Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Question
Chapter 10, Problem 26P
Interpretation Introduction
Interpretation:
A conversion for the given reaction, using arrows, is to be drawn.
Concept introduction:
The chemical compounds that are planar contain a conjugated ring system with delocalized pi electrons.
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Students have asked these similar questions
Reaction of this bicycloalkene with bromine in carbon tetrachloride gives a trans dibro-
mide. In both (a) and (b), the bromine atoms are trans to each other. However, only one
of these products is formed.
CH3
CH3
CH3
Br
Br
CH,Cl,
+ Br2
or
Br
Br
(a)
(b)
Which trans dibromide is formed? How do you account for the fact that it is formed to the
exclusion of the other trans dibromide?
Provide a synthetic strategy for the construction of molecule Q from molecule R. You may use any
reactants/reagents/conditions that are necessary for your synthesis to be successful.
CHO
CN
&=0
OHC
Q
R
(ii) Draw the product R, including a detailed reaction mechanism for the conjugate addition
reaction between the 1,3-dicarbonyl P and the a,ß-unsaturated ketone Q.
Eto
P
OEt
+
Q
OEt
Et3N
R
(iv) Explain why conjugate addition is favoured over direct addition to Q in this case.
Chapter 10 Solutions
Organic Chemistry
Ch. 10 - Prob. 1PPCh. 10 - Prob. 2PPCh. 10 - Practice Problem 10.3 How would the molecular ion...Ch. 10 - Prob. 4PPCh. 10 - Prob. 5PPCh. 10 - Prob. 6PPCh. 10 - Practice Problem 10.7 Chlorination reactions of...Ch. 10 - Prob. 8PPCh. 10 - Prob. 9PPCh. 10 - Prob. 10PP
Ch. 10 - Prob. 11PPCh. 10 - Practice Problem 10.12 Benzylic radicals, due to...Ch. 10 - Prob. 13PPCh. 10 - Practice Problem 10.14 Show how the following...Ch. 10 - Prob. 15PPCh. 10 - Prob. 16PPCh. 10 - Prob. 17PPCh. 10 - Prob. 18PCh. 10 - Explain the relative distribution of produces...Ch. 10 - 10.20 Which of the following compounds can be...Ch. 10 - Prob. 21PCh. 10 - Prob. 22PCh. 10 - Prob. 23PCh. 10 - Prob. 24PCh. 10 - 10.25 List in order of decreasing stability all of...Ch. 10 - Prob. 26PCh. 10 - Prob. 27PCh. 10 - Prob. 28PCh. 10 - Starting with the compound or compounds indicated...Ch. 10 - Prob. 30PCh. 10 - 10.31 Synthesize each of the following compounds...Ch. 10 - 10.32 Synthesize each of the following compounds...Ch. 10 - Prob. 33PCh. 10 - Prob. 34PCh. 10 - Prob. 35PCh. 10 - Write a mechanism for the following reaction.Ch. 10 - Prob. 37PCh. 10 - The halogen atom of an alkyl halide can be...Ch. 10 - Prob. 39PCh. 10 - Prob. 40PCh. 10 - If one were to try to draw the simplest Lewis...Ch. 10 - Prob. 1LGPCh. 10 - 2. (a) Propose a synthesis of 2-methoxypropene...Ch. 10 - Use the single-bond dissociation energies of Table...Ch. 10 - 10.2 In the radical chlorination of methane, one...Ch. 10 - Prob. 3QCh. 10 - Use the single-bond dissociation energies of Table...Ch. 10 - Prob. 5QCh. 10 - Prob. 6Q
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