Chemistry - ALCOHOL & ETHER Question with Solution | TestHub
Consider the following reaction sequence and answer the given questions :
Which of the following is appropriate method for synthesis of (X) ?
Options:
Answer:
Solution:
Explain Question:
The question asks for the appropriate synthetic method to produce the chiral ether "X" (2-
methyltetrahydrofuran) identified in the previous step.
Concept:
Intramolecular Williamson Ether Synthesis, SN2 Reaction
Solution:
• To synthesize a cyclic ether like 2-methyltetrahydrofuran, we need an intramolecular reaction between an alkoxide and a leaving group (like iodine).
• Option 1 features a 5-carbon chain with a hydroxyl group at one end and an iodine atom at the C4
position.
• In the presence of a Base, the -OH group is deprotonated to –O–, which then performs an
Intramolecular SN2 attack on the carbon attached to the iodine.
• This ring closure yields the 5-membered ring with a methyl substituent at the C2 position.
Final Answer: Option (A)
