5301-97-3

Basic information

• Product Name: 4-(4-Methoxyphenyl)-1H-1,2,3-triazole
• Synonyms: 4-(4-Methoxyphenyl)-1H-1,2,3-triazole
• CAS NO: 5301-97-3
• Molecular Formula: C₉H₉N₃O
• Molecular Weight: 175.19
• Mol File: 5301-97-3.mol
• Article Data: 46

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-(4-Methoxyphenyl)-1H-1,2,3-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Methoxyphenyl)-1H-1,2,3-triazole(5301-97-3)
• EPA Substance Registry System: 4-(4-Methoxyphenyl)-1H-1,2,3-triazole(5301-97-3)

Safety Data

• Hazardous Substances Data: 5301-97-3(Hazardous Substances Data)

Upstream product

• 1777-55-5 (4-methoxyphenacylidene)triphenyl phosphorane 
• 768-60-5 4-methoxyphenylacetylen 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 872700-71-5 [4-(4-methoxyphenyl)-1,2,3-triazol-1-yl]methyl pivalate 
• 872700-89-5 diethyl-carbamic acid 4-(4-methoxy-phenyl)-[1,2,3]triazol-1-ylmethyl ester 
• 872700-81-7 morpholine-4-carboxylic acid 4-(4-methoxy-phenyl)-[1,2,3]triazol-1-ylmethyl ester 
• 6303-59-9 (E)-4-(2-bromo-vinyl)-anisole 
• 1028975-99-6 C₂₃H₂₂N₆O₆ 
• 4648-54-8 trimethylsilylazide 
• 60512-57-4 1-(2,2-dibromovinyl)-4-methoxybenzene 
• 2227-57-8 3-(4-methoxyphenyl)propynoic acid 
• 3179-10-0 1-methoxy-4-(2-nitro-vinyl)-benzene 
• 123-11-5 4-methoxy-benzaldehyde 
• 1210046-27-7 2-(4-(4-methoxyphenyl)-1H-1,2,3-triazol-1-yl)-1-phenylethan-1-one 

Downstream Products

• 89221-21-6 4-(4-hydroxyphenyl)-1,2,3-triazole 
• 89221-21-6 4-(1H-1,2,3-triazol-4-yl)-phenol 
• 1024655-34-2 4-(4-methoxyphenyl)-1-pentyl-1H-[1,2,3]triazole 
• 1024655-29-5 4-(4-methoxyphenyl)-2-pentyl-2H-[1,2,3]triazole 
• 1594929-08-4 1-benzyl-2-(4-(4-methoxyphenyl)-2H-1,2,3-triazol-2-yl)-1H-indole 
• 1594929-94-8 C₂₄H₂₀N₄O 
• 89220-95-1 2-ethyl-4-(4-hydroxyphenyl)-1,2,3-triazole 

Relevant articles and documents

Copper-Catalyzed Azide-Alkyne Cycloaddition of Hydrazoic Acid Formed in Situ from Sodium Azide Affords 4-Monosubstituted-1,2,3-Triazoles

We report a copper-catalyzed cycloaddition of hydrogen azide (hydrazoic acid, HN3) with terminal alkynes to form 4-substituted-1H-1,2,3-triazoles in a sustainable manner. Hydrazoic acid was formed in situ from sodium azide under acidic conditions to react with terminal alkynes in a copper-catalyzed reaction. Using polydentate N-donor chelating ligands and mild organic acids, the reactions were realized to proceed at room temperature under aerobic conditions in a methanol-water mixture and with 5 mol % catalyst loadings to afford 4-substituted-1,2,3-triazoles in high yields. This method is amenable on a wide range of alkyne substrates, including unprotected peptides, showing diverse functional group tolerance. It is applicable for late-stage functionalization synthetic strategies, as demonstrated in the synthesis of the triazole analogue of losartan. The preparation of orthogonally protected azahistidine from Fmoc-l-propargylglycine was realized on a gram scale. The hazardous nature of hydrazoic acid has been diminished as it forms in situ in a reactive species in the copper-catalyzed reaction.

Dipolar HCP materials as alternatives to DMF solvent for azide-based synthesis

Hypercrosslinked polymers HCP-DMF and HCP-DMF-SO3H containing abundant and flexible DMF moieties were designed and synthesized. Benefitting from the solvation microenvironment provided by the pseudo-DMF moities, the polar HCPs manifested outstanding performances in the conversions of NaN3 to benzylic azides and 1,2,3-triazoles in EtOH (95%), respectively, avoiding the use of risky DMF and improving the separation processes of the products.

Access to (Z)-β-Substituted Enamides from N1-H-1,2,3-Triazoles

A direct ring-opening/nucleophilic substitution reaction of N1-H-1,2,3-triazoles has been described. Divergent (Z)-β-halogen- or sulfonyl-substituted enamides could be stereospecifically synthesized in a tunable manner. This strategy might not only enable