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MCQMediumJEE Main 2026 · 22 January, Shift 2Alcohols

Chemistry Question from JEE Main 2026 · 22 January, Shift 2

3,3-Dimethyl-2-butanol cannot be prepared by:

Five reaction schemes labelled A to E. A: 2,2-dimethylpropanal treated with MeMgBr in dry ether, then $$\mathrm{H_3O^+}$$. B: 3,3-dimethylpent-1-ene treated with $$\mathrm{H_2O/H^+}$$. C: a symmetrical tetrasubstituted alkene, 2,2,3,4,5,5-hexamethylhex-3-ene, treated with (i) $$\mathrm{O_3/Zn-H_2O}$$ then (ii) $$\mathrm{NaBH_4/MeOH}$$. D: pinacolone, 3,3-dimethylbutan-2-one, treated with $$\mathrm{LiAlH_4/H_3O^+}$$. E: 3,3-dimethylbut-1-yne treated with $$\mathrm{H_2O,\ Hg^{2+}/H^+}$$. The image ends with the line "Choose the correct answer from the options given below".
  • A

    B, C and E only

  • B

    B and C only

  • C

    B and E only

  • D

    B only

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