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Which of the following carbocations is l...

Which of the following carbocations is least stable ?

A

`Ph overset (oplus) CH_2`

B

`overset C H = CH_2`

C

`Me_2 overset (oplus) C H`

D

`CH_2 = CH - overset C H_2`

Text Solution

AI Generated Solution

The correct Answer is:
To determine which carbocation is the least stable, we will analyze the stability of each carbocation based on three main factors: the +I effect (inductive effect), resonance, and hyperconjugation. ### Step 1: Identify the Carbocations We have four carbocations to analyze: 1. **Carbocation A**: CH2+ on a benzene ring 2. **Carbocation B**: CH2=CH+ 3. **Carbocation C**: CH(CH3)2+ 4. **Carbocation D**: CH2=CH-CH2+ ### Step 2: Analyze Carbocation A (Benzyl Carbocation) - **Structure**: CH2+ attached to a benzene ring. - **Stability Factors**: - **Resonance**: The positive charge can be delocalized over the benzene ring, providing significant stability. - **Conclusion**: This carbocation is relatively stable due to resonance. ### Step 3: Analyze Carbocation B (Vinyl Carbocation) - **Structure**: CH2=CH+ - **Stability Factors**: - **Hybridization**: The carbon with the positive charge is sp hybridized, which has a linear geometry. - **Stability**: sp hybridized carbons have less p character and cannot stabilize the positive charge effectively, making this carbocation less stable. - **Conclusion**: This carbocation is the least stable due to its hybridization and lack of resonance. ### Step 4: Analyze Carbocation C (Tertiary Carbocation) - **Structure**: CH(CH3)2+ - **Stability Factors**: - **+I Effect**: The two CH3 groups donate electrons towards the positively charged carbon. - **Hyperconjugation**: There are 6 alpha hydrogens available for hyperconjugation, leading to multiple stabilizing interactions. - **Conclusion**: This carbocation is very stable due to the +I effect and hyperconjugation. ### Step 5: Analyze Carbocation D (Allyl Carbocation) - **Structure**: CH2=CH-CH2+ - **Stability Factors**: - **Resonance**: The positive charge can be delocalized over the adjacent double bond, providing stability. - **Conclusion**: This carbocation is stable due to resonance. ### Final Conclusion After analyzing all four carbocations, we find that **Carbocation B (CH2=CH+)** is the least stable due to its sp hybridization and lack of resonance stabilization.

To determine which carbocation is the least stable, we will analyze the stability of each carbocation based on three main factors: the +I effect (inductive effect), resonance, and hyperconjugation. ### Step 1: Identify the Carbocations We have four carbocations to analyze: 1. **Carbocation A**: CH2+ on a benzene ring 2. **Carbocation B**: CH2=CH+ 3. **Carbocation C**: CH(CH3)2+ 4. **Carbocation D**: CH2=CH-CH2+ ...
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  • Which of the following two carbocation is more stable ?

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  • Which of the following carbocations is expected to be most stable?

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  • Which one amongst the following carbocations is most stable ?

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    B
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