Following are 'H-NMR spectra for compounds G, H, and I, each with the molecular formula C,H,,0. Each is a liquid at room temperature, is slightly soluble in water, and reacts with sodium metal with the evolution of a gas. (a) Propose structural formulas of compounds G, H, and I. (b) Explain why there are four lines between 8 0.86 and 0.90 for compound G. (c) Explain why the 2H multiplets at 8 1.5 and 3.5 for compound H are so complex. CH120 Compound G 6H 10 9 8 7 6. 3. 0 ppm Chemical shif (8) CH120 Compound H 6H 10 8. 6. 4 2 1 O ppm Chemical shift (8) Сompound I Hint: This signal is a pair of overlapping 2H multiplets. IH 10 8. 2 O ppm Chemical shif (8)

Following are 'H-NMR spectra for compounds G, H, and I, each with the molecular formula C,H,,0. Each is a liquid at room temperature, is slightly soluble in water, and reacts with sodium metal with the evolution of a gas. (a) Propose structural formulas of compounds G, H, and I. (b) Explain why there are four lines between 8 0.86 and 0.90 for compound G. (c) Explain why the 2H multiplets at 8 1.5 and 3.5 for compound H are so complex. CH120 Compound G 6H 10 9 8 7 6. 3. 0 ppm Chemical shif (8) CH120 Compound H 6H 10 8. 6. 4 2 1 O ppm Chemical shift (8) Сompound I Hint: This signal is a pair of overlapping 2H multiplets. IH 10 8. 2 O ppm Chemical shif (8)

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

Chapter13: Nuclear Magnetic Resonance Spectroscopy

Section: Chapter Questions

Problem 13.17P: Following are 1H-NMR spectra for compounds G, H, and I, each with the molecular formula C5H12O. Each...

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Following are 1H-NMR spectra for compounds G, H, and I, each with the molecular formula C5H12O. Each is a liquid at room temperature, is slightly soluble in water, and reacts with sodium metal with the evolution of a gas. (a) Propose structural formulas of compounds G, H, and I. (b) Explain why there are four lines between 0.86 and 0.90 for compound G. (c) Explain why the 2H multiplets at 1.5 and 3.5 for compound H are so complex.
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