Question Detail
Question
When dipentyl ether is treated with excess HI, through what type of mechanism(s) does the major product result?
Correct Answer
Option A is the correct answer.
Detailed Explanation
Cleavage of ethers with HI proceeds via SN2 mechanism. The iodide ion attacks the less hindered carbon of the protonated ether. Dipentyl ether (a primary ether) will undergo SN2 cleavage.
Hint
What mechanism is involved in ether cleavage with HI?