1044-49-1

Basic information

• Product Name: 2,5-BIS(4-NITROPHENYL)-1,3,4-OXADIAZOLE
• Synonyms: 2,5-BIS(4-NITROPHENYL)-1,3,4-OXADIAZOLE;2,5-BIS-(4-NITROPHENYL)-[1,3,5]OXADIAZOLE;4-oxadiazole,2,5-bis(p-nitrophenyl)-3;2,5-di(4-nitrophenyl)-1,3,4-oxadiazole
• CAS NO: 1044-49-1
• Molecular Formula: C₁₄H₈N₄O₅
• Molecular Weight: 312.24
• Mol File: 1044-49-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 310-312°C
• Boiling Point: 537.7 °C at 760 mmHg
• Flash Point: 279 °C
• Appearance: /
• Density: 1.466 g/cm³
• Vapor Pressure: 4.34E-11mmHg at 25°C
• Refractive Index: 1.643
• PKA: -6.58±0.37(Predicted)
• CAS DataBase Reference: 2,5-BIS(4-NITROPHENYL)-1,3,4-OXADIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-BIS(4-NITROPHENYL)-1,3,4-OXADIAZOLE(1044-49-1)
• EPA Substance Registry System: 2,5-BIS(4-NITROPHENYL)-1,3,4-OXADIAZOLE(1044-49-1)

Safety Data

• Statements: 20/21/22
• Safety Statements: 36
• RTECS: RO0674000
• Hazardous Substances Data: 1044-49-1(Hazardous Substances Data)

Usage

General Description

2,5-Bis(4-nitrophenyl)-1,3,4-oxadiazole is a chemical compound with the molecular formula C16H10N6O4. It is a yellow crystalline powder that is commonly used as a fluorescent material in chemical and biological assays. 2,5-BIS(4-NITROPHENYL)-1,3,4-OXADIAZOLE has a high thermal stability and is often utilized in the development of high-performance organic optoelectronic devices. It is also a potential precursor in the synthesis of novel conjugated materials and dyes. Due to its unique properties, 2,5-Bis(4-nitrophenyl)-1,3,4-oxadiazole is a versatile compound with various applications in the field of materials science and technology.

InChI:InChI=1/C14H8N4O5/c19-17(20)11-5-1-9(2-6-11)13-15-16-14(23-13)10-3-7-12(8-4-10)18(21)22/h1-8H

Upstream product

• 725-12-2 2,5-bis-(phenyl)-1,3,4-oxadiazole 
• 1090-82-0 2-(4-nitrophenyl)-5-phenyl-1,3,4-oxadiazole 
• 636-97-5 N-amino-(4-nitrophenyl)carboxamide 
• 62-23-7 4-nitro-benzoic acid 
• 4231-71-4 1H-1,2,3-benzotriazol-1-yl-4-nitrophenylmethanone 
• 555-16-8 4-nitrobenzaldehdye 
• 51771-32-5 4-Nitro-benzoic acid [1-(4-nitro-phenyl)-meth-(E)-ylidene]-hydrazide 
• 619-50-1 4-nitrobenzoic acid methyl ester 
• 4402-22-6 N,N'-bis-(4-nitro-benzoyl)-hydrazine 
• 93-97-0 benzoic acid anhydride 
• 28115-92-6 4-nitrobenzoyl isothiocyanate 
• 16687-60-8 5-(4-nitrophenyl)-2H-tetrazole 
• 122-04-3 4-nitro-benzoyl chloride 

Downstream Products

• 92061-22-8 2-(4-aminophenyl)-5-(4-nitrophenyl)-1,3,4-oxadiazole 
• 2425-95-8 2,5-bis(p-aminophenyl)-1,3,4-oxadiazole 

Relevant articles and documents

A convenient method for the preparation of 2,5-bis-(4-aminophenyl)-1,3,4- oxadiazole

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One pot solvent-free solid state synthesis, photophysical properties and crystal structure of substituted azole derivatives

A solvent-free solid state method has been developed to synthesize three series of substituted azole derivatives (including 1,3,4-oxadiazole, 1,3,4-thiadiazole and 1,2,4-triazole) in high yields by condensation cyclization of N,N′-bishydrazide derivatives with corresponding cyclization agents, respectively. This general method avoids the use of organic solvents, saves cost and resources, simplifies post-processing and increases reaction rates. These compounds have been fully characterized by 1H NMR, 13C NMR, elemental analysis and MS. The structure of 2,5-di (4-tertbutylphenyl)-1,3,4-oxadiazole has been determined by single crystal X-ray diffraction analysis. The cell parameters are as follows: monoclinic crystal system, Cc space group, a = 18.735 (2) ?, b = 6.3375 (8) ?, c = 16.824 (2) ? and α = γ = 90°; β = 98.292 (2). The electronic absorption and fluorescent properties of these compounds have been systematically investigated for the first time. The relationships between heterocyclic structures and photophysical properties have been discussed. The alteration of emission and absorption wavelengths can be elucidated by hybrid atoms' electronegativity and Substituents' Hammett constants. This approach proposes a novel insight to provide a great number of novel substituted azole derivatives with good photophysical properties by a general green method.

Electrochemical oxidation of aldehyde-N-arylhydrazones into symmetrical-2,5-disubstituted-1,3,4-oxadiazoles

A convenient, efficient and one-pot synthesis of chemically and pharmaceutically interesting symmetrical-2,5-disubstituted-1,3,4-oxadiazoles is reported. The protocol involves anodic oxidation of aldehyde-N-arylhydrazones in anhyd. MeCN-LiClO4. Constant potential electrolysis carried out in an undivided cell and platinum electrodes leads to the formation of the corresponding oxadiazoles under ambient condition and the mechanism was deduced from voltammetry studies. The reaction proceeded smoothly with high atom economy. Springer Science+Business Media Dordrecht 2013.