Interactions | Reactions | Processes

Classified as: Substitution: Nucleophilic Internal

Internal nucleophilic substitution, Sni, occurs when the initial attack produces a cyclic intermediate or an intermediate complex with tight ion-pairing. Sni is often envoked to explain the non-inversion of chiral centres.

For more information look in the Chemogenesis webbook sections on substitution reactions and substitution, transfer, abstraction, displacement (STAD).

R–OH
  +  
SOCl2
         
RCl

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RCOOH
  +  
SOCl2
         
RCOCl
  +  
SO2
  +  
HCl

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  +  
NaOH
         

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  +  
Br–

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  +  
H2O
         

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2
  +  
Ca(OH)2
         
2
  +  
CaCl2
  +  
2
H2O

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2
  +  
Ca(OH)2
         
2
  +  
CaCl2
  +  
2
H2O

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2
  +  
2
HClO
  +  
Ca(OH)2
         
2
  +  
CaCl2
  +  
2
H2O

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2
  +  
2
Cl2
  +  
Ca(OH)2
         
2
  +  
CaCl2
  +  
2
H2O

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  +  
[OH]–
         
  +  
HBr

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© Mark R. Leach 1999 –

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please contact Mark R. Leach, the author, using mark@meta-synthesis.com