15765-00-1

Basic information

• Product Name: 1H-1,2,3-Triazole, 5-methyl-1,4-diphenyl-
• CAS NO: 15765-00-1
• Molecular Formula: C15H13N3
• Molecular Weight: 235.288
• Mol File: 15765-00-1.mol

Chemical Properties

• CAS DataBase Reference: 1H-1,2,3-Triazole, 5-methyl-1,4-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-1,2,3-Triazole, 5-methyl-1,4-diphenyl-(15765-00-1)
• EPA Substance Registry System: 1H-1,2,3-Triazole, 5-methyl-1,4-diphenyl-(15765-00-1)

Safety Data

• Hazardous Substances Data: 15765-00-1(Hazardous Substances Data)

Upstream product

• 622-37-7 Phenyl azide 
• 90558-08-0 2,3-dinitro-3-phenyl propane 
• 637-50-3 1-phenylpropene 
• 1432569-24-8 5-(butyltellanyl)-1,4-diphenyl-1H-1,2,3-triazole 
• 74-88-4 methyl iodide 
• 105797-59-9 n-butyl phenylacetylenic telluride 
• 536-74-3 phenylacetylene 
• 93-55-0 1-phenyl-propan-1-one 
• 17336-66-2 propiophenone N-tosylhydrazone 
• 62-53-3 aniline 
• 103-79-7 1-phenyl-acetone 
• 98-80-6 phenylboronic acid 
• 69798-70-5 1-phenyl-3-(phenylthio)propan-2-one 

Downstream Products

• 75918-91-1 5-(bromomethyl)-1,4-diphenyl-1,2,3-triazole 
• 75918-79-5 3,5-diphenyl-3H-[1,2,3]triazole-4-carbaldehyde 
• 13148-78-2 1,4-diphenyl-[1,2,3]-triazole 
• 15765-06-7 1,4-diphenyl-5-(hydroxymethyl)-1,2,3-triazole 
• 7189-00-6 dimethyl 5-methyl-1-phenyl-1H-pyrazole-3,4-dicarboxylate 

Relevant articles and documents

Organocatalytic Selective [3 + 2] Cycloadditions: Synthesis of Functionalized 5-Arylthiomethyl-1,2,3-triazoles and 4-Arylthio-1,2,3-triazoles

An organocatalytic azide-ketone [3 + 2] cycloaddition (OrgAKC) of a variety of 1-aryl-3-(arylthio)propan-2-ones and 1-alkyl-3-(arylthio)propan-2-ones with different aryl/vinyl/alkyl azides is reported under ambient conditions to furnish the medicinally important 1,4-disubstituted-5-arylthiomethyl-1,2,3-triazoles and 1,5-disubstituted-4-arylthio-1,2,3-triazoles, respectively, in a regioselective manner with high yields/rates. With controlled and online NMR experiments, we proved that the reaction path is following the organocatalytic enolization through selective deprotonation followed by a [1,3]-H shift. Surprisingly, the [3 + 2] cycloaddition of aryl/vinyl/alkyl azides with the in situ-generated equilibrated thermodynamic ? kinetic enolates furnished the highly regioselective functionally rich 1,2,3-triazoles by discriminating their reactivities. This is the first report on the investigation of a selective OrgAKC with the regiomers of enolates generated in situ from the unsymmetrical carbonyl compounds. The reaction sustainability is explained with a few controlled experiments, mechanistic studies, and applications.

Nucleophilic Iron Complexes in Proton-Transfer Catalysis: An Iron-Catalyzed Dimroth Cyclocondensation

The nucleophilic iron complex Bu4N[Fe(CO)3(NO)] (TBA[Fe]) is an active catalyst in C?H-amination but also in proton-transfer catalysis. Herein, we describe the successful use of this complex as a proton-transfer catalyst in the cyclocondensation reaction between azides and ketones to the corresponding 1,2,3-triazoles. Cross-experiments indicate that the proton-transfer catalysis is significantly faster than the nitrene-transfer catalysis, which would lead to the C?H amination product. An example of a successful sequential Dimroth triazole–indoline synthesis to the corresponding triazole-substituted indolines is presented.

A general method of Suzuki-Miyaura cross-coupling of 4- and 5-halo-1,2,3-triazoles in water

A general method of the synthesis of 1,4,5-trisubstituted-1,2,3-triazoles by Suzuki-Miyaura cross-coupling from 4- and 5-halo-1,2,3-triazoles is reported. The reaction is mediated by an expanded-ring N-heterocyclic carbene palladium complex in water. The

An enolate-mediated organocatalytic Azide-Ketone [3+2]-cycloaddition reaction: Regioselective high-yielding synthesis of fully decorated 1,2,3-Triazoles

An enolate-mediated organocatalytic azide-ketone [3+2]-cycloaddition (OrgAKC) reaction of a variety of enolizable arylacetones and deoxybenzoins with aryl azides was developed for the synthesis of fully decorated 1,4-diaryl-5-methyl(alkyl)-1,2,3-triazoles

Copper-mediated synthesis of 1,2,3-triazoles from N-tosylhydrazones and anilines

NNNifty targets: In a straightforward copper-mediated synthesis of 1,4-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles, readily available aniline and N-tosylhydrazone substrates underwent cyclization through Ci￡N and Ni￡N bond formation (see scheme

Functionalization of 5-telluro-1,2,3-triazoles: Te/Li exchange and Suzuki-Miyaura cross-coupling reaction

This Letter describes the functionalization of 5-telluro-1,2,3-triazoles via the Te/Li exchange or Suzuki-Miyaura cross-coupling reaction to obtain moderate to good yields of the corresponding products.

REACTIONS DES METHYLAZIDE ET PHENYLAZIDE AVEC QUELQUES ALCYNES ET OLEFINES α-NITREES. SYNTHESE REGIOSPECIFIQUE DES 1,2,3 TRIAZOLES

The reactions of alkynes and α-nitro-olefines with methylazide and phenylazide was studied.In contrast to known reactions with alkynes which are non-regioselective, methylazide and phenylazide react regiospecifically with α-nitro-olefines and give only one type of triazole after elimination of HNO2.These reactions are very useful synthetic approaches to 1,2,3 triazoles.