967-72-6

Basic information

• Product Name: 2-(2-naphthyl)-5-phenyl-1,3,4-oxadiazole
• Synonyms: 2-(2-Naphthyl)-5-phenyl-1,3,4-oxadiazole; 2-(naphthalen-2-yl)-5-phenyl-1,3,4-oxadiazole
• CAS NO: 967-72-6
• Molecular Formula: C₁₈H₁₂N₂O
• Molecular Weight: 272.3007
• EINECS: 213-525-7
• Mol File: 967-72-6.mol

Chemical Properties

• Boiling Point: 472.8°C at 760 mmHg
• Flash Point: 241.3°C
• Density: 1.219g/cm³
• Vapor Pressure: 1.18E-08mmHg at 25°C
• Refractive Index: 1.652
• CAS DataBase Reference: 2-(2-naphthyl)-5-phenyl-1,3,4-oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-naphthyl)-5-phenyl-1,3,4-oxadiazole(967-72-6)
• EPA Substance Registry System: 2-(2-naphthyl)-5-phenyl-1,3,4-oxadiazole(967-72-6)

Safety Data

• Hazardous Substances Data: 967-72-6(Hazardous Substances Data)

Usage

Uses

Used in Optoelectronic Devices:
2-(2-naphthyl)-5-phenyl-1,3,4-oxadiazole is used as a fluorescent material in organic light-emitting diodes (OLEDs) and organic thin-film transistors due to its efficient blue emission properties.
Used in Biological Imaging:
NPOD is used as a fluorescent probe in biological imaging applications, taking advantage of its fluorescent properties to visualize and study biological processes.
Used in Sensing Materials:
2-(2-naphthyl)-5-phenyl-1,3,4-oxadiazole is used as a sensing material, leveraging its fluorescent properties to detect and monitor various analytes in different environments.

Upstream product

• 109249-36-7 N-benzoyl-N'-[2]naphthoyl-hydrazine 
• 39627-84-4 2-naphthohydrazide 
• 100-52-7 benzaldehyde 
• 613-94-5 benzoic acid hydrazide 
• 93-09-4 naphthalene-2-carboxylate 
• 66-99-9 β-naphthaldehyde 
• 24091-07-4 2-Formyl-naphthalin-benzoylhydrazon 

Relevant articles and documents

Visible-light-promoted aerobic oxidative cyclization to access 1,3,4-oxadiazoles from aldehydes and acylhydrazides

A novel and practical access to symmetrical and unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles directly from aldehydes and acylhydrazides using visible light irradiation under an air atmosphere in the presence of eosin Y as an organophotoredox catalyst at rt is reported. This is the first example of oxidative cyclization of acylhydrazones employing air and visible light as inexpensive, readily available, non-toxic, and sustainable reagents.

2,5-Disubstituted-1,3,4-oxadiazoles: Thymidine phosphorylase inhibitors

A series of 2,5-disubstituted-1,3,4-oxadiazoles (1-16) were synthesized via microwave irradiation and screened against thymidine phosphorylase enzyme. Four members of the series have demonstrated thymidine phosphorylase inhibitory activities with IC50 values between 37 and 320 μM. Pyridinyl-containing 1,3,4-oxadiazoles exhibited an enhanced inhibitory potential, while phenyl analogs did not show substantial inhibitory potential. Compound 9, a dipyridinyl residue having an IC50 value of 37 ± 0.76 μM was found to be the most potent in the series superior to standard inhibitor 7-deazaxanthine (IC50 = 39.28 ± 0.76 μM). Graphical abstract: [InlineMediaObject not available: see fulltext.]

Electrosynthesis and screening of novel 1,3,4-oxadiazoles as potent and selective antifungal agents

The electrochemical oxidation of aldehyde-N-aroylhydrazone has been studied in the presence of NaClO4 as supporting electrolyte in MeOH solution using cyclic voltammetry and controlled potential electrolysis. The results indicate that intramolecular cyclization of aldehyde-N-aroylhydrazone has been successfully performed at a platinum electrode in an undivided cell with good yields of the corresponding 1,3,4-oxadiazoles at ambient conditions. The reaction products were characterized by spectroscopic methods and a mechanism was deduced from voltammetry studies. The antifungal activity of the synthesized compounds was evaluated on Fusarium oxysporum, Alternaria solani, Candida albicans and Aspergillus niger. The results revealed that all the synthesized compounds have significant antifungal activity against the tested fungi. Among the synthesized derivatives 7b, 7d, 7g, 7h, 7i, 7j and 7r were found to be the most effective antifungal compounds. The Royal Society of Chemistry 2013.

Mild and convenient one-pot synthesis of 1,3,4-oxadiazoles

A mild, general, convenient, and efficient one-pot synthesis of 2-phenyl-5-substituted-1,3,4-oxadiazoles is described. Both (hetero)aryl and alkyl carboxylic acids were efficiently condensed with benzohydrazide in the presence of TBTU to give diacylhydrazine intermediates. The latter underwent a smooth TsCl-mediated cyclodehydration reaction to afford 2-phenyl-5-substituted- 1,3,4-oxadiazoles in good to very good yields.