevant articles and documents

Nano-CuFe2O4-supported sulfonic acid as a novel and recyclable nanomagnetic acid for diazotization of aromatic amines: efficient synthesis of various azo dyes

Abstract: A novel heterogeneous sulfonic acid functionalized nanomagnetic CuFe2O4 was successfully prepared and characterized by analyzing different obtained data including Fourier transform infrared spectroscopy, X-ray powder diffraction, field emission scanning electron microscopy, energy-dispersive X-ray spectroscopy, thermogravimetric analysis, dynamic light scattering and vibrating sample magnetometer. Then the novel acidic reagent was examined in synthesis of various azo-containing compounds from coupling of aryl diazonium ferrite sulfate salts with aromatic and non-aromatic compounds. The procedure starts by diazotization of aromatic amines with NaNO2 and wet CuFe2O4–SO3H and then coupling reaction of aryl diazonium ferrite sulfate salts with appropriate reagent. The prepared nano-solid acid showed high activity in synthesis of variety of aryl diazonium salts. In addition the as-prepared aryl diazonium ferrite sulfate salts are stable at room temperature for many hours and reacted efficiently in coupling reactions of aryl diazonium salts. All the azo dyes are synthesized in high yields and simple reaction conditions at room temperature. Moreover, the nanomagnetic solid acid was easily recovered from the reaction mixture and reused five runs without significant loss of activity. Graphical Abstract: [Figure not available: see fulltext.]

THE FIRST SUCCESSFUL DIRECT AZOCOUPLING OF NITROAROMATIC ANION-RADICAL

o-Dinitrobenzene dianion reacts with p-N,N-dimethylaminobenzenediazonium cation, forming 2-nitro-4'-N,N-dimethylaminoazobenzene. o-Dinitrobenzene anion-radical, interacting with benzenediazonium cations that contain N,N'-dimethylamino or nitro group in para-position, yields 3-nitro-4-hydroxy-4'-N,N-dimethylaminoazobenzene and 3,4'-dinitro-4-hydroxyazobenzene, respectively.The above compounds are formed in media promoting the stability of ion pairs between o-dinitrobenzene dianions or anions-radicals and potassium cations.With the dissociation of ion pairs, only the electron-transfer reaction products are observed.