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Electronic Effects - Inductive Mesomeric Hyperconjugation and Resonance

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28 questions

Which electrophile is most likely to attack the double bond in CH₃CH=CHCH₃ to form a stable carbocation?

H⁺ adds to CH₃CH=CHCH₃ (but-2-ene), forming CH₃CH⁺CH₂CH₃ (secondary carbocation), stabilized by hyperconjugation.

Ref: NCERT Class 11 Chemistry > Chapter 8: Organic Chemistry - Some Basic Principles and Techniques > Topic: Electronic Effects - Inductive Mesomeric Hyperconjugation and Resonance

Which carbocation is most likely to rearrange to a more stable form if formed from CH₃CH₂CH₂CH₂CH₂Cl via heterolytic cle

Cleavage at CH₂Cl forms CH₃CH₂CH₂CH₂CH₂⁺ (primary). A hydride shift to CH₃CH₂CH₂CH⁺CH₃ (secondary) increases stability via hyperconjugation.

Ref: NCERT Class 11 Chemistry > Chapter 8: Organic Chemistry - Some Basic Principles and Techniques > Topic: Electronic Effects - Inductive Mesomeric Hyperconjugation and Resonance

Which carbocation formed from CH₃CH₂CH₂CH(Cl)CH₃ via heterolytic cleavage is most stabilized by the inductive effect?

Cleavage at C-Cl forms CH₃CH₂CH₂CH⁺CH₃ (secondary). A hydride shift to CH₃CH₂CH⁺CH₂CH₃ (secondary) is equally stable, but +I effect from alkyl groups favors it slightly more.

Ref: NCERT Class 11 Chemistry > Chapter 8: Organic Chemistry - Some Basic Principles and Techniques > Topic: Electronic Effects - Inductive Mesomeric Hyperconjugation and Resonance

Which intermediate is most stabilized by the inductive effect of alkyl groups in CH₃CH₂CH(CH₃)CH₂Cl upon heterolytic cle

Heterolytic cleavage of CH₃CH₂CH(CH₃)CH₂Cl at CH₂Cl forms CH₃CH₂CH(CH₃)CH₂⁺ (primary), but a hydride shift forms CH₃CH₂C⁺(CH₃)CH₃ (tertiary), stabilized by the +I effect of three alkyl groups.

Ref: NCERT Class 11 Chemistry > Chapter 8: Organic Chemistry - Some Basic Principles and Techniques > Topic: Electronic Effects - Inductive Mesomeric Hyperconjugation and Resonance