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L16 - Enols And Enolates

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Total cards: 9•Content version: v4•Public deck•Updated: 8/1/2026

Card preview (9)

#1
Front (Question)

What is resonance?

Back (Answer)

Electrons arranged differently

#2
Front (Question)

What are tautomers?

Back (Answer)

Atoms arranged differently

#3
Front (Question)

What are keto/enol?

Back (Answer)

These are constitutional isomers - different compounds - different structures - same formula

#4
Front (Question)

How are enols formed in acid?

Back (Answer)

• protenated ketone • A- attacks acidic H • forms db to C-C, forms O-H (w/o +)

#5
Front (Question)

How are enols formed in base?

Back (Answer)

• B- attacks acidic H • forms db C-C, forms O- = enolate

#6
Front (Question)

What is the rank order of formation of enols/enolates?

Back (Answer)

Acyl chloride > ketone > ester > amide

#7
Front (Question)

Why do we draw the oxyanion?

Back (Answer)

• O is more electronegative than C = O- is more stabalised than C- = C- is more reactive than O- Enolates are nucleophiles + usually react through the C

#8
Front (Question)

How does halogenation occur in basic conditions?

Back (Answer)

• OH- attacks acidic H • forms C-C db, and O- • O- reforms dn, db on C-C takes halogen • OH- attacks C on C=O • O- kicks out halogen with C as LG • forms alc + CX3 • ROO’ + CHX3

#9
Front (Question)

What happens in C-C bond forming reactions?

Back (Answer)

Electrophile + electrophile - turn one into a nucleophile by making the C=O a C-O- • O- kicks back in • db in C-C attacks C=O • C-C bond made, O-