829-31-2

Basic information

• Product Name: 3-(4-Chlorophenyl)-1,2,3-oxadiazole-3-ium-5-olate
• Synonyms: 3-(4-Chlorophenyl)-1,2,3-oxadiazole-3-ium-5-olate;3-(4-Chlorophenyl)-5-oxylato-1,2,3-oxadiazole-3-ium;3-(4-Chlorophenyl)sydnone;3-(p-Chlorophenyl)sydnone
• CAS NO: 829-31-2
• Molecular Formula: C₈H₅ClN₂O₂
• Molecular Weight: 0
• Mol File: 829-31-2.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(4-Chlorophenyl)-1,2,3-oxadiazole-3-ium-5-olate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-Chlorophenyl)-1,2,3-oxadiazole-3-ium-5-olate(829-31-2)
• EPA Substance Registry System: 3-(4-Chlorophenyl)-1,2,3-oxadiazole-3-ium-5-olate(829-31-2)

Safety Data

• Hazardous Substances Data: 829-31-2(Hazardous Substances Data)

Usage

Chemical compound

3-(4-Chlorophenyl)-1,2,3-oxadiazole-3-ium-5-olate
Salt of oxadiazole-3-ium-5-olate anion and 4-chlorophenyl cation
Crystalline form
Potential applications in pharmaceuticals and agrochemicals
Building block in organic synthesis
Potential biological activities
Promising candidate for further research and development in chemistry and medicine

InChI:InChI=1/C8H5ClN2O2/c9-6-1-3-7(4-2-6)11-5-8(12)13-10-11/h1-5H/p+1

Upstream product

• 108-24-7 acetic anhydride 
• 13728-11-5 N-(4-chlorophenyl)-N-nitrosoglycine 
• 5465-90-7 N-(4-chlorophenyl)glycine 
• 106-47-8 4-chloro-aniline 
• 2521-89-3 ethyl 2-((4-chlorophenyl)amino)acetate 

Downstream Products

• 54624-61-2 4-chloro-3-(4-chlorophenyl)sydnone 
• 68657-30-7 alpha-(2-(2,2-dicyanovinyl)-2-(4-chlorophenyl)hydrazono)malononitrile 
• 4918-25-6 4-bromo-3-(4-chloro-phenyl)-sydnone 
• 5585-15-9 3-(4-chloro-phenyl)-4-nitro-sydnone 
• 86870-34-0 3-(4-chloro-phenyl)-4-formyl-sydnone 
• 78702-50-8 3-p-Chlorophenylsydnone-4-sulfonylchloride 
• 76242-32-5 4-acetyl-3-(4-chlorophenyl)sydnone 
• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 54624-69-0 dimethyl 1-(4-chlorophenyl)-1H-pyrazole-3,4-dicarboxylate 
• 4918-31-4 4-carboxy-3-(4-chloro-phenyl)-sydnone 
• 892962-83-3 1-(4-chlorophenyl)-1H-pyrazole-3,4-dicarbohydrazide 
• 892962-89-9 1-(4-chlorophenyl)-N₃',N₄'-dibenzoyl-1H-pyrazole-3,4-dicarbohydrazide 
• 267896-50-4 1-(4-chlorophenyl)-4-(4-methylphenyl)carbazide 
• 269392-85-0 3-(4-chlorophenyl)-5-methyl-2-oxo-Δ⁴-1,3,4-oxadiazole 

Relevant articles and documents

Exploiting Synergistic Catalysis for an Ambient Temperature Photocycloaddition to Pyrazoles

Sydnone-based cycloaddition reactions are a versatile platform for pyrazole synthesis, however they operate under harsh conditions (high temperature and long reaction times). Herein we report a strategy that addresses this limitation utilizing the synergistic combination of organocatalysis and visible-light photocatalysis. This new approach proceeds under ambient conditions and with excellent levels of regiocontrol. Mechanistic studies suggest that photoactivation of sydnones, rather than enamines, is key to the successful implementation of this process.

Reaction of 4-Iodo-3-(2-iodoaryl)sydnones with Sodium Sulfite and Sodium Borohydride

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Synthesis of 2 H-indazoles by the [3 + 2] dipolar cycloaddition of sydnones with arynes

A rapid and efficient synthesis of 2H-indazoles has been developed using a [3 + 2] dipolar cycloaddition of sydnones and arynes. A series of 2H-indazoles have been prepared in good to excellent yields using this protocol, and subsequent Pd-catalyzed coupl