The tetrabutylammonium salt of isotopically chiral phenyl phosphate was heated in the

Chapter 25, Problem 25.31

(choose chapter or problem)

The tetrabutylammonium salt of isotopically chiral phenyl phosphate was heated in the polar aprotic solvent acetonitrile containing excess tert-butyl alcohol, and isotopically substituted tert-butyl phosphate was isolated. An analysis of its stereochemistry showed that it was completely racemic. (See Fig. P25.31, p. 1324.) Explain this result with a mechanism. (Hint: Think about the reactive intermediate, and also consider the possible role of the solvent.)

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