Among the following, reaction(s) which gives(give) tert-butyl benzene as the major product is(are)
← JEE Advanced 2016 · Paper 2
ChemistryMultiple correct+4 / -2Question 32 of 54
JEE Advanced 2016 · Paper 2, Chemistry question 32
Answer and worked solution
Official answer: B, C, D
- (A) tert-Butyl bromide with NaOEt undergoes E2 elimination to isobutylene. There is no Lewis acid for Friedel-Crafts. False.
- (B) Isobutyl chloride/AlCl₃: the primary carbocation (or complex) rearranges by a hydride shift to the tert-butyl cation. True.
- (C) Isobutylene/H₂SO₄: protonation gives the tert-butyl cation directly. True.
- (D) Isobutyl alcohol/BF₃·OEt₂: ionisation and rearrangement give the tert-butyl cation. True.
(B), (C), (D)