Under acid catalysis, tetrahydrofurfuryl alcohol reacts to give surprisingly good yields of dihydropyran. Propose a mechanism to explain this useful synthesis.
Step 1 of 3
Tetrahydrofurfuryl alcohol reacts with acid to form a good yield of dihydropyran.
The reaction as follows:
The mechanism of the reaction is as follows:
Tetrahydrofurfuryl alcohol on protonation forms a primary alcohol.
The reaction is as follows:
Textbook: Organic Chemistry
Author: L.G. Wade Jr
This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. Since the solution to 54SP from 11 chapter was answered, more than 620 students have viewed the full step-by-step answer. The full step-by-step solution to problem: 54SP from chapter: 11 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM. This full solution covers the following key subjects: tetrahydrofurfuryl, propose, Catalysis, dihydropyran, explain. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. The answer to “Under acid catalysis, tetrahydrofurfuryl alcohol reacts to give surprisingly good yields of dihydropyran. Propose a mechanism to explain this useful synthesis.” is broken down into a number of easy to follow steps, and 21 words.