Chapter 18 Lecture 1 Enols. Enolate Ions Carbonyl Reactivity Nucleophilic carbonyl oxygen Electrophilic carbonyl carbon a -carbon containing acidic a -protons (the subject of this chapter) Acidity of Aldehydes and Ketones pKa of protons alpha to an aldehyde or ketone carbonyl = 19-21
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C. Formation of Enolate Ions
II. Keto-Enol Equilibria
1) Keto-Enol tautomerization proceeds through an achiral intermediate
4) Why does the reaction stop after only one halogenation?
O is no longer basic enough
To attack proton. Enolization