Interaction | Reaction | Process     Data Page

Vinyl chlorides can be induced to eliminate HCl under strong base conditions to give the corresponding acetylene. Note that the base must be non-nucleophilic and unable to undergo metal halogen exchange. Sodamide in liquid ammonia is ideal.
  +  
NaNH2
  +  
NH3
         
R–C≡C–R
  +  
NH3
  +  
NaCl
Reactant Page Go To Go To
Vinyl chloride (generic)     Reactions Using    Reactions Forming
Sodamide     Reactions Using    Reactions Forming
Ammonia Solvent    Reactions Using    Reactions Forming
Acetylene (generic)     Reactions Using    Reactions Forming
Ammonia     Reactions Using    Reactions Forming
Sodium chloride     Reactions Using    Reactions Forming

Interaction, Reaction, Process defined as:
Elimination: Second Order
Proton transfer: Brønsted reaction

© Mark R. Leach 1999 –

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