7688-27-9

Basic information

• Product Name: 2,2'-Bi-1,3,4-oxadiazole, 5,5'-diphenyl-
• CAS NO: 7688-27-9
• Molecular Formula: C16H10N4O2
• Molecular Weight: 290.281
• Mol File: 7688-27-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2,2'-Bi-1,3,4-oxadiazole, 5,5'-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-Bi-1,3,4-oxadiazole, 5,5'-diphenyl-(7688-27-9)
• EPA Substance Registry System: 2,2'-Bi-1,3,4-oxadiazole, 5,5'-diphenyl-(7688-27-9)

Safety Data

• Hazardous Substances Data: 7688-27-9(Hazardous Substances Data)

Upstream product

• 35658-16-3 Oxalsaeure-bis-<β-benzoylhydrazid> 
• 113114-76-4 oxalodiimidic acid bis-(2-hydroxy-propyl ester); dihydrochloride 
• 613-94-5 benzoic acid hydrazide 
• 2783-98-4 5,5'-bi-1H-tetrazole 
• 98-88-4 benzoyl chloride 
• 81511-63-9 2-(N-phenyl carboxamidomethyl thio)-5-phenyl-1,3,4-oxadiazole 
• 825-56-9 2-phenyl-1,3,4-oxadiazole 

Downstream Products

• 65-85-0 benzoic acid 

Relevant articles and documents

Substituent effect on photophysical properties of bi-1,3,4-oxadiazole derivatives in solution

A series of phenyl substituted bi-1,3,4-oxadiazole derivatives were designed and synthesized; the effect of substituent on the photophysical properties and molecular electronic structures was fully studied by the combination of experimental techniques and theoretical calculations. Compared to parent compound without any substituent (BOXD), fluoro-substituent shows little effect on the absorption and emission spectra, whilst a little larger spectral red-shift could be observed for methoxy-, nitro-substituted derivatives and thienyl-substituted bi-1,3,4-oxadiazole (TBOXD). These spectral changes can be well explained by theoretically calculated HOMO and LUMO energy level changes. All these molecules show high fluorescence quantum yield except for nitro-substituted derivative in dilute solutions. The quantum yield of BOXD changes with the concentration and exhibits a high value at the concentrated solution. This work revealed the influence of substituent on the photophysical properties of bi-1,3,4-oxadizaole derivatives in dilute solutions and provided guidance for designing molecules with potential application.

Molecular rearrangement of sulfur compounds pyrolysis of 2-(n-substituted carboxamidomethylthio) 5-phenyl-1,3,4-oxadiazole derivatives

Pyrolysis of 2-(N-phenyl carboxamidomethylthio) 5-phenyl-1,3,4-oxadiazole at ca 200°C in a sealed tube affords carbon dioxide, hydrogen sulfide, water, benzonitrile, benzamide, aniline, p-aminoacetophenone, indole, thioglycolic acid, 3-phenyl-2-thiohydantoin and 2-mercaptoquinazolinone. Furthermore pyrolysis of 2-(N-p-tolyl carboxamidomethylthio)5-phenyl-1,3,4-oxadiazole give rise to analogous products. A free radical mechanism has been suggested to account for the obtained products.

1H and 13C NMR Spectroscopy of Substituted Bis-1,3,4-oxadiazoles

Dehydration of N,N'-diacylalkanedioic acid dihydrazides with phosphoryl chloride gave 5,5'-disubstituted-2,2'-(1,n-alkanediyl)bis-1,3,4-oxadiazoles.The structures of these compounds were elucidated by 1H, 13C NMR, UV and IR spectroscopy.KEY WORDS: Bis-1,3,4-oxadiazoles; 1H NMR; 13C NMR