Many furan derivatives are unstable in strong acid. Hydrolysis of 2,5-dimethylfuran in

Chapter 26, Problem 26.39

(choose chapter or problem)

Many furan derivatives are unstable in strong acid. Hydrolysis of 2,5-dimethylfuran in aqueous acid gives a compound A, C6H10O2, that has a proton NMR spectrum consisting entirely of two singlets at d 2.1 and d 2.6 in the ratio 3 : 2, respectively. On treatment of compound A with very dilute NaOD in D2O, both NMR signals disappear. Treatment of A with zinc amalgam and HCl gives hexane. Propose a structure for A, and then give a curved-arrow mechanism for its formation from 2,5-dimethylfuran.

Unfortunately, we don't have that question answered yet. But you can get it answered in just 5 hours by Logging in or Becoming a subscriber.

Becoming a subscriber
Or look for another answer

×

Login

Login or Sign up for access to all of our study tools and educational content!

Forgot password?
Register Now

×

Register

Sign up for access to all content on our site!

Or login if you already have an account

×

Reset password

If you have an active account we’ll send you an e-mail for password recovery

Or login if you have your password back