Review 4 - C hap 2 2 R e v ie w C h a p te r 2 2 Topics 2 A...

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Chap 22 Review
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Chapter 22 Topics • Acidity of α -Hydrogens • Enols and Enolates • Formation of enolate • Reactions 2
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Acidity of α -Hydrogens 3 Compared to simple hydrocarbons, the α -protons adjacent to carbonyl groups are much more acidic and can be removed by bases ( e.g. HO - , RO - , etc.). The protons adjacent to carbonyl groups are acidic because of the stabilization of the conjugate base The proximity of the adjacent π system, allows the possibility for RESONANCE stabilization by delocalization of the negative charge to the more electronegative oxygen atom. The more effective the resonance stabilization of the negative charge, the more stable the conjugate base is and therefore the more acidic the parent system.
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Enols and Enolates Enols –Trying to put it as simply as possible, enols are compounds that have alcohol groups, -OH , substituted directly onto alkenes, C=C , hence "alkene-ols" or enols . –Enols can be viewed a alkenes with a strong electron
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Review 4 - C hap 2 2 R e v ie w C h a p te r 2 2 Topics 2 A...

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