1073560-74-3

Basic information

• Product Name: 5,5’-dibenzoyl-2,2’-bipyrrole
• Synonyms: 5,5’-dibenzoyl-2,2’-bipyrrole
• CAS NO: 1073560-74-3
• Molecular Weight: 340.381
• Mol File: 1073560-74-3.mol

Chemical Properties

• CAS DataBase Reference: 5,5’-dibenzoyl-2,2’-bipyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5’-dibenzoyl-2,2’-bipyrrole(1073560-74-3)
• EPA Substance Registry System: 5,5’-dibenzoyl-2,2’-bipyrrole(1073560-74-3)

Safety Data

• Hazardous Substances Data: 1073560-74-3(Hazardous Substances Data)

Upstream product

• 10087-64-6 2,2'-bipyrrole 
• 611-74-5 N,N-dimethylbenzamide 

Downstream Products

• 1073560-75-4 5,5'-bis(hydroxyphenylmethyl)bipyrrole 
• 1092717-82-2 9,10,19,20-tetraphenylporphycene 
• 100572-96-1 porphycene 

Relevant articles and documents

The long and winding road to new porphycenes

We describe attempts - not always successful - made over the years to improve the efficiency of porphycene synthesis and to produce novel compounds, custom-designed for specific purposes. New porphycenes are reported, some of them obtained rather unexpectedly as by-products of the planned reactions. Structure and energy computations of possible tautomeric forms in porphycenes substituted by one, two, three, and four tert-butyl groups lead to predictions regarding the kinetics and mechanisms of intramolecular double hydrogen transfer. The occurrence of tautomerization in single molecules of tert-butylsubstituted porphycenes is demonstrated by using fluorescence polarization techniques.

Effect of carbinol group placement on complementary reactions of dipyrromethane+bipyrrole species leading to corrole and/or an octaphyrin

Complementary reactions of a dipyrromethanedicarbinol+2,2′-bipyrrole and a 2,2′-bipyrroledicarbinol+a dipyrromethane were investigated to determine the effect of carbinol group placement on the product distribution and on the broader reaction course. Analytical-scale reactions were performed for both reactions to explore the interplay of acid catalyst, acid concentration, and solvent on the yield of corrole and an octaphyrin. The two reaction routes were further compared under representative conditions by assessing acid-catalyzed decomposition of the dicarbinol species affording benzaldehyde (TLC and GC-MS) and by performing time course experiments monitoring macrocycle yield (UV-vis), presence of benzaldehyde (TLC), and oligomer composition (LD-MS). The complementary reactions were generally found to be quite different. Key to this work was the refinement of a method for the acylation of 2,2′-bipyrrole.