Propose a reasonable structure based on the molecular formula, the 'H NMR, and the proton-decoupled 1BC NMR data. The unknown compound has a molecular formula of C,H0 and peaks with an * correspond to a CH, group by DEPT. 'H NMR 3 H 8 H Draw the unknown compound. Select Draw Rings More Erase 2 H C (CH3)4 Si 2H 1H 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.0 300-MHz 'H NMR spectrum ppm (8) C NMR

Macroscale and Microscale Organic Experiments
7th Edition
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Kenneth L. Williamson, Katherine M. Masters
Chapter45: Synthesis And Bioassay Of Sulfanilamide And Derivatives
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1 H
3.5
3.0
2.5
2.0
1.5
1.0
0.5
300-MHz 'H NMR spectrum ppm (8)
0.0
13C NMR
20
40
60
13C NMR spectrum ppm (8)
Question Source: Organic Chemistry: Structure And F
Transcribed Image Text:1 H 3.5 3.0 2.5 2.0 1.5 1.0 0.5 300-MHz 'H NMR spectrum ppm (8) 0.0 13C NMR 20 40 60 13C NMR spectrum ppm (8) Question Source: Organic Chemistry: Structure And F
Propose a reasonable structure based on the molecular formula, the 'H NMR, and the proton-decoupled 1C NMR data. The
unknown compound has a molecular formula of C,H0 and peaks with an * correspond to a CH, group by DEPT.
'H NMR
3 H
8 H
Draw the unknown compound.
Select
Draw
Rings
More
Erase
2H
C
(CH3)4 Si
2 H
1H
3.5
3.0
2.5
2.0
1.5
1.0
0.5
0.0
300-MHz 'H NMR spectrum ppm (8)
BC NMR
Question Source: Organic Chemistry: Structure And Function 7e Publisher: W.H. Freema
Transcribed Image Text:Propose a reasonable structure based on the molecular formula, the 'H NMR, and the proton-decoupled 1C NMR data. The unknown compound has a molecular formula of C,H0 and peaks with an * correspond to a CH, group by DEPT. 'H NMR 3 H 8 H Draw the unknown compound. Select Draw Rings More Erase 2H C (CH3)4 Si 2 H 1H 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.0 300-MHz 'H NMR spectrum ppm (8) BC NMR Question Source: Organic Chemistry: Structure And Function 7e Publisher: W.H. Freema
Expert Solution
Step 1

The molecular formula of the organic compound given is C7H16O.

The degree of unsaturation = C+1−(H/2)

where

C = number of carbon atoms 

H = number of hydrogen atoms

The degree of unsaturation = 7+1−(16/2) = 8 − 8 = 0.

The degree of unsaturation zero indicates no multiple bonds or rings present in the structure. 

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