Question

The reagent required to convert 2-chloro-2-methyl butane into 2-methyl but -1-ene is

• A. $C{H}_3{O}^{-}/C{H}_{3}C{H}_{2}OH$
• B. $C{H}_3{O}^{-}/acetone$
• C. $(C{H}_3{)}_{3}C-O^{-}$/butyl alcohol
  
• D. All of the above

Answer 1

The correct option is C $(C{H}_3{)}_{3}C-O^{-}$/butyl alcohol


The compound is tertiary alkyl chloride. It undergoes elimination via $E_1$ mechanism in polar protic solvents to give the stable saytzeff product. But to obtain a less substituted Hofmann product, bulky base has to be used. Thus, it is the tert-butoxide ion. Hence, reagent (c) gives Hofmann product.