97130-05-7

Basic information

• Product Name: Phenyl-{[1-phenyl-1-(2-pyrrolidin-1-yl-cyclopent-1-enyl)-meth-(E)-ylidene]-hydrazono}-acetic acid
• Synonyms: Phenyl-{[1-phenyl-1-(2-pyrrolidin-1-yl-cyclopent-1-enyl)-meth-(E)-ylidene]-hydrazono}-acetic acid
• CAS NO: 97130-05-7
• Molecular Weight: 387.481
• Mol File: 97130-05-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Phenyl-{[1-phenyl-1-(2-pyrrolidin-1-yl-cyclopent-1-enyl)-meth-(E)-ylidene]-hydrazono}-acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: Phenyl-{[1-phenyl-1-(2-pyrrolidin-1-yl-cyclopent-1-enyl)-meth-(E)-ylidene]-hydrazono}-acetic acid(97130-05-7)
• EPA Substance Registry System: Phenyl-{[1-phenyl-1-(2-pyrrolidin-1-yl-cyclopent-1-enyl)-meth-(E)-ylidene]-hydrazono}-acetic acid(97130-05-7)

Safety Data

• Hazardous Substances Data: 97130-05-7(Hazardous Substances Data)

Upstream product

• 7148-07-4 1-pyrrolidinocyclopent-1-ene 
• 63617-45-8 2,5-diphenyl-6H-1,3,4-oxadiazin-6-one 

Downstream Products

• 100-52-7 benzaldehyde 
• 28749-00-0 3-phenyl-1,4,5,6-tetrahydrocyclopenta[c]pyrazole 

Relevant articles and documents

Diels-alder cycloadditions of 1,3,4,-oxadiazin-6-ones with electron rich pi systems

A study of the cycloaddition behavior of several 2,5-disubstituted 1,3,4-oxadiazin-6-ones with electron rich pi bonds has been carried out. trans-1-Propenylpyrrolidine was found to react with the oxadiazinone ring system to give rise to a ring opened diazatrienyl substituted carboxylic acid. Further heating of the acid results in decarboxylation, hydrolysis, cyclization and pyrrolidine elimination to produce a disubstituted pyrazole. Reaction with the trisubstituted enamine 1 - ( 2 - methyl-propenyl) pyrrolidine, was also studied in some detail. The cycloadditions encountered can be rationalized as proceeding by an initial Diels-Alder reaction followed by cheletropic extrusion of nitrogen to produce a ketoketene intermediate. The fate of the ketene is markedly dependent upon the overall pattern of substitution. Some of the products formed can be explained in terms of a competitive migration of the pyrrolidino group to the ketene and benzoyl groups. With one system the major cycloadduct is derived from the Diels-Alder reaction of a transient azaketene tautomer formed by an electrocyclic opening of the oxadiazinone ring.