question_answer

Which of the following will yield a mixture of 2-chlorobutene and 3-chlorobutene on treatment with\[HCl\]? 

A) \[C{{H}_{2}}=C=CH-C{{H}_{3}}\]

B) \[{{H}_{2}}C=\underset{C{{H}_{3}}}{\mathop{\underset{|}{\mathop{C}}\,}}\,-CH=C{{H}_{2}}\]

C) \[C{{H}_{2}}=CH-CH=C{{H}_{2}}\]

D) \[HC\equiv C-CH=C{{H}_{2}}\]

Correct Answer: A

Solution :

[a] \[C{{H}_{2}}=C=CH-C{{H}_{3}}\xrightarrow{{{H}^{+}}}\] \[[C{{H}_{2}}=\overset{+}{\mathop{C}}\,-C{{H}_{2}}-C{{H}_{3}}+C{{H}_{2}}=CH-\overset{+}{\mathop{C}}\,H-C{{H}_{3}}]\]