51039-49-7

Basic information

• Product Name: 2-Phenyl-2H-1,2,3-triazole
• Synonyms: 2-Phenyl-2H-1,2,3-triazole;2-Phenyltriazole;2-Phenyl-1,2,3-triazole
• CAS NO: 51039-49-7
• Molecular Formula: C₈H₇N₃
• Molecular Weight: 145.16128
• Mol File: 51039-49-7.mol

Chemical Properties

• Melting Point: 162℃
• Boiling Point: 280℃
• Flash Point: 123℃
• Appearance: /
• Density: 1.16
• Vapor Pressure: 0.00385mmHg at 25°C
• Refractive Index: 1.5875
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-Phenyl-2H-1,2,3-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Phenyl-2H-1,2,3-triazole(51039-49-7)
• EPA Substance Registry System: 2-Phenyl-2H-1,2,3-triazole(51039-49-7)

Safety Data

• Hazardous Substances Data: 51039-49-7(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow solid

InChI:InChI=1/C8H7N3/c1-2-4-8(5-3-1)11-9-6-7-10-11/h1-7H

Upstream product

• 6947-59-7 1,2-bis-phenylazo-ethene 
• 1534-21-0 glyoxal bis(phenylhydrazone) 
• 1695-80-3 benzil bisphenylhydrazone 
• 108-86-1 bromobenzene 
• 288-36-8 1 ,2,3-Triazole 
• 591-50-4 iodobenzene 
• 100-63-0 phenylhydrazine 
• 29841-71-2 (1E,2E)-1,2-bis(2-phenylhydrazono)ethane 
• 136649-99-5 5-phenyl-1,5-dihydro-[1,2,3]triazolo[4,5-d][1,2,3]triazole 
• 20672-18-8 2-(phenylhydrazono)ethanal 
• 77896-38-9 2-phenylhydrazonoglyoxal 1-oxime 
• 77896-39-0 2-phenyl-2H-1,2,3-triazole 1-oxide 
• 121564-84-9 1-amino-5-phenyl-1,5-dihydro<1,2,3>triazolo<4,5-d><1,2,3>-triazole 
• 288-36-8 1,2,3-triazole 

Downstream Products

• 18922-72-0 2-(4-nitrophenyl)-2H-1,2,3-triazole 
• 10261-02-6 2-(2-nitro-phenyl)-2H-[1,2,3]triazole 
• 517919-17-4 4-(2H-[1,2,3]triazol-2-yl)benzenesulfonyl chloride 
• 52708-34-6 4-(1H-1,2,3-triazol-2-yl)benzenamine 
• 855934-92-8 N-acetyl-sulfanilic acid-(4-[1,2,3]triazol-2-yl-anilide) 
• 1610768-89-2 methyl 2'-(2H-1,2,3-triazol-2-yl)biphenyl-4-carboxylate 

Relevant articles and documents

Optimization of the synthesis of 2-phenyl-1,2,3-triazole

The synthesis of 2-phenyl-1,2,3-triazole by the cyclization of glyoxal phenylosazone in high-boiling solvents in the presence of copper triflate catalyst has been optimized. The structure of the product was confirmed by data of IR, 1H, 13C, and 15N NMR spectroscopy, mass spectrometry, and elemental analysis.

Synthesis of 2-Substituted 1,2,3-Triazoles via an Intramolecular N–N Bond Formation

An efficient synthesis of 2-aryl 1,2,3-triazoles based on an intramolecular N–N bond formation is described. Selective activation of bis-hydrazone at the dimethylamino hydrazone group with MeI forms a mono-hydrazonium species. Treatment of the hydrazonium

Sensitive Energetics from the N-Amination of 4-Nitro-1,2,3-Triazole

Energetic N-amino-C-nitro compounds 1-amino-4-nitro-1,2,3-triazole and 2-amino-4-nitro-1,2,3-triazole are characterized for the first time as energetic materials. These compounds were characterized chemically by nuclear magnetic resonance (NMR), Infrared

Catalyst-Free Regioselective N2 Arylation of 1,2,3-Triazoles Using Diaryl Iodonium Salts

The widespread application of 1,2,3-triazoles in pharmaceuticals has resulted in substantial interest toward developing efficient postmodification methods. Whereas there are many postmodification methods available to obtain N1-substituted 1,2,3-triazoles, developing a selective and convenient protocol to synthesize N2-aryl-1,2,3-triazoles has been challenging. We report a catalyst-free and regioselective method to access N2-aryl-1,2,3-triazoles in good to excellent yields (66-97%). This scalable postmodification protocol is effective for a wide range of substrates.

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.).

Regioselective ortho-Acylation of N-Aryl-1,2,3-triazoles with Alcohols in Water

A palladium-catalyzed regioselective ortho-acylation of N-aryl-1,2,3-triazoles has been achieved under aqueous conditions without the assistance of surfactants or additives. The reaction takes place by using benzylic, heterocyclic, and aliphatic alcohols as the acylating reagents and tert-butyl hydroperoxide (TBHP) as the oxidant and provides an alternative route for the synthesis of triazole-substituted aryl, heteroaryl, and aliphatic ketones in moderate to excellent yields.

An easy arylation of 2-substituted 1,2,3-triazoles

A selective, efficient and catalytic ligand-free method for the direct arylation of 2-aryl-1,2,3-triazoles via Pd-catalyzed C-H bond activation is described. The process smoothly proceeds in moderate to excellent yields. This journal is the Partner Organisations 2014.

HYDROXAMIC ACID DERIVATIVES AS LPXC INHIBITORS FOR THE TREATMENT OF BACTERIAL INFECTIONS

This invention pertains generally to antibacterial organic compounds of Formula I as described herein, and pharmaceutical compositions containing such compounds. In certain aspects, the invention pertains to treating infections caused by Gram-negative bac

Palladium-catalyzed acyloxylation of 2-substituted 1,2,3-triazoles via direct sp2 C-H bond activation

The palladium-catalyzed acyloxylation of 2-substituted 1,2,3-triazoles with acids via direct sp2 C-H bond activation is described. This reaction is applied to a wide variety of 2-substituted 1,2,3-triazoles and exhibits excellent functional group tolerance. The route is found to be efficient for the preparation of 2-substituted 1,2,3-triazole derivatives.

Regioselective halogenation of 2-substituted-1,2,3-triazoles via sp 2 C-H activation

A highly regioselective halogenation of 2-substituted-1,2,3-triazoles was developed via sp2 C-H activation. This method is compatible with halogen atoms, as well as electron-donating and electron-withdrawing groups. Meanwhile, the strategy is a