Question

Assertion :Treatment of $3$-methyl-$1$-butene with $Hg(C{H}_{3}COO{)}_2-H_{2}O$ followed by reduction with $NaB{H}_4$ gives $2$-methyl-$2$-butanol. Reason: The reaction proceeds through a cyclic mercurinium ion reactive intermediate.

• A. Both Assertion and Reason are correct and Reason is the correct explanation for Assertion
• B. Both Assertion and Reason are correct but Reason is not the correct explanation for Assertion
• C. Assertion is correct but Reason is incorrect
• D. Both Assertion and Reason are incorrect

Answer 1

The correct option is D Both Assertion and Reason are incorrect

Treatment of $3$-methyl-$1$-butene with $Hg(C{H}_{3}COO{)}_2-H_{2}O,THF$ followed by reduction with $NaB{H}_4/O{H}^{-}$ gives $2$-methyl-$2$-butanol. A molecule of water is added to the carbon carbon double bond through Markovnikov's addition.
The reaction proceeds through a cyclic mercurinium ion reactive intermediate.
$3$-methyl-$2$-butanol will be formed due to lack of rearrangement.
Hence, both Assertion and Reason are incorrect.