847-39-2

Basic information

• Product Name: 2,5-bis(4-methoxyphenyl)-1,3,4-oxadiazole
• Synonyms: 2,5-bis(4-methoxyphenyl)-1,3,4-oxadiazole;2,5-Di(4-methoxyphenyl)-1,3,4-oxadiazole
• CAS NO: 847-39-2
• Molecular Formula: C₁₆H₁₄N₂O₃
• Molecular Weight: 282.29396
• EINECS: 212-691-8
• Mol File: 847-39-2.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 445.3°C at 760 mmHg
• Flash Point: 223.1°C
• Appearance: /
• Density: 1.189g/cm³
• Vapor Pressure: 1.04E-07mmHg at 25°C
• Refractive Index: 1.564
• CAS DataBase Reference: 2,5-bis(4-methoxyphenyl)-1,3,4-oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-bis(4-methoxyphenyl)-1,3,4-oxadiazole(847-39-2)
• EPA Substance Registry System: 2,5-bis(4-methoxyphenyl)-1,3,4-oxadiazole(847-39-2)

Safety Data

• Hazardous Substances Data: 847-39-2(Hazardous Substances Data)

Usage

General Description

2,5-bis(4-methoxyphenyl)-1,3,4-oxadiazole is a chemical compound with the molecular formula C16H14N2O2. It is a heterocyclic organic compound that contains both oxygen and nitrogen atoms in its five-membered ring structure. 2,5-bis(4-methoxyphenyl)-1,3,4-oxadiazole is often used in the field of organic electronics and optoelectronics, where it exhibits favorable electronic and optical properties. It is commonly utilized as a building block in the synthesis of light-emitting materials and organic semiconductors, making it an important compound in the development of new technologies such as organic light-emitting diodes (OLEDs) and organic photovoltaic cells. Additionally, it has potential applications in the field of medicinal chemistry due to its diverse biological activities.

InChI:InChI=1/C16H14N2O3/c1-19-13-7-3-11(4-8-13)15-17-18-16(21-15)12-5-9-14(20-2)10-6-12/h3-10H,1-2H3

Upstream product

• 849-82-1 N,N'-bis-(4-methoxybenzoyl)hydrazine 
• 3290-99-1 4-methoxybenzoic acid hydrazide 
• 100-09-4 4-methoxybenzoic acid 
• 123-11-5 4-methoxy-benzaldehyde 
• 6926-51-8 5-(4-methoxyphenyl)-1H-tetrazole 
• 256330-38-8 N'-(tert-butyl)-4-methoxybenzohydrazide 
• 874-90-8 4-methoxybenzonitrile 
• 67-66-3 chloroform 
• 696-62-8 para-iodoanisole 
• 6926-51-8 5-(4-methoxyphenyl)-2H-tetrazole 
• 824-94-2 p-methoxybenzyl chloride 
• 140-69-2 4-methoxybenzylhydrazine 
• 33708-60-0 4-methoxy-benzaldehyde-(4-methoxy-benzylhydrazone) 
• 100-07-2 4-methoxy-benzoyl chloride 

Downstream Products

• 10600-83-6 2,5-bis-(4-hydroxyphenyl)-1,3,4-oxadiazole 
• 1252660-25-5 2-(4-methoxyphenyl)-5-(4-hydroxyphenyl)-[1,3,4]oxadiazole 
• 842-79-5 2-(4-methoxy-phenyl)-5-phenyl-[1,3,4]oxadiazole 

Relevant articles and documents

UV-Induced 1,3,4-Oxadiazole Formation from 5-Substituted Tetrazoles and Carboxylic Acids in Flow

A range of 1,3,4-oxadiazoles have been synthesized using a UV-B activated flow approach starting from carboxylic acids and 5-substituted tetrazoles. The application of UV light represents an attractive alternative to the traditional thermolytic approach and has demonstrated comparable efficiency and versatility, with a diverse substrate scope, including the incorporation of highly substituted amino acids.

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.

Synthesis, liquid-crystalline, photophysical and chemosensor properties of oxadiazole/thiadiazole-based amphiphiles with glycerol groups

Two series of heterocycle-based mesogens consisting of a long 2,5-diphenyl-1,3,4-oxadiazole/thiadiazole rigid core with three lipophilic and flexible alkyl chains at one end and a polar glycerol group at the opposite end have been synthesized via one pot cyclization reaction. These compounds were investigated by polarizing optical microscopy (POM), differential scanning calorimetry (DSC), X-ray scattering, cyclic voltammetry, UV–vis spectroscopy and photoluminescence measurements. Upon elongation of the alkyl chains, a transition from hexagonal columnar phase to Pm3ˉn-type cubic phase was observed in both series. Oxadiazole series are blue luminescent LCs with binding selectivity to Li+, while thiadiazole series are blue-green luminescent LCs with binding selectivity to Fe3+.