this is the spectral data for 4-cyclohexene-cis-1,2-dicarboxylic anhydride 1. Assign the peaks in the region above 1600 cm-1 of the IR.  2. In the 1H NMR spectrum, assign the various resonances to the hydrogen nuclei responsible for them.  3. For the 13C NMR data, assign the resonances to the carbon nuclei responsible for them

Macroscale and Microscale Organic Experiments
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Chapter21: Dichlorocarbene
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this is the spectral data for 4-cyclohexene-cis-1,2-dicarboxylic anhydride

1. Assign the peaks in the region above 1600 cm-1 of the IR. 

2. In the 1H NMR spectrum, assign the various resonances to the hydrogen nuclei responsible for them. 

3. For the 13C NMR data, assign the resonances to the carbon nuclei responsible for them. 

100
80
60
H
40
20
H
Figure 12.5
IR spectrum of 4-cyclohexene-
cis-dicarboxylic anhydride
(IR card).
4000
3600
3200
2800
2400
2000
1800
1600
1400
1200
1000
800
600
Wavenumber (cm-1)
H
CHCI3
TMS
5.90 ppm
3.48 ppm
10
9.
7
4
3
2
1
Figure 12.6
NMR data for 4-cyclohexene-
cis-dicarboxylic anhydride
(CDC13).
8, ppm
(a) 'H NMR spectrum (300 MHz).
(b) 1°C NMR data. Chemical shifts: 8 26.1, 39.3, 125.5, 174.7.
Transcribed Image Text:100 80 60 H 40 20 H Figure 12.5 IR spectrum of 4-cyclohexene- cis-dicarboxylic anhydride (IR card). 4000 3600 3200 2800 2400 2000 1800 1600 1400 1200 1000 800 600 Wavenumber (cm-1) H CHCI3 TMS 5.90 ppm 3.48 ppm 10 9. 7 4 3 2 1 Figure 12.6 NMR data for 4-cyclohexene- cis-dicarboxylic anhydride (CDC13). 8, ppm (a) 'H NMR spectrum (300 MHz). (b) 1°C NMR data. Chemical shifts: 8 26.1, 39.3, 125.5, 174.7.
Expert Solution
Step 1-Introduction

The structure of the unknown molecule can be derived by analyzing the reports of proton-NMR, 13C-NMR, infrared, and mass spectroscopy. Besides, the knowledge about the chemical formula will be highly useful in structure elucidation. 

The proton NMR spectra add information about the chemical and magnetically non-equivalent protons present in the molecule. Besides the nature of the splitting pattern indicates the number of protons in the vicinity of the proton of interest. The 13C-NMR spectra give signals corresponding to the number of distinguishable carbon atoms present in the molecule. 

 

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