Question

Last Name First Name Student L.D. number Dihydropyran reacts anhydrous HCI or H2SO to form a tetrahydropyranyl (THP) ether readily with an alcohol in the presence of a trace of ROH HA НА OR Dİhydropyran Tetrahydropyranyl ether (a) Write a plausible mechanism for this reaction. (b) Tetrahydropyranyl ethers are stable in aqueous base but hydrolyze rapidly in aqueous acid to yield the original alcohol and another compound. Explain. (What is the other compound?) (c) The tetrahydropyranyl group can be used as a protecting group for alcohols and phenols. Show how you might use it in a synthesis of 5-methyl-1,5- hexanediol starting with 4-chloro-1-butanol.

Answer 1

Mechaniam /5 ether