tautomerism Flashcards
about TM
special type of FG iso
rapidly interconvertible at room temp in acidic/basic med
Are in dynamic equilibrium
keto-enol isomerism
> C=O TO -C=C-OH
changing keto into enol is enolisation
hydrogen must be at sp3 carbon or alternate to double bond
triad type iso- H goes from 1st position to 3rd position
bond energy
C=O> C=C
Therefore, 99% keto and 1% enol
why called prototropy also?
bcz this reaction takes place due to oscillation of proton
tautomerism on the basis of shifting of active H
Triad (1,3) {most common}
Diad (1,2)
if more than 3rd position
para/ space TTM
bridged hydrogen do not show TTM
violation of Bredt’s rule
bredt’s rule
at bridgehead position, +ve charge or sp2 carbon cannot be created upto 7 carbon ring.