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JEE Main levelSingle correct optionDifficulty 2 of 3hx043

cis-1-Bromo-4-methylcyclohexane reacts with aqueous $NaOH$ under conditions where only $S_{N} 2$ substitution occurs. The product is

Atrans-4-methylcyclohexan-1-ol, which is optically active
Bcis-4-methylcyclohexan-1-ol, which is optically inactive
Ctrans-4-methylcyclohexan-1-ol, which is optically inactive
Dcis-4-methylcyclohexan-1-ol, which is optically active

Answer: C

S_{N} 2

inverts the carbon bearing

Br

, so the cis relationship between

Br

and

CH X_{3}

becomes trans between

OH

and

CH X_{3}

. 1,4-Disubstituted cyclohexanes have a plane of symmetry through C1 and C4, so the product is achiral.

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