Organic Chemistry · Chapter 7: Aldehydes & Ketones II

Question

α,β-unsaturated carbonyl compounds are resonance stabilized and have two electrophilic sites—the ____.

Answer

α,β-unsaturated carbonyl compounds are resonance stabilized and have two electrophilic sites—the carbonyl carbon and the α-carbon.
α,β-unsaturated carbonyl compounds are resonance stabilized and have two electrophilic sites—the carbonyl carbon and th…
Note ↓: The mechanism of the Michael addition includes nucleophilic attack by the enolate ion on the ß-carbon of the unsaturated carbonyl compound (the Michael “acceptor”), followed by protonation of the resulting enolate.
Note ↑: As the mechanism indicates, the reaction works because of the nucleophilic potential of the α-carbon of an enolate and the electrophilic reactivity of the ß-carbon of an α,ß-unsaturated carbonyl compound.
Note ↓: The synthetic sequence of a Michael addition followed by an intramolecular aldol condensation is also called a Robinson annulation. The Robinson annulation reaction produces new cyclic enones.
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____ - carbon is adjacent to the carbonyl carbon.

Through ____, oxygen pulls some of the electron density out of these α-Hydrogens bonded to Carbons, weakening them.

Through induction, oxygen pulls some of the ____ out of these α-Hydrogens bonded to Carbons, weakening them.

Through induction, oxygen pulls some of the electron density out of these α-Hydrogens bonded to Carbons, ____ them.

Oxygen pulling on C-H bonds with α-hydrogens, makes it relatively easy to ____ the α -carbon of an aldehyde or ketone.

The ____ of α -hydrogens is augmented by resonance stabilization of the conjugate base.

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