Problem

When 2-bromo-3,3-dimethylbutane is treated with K+ −OC(CH3)3, a single product T having mo...

When 2-bromo-3,3-dimethylbutane is treated with K+ −OC(CH3)3, a single product T having molecular formula C6H12 is formed. When 3,3-dimethyl-2-butanol is treated with H2 SO4, the major product U has the same molecular formula. Given the following 1H NMR data, what are the structures of T and U? Explain in detail the splitting patterns observed for the three split signals in T.

1H NMR of T: 1.01 (singlet, 9 H), 4.82 (doublet of doublets, 1 H, J = 10, 1.7 Hz), 4.93 (doublet of doublets, 1 H, J = 18, 1.7 Hz), and 5.83 (doublet of doublets, 1 H, J = 18, 10 Hz) ppm

1H NMR of U: 1.60 (singlet) ppm

Step-by-Step Solution

Request Professional Solution

Request Solution!

We need at least 10 more requests to produce the solution.

0 / 10 have requested this problem solution

The more requests, the faster the answer.

Request! (Login Required)


All students who have requested the solution will be notified once they are available.
Add your Solution
Textbook Solutions and Answers Search