65480-21-9

Basic information

• Product Name: 1-Phenylphenanthro[9,10-d]pyrazole
• Synonyms: 1-Phenylphenanthro[9,10-d]pyrazole
• CAS NO: 65480-21-9
• Molecular Weight: 294.356
• Mol File: 65480-21-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-Phenylphenanthro[9,10-d]pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Phenylphenanthro[9,10-d]pyrazole(65480-21-9)
• EPA Substance Registry System: 1-Phenylphenanthro[9,10-d]pyrazole(65480-21-9)

Safety Data

• Hazardous Substances Data: 65480-21-9(Hazardous Substances Data)

Upstream product

• 59-88-1 phenylhydrazine hydrochloride 
• 15115-52-3 4-bromo-1-phenyl-1H-pyrazole 
• 2052-07-5 2-Bromobiphenyl 
• 100-63-0 phenylhydrazine 
• 36372-77-7 1,4,5-triphenyl-1H-pyrazole 
• 309297-18-5 4-(5-bromo-1,3-benzodioxol-6-yl)-5-(2-bromophenyl)-1-phenylpyrazole 
• 309297-09-4 4,5-bis(2-iodophenyl)-1-phenylpyrazole 
• 309297-08-3 4,5-bis(2-bromophenyl)-1-phenylpyrazole 

Relevant articles and documents

Synthesis of Redox-Active Phenanthrene-Fused Heteroarenes by Palladium-Catalyzed C-H Annulation

Pd-catalyzed C-H annulation reactions of halo- and aryl-heteroarenes were developed using readily available o-bromobiaryls and o-dibromoaryls, respectively. A variety of five-membered heteroarenes rapidly provided the corresponding phenanthrene-fused heteroarenes, which led to the identification of phenanthro-pyrazole and thiazole as new, stable -2 V redox couples. The flexible syntheses and tunability of the redox potentials of these azole-fused phenanthrenes over a wide range are expected to facilitate their application as redox-active organic functional materials.

A straightforward synthetic pathway to phenanthro[9,10-d]heterocycles

A series of new 4,5-o,o-bis(haloaryl)pyrazoles was regioselectively prepared by a tandem amine exchange/heterocyclization. The intramolecular Stille-type biaryl coupling of the so-obtained pyrazole derivatives and previously prepared diarylisoxazoles led with high overall yields to the isolation of new phenanthro[9,10-d]pyrazoles and phenanthro[9,10- d]isoxazoles, respectively. The formation of dehalogenation products was efficiently avoided by use of heavy-wall pressure tubes.