107909-53-5

Basic information

• Product Name: N,α-Picolinyl-N-(adamant-1-yl)-anilin
• Synonyms: N,α-Picolinyl-N-(adamant-1-yl)-anilin
• CAS NO: 107909-53-5
• Molecular Weight: 318.462
• Mol File: 107909-53-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N,α-Picolinyl-N-(adamant-1-yl)-anilin(CAS DataBase Reference)
• NIST Chemistry Reference: N,α-Picolinyl-N-(adamant-1-yl)-anilin(107909-53-5)
• EPA Substance Registry System: N,α-Picolinyl-N-(adamant-1-yl)-anilin(107909-53-5)

Safety Data

• Hazardous Substances Data: 107909-53-5(Hazardous Substances Data)

Upstream product

• 768-90-1 1-Adamantyl bromide 
• 7032-25-9 2-(phenyliminomethyl)pyridine 

Relevant articles and documents

Electrochemical Reductive Alkylation of Azomethines with 1-Bromadamantane and 9-Bromo-tetrahydro-exo-dicyclopentadiene

Electrochemically generated radical anions of Schiffbases 1a-11 react in DMF and in the presence of bridgeheadhalogenides as 1-bromoadamantane and 9-bromo-tetrahydro-exo-dicyclopentadiene to 1--adamantanes and the correspondent 9-tetrahydro-exo-dicyclopentadienes.In the course of SET-mechanism originating bridgehead radicals couple with the azomethine-radicalanions at the position of the highest unpaired electron density, which is predominantly the carbon of the C,N-double bond.Only in cases when this density at the N-atom is relatively high, or steric hindrance impedes C-alkylation, N-hydroalkylated products as N,N-disubstituted 1-aminoadamantanes and 9-amino-tetrahydro-exo-dicyclopentadienes are formed.Product distribution, cyclic-voltammetric results and quantumchemical data are discussed in terms of mechanism.