Question:

The correct stability order for the following species is

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There is an increase in the stability of carbocations when an electron-donating group (+I effect) is present.

Updated On: Feb 20, 2024
  • $ (II) > (IV) > (I) > (III) $
  • $ (I) > (II) > (III) > (IV)$
  • $ (II) > (I) > (IV) > (III)$
  • $ (I) > (III) > (II) > (IV)$
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The Correct Option is D

Approach Solution - 1

The stability order of the given species is: I > III > II > IV

There is an increase in the stability of carbocations when an electron-donating group (+I effect) is present.

In 1st the lone pair on oxygen stabilizes the carbocation as well as it is tertiary carbocation, hence more stable.

The order of the stability of the carbocation is tertiary alkyl > secondary alkyl > primary alkyl> methyl carbonium ion.

Carbocation

 

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The Correct Answer is (D)

Real Life Applications

Some real-life examples of how the stability of carbocations is used 
1. Carbocations are used as intermediates in organic synthesis. To control the course of the reaction the stability of the carbocation can be used. 
2. In biochemical reactions, carbocations are involved. For example, the carbocation intermediate is formed in the metabolism of amino acids. 
3. In some medical treatments carbocations are used. For example, carboplatin is a carbocation that is used as a chemotherapy drug.

Carbocation

Question can also be asked as

1. What is the stability order of the following radicals? 
2. How does the stability of the following radicals compare? 
3. Which radical is the most stable? 
4. Which radical is the least stable?

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Approach Solution -3

The Correct Answer is (D)

Carbocations are organic ions that have a positively charged carbon atom. The stability of carbocations is determined by the stability of the positive charge on the carbon atom. Generally, more stable carbocations are formed when the positive charge is distributed over more atoms or when it is in resonance with adjacent pi bonds.

Factors Affecting carbocations Stability

  • Adjacent Electronegative Atoms: Carbocations that have adjacent electronegative atoms can stabilize the positive charge through inductive effects. These adjacent atoms can withdraw electron density from the carbocation, decreasing its positive charge density and increasing stability.
  • Carbon Hybridization: Carbocations formed on sp² or sp hybridized carbon atoms are more stable than those on sp³ hybridized carbon atoms. This is because the greater s-character in the hybrid orbital allows for better overlap with the empty p orbital of the carbocation, thereby providing more stability.
  • Resonance: Resonance stabilization occurs when a carbocation can delocalize its positive charge over adjacent atoms through pi bonds or lone pairs.
  • Hyperconjugation: Hyperconjugation refers to the interaction of a carbocation with adjacent sigma bonds or filled orbitals.

 

Related Topics
Collision TheoryAqua regiaColligative Properties
Column ChromatographyMole FractionAllylic Carbon
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