77896-51-6

Basic information

• Product Name: 5-(methylsulfanyl)-2-phenyl-2H-1,2,3-triazole 1-oxide
• CAS NO: 77896-51-6
• Molecular Formula: C₉H₉N₃OS
• Molecular Weight: 207.2523
• Mol File: 77896-51-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 404.5°C at 760 mmHg
• Flash Point: 198.4°C
• Density: 1.31g/cm³
• Vapor Pressure: 9.41E-07mmHg at 25°C
• Refractive Index: 1.662
• CAS DataBase Reference: 5-(methylsulfanyl)-2-phenyl-2H-1,2,3-triazole 1-oxide(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(methylsulfanyl)-2-phenyl-2H-1,2,3-triazole 1-oxide(77896-51-6)
• EPA Substance Registry System: 5-(methylsulfanyl)-2-phenyl-2H-1,2,3-triazole 1-oxide(77896-51-6)

Safety Data

• Hazardous Substances Data: 77896-51-6(Hazardous Substances Data)

Upstream product

• 124-41-4 sodium methylate 
• 20672-18-8 2-(phenylhydrazono)ethanal 
• 100-63-0 phenylhydrazine 
• 77896-38-9 2-phenylhydrazonoglyoxal 1-oxime 
• 77896-39-0 2-phenyl-2H-1,2,3-triazole 1-oxide 
• 77896-42-5 5-chloro-2-phenyl-1,2,3-triazole 1-oxide 
• 74-89-5 methylamine 
• 127-08-2 potassium acetate 
• 74-93-1 methylthiol 
• 2949-92-0 methanethiosulfonic acid S-methyl ester 

Downstream Products

• 77896-59-4 4-Methylsulfanyl-2-phenyl-2H-[1,2,3]triazole 

Relevant articles and documents

INTRODUCTION OF SUBSTITUENTS INTO 5-MEMBERED AZA-HETEROAROMATICS

With emphasis on mono- and regio-selectively, methods for introduction of substituents at nitrogen and carbon atoms of 5-membered aza-heteroaromatics have been developed.The methods involve application of activation and of assistant groups for direction and protection.Activation has been achieved by the use of quaternary azolium ions and azol-N-oxides as reactive intermediates.If necessary, the N-oxides were further activated by alkylation or acylation.

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.