Question

The product of the reaction of hot hydrogen iodide with 1-propoxypropane is

• A. Propan-1-ol
• B. 1-lodopropane
• C. Both (a) and (b)
• D. None of the above

Answer 1

The correct option is C Both (a) and (b)

Ethers can be reactive under ​drastic reaction conditions (high temperature, high concentration) due to the cleavage of the C-O bond.​
In first step of the reaction, protonation of ether $\left(O\right)$ group take place.
In second step, $I^{-}$ will undergo $S_{N}2$ nucleophilic attack. Since, 1-Propoxy propane is a symmetrical ether attack at both side will result in similar products.

Thus, it gives Propan-1-ol and 1-Iodo propane. Hence correct option is (c).