Interaction | Reaction | Process     Data Page

The bulky t-butyl function hold the 4° ammonium ion equatorial, which makes it susceptible to nucleophilic substitution. (A diaxial geometry is required for elimination.) The reaction gives 100% yield of Sn2 pathway product.

  +  
[OH]
         
  +  
(CH3)3N
Reactant Page Go To Go To
trans (4-tertiary Butylcyclohexyl) trimethyl ammonium ion     Reactions Using    Reactions Forming
Hydroxide ion     Reactions Using    Reactions Forming
cis 4-tertiary Butyl cyclohexanol     Reactions Using    Reactions Forming
Trimethylamine     Reactions Using    Reactions Forming

Interaction, Reaction, Process defined as:
Elimination vs Substitution
Substitution: Concerted
Substitution: Nucleophilic Second Order

© Mark R. Leach 1999 –


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