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Which of the following carbocation is mo...

Which of the following carbocation is most stable

A

B

C

D

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The correct Answer is:
To determine which carbocation is the most stable among the given options, we will analyze each carbocation based on the factors that influence stability: inductive effect, resonance, hyperconjugation, and back bonding. ### Step-by-Step Solution: 1. **Understand the Concept of Carbocation Stability**: - Carbocation stability is influenced by several factors including inductive effects, resonance, hyperconjugation, and back bonding. The more stable a carbocation is, the more likely it is to form. 2. **Analyze the First Carbocation**: - Draw the structure of the first carbocation. It has two double bonds and a positive charge. - **Stability Factor**: This carbocation is stabilized by resonance, as the positive charge can be delocalized over the double bonds. 3. **Analyze the Second Carbocation**: - Draw the structure of the second carbocation, which has a benzene ring with a positive charge. - **Stability Factor**: Although benzene typically shows resonance, the positive charge on the carbon prevents effective resonance stabilization in this case. Thus, this carbocation is not stable. 4. **Analyze the Third Carbocation**: - Draw the structure of the third carbocation, which has a double bond and a methyl group attached to a carbon with a positive charge. - **Stability Factor**: This carbocation can exhibit resonance due to the double bond and also has two alpha hydrogens, allowing for hyperconjugation. This makes it more stable than the second carbocation. 5. **Analyze the Fourth Carbocation**: - Draw the structure of the fourth carbocation, which has a nitrogen atom with a lone pair and a positive charge on the adjacent carbon. - **Stability Factor**: The lone pair on nitrogen can participate in back bonding with the positively charged carbon, completing its octet and significantly stabilizing the carbocation. 6. **Compare the Stability of All Carbocations**: - The first carbocation is stable due to resonance. - The second carbocation is not stable due to lack of resonance. - The third carbocation is stable due to resonance and hyperconjugation. - The fourth carbocation is the most stable due to back bonding from the nitrogen's lone pair, which completes the octet of the carbon. 7. **Conclude the Most Stable Carbocation**: - Based on the analysis, the fourth carbocation is the most stable due to the back bonding from the nitrogen's lone pair. ### Final Answer: The most stable carbocation among the given options is **Option 4**, due to back bonding from the nitrogen's lone pair. ---
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Knowledge Check

  • Which of the following carbanions is most stable?

    A
    `CH_(3)-overset(ө)(C)H_(2)`
    B
    `CH_(2)=CH-overset(ө)(C)H_(2)`
    C
    `CH_(3)-overset(overset(O)(||))(C)-overset(ө)(C)H_(2)`
    D
    `CH_(3)-overset(overset(NH)(||))(C)-overset(ө)(C)H_(2)`
  • Which of the following cations is most stable?

    A
    B
    C
    D
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