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contains the carbon carbon double bond |
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contains the carbon oxygen double bond |
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interconverting between isomers by moving a hydrogen and a double bond; keto and enol are tautomers of each other |
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deprotonated enol; good nucleophile |
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when an enolate attacks an α,β-unsaturated carbonyl, creating a bond
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kinetic and thermodynamic enolates |
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Definition
the kinetic enolate will form with the less substituted carbon and the thermodynamic enolate will form with the more substituted carbon; same properties for kinetic and thermodynamic products still apply |
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tautomers of each other; the nitrogen double bonded to the carbon in the imine is converted to a double bond between two carbons
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- the aldehyde or ketone acts as both nucelophile and electrophile resulting in the formation of a carbon-carbon bonds in a new molecule called an aldol (contains both aldehyde and alcohol functional groups)
- the nucleophile is the enolate formed from the deprotonation of the α-carbon
- the electrophile is the aldehyde or ketone in the form of the keto tautomer
- First, a condensation reaction occurs in which the two molecules come together
- After the aldol is formed, a dehydration reaction occurs resulting in an α,β-unsaturated carbonyl
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