Interaction | Reaction | Process     Data Page

Enolates react via their soft carbanion nucleophile "ends" with soft E+ donors, such as alkyl iodides, to give C-alkylated alkyl products. C-Alkylation = Major O-Alkylation = Minor

G.J.Heiszwolf and H.Koosterziel; Recl. Trav. Chim. Pay-Bas, 89, 1153 (1970)
  +  
CH3CH2I
         
  +  
  +  
Li+
  +  
I–
Reactant Page Go To Go To
Acetophenone lithium enolate     Reactions Using    Reactions Forming
Iodoethane     Reactions Using    Reactions Forming
Phenyl propyl ketone     Reactions Using    Reactions Forming
(1-Ethoxy ethenyl) benzene     Reactions Using    Reactions Forming
Lithium ion     Reactions Using    Reactions Forming
Iodide ion     Reactions Using    Reactions Forming

Interaction, Reaction, Process defined as:
Alkylation
Ambidentate Enolate Ions 2
Substitution: Concerted
Substitution: Nucleophilic Second Order

© Mark R. Leach 1999 –

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