Acidic Character, Basic Character and Nature of Oxides
The correct s...
Question
The correct stability order of the following species is:
A
(II) > (IV) > (I) > (III)
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B
(I) > (II) > (III) > (IV)
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C
(II) > (I) > (IV) > (III)
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D
(I) > (III) > (II) > (IV)
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Solution
The correct option is D (I) > (III) > (II) > (IV) The σ- electron of 6 α C-H bonds are delocalised by hyperconjugation with p-orbitals of carbocation in (I) stabilizing it most stable. Also, Lone pair electrons of oxygen delocalize to carbocation in (I) making it most stabilized.
The σ- electron of 3 α C-H bonds are delocalised by hyperconjugation with p-orbitals of carbocation in (III) stabilizing it second most stable.
Lone pair electrons of oxygen delocalize to carbocation in (III) making it second most stabilized.
(II) has a secondary carbocation which is more stable than the primary carbocation in (IV).
Therefore, overall stability order is : I > III > II > IV