MolSynapsequestion bank
MolSynapse / Question bank / Organic Reaction Mechanisms II: Electrophilic and Radical Reactions / Hydroboration, oxymercuration, halohydrin formation
JEE Advanced levelSingle correct optionDifficulty 3 of 3o2202

(Z)-But-2-ene and (E)-but-2-ene are each treated separately with in water to give 3-bromobutan-2-ol. How are the two products related?

  1. Aboth give the same single compound
  2. Bthey give constitutional isomers
  3. Ceach gives a racemic pair, and the two racemic pairs are diastereomers of each other
  4. Dthey give enantiomeric single products

Answer: C

Anti addition of Br and OH is stereospecific. The (Z) alkene gives one racemic pair of diastereomers, and the (E) alkene gives the other racemic pair. The two pairs differ in relative configuration, so they are diastereomers.
Practice Organic Reaction Mechanisms II: Electrophilic and Radical Reactions More on Hydroboration, oxymercuration, halohydrin formation

More questions on Hydroboration, oxymercuration, halohydrin formation