Let's say you mixed propanol and HCl, would you just get water and 1-chloro-propane?
Cool, I didn't even think of ether formation (doh!) So, how does this work? For 1-propanol I could see it would be hard to get a carbocation for the hydride shift necessary to make the isopropyl ether, no? And, even then, wouldn't you get isopropyl-propyl ether because the n-propyl would attack? I could see via Sn2 getting propyl ether, though, because isn't n-propyl alcohol a better nucleophile than Cl-?movies said:You might also make a lot of diisopropyl ether.