109103-59-5

Basic information

• Product Name: 2-phenylquinolizinium bromide
• Synonyms: 2-phenylquinolizinium bromide
• CAS NO: 109103-59-5
• Molecular Weight: 286.171
• Mol File: 109103-59-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-phenylquinolizinium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-phenylquinolizinium bromide(109103-59-5)
• EPA Substance Registry System: 2-phenylquinolizinium bromide(109103-59-5)

Safety Data

• Hazardous Substances Data: 109103-59-5(Hazardous Substances Data)

Upstream product

• 109516-11-2 1-oxo-2-phenyl-1,2,3,4-tetrahydro-quinolizinylium; bromide 
• 109516-13-4 2-hydroxy-2-phenyl-1,2-dihydro-quinolizinylium; bromide 
• 13788-90-4 3,3-dimethoxy-1-phenylpropan-1-one 
• 5520-39-8 1-oxo-1,2,3,4-tetrahydroquinolizinium bromide 
• 595-90-4 tetraphenyltin(IV) 
• 40759-34-0 2-bromo-quinolizinium bromide 
• 98-80-6 phenylboronic acid 
• 960-16-7 tributylphenylstannane 

Downstream Products

• 112553-83-0 2-phenylquinolizinium picrate 

Relevant articles and documents

Palladium-mediated functionalization of heteroaromatic cations: Comparative study on quinolizinium cations

An efficient palladium-catalyzed cross-coupling reaction on heteroaromatic cations is described. A comparative study of the Stille and Suzuki reactions shows that only the Stille reaction is able to produce an efficient C-C bond formation between any of the four isomeric bromoquinolizinium bromides and a variety of stannanes. In the presence of the catalysts Pd(PPh3)4 or Pd2(dba)3P(o-Tol)3, vinyl, ethynyl, aryl, and heteroaryl groups are successfully incorporated into the quinolizinium system in satisfactory yields under mild reaction conditions. This procedure represents a marked improvement on the functionalization of this class of heteroaromatic cation.