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What is a carbocation?

A carbocation is an organic ion in which a carbon atom carries a positive charge. It is an important intermediate in many organic reactions.


Key Features of Carbocations

  1. Positively Charged Carbon: The carbon atom has only six electrons in its valence shell, making it electron-deficient and highly reactive.
  2. Unstable: Carbocations are usually unstable and exist only temporarily during chemical reactions.
  3. Hybridization: The positively charged carbon is sp² hybridized with a trigonal planar shape.
  4. Types Based on Substitution:
    • Primary (1°): Carbon with the positive charge is attached to one other carbon.
    • Secondary (2°): Carbon is attached to two other carbons.
    • Tertiary (3°): Carbon is attached to three other carbons (most stable).

Examples

  • Formed during halogenation or dehydration reactions of alcohols
  • Intermediate in rearrangement reactions like the Wagner-Meerwein rearrangement

Applications / Importance

  • Crucial in mechanisms of many organic reactions such as substitution, elimination, and rearrangement reactions
  • Helps predict the stability and product formation in organic chemistry

In short: A carbocation is a positively charged carbon species, highly reactive, and plays a central role as an intermediate in many organic reactions.

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