3-phenyl-1H-pyrazole-5-carboxylic acid

3-phenyl-1H-pyrazole-5-carboxylic acid is a ring assembly and a member of pyrazoles . It has a molecular formula of C10H8N2O2 .

Synthesis Analysis

Pyrazole derivatives are synthesized through various methods. One common method involves the condensation of ketones, aldehydes, and hydrazine monohydrochloride . Another method involves a silver-mediated [3 + 2] cycloaddition of N-isocyanoiminotriphenylphosphorane to terminal alkynes .

Molecular Structure Analysis

The dihedral angle between the phenyl and pyrazole ring planes in 3-phenyl-1H-pyrazole-5-carboxylic acid is 21.27 (6)° . Intermolecular O—H…O and N—H…N hydrogen bonds link the molecules into chains along c. These are further connected by intermolecular C—H…O hydrogen bonds, resulting in a two-dimensional framework .

Chemical Reactions Analysis

Pyrazoles are known for their broad spectrum of chemical reactions. For instance, they can undergo a phosphine-free [3+2] cycloaddition reaction with dialkyl azodicarboxylates to form functionalized pyrazoles . They can also undergo a mild and convenient Cu-catalyzed aerobic oxidative cyclization of β,γ-unsaturated hydrazones to provide a broad range of pyrazole derivatives .

Physical And Chemical Properties Analysis

3-phenyl-1H-pyrazole-5-carboxylic acid has a molecular weight of 188.18 g/mol . More detailed physical and chemical properties would require specific experimental measurements or computations.