Q2. Imagine you performed the following amide hydrogenation of strychnine. (Circle) the peak in the ¹3C spectrum that would disappear after -N- the reaction. Box the area (<20 ppm window) where you would expect the new peak to show up. 7.9 D.9 9.2 1.5 7.1 5.8 82 60 1.8 NT H H H Reduction 2284 24 7 NT H HT H 369851 H H

Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
Author:Andrei Straumanis
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Chapter23: Addition To A Carbonyl
Section: Chapter Questions
Problem 24E
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Q2. Imagine you performed the following amide hydrogenation of strychnine. (Circle) the peak in the ¹³C
spectrum that would disappear after
the reaction. Box the area (< 20 ppm
window) where you would expect
the new peak to show up.
167.9
160
140.9
139.2
140
131.5
127.1
125.8
122.8
120.9
114.8
|||| |
120
O
N.
-N-
I
100
H
H
80
Reduction
77.2
76.2
75.8
74.4
63.2
58.7
09
H
51.3
50.6
48.9
46.8
N
41.5
41.1
40
H
-N-
I
II
30.2
H
HO
25.5
PPM
Transcribed Image Text:Q2. Imagine you performed the following amide hydrogenation of strychnine. (Circle) the peak in the ¹³C spectrum that would disappear after the reaction. Box the area (< 20 ppm window) where you would expect the new peak to show up. 167.9 160 140.9 139.2 140 131.5 127.1 125.8 122.8 120.9 114.8 |||| | 120 O N. -N- I 100 H H 80 Reduction 77.2 76.2 75.8 74.4 63.2 58.7 09 H 51.3 50.6 48.9 46.8 N 41.5 41.1 40 H -N- I II 30.2 H HO 25.5 PPM
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