16714-19-5

Basic information

• Product Name: 1-azido-2-methyl-4-nitrobenzene
• Synonyms: 1-azido-2-methyl-4-nitrobenzene
• CAS NO: 16714-19-5
• Molecular Weight: 178.15
• Mol File: 16714-19-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1-azido-2-methyl-4-nitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-azido-2-methyl-4-nitrobenzene(16714-19-5)
• EPA Substance Registry System: 1-azido-2-methyl-4-nitrobenzene(16714-19-5)

Safety Data

• Hazardous Substances Data: 16714-19-5(Hazardous Substances Data)

Upstream product

• 99-53-6 2-methyl-4-nitrophenol 
• 99-52-5 2-methyl-4-nitro-benzenamine 

Downstream Products

• 95-70-5 2-methyl-p-phenylenediamine 
• 99-52-5 2-methyl-4-nitro-benzenamine 
• 1373735-66-0 dimethyl 1-(2-methyl 4-nitrophenyl)-1H-1,2,3-triazole-4,5-dicarboxylate 
• 1373735-65-9 1-(2-methyl-4-nitrophenyl)-4-phenyl-1,2,3-triazole 
• 1325205-37-5 5-[1-(2-methyl-4-nitrophenyl)-1H-1,2,3-triazol-4-yl]-2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 160728-94-9 C₇H₅BrN₄O₂ 
• 1096923-33-9 5-methyl-1-(2-methyl-4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylic acid 
• 104503-86-8 6-methyl-2,4-dinitroazidobenzene 

Relevant articles and documents

Combinatorial synthesis of new fluorescent scaffolds using click chemistry

Azides and acetylenes are bio-orthogonal functional groups that can be readily coupled using copper(I)- or ruthenium(II)- catalyzed 1,3-dipolar cycloaddition reactions. Using non-fluorescent aromatic azides and aromatic acetylenes, covering a range of electron rich and poor building blocks, the Huisgen cycloaddition afford 1,4-disubstituted or 1,5-disubstituted 1,2,3-triazoles. Using a combinatorial approach by running reaction in parallel in polypropylene 96-well plates we discovered several new fluorescent 1,2,3-triazoles scaffolds. These compounds show diverse interactions with biomolecules that could find applications in biology in, for example, fluorescence microscopy or biomolecule quantification.

SNAr azidation of phenolic functions utilizing diphenyl phosphorazidate

A useful method for the synthesis of aryl azides via SNAr reaction of phenol derivatives using diphenyl phosphorazidate (DPPA) as an azidation reagent was developed. Various phenol derivatives bearing electron-withdrawing groups were converted into the corresponding aryl azides in a single step. This method is easy to perform and enables the preparation of aryl azides without the use of explosive azide sources.

Synthesis of 2,1-benzisoxazoles by nucleophilic substitution of hydrogen in nitroarenes activated by the azole ring

Reaction of 1-nitro-4-(1,2,3-triazolyl/tetrazolyl)benzenes with arylacetonitriles in an alcoholic medium in the presence of excess alkali gives novel 2,1-benzisoxazoles. These findings indicate a high reactivity of nitroarenes activated by the azole ring due to their electron-deficient character. Moreover, it was found that annulation of the isoxazole ring occurred regioselectively in disubstituted nitroarenes. In the case of 1-(4-nitrophenyl)-1H-tetrazole, the tetrazole ring cleaved faster than the sH-adduct was formed. Georg Thieme Verlag Stuttgart.