Draw the structure with the molecular formula CgH140 that most likely produced the below IR and H NMR. The 13C NMR data is 78.3 ppm, 43.9ppm, 27.3 ppm, 13.3 ppm.10080-60 -40-20146034002940137011604000350030002500200015001000500Wavenumbers (cm-1) 8 20146034002940137011604000350030002500200015001000500Wavenumbers (cm-1)singlet6Hdoublet6Hbroadseptet1Hsinglet1H86.42Chemical shift (ppm)1st attempt6 OF 25 QUESTIONS COMPLETEDの10

Draw the structure with the molecular formula CgH140 that most likely produced the below IR and H NMR. The 13C NMR data is 78.3 ppm, 43.9 ppm, 27.3 ppm, 13.3 ppm. 100 80- 60 - 40- 20 1460 3400 2940 1370 1160 4000 3500 3000 2500 2000 1500 1000 500 Wavenumbers (cm-1)

Draw the structure with the molecular formula CgH140 that most likely produced the below IR and H NMR. The 13C NMR data is 78.3 ppm, 43.9 ppm, 27.3 ppm, 13.3 ppm. 100 80- 60 - 40- 20 1460 3400 2940 1370 1160 4000 3500 3000 2500 2000 1500 1000 500 Wavenumbers (cm-1)

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter13: Mass Spectrometry

Section: Chapter Questions

Problem 3Q

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Concept explainers

Analyzing and Predicting Spectroscopic Data

The interaction of electromagnetic radiation with the structure of molecules in the sample and their study is referred spectroscopy. Several spectroscopic methods are used to acquire sample information, and these methods are proved to be accurate, fast, and non-destructive. The information obtained about the content and composition of molecules from these spectroscopic methods is called spectroscopic data.

Question

Draw the structure with the molecular formula CgH140 that most likely produced the below IR and H NMR. The 13C NMR data is 78.3 ppm, 43.9
ppm, 27.3 ppm, 13.3 ppm.
100
80-
60 -
40-
20
1460
3400
2940
1370
1160
4000
3500
3000
2500
2000
1500
1000
500
Wavenumbers (cm-1)

8 20
1460
3400
2940
1370
1160
4000
3500
3000
2500
2000
1500
1000
500
Wavenumbers (cm-1)
singlet
6H
doublet
6H
broad
septet
1H
singlet
1H
8
6.
4
2
Chemical shift (ppm)
1st attempt
6 OF 25 QUESTIONS COMPLETED
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Expert Solution

Step 1

Identification of organic compound can be done by spectroscopic techniques.

The techniques are : IR, 1H-NMR and 13C-NMR.

Chemical shift value of a proton/C depends on the electronic environment. Greater is the electron deficiency, higher will be the chemical shift value.

Splitting of a proton is based on the (n+1) rule where n is the no of chemically non-equivalent protons.

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