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Which of the following cation would have...

Which of the following cation would have greatest stability?

A

`CH_(3)-S-CH_(2)^(+)`

B

`(CH_(3))_(2)NCH_(2)^(+)`

C

`CH_(3)-O-CH_(2)^(+)`

D

`F-CH_(2)^(+)`

Text Solution

Verified by Experts

The correct Answer is:
B

The lone pair of electrons on S is present in a 3p-orbital while those an N, O and F are present in a 2-p-orbital. Further, the carbon atom bearing the +ve charge has an empty 2p-orbital. Since effective resonance stabilization occurs between orbitals of similar sizes, therefore, least effective resonance will be between S and C atoms. Among N, O and F, since is least electronegative, therefore N, O and F, since N is least electronegative, therefore, most effective resonance will be between N and C and hence `(CH_(3))_(2)NCH_(2)^(+)` carbocations would be the most stable.
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PRADEEP-ORGANIC CHEMISTRY-SOME BASIC PRINCIPLES TECHNIQUES-Competition Focus (Jee (Main and Advanced)/Medical Entrance) I. Multiple choice Questions (With One Correct Answer)
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  2. Consider the following carbocation: (i) Cl(3)overset(+)C (ii) Cl(2...

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  3. Which of the following cation would have greatest stability?

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  5. In which of the following compounds, the C-Cl bond ionisation shall gi...

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  6. The decreasing order of stability of the carbonium ions C(6)H(5)CH(2...

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  7. In the following carbocation, H//CH(3) that is most likely to migrate ...

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  8. Consider the following carbocations I overset(+)underset((CH(3))(3)C...

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  9. The order of stability of the following carbocations is underset(I)(...

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  10. the ascending order of stability of the carbanion CH(3)(P),C(6)H(5)ove...

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  11. Arrange the carbanions, (CH(3))(3)bar(C),bar(C)Cl(3),(CH(3))(2)bar(C)H...

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  12. The stability of carbanions in the following. (i) RC -= C^(Θ) (ii)...

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  13. The order of the base strength of the compounds (iii) NH(2)^(...

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  14. Which of the following compounds prossesses the C-H bonds with the low...

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  15. Most stable radical is

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  16. The increasing order of stability of the following free radicals is :

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  17. Arrange the following free radiacals in order of decreasing stability....

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  19. The reaction of methyl trichloroacetate (Cl(3)"CC"O(2)Me) with sodium ...

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  20. For the following reactions: CH(3)CH(2)CH(2)Br + KOH rarr CH(3)CH=C...

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