when-the-following-molecule-is-reacted-with-one-equivalent-of-hbr-only-one-doubl

Question

When the following molecule is reacted with one equivalent of HBr, only one double bond reacts to form the product despite having two carbon–carbon double bonds. Explain why.

Accepted Answer

The second double bond cannot attack the electrophile because it is in resonance with the carbonyl.

Answer

The second double bond cannot attack the electrophile because it is sterically hindered.

Answer

The second double bond cannot attack the electrophile because it is inside the ring.

Answer

The second double bond will not react since it will generate a less stable carbocation.

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When the following molecule is reacted with one equivalent of HBr, only one double bond reacts to form the product despite having two carbon–carbon double bonds. Explain why.