All Exams Test series for 1 year @ ₹349 only
Question

The major product in the following reaction sequence is

The correct answer is

The given reaction sequence involves the following steps:

  1. Epoxidation with mCPBA: 
    An epoxidation reaction occurs between the alkene and m-chloroperoxybenzoic acid (mCPBA), leading to the formation of an epoxide. This reaction proceeds under mild conditions with the presence of NaHCO3, which acts as a buffer.
  2. Base-catalyzed hydrolysis: 
    The epoxide formed in the first step undergoes ring opening in the presence of NaOH. This base-catalyzed hydrolysis yields a diol, where the stereochemistry is retained depending on the substrate's configuration.
  3. Iodination with I2: 
    The diol then reacts with iodine (I2) and KI in the presence of NaHCO3 and water. This step usually results in the halogenation of the diol, forming a cyclic halide.

The reaction's major product, based on these transformations and considering the stereochemistry and reaction conditions, aligns with the given correct answer option:

This product is favored due to the stability of the formed halohydrin and the preference for species formation given these specific reaction conditions.

Was this answer helpful?

Important Questions from Named Reactions

  1. The ozonolysis of a hydrocarbon in the presence of water produced pentanoic acid and carbonic acid. The hydrocarbon is

  2. Among the given options, the possible product(s) that can be obtained from the following reaction is/are

  3. Formation of the ketone II from the diazoketone I involves

  4. The major product formed in the following reaction is

  5. The major product formed in the following reaction is

Need Expert Advice?

Start Your Preparation with Prepp Mobile App

Download the app from Google Play & App Store
Download the app from Google Play & App Store
Prepp Mobile App