Carbohydrates pp 169-190 | Cite as

Nucleophilic Displacement and the Neighboring Group Participation

  • Momcilo Miljković


The nucleophilic substitution reaction of the type SN2 (bimolecular nucleophilic substitution) proceeds with formation, in a single step, of the trigonal bipyramidal pentacovalent carbon transition state 2 and results in the inversion of configuration at the reacting carbon atom (the configuration of 3 vs. 1) (Fig. 7.1); it usually follows the second-order kinetics.


Sodium Benzoate Neighboring Group Dimethyl Acetal Nucleophilic Displacement Tosyl Group 
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© Springer Science+Business Media, LLC 2010

Authors and Affiliations

  1. 1.Department of Biochemistry & Molecular BiologyPennsylvania State UniversityHersheyUSA

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