Keto Enol Tautomerization Flashcards

1
Q

what is a enol

A

alcohol attached to carbon w/ double bond

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2
Q

tautomers

A

structural isomers that rapidly interconvert by proton transfer

acid or basic conditions

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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

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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

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