EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 9781260475685
Author: SMITH
Publisher: MCGRAW-HILL HIGHER EDUCATION
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Textbook Question
Chapter 13, Problem 58P
Devise a synthesis of each compound from cyclopentane and any other required organic or inorganic reagents.
a. 
b. 
c. 
d. 
e. 
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16. The proton NMR spectral information shown in this problem is for a compound with formula
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7
J
Normal Carbon
DEPT-135
DEPT-90
19 ppm
Positive
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122
Positive
Positive
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124
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126
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128
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4°
129
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Positive
130
Positive
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(144
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148
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No peak
150
Positive
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してし
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 13 Solutions
EBK ORGANIC CHEMISTRY
Ch. 13.1 - Prob. 1PCh. 13.1 - Prob. 2PCh. 13.2 - Prob. 3PCh. 13.3 - Prob. 4PCh. 13.3 - Prob. 5PCh. 13.4 - Prob. 7PCh. 13.5 - Problem 15.8 Which bond in the each compound is...Ch. 13.6 - Prob. 9PCh. 13.6 - Prob. 10PCh. 13.7 - Prob. 11P
Ch. 13.7 - Prob. 12PCh. 13.8 - Prob. 13PCh. 13.8 - Prob. 14PCh. 13 - Prob. 27PCh. 13 - Prob. 28PCh. 13 - Prob. 34PCh. 13 - 15.37 What alkane is needed to make each alkyl...Ch. 13 - 15.38 Which alkyl halides can be prepared in good...Ch. 13 - Prob. 37PCh. 13 - 15.40 Explain why radical bromination of p-xylene...Ch. 13 - a. What product(s) (excluding stereoisomers) are...Ch. 13 - Prob. 40PCh. 13 - 15.43 Draw the products formed when each alkene is...Ch. 13 - 15.44 Draw all constitutional isomers formed when...Ch. 13 - 15.45 Draw the organic products formed in each...Ch. 13 - Prob. 45PCh. 13 - 15.47 Treatment of a hydrocarbon A (molecular...Ch. 13 - 15.48 Draw the products formed in each reaction...Ch. 13 - 15.53 Consider the following bromination: .
a....Ch. 13 - 15.54 Draw a stepwise mechanism for the following...Ch. 13 - Prob. 57PCh. 13 - 15.57 Devise a synthesis of each compound from...Ch. 13 - Prob. 59PCh. 13 - Prob. 60PCh. 13 - 15.60 Devise a synthesis of each compound using ...Ch. 13 - Prob. 62PCh. 13 - Prob. 63PCh. 13 - 15.63 As described in Section 9.16, the...Ch. 13 - 15.64 Ethers are oxidized with to form...
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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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How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY