MolSynapsequestion bank
MolSynapse / Question bank / Organic Reaction Mechanisms III: Nucleophilic Substitution / SN1 vs SN2: substrate, nucleophile, solvent, leaving group
JEE Main levelSingle correct optionDifficulty 2 of 3o3084

The strongest nucleophile towards in methanol among the following anions is

  1. A
  2. B
  3. C
  4. D

Answer: B

In a protic solvent, nucleophilicity increases down a group because the larger atom is more polarisable and less strongly hydrogen bonded. Thiolate is therefore much better than acetate, chloride and fluoride, even though it is a weaker base than some of them (compare fluoride, a stronger base but tightly solvated).
Practice Organic Reaction Mechanisms III: Nucleophilic Substitution More on SN1 vs SN2: substrate, nucleophile, solvent, leaving group

More questions on SN1 vs SN2: substrate, nucleophile, solvent, leaving group