FAST REARRANGEMENT OF exo-NORBORNANOL IN STRONG ACID SOLUTIONS

1965 ◽  
Vol 43 (3) ◽  
pp. 674-678 ◽  
Author(s):  
Gideon Fraenkel ◽  
Phillip D. Ralph ◽  
John P. Kim

Nuclear magnetic resonance spectra have been obtained at several temperatures for solutions of 2-exo-norbornanol in strong acids. The spectra change with temperature reversibly. It is concluded that the 2-exo-norbornanol undergoes very rapid rearrangement, the fast steps being 2,6 and 3,2 hydride shifts, respectively.




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