ORGANIC CHEM PRINT STUDY GDE & SSM
4th Edition
ISBN: 9781119810650
Author: Klein
Publisher: WILEY
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Chapter 11, Problem 25PP
Interpretation Introduction
Interpretation: The desired product to be formed is
Concept introduction: The change from secondary alcohol to primary alcohol is demonstrated by the addition of two carbon atoms and a change in the position of the
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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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Chapter 11 Solutions
ORGANIC CHEM PRINT STUDY GDE & SSM
Ch. 11.1 - Prob. 1CCCh. 11.1 - Prob. 2CCCh. 11.2 - Prob. 1LTSCh. 11.2 - Prob. 3PTSCh. 11.3 - Prob. 2LTSCh. 11.3 - Prob. 6ATSCh. 11.4 - Prob. 3LTSCh. 11.4 - Prob. 7PTSCh. 11.4 - Prob. 8ATSCh. 11.5 - Prob. 4LTS
Ch. 11.5 - Propose an efficient synthesis for each of the...Ch. 11.5 - Prob. 10ATSCh. 11 - Prob. 11PPCh. 11 - Prob. 12PPCh. 11 - Prob. 13PPCh. 11 - Prob. 14PPCh. 11 - Prob. 15PPCh. 11 - Prob. 16PPCh. 11 - Prob. 17PPCh. 11 - Prob. 18PPCh. 11 - Prob. 19PPCh. 11 - Prob. 20PPCh. 11 - Prob. 21PPCh. 11 - Prob. 22PPCh. 11 - Prob. 23PPCh. 11 - Prob. 24PPCh. 11 - Prob. 25PPCh. 11 - Prob. 26ASPCh. 11 - Prob. 27ASPCh. 11 - Prob. 28ASPCh. 11 - Prob. 29ASPCh. 11 - Prob. 30ASPCh. 11 - Prob. 31ASPCh. 11 - Prob. 32ASPCh. 11 - Prob. 33IPCh. 11 - Prob. 34IPCh. 11 - Prob. 35IPCh. 11 - Prob. 36IPCh. 11 - Prob. 37IPCh. 11 - Prob. 38IPCh. 11 - Prob. 39IPCh. 11 - Prob. 42CPCh. 11 - The compound Z-3-hexenyl acetate is one of several...Ch. 11 - When a consumer purchases a tomato, smell is one...Ch. 11 - Prob. 45CPCh. 11 - Prob. 46CP
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