77896-38-9

Basic information

• Product Name: 2-phenylhydrazonoglyoxal 1-oxime
• Synonyms: 2-phenylhydrazonoglyoxal 1-oxime
• CAS NO: 77896-38-9
• Molecular Weight: 163.179
• Mol File: 77896-38-9.mol

Chemical Properties

• CAS DataBase Reference: 2-phenylhydrazonoglyoxal 1-oxime(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenylhydrazonoglyoxal 1-oxime(77896-38-9)
• EPA Substance Registry System: 2-phenylhydrazonoglyoxal 1-oxime(77896-38-9)

Safety Data

• Hazardous Substances Data: 77896-38-9(Hazardous Substances Data)

Upstream product

• 100-63-0 phenylhydrazine 
• 20672-18-8 2-(phenylhydrazono)ethanal 

Downstream Products

• 36842-87-2 4-benzoyloxy-2-phenyl-1,2,3-triazole 
• 16293-42-8 2-phenyl-2,3-dihydro-[1,2,3]triazol-4-one 
• 77896-55-0 4-acetoxy-2-phenyl-1,2,3-triazole 
• 77896-49-2 5-nitro-2-(2,4-dinitrophenyl)-1,2,3-triazole 1-oxide 
• 77896-72-1 bis-(2-phenyl-1,2,3-triazol-4-yl) disulphide 
• 77896-74-3 bis-(2-phenyl-1,2,3-triazol-4-yl) ether 
• 77896-78-7 4-acetylthio-2-phenyl-1,2,3-triazole 
• 77896-51-6 5-methylthio-2-phenyl-1,2,3-triazole 1-oxide 
• 77896-50-5 5-methoxy-2-phenyl-1,2,3-triazole 1-oxide 
• 77896-44-7 5-bromo-2-phenyl-1,2,3-triazole 1-oxide 
• 77896-42-5 5-chloro-2-phenyl-1,2,3-triazole 1-oxide 
• 77896-69-6 4-dimethylamino-2-phenyl-1,2,3-triazole 
• 77896-59-4 4-Methylsulfanyl-2-phenyl-2H-[1,2,3]triazole 
• 77896-75-4 4-Methoxy-2-phenyl-2H-[1,2,3]triazole 

Relevant articles and documents

Molybdenum-Catalyzed Deoxygenation of Heteroaromatic N-Oxides and Hydroxides using Pinacol as Reducing Agent

A molybdenum-catalyzed deoxygenation of pyridine N-oxides and N-hydroxybenzotriazoles, as well as other azole N-oxides, has been developed using pinacol as an environmentally friendly oxo-acceptor. The only by-products are acetone and water making the process a convenient alternative to established protocols in terms of waste generation. The reaction is highly chemoselective and a variety of functional groups are tolerated. The processes are usually very clean allowing the isolation of the pure deoxygenated products after a simple extraction in most cases. (Figure presented.).

Room-temperature oxidative Suzuki coupling reaction of 1,2,3-triazole N-oxides

This study develops a new efficient pathway for synthesis of 2,4-disubstituted 1,2,3-triazoles through regioselective direct arylation between 2-aryl-1,2,3-triazole N-oxides and Ar-B(OH)2. The reaction proceeds smoothly at room temperature and exhibits good yield and high C5 position selectivity. The possible pathway of oxidative Suzuki coupling is also discussed. This simple methodology can be used to construct 2,4-disubstituted 1,2,3-triazole moiety.

Site-selective direct arylation of 1,2,3-triazole N-oxides

An efficient route for the synthesis of 2,4-disubstituted 1,2,3-triazoles by the regioselective direct arylation of 2-aryl-1,2,3-triazole N-oxides with Ar-X [X = Br, I and B(OH)2] is demonstrated. The reaction proceeds through Pd-catalyzed C-H bond activation, and the influence of the aryl halides on the reactivity is investigated. An efficient route for the synthesis of 2,4-disubstituted 1,2,3-triazoles by the regioselective direct arylation of 2-aryl-1,2,3-triazole N-oxides with Ar-X [X = Br, I and B(OH)2] is demonstrated. The reaction proceeds through Pd-catalyzed C-H bond activation, and the influence of the aryl halides on the reactivity is investigated. Copyright

Electrophilic and Nucleophilic Substitution in the Triazole N-Oxides and N-Methoxytriazolium Salts: Preparation of Substituted 1,2,3-Triazoles

2-Phenyltriazole 1-oxides are activated at C-5 towards both electrophilic and nucleophilic attack.The N-oxides can be selectively halogenated and, in turn, the halogen replaced by strong nucleophiles.On subsequent deoxygenation, the N-oxides yield halogeno-, methylthio-, and methoxy-triazoles.Methylation produces N-methoxytriazolium salts in which H-5 can be replaced by weak nucleophiles, e.g. fluoride ions.Thus fluoro-, chloro-, hydroxy-, alkoxy-, acyloxy-, amino-, substituted amino-, azido-, nitro-, mercapto-, alkylthio-, acylthio-, and cyano-substituents can be introduced in the triazole nucleus.Alternatively deprotonated N-methoxytriazolium salts react with electrophiles producing substituted triazole N-oxides.The reactions of triazole N-oxides with hydrogen chloride to give chlorotriazoles, and with acetyl chloride to give acetoxytriazoles, are explained.