Reaction MechanismhardMCQ SINGLE

In the dehydrohalogenation of 2-bromo-2-methylbutane, utilizing a sterically bulky base such as potaReaction Mechanism Chemistry Question

Question

In the dehydrohalogenation of 2-bromo-2-methylbutane, utilizing a sterically bulky base such as potassium tert-butoxide ($K^+\,{}^-O-t-Bu$), which specific alkene is generated as the major product?

Answer: B

💡 Solution & Explanation

While standard $E2$ eliminations generally follow Saytzeff's rule to produce the most thermodynamically stable (highly substituted) alkene, sterically bulky bases like $tert-butoxide$ cannot easily access hindered internal $\beta$ -protons. Instead, they abstract the more exposed terminal primary protons. This dictates a kinetically controlled pathway, resulting in Hofmann's rule and producing the less substituted 2-methyl-1-butene as the major product.

💬
Still have doubts about this question?
Send it to our AI chemistry tutor on WhatsApp — gets answered in minutes
Ask on WhatsApp →

Practice 22,000+ questions like this

AI-adaptive practice, video lectures, and full NEET Chemistry content — all in one place.

JEE Advanced · JEE Mains · NEET · IChO · AP Chemistry