Determine the structure of X and Y on the basis of the spectral data provided.

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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Consider the monosubstituted benzene reagent X. Nitration of X yields product Y. Product Y is analysed by 1H and 13C NMR spectroscopy (see Figures 1 to 4).

Determine the structure of X and Y on the basis of the spectral data provided.

intensity
intensity
0.8
1
90
0.4
0.4
0.2
0.8
0.6
0.2
T
t
240 220
190
200
180
180 160 140 120 100 80
ppm
Figure 1. 13C NMR spectrum of Y in CDCI 3
170
160
150
140
130
60
120
ppm
Figure 2.¹3C NMR spectrum of Y in CDCl3 (region 200-100 ppm)
40
110
20
100
Transcribed Image Text:intensity intensity 0.8 1 90 0.4 0.4 0.2 0.8 0.6 0.2 T t 240 220 190 200 180 180 160 140 120 100 80 ppm Figure 1. 13C NMR spectrum of Y in CDCI 3 170 160 150 140 130 60 120 ppm Figure 2.¹3C NMR spectrum of Y in CDCl3 (region 200-100 ppm) 40 110 20 100
intensity
intensity
0.6
0.4
0.2
0
0.8
0.2
0.6
0.4
0
14
8.8
8.6
12
10
Figure 3.¹H NMR spectrum of Y in CDCI 3
8.4
8.2
7.8
ppm
7.6
ppm
Figure 4. ¹H NMR spectrum of Y in CDCl3 (region 7-9 ppm)
7.4
7.2
Transcribed Image Text:intensity intensity 0.6 0.4 0.2 0 0.8 0.2 0.6 0.4 0 14 8.8 8.6 12 10 Figure 3.¹H NMR spectrum of Y in CDCI 3 8.4 8.2 7.8 ppm 7.6 ppm Figure 4. ¹H NMR spectrum of Y in CDCl3 (region 7-9 ppm) 7.4 7.2
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