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EBK MACROSCALE AND MICROSCALE ORGANIC E
7th Edition
ISBN: 8220101437488
Author: Williamson
Publisher: YUZU
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Chapter 7, Problem 3Q
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16. The proton NMR spectral information shown in this problem is for a compound with formula
CioH,N. Expansions are shown for the region from 8.7 to 7.0 ppm. The normal carbon-13 spec-
tral results, including DEPT-135 and DEPT-90 results, are tabulated:
7
J
Normal Carbon
DEPT-135
DEPT-90
19 ppm
Positive
No peak
122
Positive
Positive
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124
Positive
Positive
126
Positive
Positive
128
No peak
No peak
4°
129
Positive
Positive
130
Positive
Positive
(144
No peak
No peak
148
No peak
No peak
150
Positive
Positive
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3. Propose a synthesis for the following transformation. Do not draw an arrow-pushing
mechanism below, but make sure to draw the product of each proposed step (3 points).
+ En
CN
CN
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- Label the spectrum with spectroscopyarrow_forwardQ1: Draw the most stable and the least stable Newman projections about the C2-C3 bond for each of the following isomers (A-C). Are the barriers to rotation identical for enantiomers A and B? How about the diastereomers (A versus C or B versus C)? enantiomers H Br H Br (S) CH3 H3C (S) (R) CH3 H3C H Br A Br H C H Br H3C (R) B (R)CH3 H Br H Br H3C (R) (S) CH3 Br H D identicalarrow_forwardLabel the spectrumarrow_forward
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