Home Chemistry Heterocyclic Building Blocks Tetrazoles 5-Phenyl-2H-Tetrazole
Substitution Reactions: The phenyl group in the tetrazole ring can undergo various substitution reactions, such as electrophilic aromatic substitution. For example, it can react with electrophiles like halogens (e.g., bromination or chlorination) or nitration agents to introduce substituents onto the phenyl ring.
Reductive Reactions: 5-Phenyl-2H-tetrazole can be reduced to form 5-phenyl-1H-tetrazole using reducing agents like hydrogen gas and a suitable catalyst.
Nucleophilic Substitution: The tetrazole ring itself is nucleophilic due to the presence of nitrogen atoms. It can undergo nucleophilic substitution reactions with suitable electrophiles. For example, it can react with alkyl halides or acyl halides to introduce substituents at the nitrogen atoms.
Metalation Reactions: 5-Phenyl-2H-tetrazole can be deprotonated at the tetrazole nitrogen atoms with strong bases to form metal tetrazolates. These metal tetrazolates can participate in various reactions, including coordination chemistry.
Click Chemistry: Tetrazoles, including 5-phenyl-2H-tetrazole, are sometimes used in click chemistry reactions, such as the Huisgen 1,3-dipolar cycloaddition, which is a popular reaction for linking molecules together.
Oxidation Reactions: Depending on the conditions and reagents, tetrazoles can be oxidized to various products.
Ring-Opening Reactions: Under certain conditions, tetrazole rings can undergo ring-opening reactions, yielding different compounds.
Condensation Reactions: 5-Phenyl-2H-tetrazole can participate in condensation reactions with other suitable compounds, leading to the formation of new compounds.
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