Problem 10.65 is intended for students who have already learned about spectroscopy in Chapters A-C. 10.65 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- dimethylbutan-2-ol is treated with H2SO4, 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
Problem 10.65 is intended for students who have already learned about spectroscopy in Chapters A-C. 10.65 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- dimethylbutan-2-ol is treated with H2SO4, 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
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.57P
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