ORGANIC CHEMISTRY W/BIOLOGICAL TOPICS
6th Edition
ISBN: 9781260325294
Author: SMITH
Publisher: RENT MCG
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Textbook Question
Chapter 13, Problem 47P
Draw the products formed in each reaction and include the stereochemistry around any stereogenic centers.
a. b. c. d.
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Give the IUPAC name for each compound, including the R, S designation for each stereogenic center.
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b.
C.
Problem 5.16
Label each stereogenic center as R or S.
e.
HO,
HO H
f.
Draw the products formed when each diene is treated with one equivalent of HCI.
a.
b.
d.
Chapter 13 Solutions
ORGANIC CHEMISTRY W/BIOLOGICAL TOPICS
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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- B. Give the IUPAC name for each compound. a. b. d.arrow_forwardProblem 5.20 Label the two stereogenic centers in dB re stereoisomers. ne. each compound and draw all possible CI a. rro OH Br CI ne b. B. Problem 5.21 Compounds E and F are two isomers of 2,3-dibromopentane drawn in staggered conformations. Which compounds (A-D) in Figure 5.8 are identical to E and F? im et wihr boe A mot Br omin oldne Br F Brarrow_forwardDraw the product of each Diels-Alder reaction and indicate the stereochemistry at all stereogenic centers. A a. b.arrow_forward
- Problem 5.16 Label each stereogenic center as R or S. Br b. ge, HO н он ca C. t d. OHe o lobonot b d or HOP "OH f. HO Harrow_forwardDraw a stepwise mechanism and all stereoisomers formed following reaction.arrow_forwardLabel each compound as aromatic, antiaromatic, or not aromatic. Assume all completely conjugated rings are planar. Å a. b. C. d.arrow_forward
- Draw a stepwise mechanism for the attached reaction that forms ether D. D can be converted to the antidepressant fluoxetine (trade name Prozac) in a single steparrow_forwardProblem 5.2 Classify each pair of compounds as constitutional isomers or stereoisomers. a. and and он 020st geabe AA go Aon e 2o3 С. and d. and b.arrow_forwardDraw a stepwise mechanism for the following isomerization.arrow_forward
- Problem 5.37 Compare the physical properties of the three stereoisomers of 1,3-dimethylcyclopentane. A B C three stereolsomers of 1,3-dimethylcyclopentane a. How do the boiling points of A and B compare? What about those of A and C? b. Characterize a solution of each of the following as optically active or optically inactive: pure A; pure B; pure C; an equal mixture of A and B; an equal mixture of A and C. c. A reaction forms a 1:1:1 mixture of A, B, and C. If this mixture is distilled, how many fractions would be obtained? Which fractions would be optically active and which would be optically inactive?arrow_forwardDraw the products formed when each alkyl halide is treated with NaCN. а. b.arrow_forwardDraw a stepwise mechanism for the following reaction that forms ether D. D can be converted to the antidepressant fluoxetine (trade name Prozac) in a single step.arrow_forward
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