112614-96-7

Basic information

• Product Name: 2H-1,2,3-Triazole, 4-phenyl-
• CAS NO: 112614-96-7
• Molecular Formula: C8H7N3
• Molecular Weight: 145.164
• Mol File: 112614-96-7.mol

Chemical Properties

• CAS DataBase Reference: 2H-1,2,3-Triazole, 4-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-1,2,3-Triazole, 4-phenyl-(112614-96-7)
• EPA Substance Registry System: 2H-1,2,3-Triazole, 4-phenyl-(112614-96-7)

Safety Data

• Hazardous Substances Data: 112614-96-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2H-1,2,3-Triazole, 4-phenylserves as a valuable building block in organic synthesis, contributing to the creation of various complex organic molecules and compounds.
Used in Coordination Chemistry:
In coordination chemistry, 2H-1,2,3-Triazole, 4-phenylacts as a versatile ligand, forming stable complexes with metal ions and enhancing the properties of metal-based compounds.
Used in Pharmaceutical Development:
2H-1,2,3-Triazole, 4-phenyl-'s potential pharmacological activities make it a promising scaffold for the development of new drugs, targeting a range of therapeutic areas.
Used in Antimicrobial Applications:
2H-1,2,3-Triazole, 4-phenylhas been studied for its antimicrobial properties, indicating its potential use in combating bacterial infections.
Used in Antiviral Applications:
2H-1,2,3-Triazole, 4-phenylalso exhibits antiviral properties, suggesting its possible application in the development of antiviral treatments.
Used in Anticancer Applications:
2H-1,2,3-Triazole, 4-phenylhas shown anticancer properties, making it a candidate for further research and development in cancer therapeutics.

Upstream product

• 13719-31-8 phenyl β-styrenesulfonate 
• 143308-01-4 7-chloro-7-phenyl-2-oxabicyclo<3.2.0>heptan-6-one 
• 17082-13-2 α-bromoacetophenone oxime 
• 100-42-5 styrene 
• 536-74-3 phenylacetylene 
• 75-52-5 nitromethane 
• 100-52-7 benzaldehyde 
• 102-96-5 (2-nitroethenyl)benzene 
• 884866-01-7 1-(4-methylbenzensulfonyl)-4-phenyl-1H-1,2,3-triazole 
• 1200806-91-2 1-(isopropylsulfonyl)-4-phenyl-1H-1,2,3-triazole 
• 1078739-22-6 1-((4-methoxyphenyl)sulfonyl)-4-phenyl-1H-1,2,3-triazole 
• 1292358-76-9 1-((4-chlorophenyl)sulfonyl)-4-phenyl-1H-1,2,3-triazole 
• 1135539-10-4 1-(methylsulfonyl)-4-phenyl-1H-1,2,3-triazole 
• 30710-39-5 ethyl 4-phenyl-1H-1,2,3-triazole-1-carboxylate 

Downstream Products

• 744251-50-1 4-bromo-5-phenyl-2H-1,2,3-triazole 
• 20034-95-1 2,4-diphenyl-2H-[1,2,3]triazole 
• 13148-78-2 1,4-diphenyl-[1,2,3]-triazole 
• 1083310-85-3 1-(2,4-dinitrophenyl)-4-phenyl-1H-1,2,3-triazole 
• 1083310-83-1 2-(2,4-dinitrophenyl)-4-phenyl-2H-1,2,3-triazole 
• 1200806-71-8 (1S,2R)-(+)-1,2-diphenyl-cyclopropanecarbaldehyde 
• 1200806-98-9 (1R,2S)-(+)-1,2-diphenyl-cyclopropanecarbaldehyde 
• 1200806-74-1 (1S,2R)-(+)-2-(4-chlorophenyl)-1-phenylcyclopropanecarbaldehyde 
• 1211548-49-0 (S)-2-(4-methoxyphenyl)-4-phenyl-1-((trifluoromethyl)sulfonyl)-2,3-dihydro-1H-pyrrole 
• 1200806-79-6 (1S,2R,3R)-2-methyl-1,3-diphenylcyclopropanecarbaldehyde 
• 1200806-78-5 (1S,2S,3R)-(+)-2-methyl-1,3-diphenylcyclopropanecarbaldehyde 
• 1211548-50-3 (1S,2R)-(+)-2-tert-butyl-1-phenylcyclopropanecarbaldehyde 
• 1211548-51-4 (1S,2S)-(+)-1-hexyl-1-phenylcyclopropanecarbaldehyde 
• 1200806-76-3 (1S,2R)-(-)-1-phenyl-2-o-tolylcyclopropanecarbaldehyde 

Relevant articles and documents

Catalyst and solvent free microwave-assisted synthesis of substituted 1,2,3-triazoles

We report a microwave-assisted catalyst and solvent free synthesis of 1,2,3-triazoles through the cycloaddition of trimethylsilylazide and acetylenes. Utilization of a thermally stable azide source, elimination of a metal catalyst, solvent or any additives, and a convenient isolation procedure result in an overall greener approach to access 1,2,3-triazoles on a practical scale with good to excellent yields (55-99%).

Synthesis of triazoles from nonactivated terminal alkynes via the three-component coupling reaction using a Pd(0)-Cu(I) bimetallic catalyst

The synthesis of triazoles via the three-component coupling reaction of unactivated terminal alkynes, allyl carbonate, and trimethylsiyl azide under the Pd(0)-Cu(I) bimetallic catalyst is developed. The reaction most probably proceeds through the formatio

Strategy to Construct 1,2,3-Triazoles by K2CO3-Mediated [4+1] Annulation Reactions of N-Acetyl Hydrazones with Bifunctional Amino Reagents

K2CO3-mediated [4+1] annulation reactions of N-acetyl hydrazones with bifunctional amino reagents are described, which provide an environmental-friendly strategy to construct 1,2,3-triazoles that does not employ metals, azides, organ

Base-Induced Highly Regioselective Synthesis of N2-Substituted 1,2,3-Triazoles under Mild Conditions in Air

We developed a highly regioselective base-induced synthesis of N2-substituted 1,2,3-triazoles from N-sulfonyl-1,2,3-triazoles and alkyl bromides/alkyl iodides at room temperature. We propose an SN2-like mechanistic pathway to explain the high N2-regioselectivity. The protocol features a broad substrate scope and generates products in good to excellent yields (72–90%).

A [3+2] cycloaddition-1,2-acyl migration-hydrolysis cascade for regioselective synthesis of 1,2,3-triazoles in water

A cascade sequence involving [3+2] cycloaddition, 1,2-acyl migration and hydrolysis produces 2H-1,2,3-triazolesviathe regioselective formation ofN2-carboxyalkylated triazoles. The reaction proceeds in aqueous media through intriguing reaction kinetics using a CuI-prolinamide catalyst system. Prolinamide promotes the novel organocatalytic 1,2-acyl migration as well as hydrolysis of the resultingN2-carboxyalkylated triazoles.

Benzyne-Induced Ring Opening Reactions of DABCO: Synthesis of 1,4-Disubstituted Piperazines and Piperidines

The 2-(4-phenylpiperazin-1-yl)ethan-1-amine scaffold is a structurally important motif that occurs frequently in medicinal and pharmaceutical chemistry. Despite the significance of this moiety, general strategies for its synthesis to date have required mu

Green preparation method of 2H-1, 2, 3-triazole compound

The invention discloses a green preparation method of a 2H-1, 2, 3-triazole compound, which comprises the following steps of: by using 1, 2, 3-triazole derivative as a reaction raw material, copper sulfate as a catalyst and PEG400 as a reaction solvent, carrying out substitution reaction at 60 DEG C to obtain the target product 2H-1, 2, 3-triazole compound. According to the method, the target product 2H-1, 2, 3-triazole compound is finally prepared by taking cheap and easily available copper salt copper sulfate as a catalyst and taking PEG400 as a green reaction solvent, and the method has theadvantages of green and mild reaction conditions, cheap and easily available catalyst, simple operation, relatively high yield, wide reaction substrate universality and the like.

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.

SPIRO-CONTAINING PLATINUM (II) EMITTERS WITH TUNABLE EMISSION ENERGIES AND SYNTHESES THEREOF

An asymmetric tetradentate metal complex of a N^C^C^N comprising tetradentate ligand has a metal connected to binding sites which are connected to each other via three or four covalent bonds that can be either single or double bonds with bridging linkers reside between C^C and C^N moieties. These linkers result in three-dimension metal complexes with distorted square planar geometries. The four donor atoms coordinate to a metal center. Upon metal binding a 5-6-6 membered metallocycle is formed upon chelation including a first nitrogen donor bond, a first metal-carbon bond, a second metal-carbon bond, and a second nitrogen donor bond. The light emission from these metal complexes can be tuned by the ligand structure over the entire visible spectrum.

Rational design and synthesis of yellow-light emitting triazole fluorophores with AIE and mechanochromic properties

Previously, we reported that N-2-aryl triazoles (NATs) exhibited good fluorescence activity in the UV/blue light range. In an effort to achieve biocompetitive NAT fluorophores with green/yellow emission, a new class of 4-keto-2-(4′-N,N-diphenyl)-phenyl triazoles were designed and synthesized. Herein, we present our study on these novel fluorophores which demonstrated excellent luminescence emission both in solution (Φ up to 96%) and in the solid state (Φ up to 43%). Furthermore, these new compounds showed aggregation-induced emission (AIE) properties and reversible mechanochromic luminescence properties, which suggested their potential applications in chemical and materials science.