Question

The addition of HCl to 3,3-dimethyl-1-butene leads to several products, One of these products, the major product, in fact, is formed in a reaction that involves a 1,2-methyl shift. What is it?

• A. $(C{H}_3{)}_{3}C-C{H}_2-C{H}_{2}Cl$
• B. $(C{H}_3{)}_{2}CCl-CH(C{H}_3{)}_2$
• C. $(C{H}_3{)}_{3}C-CHCl-C{H}_3$
• D. $C{H}_3-C{H}_2-C{H}_2-CHCl-C{H}_2-C{H}_3$

Answer 1

The correct option is B $(C{H}_3{)}_{2}CCl-CH(C{H}_3{)}_2$

$\text{In addition of HCl to 3,3-dimethyl-butene :}$

$\begin{array}{c}\text{As tertiary carbocation is more stable methyl}(-C{H}_3)\text{shift takes}\text{place.}\end{array}$

$\text{Therefore answer}is{\left({CH}_3\right)}_{2}CCl-CH{\left({CH}_3\right)}_2$

$\text{Hence option (b) is correct.}$