Keto Enol Tautomerization Flashcards
1
Q
what is a enol
A
alcohol attached to carbon w/ double bond
2
Q
tautomers
A
structural isomers that rapidly interconvert by proton transfer
acid or basic conditions
3
Q
enol under acidic conditions mechanism…
A
double bond attacks H+ which makes a carbocation on carbon with the OH attached
resonace makes double bond with + on oxygen
H2O abstracts extra H+ on oxygen
4
Q
enol under basic conditions mechanism…
A
OH- abstracts H+ from alcohol, makeing O-
resonance makes carbonyl, pushes alkene double bond onto carbon (carbanion)
carbanion protonates itself from H2O