Question

$3$-methyl-$2$-butanol on treatment with $HCl$ gives predominantly

• A. 2-chloro-3-methyl butane
• B. 2, 2-dimethyl pentane
• C. 2-chloro-2-methyl butane
• D. None of the above

Answer 1

Answer: (C)

$3$-methyl-$2$-butanol on treatment with $HCl$ gives $2$-chloro-$2$-methyl butane. In this reaction a secondary carbocation is formed which changes to tertiary carbocation by rearrangement. Because tertiary carbocation is more stable than secondary carbocation. The mechanism of reaction is as