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
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