51776-70-6

Basic information

• Product Name: 2-(4-nitrophenyl)-2H-benzo[d][1,2,3]triazole
• Synonyms: 2-(4-nitrophenyl)-2H-benzo[d][1,2,3]triazole
• CAS NO: 51776-70-6
• Molecular Weight: 240.221
• Mol File: 51776-70-6.mol

Chemical Properties

• CAS DataBase Reference: 2-(4-nitrophenyl)-2H-benzo[d][1,2,3]triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-nitrophenyl)-2H-benzo[d][1,2,3]triazole(51776-70-6)
• EPA Substance Registry System: 2-(4-nitrophenyl)-2H-benzo[d][1,2,3]triazole(51776-70-6)

Safety Data

• Hazardous Substances Data: 51776-70-6(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 95-14-7 1,2,3-Benzotriazole 
• 100-00-5 4-chlorobenzonitrile 
• 429-41-4 tetrabutyl ammonium fluoride 
• 636-98-6 p-nitrobenzene iodide 
• 350-46-9 4-Fluoronitrobenzene 
• 1916-72-9 2-phenyl-2H-1,2,3-benzotriazole 
• 622-37-7 Phenyl azide 
• 33490-01-6 4-nitro-N-(2-nitrophenyl)benzamide 
• 78411-61-7 1-(4-nitrophenyl)-5-(2-nitrophenyl)tetrazole 
• 99137-17-4 1-(2-nitrophenyl)-5-(4-nitrophenyl)tetrazole 
• 2835-58-7 2-aminoazobenzene 

Downstream Products

• 1440971-33-4 4,7-Bis(4-isobutoxyphenyl)-2-(4-aminophenyl)-2H-benzo[d][1,2,3]triazole 
• 1428418-49-8 N-(4-(4,7-bis-4-isobutoxyphenyl-2H-benzo[d][1,2,3]triazol-2-yl)phenyl)pentanamide 
• 1428418-50-1 1-(4-(4,7-bis(4-isobutoxyphenyl)-2H-benzo[d][1,2,3]triazol-2-yl)phenyl)-4,4-dimethylpiperidine-2,6-dione 
• 1428418-51-2 2-(4-(4,7-bis(4-isobutoxyphenyl)-2H-benzo[d][1,2,3]triazol-2-yl)phenyl)hexahydro-1H-isoindole-1,3(2H)-dione 
• 1428418-52-3 2-(4-(4,7-bis(4-isobutoxyphenyl)-2H-benzo[d][1,2,3]triazol-2-yl)phenyl)-1H-isoindole-1,3(2H)-dione 
• 1428418-10-3 4,7-dibromo-2-(4-nitrophenyl)-2H-benzo[d][1,2,3]triazole 
• 1428418-47-6 C₃₂H₃₂N₄O₄ 
• 1916-74-1 4-(2H-benzo[d][1,2,3]triazol-2-yl)aniline 

Relevant articles and documents

TBAF-assisted copper-catalyzed N-arylation and benzylation of benzazoles with aryl and benzyl halides under the ligand/base/ solvent-free conditions

(Equation Presented) TBAF-assisted N-arylation and benzylation of benzazoles such as 1H-benzimidazole, 1H-indole, and 1H-benzotriazole with aryl and benzyl halides have been demonstrated under the ligand/base/solvent-free conditions. In the presence of CuBr2 and TBAF (n-Bu4NF), the azoles underwent N-arylation and benzylation with aryl and benzyl halides smoothly in moderate to good yields. It is noteworthy that the reaction is conducted under the ligand/base/solvent-free conditions.

HIGHLY-FLUORESCENT AND PHOTO-STABLE CHROMOPHORES FOR ENHANCED SOLAR HARVESTING EFFICIENCY

The invention provides highly fluorescent materials comprising a single (n=0) or a series (n=1, 2, etc.) of benzo heterocyclic systems. The photo-stable highly luminescent chromophores are useful in various applications, including in wavelength conversion films. Wavelength conversion films have the potential to significantly enhance the solar harvesting efficiency of photovoltaic or solar cell devices.

Synthesis of p-nitrophenylazoles by phase transfer catalysis without solvent

Several N-p-nitrophenylazoles have been synthesized by direct arylation of the corresponding azole with p-fluoronitrobenzene (FNB) using phase-transfer catalysis (PTC) without solvent.

Intramolecular Reaction Between Nitro and Carbodi-imide Groups; A New Synthesis of 2-Arylbenzotriazoles

1-(2-Nitrophenyl)-5-phenyltetrazole (5b) decomposes when heated to give nitrogen, carbon dioxide, and 2-phenylbenzotriazole (6) in high yield.This new molecular rearrangement proceeds via 2-nitrophenyl(phenyl)carbodi-imide (8).Other precursors of this carbodi-imide, i.e. oxadiazolone (10), oxadiazolethione (11), oxathiadiazole 2-oxide (12), and the aminimide (16), and carbodi-imide itself, all give 2-phenylbenzotriazole (6) on thermolysis, the last three in high yield.This reaction is general for diarylcarbodi-imides with an ortho nitro group, and their precursors, and it provides a useful new route to 2-arylbenzotriazoles.A sequence of electrocyclic ring closing and opening reactions (Scheme 5) is proposed as the mechanism of this process.The key intermediate, 2-phenyl-1,2,4-benzotriazin-3-one 1-oxide (19) has been isolated from a careful thermolysis of (12) in toluene; in solution it is in reversible equlibrium with the ring-opened form (20).This new nitro-carbodi-imide group interaction has been extended to the more stable nitrobiphenyl(phenyl)carbodi-imide (25) and nitronaphthyl(phenyl)carbodi-imide (24) which, on flash vacuum pyrolysis, give benzimidazophenanthridine (29) and benzindazole 1-oxide (32) respectively, in new rearrangements.

New Synthesis of Benzotriazole Photostabilizers

1-(2-Nitrophenyl)-5-aryltetrazoles and 1-aryl-5-(2-nitrophenyl)tetrazoles are converted into 2-arylbenzotriazoles by the action of heat, the former reacting much faster than the latter.By appropriate use of methoxyl groups, useful benzotriazole ultraviolet absorbers may be synthesized conveniently by this method.