MolSynapsequestion bank
MolSynapse / Question bank / General Organic Chemistry III: Reaction Intermediates / Carbocations: formation, stability, rearrangements
JEE Main levelSingle correct optionDifficulty 2 of 3g3022

The methoxymethyl cation is more stable than the ethyl cation because:

  1. Aoxygen is more electronegative and withdraws electrons by , which stabilises a cation
  2. Bthe oxygen lone pair donates into the empty orbital (, oxocarbenium resonance)
  3. C is a tertiary cation
  4. Dthe ethyl cation cannot show hyperconjugation

Answer: B

In every atom has an octet, so this resonance form is the major contributor. The -I effect of oxygen alone would destabilise a cation, so option 2 is wrong.
Practice General Organic Chemistry III: Reaction Intermediates More on Carbocations: formation, stability, rearrangements

More questions on Carbocations: formation, stability, rearrangements