Custom eBook for Organic Chemistry
2nd Edition
ISBN: 9798214171104
Author: Straumanis
Publisher: Cengage Custom
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Textbook Question
Chapter 8, Problem 4E
Draw the complete mechanism of each pair of reactants including any favorable rearrangements and all important resonance structures of all intermediates.
a. Which reaction has a lower PE carbocation intermediate?
b. Draw an energy diagram showing the reaction profiles of both reactions in the previous question. Use a dotted line for the first pair of reactants and a solid line for the second pair of reactants. (Assume the energy of the starting materials and products are the same for both pairs and the reactions are neither uphill nor downhill on net.
c. Mark points on the energy diagram corresponding to each carbocation in your mechanisms.
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B 1 of 2
Additional problems in preparation to Midterm #1:
1.) How can the following compounds be prepared using Diels-Alder reaction:
CH3 O
CN
(a)
(b)
CN
CH3
2.) What is the missing reagent in the shown reaction?
H3C
+ ?
H3C
H3C
CN
H3C
''CN
(၁)
H
3.) Write the products 1,2-addition and 1,4-addition of DBr to 1,3-cyclohexadiene.
Remember, D is deuterium, a heavy isotope of hydrogen. It reacts exactly like hydrogen.
4.) In the shown reaction, which will be the kinetic product and which will be the
thermodynamic product?
H3C
CI
H3C
HCI
H3C
+
5.) Which of the following molecules is aromatic?
(a)
(b)
(c)
H
6.) Which of the following molecules is aromatic?
(a)
(b)
(c)
7.) Write the mechanism for the shown reaction.
+
Ха
AICI 3
CI
8.) Suggest reagents that would convert benzene into the shown compounds.
CI
NO2
-8-6-6-8-a
(a)
(b)
(c)
(d)
(e)
(a)
SO3H
Br
The number of 2sp^2 hybridized atoms in is: A. 8; B. 6; C.4; D.2; E.0;
Chapter 8 Solutions
Custom eBook for Organic Chemistry
Ch. 8 - Prob. 1CTQCh. 8 - Prob. 2CTQCh. 8 - Prob. 3CTQCh. 8 - Prob. 4CTQCh. 8 - Prob. 5CTQCh. 8 - Prob. 6CTQCh. 8 - Prob. 7CTQCh. 8 - Prob. 8CTQCh. 8 - Prob. 9CTQCh. 8 - Prob. 10CTQ
Ch. 8 - Draw the products that result from the electron...Ch. 8 - Prob. 12CTQCh. 8 - Draw the products that would result if the arrow...Ch. 8 - Prob. 14CTQCh. 8 - What information (if any) from the following...Ch. 8 - Prob. 16CTQCh. 8 - Prob. 17CTQCh. 8 - The reactants, intermediates, final products, and...Ch. 8 - Prob. 19CTQCh. 8 - Prob. 20CTQCh. 8 - Prob. 21CTQCh. 8 - Prob. 22CTQCh. 8 - Explain how you can tell from the energy diagram...Ch. 8 - Explain why the following mechanism for hydration...Ch. 8 - Prob. 25CTQCh. 8 - Prob. 26CTQCh. 8 - Prob. 27CTQCh. 8 - Prob. 28CTQCh. 8 - Prob. 29CTQCh. 8 - Prob. 30CTQCh. 8 - Prob. 31CTQCh. 8 - The hydration above is one of a family of...Ch. 8 - Prob. 33CTQCh. 8 - Which statement is false? a. A mechanistic step...Ch. 8 - Prob. 35CTQCh. 8 - Prob. 36CTQCh. 8 - Prob. 37CTQCh. 8 - Draw the complete mechanism including the...Ch. 8 - Prob. 2ECh. 8 - Explain why ethene does not react with HX ( X=Cl ,...Ch. 8 - Draw the complete mechanism of each pair of...Ch. 8 - Prob. 5ECh. 8 - Prob. 6ECh. 8 - Prob. 7ECh. 8 - Prob. 8ECh. 8 - Prob. 9ECh. 8 - Prob. 10ECh. 8 - Prob. 11ECh. 8 - Prob. 12ECh. 8 - Prob. 15ECh. 8 - A student proposes the following reaction...Ch. 8 - Prob. 17ECh. 8 - Prob. 18ECh. 8 - Prob. 19E
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