JEE Advanced · 2016 · 22 May 2016 · Paper 2 · Hydrocarbons

Among the following, reaction(s) which gives(give) tert-butyl benzene as the major product is(are)

(A)(see structure)
(B)(see structure)
✓ Correct
(C)(see structure)
✓ Correct
(D)(see structure)
✓ Correct

Answer: (B), (C), (D)

Solution

Tert-butyl benzene is formed via Friedel-Crafts alkylation with tert-butyl carbocation or via carbocation rearrangement. Options (B), (C), and (D) all lead to formation of the stable tert-butyl carbocation which then alkylates benzene. Option (A) would give a different product without the necessary rearrangement to form the tert-butyl group.

JEE Advanced · 2016 · 22 May 2016 · Paper 2 · One or more correct options

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