Treatment of the following ketone with LAH affords two products, A and B. Compound B has

Chapter 20, Problem 20.95

(choose chapter or problem)

Treatment of the following ketone with LAH affords two products, A and B. Compound B has a molecular formula of C8H14O and exhibits strong signals at 3305 cm-1 (broad) and 2117 cm-1 in its IR spectrum (J. Am. Chem. Soc. 2006, 128, 64996507): OTf O OTf OH A + 1) LAH B (C8H14O) 2) H2O ? (a) Using the following 1 H NMR data, deduce the structure of compound B: 0.89 d (6H, singlet), 1.49 d (1H, broad singlet), 1.56 d (2H, triplet), 1.95 d (1H, singlet), 2.19 d (2H, triplet), 3.35 d (2H, singlet). (b) Provide a plausible mechanism to account for the formation of compound B. (Hint: Tf = triflate, Section 7.8.)

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