Answer to Question #94128 in Organic Chemistry for Daniel

Question

Consider the compound A= 2 chloro 2 methy butane , B= 2 chloro butane, C= chloro propane. Which of the compound will readily undergo dehydrochlorination, what informs your answer? Expert's answer

Answer 1

The answer is compound A.

If the mechanism of elimination is E1 then the reactivity of dehydrohalogenation is dependent on stability of carbocation. The more stable the carbocation the more readily it undergoes the reaction. The compound A will produce tertiary carbocation, the most stable one.