3722-13-2

Basic information

• Product Name: [(E)-(4-nitrophenyl)diazenyl]propanedinitrile
• CAS NO: 3722-13-2
• Molecular Formula: C₉H₅N₅O₂
• Molecular Weight: 215.1683
• Mol File: 3722-13-2.mol

Chemical Properties

• Boiling Point: 362.3°C at 760 mmHg
• Flash Point: 172.9°C
• Density: 1.36g/cm³
• Vapor Pressure: 1.95E-05mmHg at 25°C
• Refractive Index: 1.645
• CAS DataBase Reference: [(E)-(4-nitrophenyl)diazenyl]propanedinitrile(CAS DataBase Reference)
• NIST Chemistry Reference: [(E)-(4-nitrophenyl)diazenyl]propanedinitrile(3722-13-2)
• EPA Substance Registry System: [(E)-(4-nitrophenyl)diazenyl]propanedinitrile(3722-13-2)

Safety Data

• Hazardous Substances Data: 3722-13-2(Hazardous Substances Data)

Usage

Uses

Used in Dye Industry:
[(E)-(4-nitrophenyl)diazenyl]propanedinitrile is used as a dye for its vibrant yellow color, making it suitable for use in various industrial and consumer applications.
Used in Organic Electronics:
In the field of organic electronics, [(E)-(4-nitrophenyl)diazenyl]propanedinitrile serves as a component in organic light-emitting diodes (OLEDs) and photovoltaic cells, contributing to the development of advanced electronic devices.
Used in Biomedical Imaging:
[(E)-(4-nitrophenyl)diazenyl]propanedinitrile has been studied for its potential use in developing new biomedical imaging agents due to its interesting photophysical properties, which could lead to advancements in medical diagnostics and imaging technologies.

Upstream product

• 100-01-6 4-nitro-aniline 
• 100-05-0 4-nitrobenzenediazonium chloride 
• 109-77-3 malononitrile 

Downstream Products

• 1239368-87-6 C₂₆H₁₉N₁₁O₂ 
• 62679-04-3 4-((4-nitrophenyl)diazenyl)-1H-pyrazole-3,5-diamine 
• 54554-78-8 5-(4-nitro-phenylazo)-pyrimidine-4,6-diamine 

Relevant articles and documents

Synthesis and Pharmacological Investigations of Novel Pyrazolyl and Hydrazonoyl Cyanide Benzimidazole Entities

Various novel benzimidazole entities linked to pyrazolyl and hydrazonoyl cyanide substrates carrying aryl and heteroaryl groups (8a–e to 10a–e) were synthesized using new route syntheses and were focused on their pharmacological evaluation as one of the m

Adenine intermediate pyrimidine-azo compound and preparation method thereof

The invention relates to an adenine intermediate pyrimidine-azo compound and a preparation method thereof. The preparation method comprises the following steps of: 1) dissolving primary amine in mixed-acid solution, dripping sodium nitrite solution to prepare diazonium salt shown in a formula (3), adding malononitrile for dissolving, and dripping alkaline solution to regulate a pH value of reaction solution and generate coupling reaction, thereby obtaining an intermediate pyrimidine-azo compound (4); 2) adding the intermediate pyrimidine-azo compound (4) prepared in the step 1) into formamide, introducing liquid ammonia, and heating to carry out high-temperature condensation and cyclization reaction, thereby obtaining an adenine intermediate pyrimidine-azo compound (5), wherein a series of derivatives of the adenine intermediate pyrimidine-azo compound can be prepared by selecting different primary amines. The adenine intermediate pyrimidine-azo compound and the preparation method have the advantages that water is used as a solvent in the step 1), and the solvent used in the step 2) can be repeatedly used, so that the 'three wastes' are fewer, and the environment-friendly effect is achieved; and the cost is low, so that the industrialization is easy and the economic benefit is obvious.

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.]

Fluoride-responsive organogel containing azobenzyl and cholesterol units

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Synthesis and characterization of Ni(II) and Cd(II) complexes of 4-(4-nitrophenylazo)- 1H-pyrazole-3,5-diamine and 4-(4-methylphenylazo)-1H- pyrazole-3,5-diamine

In this study, the diazotized p-nitroaniline and p-methylaniline were coupled with malononitrile. The ring closure reaction of the obtained products with hydrazine monohydrate yielded 4-(4-methylphenylazo)-1H-pyrazole-3,5-diamine (L1) and 4-(4-nitrophenylazo)-1H-pyrazole- 3,5-diamine (L 2). The structure of the ligands has been elucidated by spectroscopic analyses. Then, novel Ni(II) and Cd(II) complexes of the ligands have been synthesized and the structures of these complexes determined by elemental analysis, spectrometric and TGA/DTA methods, molar conductance and magnetic susceptibility measurements. All the complexes were monomeric and diamagnetic. From the elemental analyses and mass spectra data, the complexes were proposed to the formulae [Ni2(L1)2(OH) 2]·2Cl·8.5H2O, [Cd2(L 1)2(OH)2]·2Cl·DMF·3H2O, [Ni(L2)2]·2Cl·2DMF·7H2O and [Cd2(L2)2(OH)2(H 2O)4]·2Cl·1.5H2O. For the Cd(L2) complex octahedral geometry was proposed, but the Ni(L 1), Ni(L2) and Cd(L1) complexes show four coordinated structure. The Ni(L1), Cd(L1) and Cd(L 2) complexes were found to be dinuclear. On the other hand the Ni(L2) complex was found to be mononuclear. All the complexes were found to be (1:2) electrolytes.

Pyridazine derivatives and related compounds. 23*. synthesis of 3-substituted pyrazolo[3,4-c] pyridazines and their application as disperse dyes

Acetylacetone and malononitrile were coupled with diazotized arylamines to give arylazoacetylacetones and arylazomalononitriles. When refluxed with 3-hydrazino-4,5-diphenyl-1H-pyrazolo-[3,4-c]pyridazine in the presence of ethanol/HCl, they yielded the corresponding 3-[4-(arylazo)-3,5-dimethylpyrazol- 1-yl]- and 3-[3,5-diamino-4-(arylazo)pyrazol-1-yl]-4,5-diphenyl-1H-pyrazolo[3,4- c]pyridazine dyes. The dyes were applied to polyester and polyamide fabrics, and their spectral and fastness properties were measured.