Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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A compound of formula C11H16N2 gives the IR, 1H NMR, and 13C NMR spectra shown. The proton NMR peak at δ 2 disappears on shaking with D2 Propose a structure for this compound, and show how your structure accounts for the observed absorptions.

2.5
100
80
60
40
20
0
4000
STRANSMITTANCE
200
10
3500
3
180
9
3.5
3000
160
8
4
2500
140
7
4.5
wavelength (um)
5.5 6
5
2000 1800 1600 1400
wavenumber (cm-¹)
120
100
80
(CH)||(CH)
(CH)
6
5
8 (ppm)
8 9 10
1200 1000
60
(CH₂)
(CH₂)
2
3
11 12
40
d
(CH₂)
2
800
20
13
1
14 15 16
0
0
600
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Transcribed Image Text:2.5 100 80 60 40 20 0 4000 STRANSMITTANCE 200 10 3500 3 180 9 3.5 3000 160 8 4 2500 140 7 4.5 wavelength (um) 5.5 6 5 2000 1800 1600 1400 wavenumber (cm-¹) 120 100 80 (CH)||(CH) (CH) 6 5 8 (ppm) 8 9 10 1200 1000 60 (CH₂) (CH₂) 2 3 11 12 40 d (CH₂) 2 800 20 13 1 14 15 16 0 0 600
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