Title: Nucleophilic reactions involving enolate anions
1Nucleophilic reactions involving enolate anions
Aldehydes, Ketons and other carbonyl compounds
having H on a-C -gt in equilibrium (in solution)
-gt Keto-Enol tautomerization
2Nucleophilic reactions involving enolate anions
3Nucleophilic reactions involving enolate anions
4Nucleophilic reactions involving enolate anions
Enolate anion Conjugated base
5Nucleophilic reactions involving enolate anions
Hydrogen Exchange
Racemization
6Nucleophilic reactions involving enolate anions
Conjugation
Enol-Form -gt Keto-Form
Progesterone (female sex hormone)
7Nucleophilic reactions involving enolate anions
Halogenation
8Nucleophilic reactions involving enolate anions
Alkylation of enolate anion
Enolate anion acting as carbanion nucleophiles in
SN2 reaction
9Nucleophilic reactions involving enolate anions
Alkylation of enolate anion
Reaction not possible with aryl halides
10Nucleophilic reactions involving enolate anions
Alkylation of enolate anion
11Nucleophilic reactions involving enolate anions
Alkylation of enolate anion
12Nucleophilic reactions involving enolate anions
Addition-dehydration Aldol reaction
Carbonyl compounds reacting as electrophiles -gt
aldol reaction
Aldehydes are better electrophiles than ketons -gt
aldol reaction more favourable with aldehydes
13Nucleophilic reactions involving enolate anions
Addition-dehydration Aldol reaction
mixed aldol reaction
14Nucleophilic reactions involving enolate anions
Addition-dehydration Aldol reaction
Product from aldol reaction dehydrates by heating
in acid or base -gt a,ß unsaturated carbonyl
compound
Under basic conditions -gt E1cb (elimination-unimol
ecular-conjugated base)
15Nucleophilic reactions involving enolate anions
Addition-dehydration Aldol reaction
Intramolecular aldol reaction
16Nucleophilic reactions involving enolate anions
Other stabilized anions as nucleophiles nitriles
and nitromethane
17Nucleophilic reactions involving enolate anions
Other stabilized anions as nucleophiles nitriles
and nitromethane
18Nucleophilic reactions involving enolate anions
Other stabilized anions as nucleophiles nitriles
and nitromethane
19Nucleophilic reactions involving enolate anions
Enamines as nucleophiles
20Nucleophilic reactions involving enolate anions
Enamines as nucleophiles
21Nucleophilic reactions involving enolate anions
Enamines as nucleophiles
22Nucleophilic reactions involving enolate anions
Enolate anions from carboxylic acid derivates
23Nucleophilic reactions involving enolate anions
Enolate anions from carboxylic acid derivates
base
More favourable with ketons and aldehydes
24Nucleophilic reactions involving enolate anions
Enolate anions from carboxylic acid derivates