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Question

Compare the carbon-carbon bond rotation across the compounds A, B and C:


A
A>B>C
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B
B>A>C
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C
A>C>B
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D
B>C>A
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Solution

The correct option is B B>A>C
Driving force for breaking of double bond is formation of aromatic species.
Order of stability of ring: 6-membered > 5-membered > 7 membered > 4-membered > 3-membered
Hence, (B) will break most easily due to formation of stable rings. (C) will not break easily due to formation of antiaromatic ring.

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