92492-51-8

Basic information

• Product Name: 2-cyclohexyl-5-phenyl-1,3,4-oxadiazole
• Synonyms: 2-cyclohexyl-5-phenyl-1,3,4-oxadiazole
• CAS NO: 92492-51-8
• Molecular Weight: 228.294
• Mol File: 92492-51-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-cyclohexyl-5-phenyl-1,3,4-oxadiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-cyclohexyl-5-phenyl-1,3,4-oxadiazole(92492-51-8)
• EPA Substance Registry System: 2-cyclohexyl-5-phenyl-1,3,4-oxadiazole(92492-51-8)

Safety Data

• Hazardous Substances Data: 92492-51-8(Hazardous Substances Data)

Upstream product

• 38078-09-0 diethylamino-sulfur trifluoride 
• 202289-38-1 (bis-(2-methoxyethyl)amino)sulfur trufluoride 
• 613-94-5 benzoic acid hydrazide 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 611-74-5 N,N-dimethylbenzamide 
• 591-50-4 iodobenzene 
• 119072-55-8 tert-butylisonitrile 
• 38941-47-8 cyclohexanecarbohydrazide 
• 100-52-7 benzaldehyde 
• 2043-61-0 cyclohexanecarbaldehyde 
• 166327-21-5 cyclohexanecarboxaldehyde benzoylhydrazone 
• 5333-86-8 ethyl benzimidate hydrochloride 

Relevant articles and documents

Ligand-free Cu(ii)-mediated aerobic oxidations of aldehyde hydrazones leading to N,N′-diacylhydrazines and 1,3,4-oxadiazoles

A Cu(ii)-mediated synthesis of N,N′-diacylhydrazines and 1,3,4-oxadiazoles from aldehyde hydrazones has been developed. This is the first time that the synthesis of N,N′-diacylhydrazines and 1,3,4-oxadiazoles using N,N-dimethylamides as the acylation reagent and O2 in air as the oxidation reagent is reported. These reactions offered several advantages including simple workups, ligand-free inexpensive metal salts as mediators, high yields, and wide scope of substrates.

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.

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.