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In each of the following pairs of ions i...

In each of the following pairs of ions in which I ion is more stable than II

A

`underset("I")(C_(6)H_(5)-overset(o+)CH_(2)) and underset("II")(CH_(2)=CH-overset(o+)CH_(2))`

B

`underset("I")(CH_(2))=overset(o+)CH and underset("II")(CH_(3))-overset(o+)CH_(2)`

C

D

`underset("I")({:(CH_(3)-CH-CH_(3)),(" |"),(CH_(3)-underset(o+)C-CH_(3)):}) and underset("II")({:(CH_(3)-N-CH_(3)),(" |"),(CH_(3)-underset(o+)C-CH_(3)):})`

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AI Generated Solution

The correct Answer is:
To determine which ion is more stable in each pair, we will analyze the stability of the given ions based on resonance, inductive effects, and the presence of lone pairs. ### Step-by-Step Solution: 1. **Analyzing the First Pair: C6H5CH2+ vs. CH2=CH2+** - **C6H5CH2+ (Benzylic Carbocation)**: This carbocation is stabilized by resonance. The positive charge can be delocalized over the aromatic ring, allowing for multiple resonance structures. - **CH2=CH2+ (Vinylic Carbocation)**: This carbocation is less stable because it does not have significant resonance stabilization. The positive charge is localized and cannot be delocalized effectively. - **Conclusion**: C6H5CH2+ is more stable than CH2=CH2+. 2. **Analyzing the Second Pair: CH2=CH+ vs. CH3CH2+** - **CH2=CH+ (Vinylic Carbocation)**: This carbocation is not stabilized by any alkyl groups and has limited resonance. - **CH3CH2+ (Ethyl Carbocation)**: This carbocation is stabilized by the +I (inductive) effect from the adjacent alkyl group (ethyl group). - **Conclusion**: CH3CH2+ is more stable than CH2=CH+. 3. **Analyzing the Third Pair: CH2=CH+ vs. CH2=CH-CH2+** - **CH2=CH+ (Vinylic Carbocation)**: As previously mentioned, this carbocation has limited stabilization. - **CH2=CH-CH2+ (Allylic Carbocation)**: This carbocation can be stabilized by resonance, as the positive charge can be delocalized over the adjacent double bond. - **Conclusion**: CH2=CH-CH2+ is more stable than CH2=CH+. 4. **Analyzing the Fourth Pair: CH3C+(CH3)2 vs. CH3N+(CH3)2** - **CH3C+(CH3)2 (Tertiary Carbocation)**: This carbocation is stabilized by the +I effect from the two methyl groups. - **CH3N+(CH3)2 (Tertiary Ammonium Ion)**: The nitrogen has a lone pair that can stabilize the positive charge through back donation, which enhances stability. - **Conclusion**: CH3N+(CH3)2 is more stable than CH3C+(CH3)2. ### Final Answer: The only pair where the first ion is more stable than the second is the first pair: **C6H5CH2+ is more stable than CH2=CH2+.**
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