In the cyclization reaction given below, the most probable product formed is
The given cyclization reaction involves an intramolecular nucleophilic substitution, where the alcohol (\( \text{OH} \)) group acts as a nucleophile to attack the electrophilic carbon attached to the bromine (\( \text{Br} \)) atom. This forms a cyclic ether through the elimination of bromide.
Let's analyze the steps:
- The reaction begins with the deprotonation of the hydroxyl group by sodium hydride (\( \text{NaH} \)), generating an alkoxide ion.
- The alkoxide ion, being a strong nucleophile, will attack the carbon atom bonded to the bromine on the same molecule.
- This intramolecular nucleophilic substitution (SN2 mechanism) results in the formation of an epoxide ring (a three-membered cyclic ether) by displacing the bromide ion.
The most probable product is the epoxide formed by this cyclization process.
The reaction can be depicted as:
The correct option that represents the formed product is:
Conclusion: The correct product is the epoxide, as it follows the mechanism of intramolecular nucleophilic substitution where the deprotonated alcohol attacks the bromine-bearing carbon.
Important Questions from Organic Synthesis
For an unambiguous single step synthesis of the following target molecule (TM), the best bond disconnection in its retrosynthetic analysis is
The major products X and Y formed in the following reaction sequences are
For the following reaction, the possible product(s) is/are
The reaction(s) that yield(s) X as the major product is (are)
The major products E and F in the following reaction sequence are
