MolSynapsequestion bank
MolSynapse / Question bank / Organic Reaction Mechanisms III: Nucleophilic Substitution / Reactions of ethers and epoxides
JEE Main levelSingle correct optionDifficulty 2 of 3o3192

2-Methyloxirane (propylene oxide) is treated with in dry ether, followed by aqueous . The product is

  1. Abutan-1-ol
  2. Bbutan-2-ol
  3. C2-methylpropan-2-ol
  4. D2-methylpropan-1-ol

Answer: B

The Grignard reagent is a strong nucleophile and opens the epoxide by SN2 at the less hindered carbon. This gives , which on protonation is butan-2-ol. Attack at the carbon would give 2-methylpropan-1-ol.
Practice Organic Reaction Mechanisms III: Nucleophilic Substitution More on Reactions of ethers and epoxides

More questions on Reactions of ethers and epoxides