JEE Main · 2006 · 30 Apr 2006 · Offline · Haloalkanes and Haloarenes

The alkene formed as a major product in the above elimination reaction is

(A)(see structure)
(B) $CH_{2} = CH_{2}$ ✓ Correct
(C)(see structure)
(D)(see structure)

Answer: (B)

Solution

The elimination drawn is a Hofmann-type reaction on a quaternary ammonium substrate, where the bulky leaving group and base favour removal of a proton from the least hindered carbon. By Hofmann's rule the least substituted alkene is formed preferentially, and here that is the terminal alkene ethene,

C H_{2} = C H_{2}

, which is the major product.

JEE Main · 2006 · 30 Apr 2006 · Offline · Single correct option

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