$S_{N} 1$ solvolysis of 1-(bromomethyl)cyclohex-1-ene in ethanol gives:

The reaction produces a single major product

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The reaction produces several products in nearly equal proportions

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The reaction proceeds via a resonance-stabilized carbocation

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The reaction is $S_{N} 2$

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Solution

The correct option is C
The reaction proceeds via a resonance-stabilized carbocation

Once we evaluate the intermediate, the product becomes obvious.

Attack could happen in two different ways:

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Similar questions

$S_{N} 1$ solvolysis of 4-bromopent-2-ene in ethanol gives:

$S_{N} 1$ solvolysis of 1-(bromomethyl)cyclohex-1-ene in ethanol gives:

For the $S_{N} 1$ solvolysis of 5-bromopent-2-ene in ethanol, which of the following is true?

$S_{N} 1$ solvolysis of 4-bromopent-2-ene in ethanol gives:

$S_{N} 1$ solvolysis of 3-bromocyclohex-1-ene in ethanol gives:

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