The number of hyperconjugation structures involved to stabilize carbocation formed in the above reaction is .View written solutionFree
Correct answer: 7
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Concept used
The number of hyperconjugative structures stabilizing a carbocation equals the number of -hydrogen atoms present on the carbon atom(s) adjacent to the positively charged carbon.
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Carbocation formed
In the given reaction, the carbocation formed is the tert-butyl carbocation:
Here, the positively charged carbon is attached to three methyl groups.
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Count the -hydrogens
Each adjacent methyl group, , contributes 3 hydrogens.
So total -hydrogens are:
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Hyperconjugative structures
For carbocations, each -hydrogen gives one no-bond resonance (hyperconjugative) structure.
Hence, the number of hyperconjugation structures is:
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Comparison with stored answer
Stored correct answer =
My derived answer =
These do not match.
A value of would correspond to the convention of counting total canonical forms including the original carbocation structure for a carbocation with hyperconjugative forms, or it may be due to a different carbocation than the usual tert-butyl case. But for the standard carbocation , the number of hyperconjugative structures is clearly .
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