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Carbanions and Substitution Reaction
Carbanions and Substitution Reaction
Jim Livingston
Faculty of Chemistry
St. John’s College
*CARBANIONS
* A carbanion is an anion in which carbon has an unshared pair of electrons and bears
a negative charge
* total of 8 valence shell electrons so it behaves like nucleophile
* Formed by heterolysis in which carbon is more electronegative than the other
atom.
* Sp3 hybridization – pyranmidal shape
* Bond angle – 109.50
*Generation
* Removal of proton:
* Substitution reaction:
*Stability
There are mainly three types of organic reactions:
Substitution reaction
Elimination reaction
Addition reaction
*Substitution Reactions
*Types:
* Free radical
* Electrophilic
* Nucleophilic
*Free radical substitution:
* Substitution initiated by free radicals.
*Nucleophilic substitution:
* Substitution by nucleophiles
*Electrophilic substitution:
* An electrophilic substitution reaction is a chemical reaction in
which the functional group attached to a compound is
replaced by an electrophile