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In which of the following pairs of carba...

In which of the following pairs of carbarion the first one is more stable than correct.

A

`overset(o.)CF_(3),overset(o.)"CC"l_(3)`

B

`HC-=overset(" "o.)C,H_(2)C=overset(o.)CH`

C

D

`(CH_(3)),overset(o.)C,H_(3)C-overset(o.)CH_(2)`

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question of which of the following pairs of carbanions has the first one being more stable, we will analyze each pair step by step. ### Step 1: Analyze CF3- and CCl3- - **CF3- (Trifluoromethyl carbanion)**: The fluorine atoms are highly electronegative, which means they will attract electron density towards themselves. This results in a destabilization of the carbanion because the negative charge is less stable when surrounded by highly electronegative atoms. - **CCl3- (Trichloromethyl carbanion)**: Chlorine is less electronegative than fluorine, so it will not pull electron density as strongly. Additionally, chlorine has a larger atomic size, allowing for better accommodation of the negative charge in its larger orbitals. **Conclusion**: CCl3- is more stable than CF3-. Therefore, the first one (CF3-) is not more stable than the second one (CCl3-). ### Step 2: Analyze CH≡C- and CH2=CH- - **CH≡C- (Acetylide carbanion)**: This carbanion has sp hybridization, which means it has 50% s character. Higher s character means the electrons are held closer to the nucleus, making the negative charge more stable. - **CH2=CH- (Vinyl carbanion)**: This carbanion has sp2 hybridization, which means it has 33.33% s character. The electrons are not held as tightly as in the sp hybridized carbanion. **Conclusion**: CH≡C- is more stable than CH2=CH-. Therefore, the first one (CH≡C-) is more stable than the second one (CH2=CH-). ### Step 3: Analyze Cyclohexyl- and Benzyl- - **Cyclohexyl-**: This carbanion is sp3 hybridized and has a certain stability due to its saturated structure. - **Benzyl-**: This carbanion is sp2 hybridized and is stabilized by resonance due to the adjacent aromatic ring. **Conclusion**: Benzyl- is more stable than Cyclohexyl-. Therefore, the first one (Cyclohexyl-) is not more stable than the second one (Benzyl-). ### Step 4: Analyze Tertiary alkyl- and Primary alkyl- - **Tertiary alkyl- (e.g., (CH3)3C-)**: This carbanion is stabilized by hyperconjugation and inductive effects from the three alkyl groups. - **Primary alkyl- (e.g., CH3CH2-)**: This carbanion has only one alkyl group providing stabilization. **Conclusion**: Tertiary alkyl- is more stable than Primary alkyl-. Therefore, the first one (Tertiary alkyl-) is more stable than the second one (Primary alkyl-). ### Final Conclusion: From the analysis above, the only pair where the first carbanion is more stable than the second is the pair involving tertiary and primary alkyl carbanions.
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RESONANCE ENGLISH-GENERAL ORGANIC CHEMISTRY II-Part-II Only One Option Correct Type
  1. Which of the following is least stable carbanion ?

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  2. The most stable anion is:

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  3. In which of the following pairs of carbarion the first one is more sta...

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  4. Arrange the followinng carbocations in decreasing order of stability

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  5. The most stable ion is .

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  6. Arrange the following carbanions in increasing order of stability:

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  7. Among the following, the paramagnetic species is:

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  8. The stability of given free radicals in decreasing order is (i) CH(3...

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  9. Which of the following is the correct order of stability of free radic...

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  10. Most stable radical among the following is :

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  11. Arrange the following radicals in decreasing order of their stability.

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  12. Least stable radical among the following is :

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  13. The most stable carbocation is

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  14. The most stable carbocation is:

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  15. Which of the following shows the correct order of decreasing stability...

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  16. Which of the following is the arranged more stable carbocation of the ...

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  17. Most stable rearranged form of given carbocations is:

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  18. Which of the following in the rearranged in the rearranged more stable...

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  19. The correct basic strength order of following anions is:

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  20. Which of the following shows the correct order of decreasing basicity ...

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