Why Is the Carbon Atom Typically the Nucleophilic Site of an Enolate

question 24

Multiple Choice

Why is the carbon atom typically the nucleophilic site of an enolate anion?

• A)Most of the negative charge resides on the carbon atom.
• B)The resonance form with the negative charge on carbon is the major contributor.
• C)The alkoxy anion will not act as a Lewis base, due to oxygen electronegativity.
• D)The HOMO of the enolate has its largest lobe at the beta-carbon.
• E)The bonding MO of the enolate has its highest electron density around the oxygen.

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