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Hyperconjugation is more pronounced in...

Hyperconjugation is more pronounced in

A

2 - methylpropene

B

but -2-ene

C

2,3 -dimethylbut - 2- ene

D

2- methylbut -2-ene

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The correct Answer is:
To determine where hyperconjugation is more pronounced, we need to analyze the number of alpha-hydrogens in the given options. Hyperconjugation is a stabilizing interaction that results from the overlap of a σ-bond orbital with an adjacent empty or partially filled p-orbital or π-orbital. The more alpha-hydrogens present, the greater the hyperconjugation effect. ### Step-by-Step Solution: 1. **Understanding Hyperconjugation**: - Hyperconjugation occurs when there are adjacent carbon atoms with hydrogen atoms (alpha-hydrogens) that can interact with a double bond or a positively charged carbon atom. - The more alpha-hydrogens present, the stronger the hyperconjugation effect. 2. **Analyzing Each Option**: - **Option A: 2-Methylpropene (C4H8)**: - Structure: CH3-CH=C(CH3)-CH3 - Alpha-hydrogens: - The double bond is between the second and third carbon. - The first carbon has 3 alpha-hydrogens, the second carbon has 1, and the third carbon has 3. - Total alpha-hydrogens = 3 + 1 + 3 = 7. - **Option B: Butyrene (C4H8)**: - Structure: CH3-CH=CH-CH3 - Alpha-hydrogens: - The double bond is between the second and third carbon. - The first carbon has 3 alpha-hydrogens, the second carbon has 1, the third carbon has 2, and the fourth carbon has 3. - Total alpha-hydrogens = 3 + 1 + 2 + 3 = 9. - **Option C: 2,3-Dimethylbutene (C6H12)**: - Structure: CH3-CH=C(CH3)-C(CH3)-CH3 - Alpha-hydrogens: - The double bond is between the second and third carbon. - The second carbon has 1 alpha-hydrogen, the third carbon has 1 alpha-hydrogen, and each of the two methyl groups contributes 3 alpha-hydrogens. - Total alpha-hydrogens = 1 + 1 + 3 + 3 + 3 = 11. - **Option D: 2-Methyl-1-butene (C5H10)**: - Structure: CH2=C(CH3)-CH2-CH3 - Alpha-hydrogens: - The double bond is between the first and second carbon. - The first carbon has 2 alpha-hydrogens, the second carbon has 3, and the third carbon has 2. - Total alpha-hydrogens = 2 + 3 + 2 = 7. 3. **Comparison of Alpha-Hydrogens**: - Option A: 7 alpha-hydrogens - Option B: 9 alpha-hydrogens - Option C: 11 alpha-hydrogens - Option D: 7 alpha-hydrogens 4. **Conclusion**: - The option with the maximum number of alpha-hydrogens is **Option C: 2,3-Dimethylbutene**, which has 11 alpha-hydrogens. Therefore, hyperconjugation is most pronounced in this compound. ### Final Answer: **Option C: 2,3-Dimethylbutene** has the most pronounced hyperconjugation due to having the maximum number of alpha-hydrogens.
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Hyperconjugation is defined as No bond resonance. The concept of hyperconjugation arose from the discovery of electron releasing pattern for alkyl groups. It involves sigma electrons of C-H bond. Greater the number of C-H bond ( alpha -hydrogen atom w.r.t. double bond) more will be hyperconjugative structures, more will be stability Heat of hydrogenation of alkene are affected by hyperconjugative effects. Which of the following is incorrect hyperconjugative structure?

DISHA PUBLICATION-HYDROCARBONS-EXERCISE -1 : CONCEPT BUILDER (TOPIC WISE )
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  2. In the reaction sequence CH(2)=CH(2) overset("hydrochlorous")underse...

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  3. Hyperconjugation is more pronounced in

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  4. Anti - Markovinioff additio of HBr is not observed in

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  5. In preparation of alkene from alcohol using Al(2)O(3), which is the ef...

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  6. In the presence of peroxide, hydrogen chloride and hydrogen iodide do ...

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  7. The reaction of CH(3)CH = with HBr gives

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  8. If heat of hydrogenation of 1,3 - pentadiene and 1,4 - pentadiene are...

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  9. The relative rate of catalytic hydrogenation of the following alke...

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  10. Order of rate of electrophilic addition reaction with HBr will be...

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  11. Which of the following would not rearrange to a more stable form?

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  12. The correct increasing order of acidity of the following alkynes ...

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  13. The reagent (s) for the followiing conversation

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  14. R-CH(2)-C Cl(2)-R overset(Reag ent)rarrR-C-=C-R The reagent is

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  15. A compound is treated with NaNH(2) to give sodium salt. Identify the c...

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  16. Which of these will not react with acetylene?

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  17. Which of the following reagent is used for the conversion of 2 - hexy...

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  18. In the reaction CH(3) C -= C^(-) - Na^(+) +(CH(3))(2) CH - Cl to ?...

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  19. Ammoniacal silver nitrate forms a white precipitate easily with:

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  20. When acetylene is passed through dil. H(2)SO(4) in the presence of HgS...

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