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Question

Sort the following carbocations according to their stability.

A
H3C+
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B
Primary
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C
Secondary
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D
Tertiary
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Solution

  • The stability of carbocations increases as we go from primary to secondary to tertiary carbons. Firstly, this is due to hyperconjugation, which invokes stabilization through donation of the electrons in C-H sigma bonds to the empty p-orbital of the carbocation.
  • The second reason is the presence of alkyl groups as being “electron-releasing” through inductive effects. That is, a carbon connected to hydrogen will be electron rich, and can donate some of those electrons to the neighboring carbocation.

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