Question

What are the mechanisms and major/minor products when 2-Chloro-2-Methylbutane reacts with A.) Potassium Hydroxide in 1-propanol+Heat...

What are the mechanisms and major/minor products when 2-Chloro-2-Methylbutane reacts with

A.) Potassium Hydroxide in 1-propanol+Heat

B.)Potassium tert-butoxide in tertbutyl alcohol+heat

I know they proceed via E2 reaction mechanism but need help figuring out the steps and the major and minor products. Also if you could offer a brief explanation of why the mechanism reacts the way it does I would really appreciate it. Thank you!

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Answer #1

A. It forms more substitited alkene by Saytzev elimination with KOH.

B. With bulky base like potassium tertiary butoxide gives less substitited alkene by Hoffman elimination.

Potassium Tertiary butoxide removes proton from less substitited side. Hence 2-methyl-1-butene as major product.

major 2-methyl 2 butine - az tot 2-methyl l-butine

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