MolSynapsequestion bank
MolSynapse / Question bank / General Organic Chemistry III: Reaction Intermediates / Carbocations: formation, stability, rearrangements
JEE Main levelSingle correct optionDifficulty 2 of 3g3014

2,2-Dimethylpropyl (neopentyl) cation, , rearranges to the more stable cation by:

  1. Aa 1,2-hydride shift giving 2,2-dimethylpropan-1-yl cation
  2. Bno rearrangement, because primary cations are the most stable
  3. Ca 1,2-methyl shift giving 2-methylbutan-2-yl cation
  4. Da 1,2-hydride shift giving 2-methylbutan-2-yl cation

Answer: C

The neighbouring carbon is quaternary and has no hydrogen, so only a methyl group can migrate. Methyl shift gives the tertiary .
Practice General Organic Chemistry III: Reaction Intermediates More on Carbocations: formation, stability, rearrangements

More questions on Carbocations: formation, stability, rearrangements