5352-95-4

Basic information

• Product Name: 3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate
• Synonyms: 3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate
• CAS NO: 5352-95-4
• Molecular Weight: 180.138
• Mol File: 5352-95-4.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate(5352-95-4)
• EPA Substance Registry System: 3-(4-fluorophenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate(5352-95-4)

Safety Data

• Hazardous Substances Data: 5352-95-4(Hazardous Substances Data)

Upstream product

• 5319-46-0 N-(4-fluoro-phenyl)-N-nitroso-glycine 
• 351-95-1 N-(4-fluoro-phenyl)-glycine 
• 371-40-4 4-fluoroaniline 
• 2521-99-5 2-(4-fluorophenylamino)acetic acid ethyl ester 
• 105-36-2 ethyl bromoacetate 
• 460-00-4 1-Bromo-4-fluorobenzene 

Downstream Products

• 5319-50-6 4-bromo-3-(4-fluoro-phenyl)-sydnone 
• 895632-89-0 C₉H₅FN₂O₃ 
• 267896-51-5 1-(4-fluorophenyl)-4-phenylcarbazide 
• 267896-52-6 1-(4-fluorophenyl)-4-(4-methylphenyl)carbazide 
• 267896-54-8 1-(4-fluorophenyl)-4-(4-methoxyphenyl)carbazide 
• 99504-76-4 3-(4-fluorophenyl)-4-phenylsydnone 
• 81329-32-0 1-(4-fluorophenyl)-1H-pyrazole 

Relevant articles and documents

Water-Involved Ring-Opening of 4-Phenyl-1,2,4-triazoline-3,5-dione for “Photo-Clicked” Access to Carbamoyl Formazan Photoswitches In Situ

Cyclic azodicarbonyl derivatives, particularly 4-phenyl-1,2,4-triazoline-3,5-dione (PTAD), commonly serve as arenophile, dienophile, enophile and electrophile. Perplexed by its instability in aqueous environment, there are few studies focused on the transient intermediate produced by hydrolysis of PTAD to achieve synthetic significance. Herein, we describe a “photo-click” method that involves nitrile imine (NI) from diarylsydnone to capture the diazenecarbonyl-phenyl-carbamic acid (DACPA) generated by water-promoted ring-opening of PTAD. DFT calculation reveal that H-bonding interactions between PTAD and water are vital to form DACPA which exhibited an umpolung effect during ligation by nature bond orbit (NBO) analysis. The ultra-fast ligation resulted in carbamoyl formazans, as a unique Z?E photo-switchable linker on target molecules, including peptide and drugs, with excellent anti-fatigue performance. This strategy is showcased to construct highly functionalized carbamoyl formazans in situ for photo-pharmacology and material studies, which also expands the chemistry of PTAD in aqueous media.

Photo-accelerated "click" reaction between diarylsydnones and ring-strained alkynes for bioorthogonal ligation

We constructed a library of diarylsydnone (DASyd) candidates in search of a photoclickable reaction toward alkynes, enabling an ultra-accelerated reactivity, while suppressing the background cycloaddition in the dark. The in vitro and in vivo protein labe

Synthesis of aminopyrazoles from sydnones and ynamides

Aminopyrazoles are prepared from readily accessible sydnones and sulfonyl ynamides using either a copper-mediated sydnone alkyne cycloaddition (CuSAC) or in situ generated strained cyclic ynamides.