What is the Difference Between Carbocation and Carbanion?

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Carbocation and carbanion are two types of charged species derived from organic molecules, and they play crucial roles in organic chemistry. The main differences between them are:

  • Charge: Carbocation is a positively charged carbon atom with an electron deficiency, while carbanion is a negatively charged carbon atom with an extra pair of electrons.
  • Electron Density: Carbocations are electron-deficient and act as electrophiles, meaning they are highly reactive towards nucleophiles. Carbanions, on the other hand, are electron-rich and act as nucleophiles, participating in various organic reactions.
  • Hybridization: The hybridization of carbocation is sp² (trigonal planar), while the hybridization of carbanion is sp³ (pyramidal).
  • Stability: Carbocations can be stabilized by alkyl groups, whereas carbanions can be stabilized by electron-withdrawing groups. Carbocations are generally less stable than carbanions due to their positive charge, making them highly reactive and unstable.
  • Role in Reactions: Carbocations are involved in electrophilic reactions, while carbanions are involved in nucleophilic reactions.

Comparative Table: Carbocation vs Carbanion

Carbocation and carbanion are two types of charged species derived from organic molecules. Here is a table highlighting the differences between them:

Property Carbocation Carbanion
Charge Positive Negative
Electron Deficiency Electron-deficient Electron-rich
Geometry Planar Tetrahedral
Hybridization sp² sp³/sp²
Reactivity Electrophile (attracts electrons) Nucleophile (donates electrons)
Stability Stabilized by alkyl groups Can be stabilized by electron-withdrawing groups

Carbocation is a positively charged carbon atom that has lost an electron, resulting in an electron-deficient species. It possesses an empty p-orbital on the carbon, making it an electrophile and highly reactive towards nucleophiles. On the other hand, a carbanion is a negatively charged carbon atom with an extra pair of electrons. It acts as a nucleophile and participates in various organic reactions.