Ch. 21 – Sub Reactions of Carbonyl Compounds at Alpha Carbon Flashcards
1
Q
Is the carbonyl carbon electrophilic or nucleophlilic?
A
electrophilic
2
Q
Is the alpha carbon electrophilic or nucleophilic?
A
nucleophilic
3
Q
Why is the alpha carbon acidic?
A
because the conjugate base is a resonance stabilized enolate
4
Q
Is the keto or enol form favored by equilibirum?
A
keto form (99% to 1%)
5
Q
Why are enolates more reactive than alkenes?
A
they have powerful electron donating resonance effect
6
Q
When does equilib favor enol form?
A
if enol is aromatic (99% to 1%)
7
Q
What will cause equilib to favor keto form less but still favor it overall?
A
H bonding (70% ish to 30% ish)
