109289-49-8

Basic information

• Product Name: 5-Pyridin-2-yl-adamantan-2-one
• Synonyms: 5-Pyridin-2-yl-adamantan-2-one
• CAS NO: 109289-49-8
• Molecular Weight: 227.306
• Mol File: 109289-49-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 5-Pyridin-2-yl-adamantan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Pyridin-2-yl-adamantan-2-one(109289-49-8)
• EPA Substance Registry System: 5-Pyridin-2-yl-adamantan-2-one(109289-49-8)

Safety Data

• Hazardous Substances Data: 109289-49-8(Hazardous Substances Data)

Upstream product

• 281-23-2 adamantane 
• 110-86-1 pyridine 

Relevant articles and documents

FUNCTIONALISATION OF SATURATED HYDROCARBONS. Part X. A COMPARATIVE STUDY OF CHEMICAL AND ELECTROCHEMICAL PROCESSES (GIF AND GIF-ORSAY SYSTEMS) IN PYRIDINE, IN ACETONE AND IN PYRIDINE-CO-SOLVENT MIXTURES

Six saturated hydrocarbons (cyclohexane, 3-ethylpentane, methylcyclopentane, cis- and trans-decalin and adamantane) were oxidised by the Gif system (iron catalyst, oxygen, zinc, carboxylic acid) and its electrochemical equivalent (Gif-Orsay system).Results obtained using various solvents (pyridine, acetone, pyridine-acetone mixtures) were similar for both systems.Total or partial replacement of pyridine with acetone affects the selectivity for secondary positions and lowers the ketone/secondary alcohol ratio.The formation of the same ratio of cis- and trans-decal-9-ol from both cis- and trans-decalin clearly demonstrates that tertiary alcohols result from a mechanism essentially radical in nature.

ON THE MECHANISM OF THE GIF SYSTEM FOR THE OXIDATION OF SATURATED HYDROCARBONS

The high selectivity of the Gif system for hydrocarbon oxidation is shown to depend upon the capture of tert. radicals by pyridine; the mechanism for the secondary oxidation products has only a minor radical component as judged by competitive trapping.