6.9582 .9357 9992-97 5.2713 \6.2619 Group AB Diels-Alder Adduct (400 MHz, CDCl3) 7.1 7.0 6.9 6.8 6.7 6.6 6.5 6.4 6.3 6.2 f1 (ppm) H- H H -CH3 35195 -3.5154 3.5114 3.5075 3.5032 3.4989 3.4246 -3.4206 34133 -1.8100 1.8057 .8013 1.7879 1.7835 1.7792 1.6319 1.6101 1.6024 -180000 -170000 -160000 -150000 -140000 -130000 -120000 3.55 3.50 3.45 f1 (ppm) 3.40 3.35 -110000 -100000 -90000 -80000 -70000 М -60000 -50000 -40000 1.80 1.75 1.70 f1 (ppm) 1.65 1.60 -30000 -20000 -10000 FO דיל T T 89 2.5 2.0 1.5 1.0 0.5 0.0 -0.5 --10000 ܘ܂ .0 7.5 ז יד 8-1.92- 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 8- f1 (ppm)

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
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section20.3: Uv-visible Spectroscopy
Problem 20.5P
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Question

Provide a comprehensive H-NMR analysis of the final product.  don’t calculate

the coupling constants or assign every single peak, identify which peaks tell you

the reaction worked

6.9582
.9357
9992-97
5.2713
\6.2619
Group AB Diels-Alder Adduct
(400 MHz, CDCl3)
7.1 7.0 6.9 6.8 6.7 6.6 6.5 6.4 6.3 6.2
f1 (ppm)
H-
H
H
-CH3
35195
-3.5154
3.5114
3.5075
3.5032
3.4989
3.4246
-3.4206
34133
-1.8100
1.8057
.8013
1.7879
1.7835
1.7792
1.6319
1.6101
1.6024
-180000
-170000
-160000
-150000
-140000
-130000
-120000
3.55
3.50
3.45
f1 (ppm)
3.40
3.35
-110000
-100000
-90000
-80000
-70000
М
-60000
-50000
-40000
1.80
1.75
1.70
f1 (ppm)
1.65
1.60
-30000
-20000
-10000
FO
דיל
T T
89
2.5
2.0
1.5
1.0
0.5
0.0
-0.5
--10000
ܘ܂
.0
7.5
ז יד
8-1.92-
7.0
6.5
6.0
5.5
5.0
4.5
4.0
3.5
3.0
8-
f1 (ppm)
Transcribed Image Text:6.9582 .9357 9992-97 5.2713 \6.2619 Group AB Diels-Alder Adduct (400 MHz, CDCl3) 7.1 7.0 6.9 6.8 6.7 6.6 6.5 6.4 6.3 6.2 f1 (ppm) H- H H -CH3 35195 -3.5154 3.5114 3.5075 3.5032 3.4989 3.4246 -3.4206 34133 -1.8100 1.8057 .8013 1.7879 1.7835 1.7792 1.6319 1.6101 1.6024 -180000 -170000 -160000 -150000 -140000 -130000 -120000 3.55 3.50 3.45 f1 (ppm) 3.40 3.35 -110000 -100000 -90000 -80000 -70000 М -60000 -50000 -40000 1.80 1.75 1.70 f1 (ppm) 1.65 1.60 -30000 -20000 -10000 FO דיל T T 89 2.5 2.0 1.5 1.0 0.5 0.0 -0.5 --10000 ܘ܂ .0 7.5 ז יד 8-1.92- 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 8- f1 (ppm)
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