Recall: compound X has the molecular formula C11H140, a peak at 1800 cm¹ in its IR spectrum, and 11 signals (7 above 100 ppm) in its 13C NMR spectrum. The ¹H NMR data for compound X is tabulated below. Signal position Signal area Lines observed 1.2 3H 3 lines 2.5 3H 1 line 2.7 2H 4 lines 3.4 2H 1 line 7.1 1H 2 lines 7.2 1H 3 lines 7.3 1H 3 lines 7.4 1H 2 lines

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
Section13.7: Chemical Shift
Problem 13.5P: Following are two constitutional isomers with the molecular formula C4H8O2. (a) Predict the number...
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Recall: compound X has the molecular formula C₁1H₁40, a peak at 1800 cm-¹ in its IR spectrum, and 11 signals
(7 above 100 ppm) in its 13C NMR spectrum.
The ¹H NMR data for compound X is tabulated below.
Signal position Signal area Lines observed
1.2
3H
3 lines
2.5
3H
1 line
2.7
2H
4 lines
3.4
2H
1 line
7.1
1H
lines
7.2
1H
3 lines
7.3
11Η
3 lines
17.4
1H
2 lines
Use this data, along with your answers to the previous 3 questions, to determine the structure of
compound X. Show how all the spectroscopic information given fits your answer.
Please draw your final structure on your piece of paper, and label it clearly. You may either type your
justification into the box below, or also write it out on your paper - whichever is easier for you.
Transcribed Image Text:Recall: compound X has the molecular formula C₁1H₁40, a peak at 1800 cm-¹ in its IR spectrum, and 11 signals (7 above 100 ppm) in its 13C NMR spectrum. The ¹H NMR data for compound X is tabulated below. Signal position Signal area Lines observed 1.2 3H 3 lines 2.5 3H 1 line 2.7 2H 4 lines 3.4 2H 1 line 7.1 1H lines 7.2 1H 3 lines 7.3 11Η 3 lines 17.4 1H 2 lines Use this data, along with your answers to the previous 3 questions, to determine the structure of compound X. Show how all the spectroscopic information given fits your answer. Please draw your final structure on your piece of paper, and label it clearly. You may either type your justification into the box below, or also write it out on your paper - whichever is easier for you.
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