Chemistry Heterocyclic Building Blocks Triazoles 1-phenyl-1H-1,2,3-triazole
Electrophilic Substitution: The phenyl ring in 1-phenyl-1H-1,2,3-triazole can undergo electrophilic substitution reactions, where an electrophile (electron-seeking species) replaces a hydrogen atom on the phenyl ring. For example, reactions with strong electrophiles like nitration, halogenation, or Friedel-Crafts reactions could occur.
Nucleophilic Addition: The triazole ring in 1-phenyl-1H-1,2,3-triazole contains nitrogen atoms that can act as nucleophiles in suitable reactions. For instance, it can react with electrophiles to form adducts.
Metal Complexation: 1-Phenyl-1H-1,2,3-triazole can potentially coordinate with transition metal ions due to the lone pair of electrons on the nitrogen atoms in the triazole ring. This can lead to the formation of metal complexes.
Arylation or Alkylation of Nitrogen: The nitrogen atoms in the triazole ring can undergo arylation or alkylation reactions, where an aryl or alkyl group is introduced onto the nitrogen atom.
Redox Reactions: Depending on the conditions and reagents involved, 1-phenyl-1H-1,2,3-triazole may participate in redox reactions. For example, it could be oxidized or reduced under suitable conditions.
Base-Catalyzed Reactions: The triazole ring can be susceptible to base-catalyzed reactions, such as nucleophilic substitutions at the triazole nitrogen atoms.
Rearrangements: Depending on the reaction conditions and the presence of suitable reagents, rearrangements of the triazole ring or the phenyl group could potentially occur.
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1-(3-Chlorophenyl)-1H-1,2,3-triazole-4-carboxylic acid
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1-(4-(Chloromethyl)phenyl)-1H-1,2,3-triazole
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Ethyl 1-(4-bromophenyl)-5-methyl-1H-1,2,3-triazole-4-carboxylate