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)

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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)
Transcribed Image Text: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)
Transcribed Image Text: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)
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