ORGANIC CHEM W/BIOLOGICAL TOP. ACCESS
6th Edition
ISBN: 9781264382545
Author: SMITH
Publisher: MCG CUSTOM
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Chapter 8.2, Problem 7P
Several factors can affect
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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
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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 8 Solutions
ORGANIC CHEM W/BIOLOGICAL TOP. ACCESS
Ch. 8.1 - Problem 8.1 Label the and carbons in each alkyl...Ch. 8.2 - Problem 8.2 Classify each alkene in the following...Ch. 8.2 - Prob. 3PCh. 8.2 - Prob. 4PCh. 8.2 - Problem 8.5 Label each pair of alkenes as...Ch. 8.2 - Problem 8.6 Which alkene in each pair is more...Ch. 8.2 - Problem 8.7 Several factors can affect alkene...Ch. 8.4 - Prob. 8PCh. 8.4 - Prob. 9PCh. 8.4 - Prob. 10P
Ch. 8.4 - Prob. 11PCh. 8.5 - Problem 8.12 What alkenes are formed from each...Ch. 8.6 - Prob. 13PCh. 8.6 - Problem 8.14 What alkenes are formed from each...Ch. 8.6 - Problem 8.15 How does each of the following...Ch. 8 - 8.24 Rank the alkenes shown in the ball-and-stick...Ch. 8 - Prob. 25PCh. 8 - 8.26 What is the major E2 elimination product...Ch. 8 - Prob. 27PCh. 8 - Prob. 28PCh. 8 - Prob. 29PCh. 8 - 8.30 Label each pair of alkenes as constitutional...Ch. 8 - Prob. 31PCh. 8 - Prob. 32PCh. 8 - Prob. 33PCh. 8 - For each of the following alkenes, draw the...Ch. 8 - Prob. 35PCh. 8 - Prob. 36PCh. 8 - Prob. 37PCh. 8 - What alkene is the major product formed from each...Ch. 8 - Prob. 39PCh. 8 - Prob. 41PCh. 8 - Draw the products formed when each dihalide is...Ch. 8 - Draw all of the substitution and elimination...Ch. 8 - Prob. 56PCh. 8 - 8.59 Draw a stepwise, detailed mechanism for each...Ch. 8 - Draw the major product formed when...Ch. 8 - Draw a stepwise, detailed mechanism for the...Ch. 8 - Explain why the reaction of with gives ...Ch. 8 - Draw a stepwise detailed mechanism that...Ch. 8 - Prob. 63PCh. 8 - 8.65 Explain the selectivity observed in the...Ch. 8 - Prob. 65PCh. 8 - Prob. 66PCh. 8 - 8.68 (a) Draw all products formed by treatment of...
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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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