4490-51-1

Basic information

• Product Name: 1-(4-nitrophenyl)-1H-benzo[d][1,2,3]triazole
• Synonyms: 1-(4-nitrophenyl)-1H-benzo[d][1,2,3]triazole
• CAS NO: 4490-51-1
• Molecular Weight: 240.221
• Mol File: 4490-51-1.mol
• Article Data: 13

Chemical Properties

• CAS DataBase Reference: 1-(4-nitrophenyl)-1H-benzo[d][1,2,3]triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-nitrophenyl)-1H-benzo[d][1,2,3]triazole(4490-51-1)
• EPA Substance Registry System: 1-(4-nitrophenyl)-1H-benzo[d][1,2,3]triazole(4490-51-1)

Safety Data

• Hazardous Substances Data: 4490-51-1(Hazardous Substances Data)

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 350-46-9 4-Fluoronitrobenzene 
• 95-54-5 1,2-diamino-benzene 
• 586-78-7 para-nitrophenyl bromide 
• 100-00-5 4-chlorobenzonitrile 
• 1516-60-5 4-nitrophenyl azide 
• 118-92-3 anthranilic acid 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 636-98-6 p-nitrobenzene iodide 
• 429-41-4 tetrabutyl ammonium fluoride 
• 1464795-32-1 C₁₃H₈N₄O₄ 
• 100-01-6 4-nitro-aniline 
• 24067-17-2 4-nitrophenylboronic acid 
• 2592-95-2 benzotriazol-1-ol 

Downstream Products

• 1444922-78-4 C₃₀H₂₃AuN₄O₂P⁽¹⁺⁾*CF₃O₃S^(1-) 
• 3077-85-8 3-Nitro-carbazol 
• 78381-23-4 1-(4-aminophenyl)-1,2,3-benzotriazole 

Relevant articles and documents

Mechanistic investigations on C-H activated dealkylating cyclo-amination reactions of substituted triazenes, formamidines and amidines

Catalytic dealkylating cycloamination reactions of N 1-methylated-N 1,N 3-diarylated triazenes proceed via two subsequent oxidative addition reactions, regioselectivity producing benzotriazoles by C-H and C-Br activation steps. Whereas palladium-based catalysis in the presence of dealkylating reagents and directing phosphane ligands leads to high yields, the homologous metals nickel and platinum as well as other 3d transition metals show only poor catalytic activity in similar procedures. Starting compounds have been widely varied to introduce potentially competing reaction sites and to investigate the reaction mechanism of the catalytic cyclization reactions. Yields of the benzotriazole synthesis strongly depend on the electronic and steric properties of the directing phosphane ligands, the nature of the dealkylating bases and the substitution pattern in 2- A nd 4-position of the aryl groups of the starting triazenes. In order to clarify the role of the catalyst, palladium-based intermediates were identified. Finally, formamidines and bulky amidines were tested in related C-H activated dealkylating cycloamination reactions.

Photochemical C–H Activation: Generation of Indole and Carbazole Libraries, and First Total Synthesis of Clausenawalline D

The photolysis of N-aryltriazoles and N-arylbenzotriazoles leads to indoles and carbazoles, respectively. Because libraries of triazoles can be accessed rapidly, for example by the copper-catalyzed [3+2] cycloaddition reaction between alkynes and azides, this reaction allows the preparation of indoles in a single operation, by the simultaneous photolysis of the precursor library. As an example of such a synthesis of carbazoles, we prepared for the first time clausenawalline D, an antimalarial alkaloid that was recently isolated.

A one-step method for preparation of Cu@Cu2O nanoparticles on reduced graphene oxide and their catalytic activities in N-arylation of N-heterocycles

Core-shell Cu@Cu2O nanoparticles on reduced graphene oxide (Cu@Cu2O NPs-RGO) nanocomposite were prepared at room temperature by in situ reduction of graphene oxide (GO) and copper sulfate using l-ascorbic acid as reducing agent and t