ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
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Textbook Question
Chapter 4.5B, Problem 4.7P
When ethene is mixed with hydrogen in the presence of a platinum catalyst, hydrogen adds across the double bond to form ethane At room temperature, the reaction goes to completion Predict the signs of ∆H° and ∆S° for this reaction Explain these signs in terms of bonding and freedom of motion.
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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
Chapter 4 Solutions
ORGANIC CHEMISTRY
Ch. 4.3A - Draw Lewis structures for the following free...Ch. 4.3B - a. Write the propagation steps leading to the...Ch. 4.3C - Prob. 4.3PCh. 4.3C - Prob. 4.4PCh. 4.4 - The following reaction has a value of G =...Ch. 4.4 - Under base-catalyzed conditions two molecules of...Ch. 4.5B - When ethene is mixed with hydrogen in the presence...Ch. 4.5B - For each reaction, estimate whether S for the...Ch. 4.7 - a. Propose a mechanism for the free radical...Ch. 4.7 - a. Using bond-dissociation enthalpies from...
Ch. 4.8 - The reaction of tert-butyl chloride with methanol...Ch. 4.8 - Under certain conditions, the bromination of...Ch. 4.8 - When a small piece of plat num is added to a...Ch. 4.10 - Prob. 4.14PCh. 4.10 - Prob. 4.15PCh. 4.12 - The bromination of methane proceeds through the...Ch. 4.12 - a. Using me BDEs in Table4-2 (page 167 ), compute...Ch. 4.13A - What would be the product ratio in the...Ch. 4.13A - Classify each hydrogen atom in the following...Ch. 4.13B - Use the bond-dissociation enthalpies in Tabte4-2...Ch. 4.13B - Prob. 4.21PCh. 4.13B - Prob. 4.22PCh. 4.14 - a. Compute the heats of reaction for abstraction...Ch. 4.14 - 2,3-Dimethylbutane reacts with bromine in the...Ch. 4.14 - Prob. 4.25PCh. 4.15 - Prob. 4.26PCh. 4.15 - Prob. 4.27PCh. 4.16A - Prob. 4.28PCh. 4.16A - Prob. 4.29PCh. 4.16B - Prob. 4.30PCh. 4.16C - Prob. 4.31PCh. 4.16C - Acetonitrile (CH3C N) is deprotonated by very...Ch. 4.16D - Prob. 4.33PCh. 4 - The following reaction is a common synthesis used...Ch. 4 - Consider the following reaction-energy diagram. a....Ch. 4 - Draw a reaction-energy diagram for a one-step...Ch. 4 - Draw a reaction-energy diagram for a two-step...Ch. 4 - Prob. 4.38SPCh. 4 - Treatment of tert-butyl alcohol with concentrated...Ch. 4 - Label each hydrogen atom in the following...Ch. 4 - Prob. 4.41SPCh. 4 - Prob. 4.42SPCh. 4 - Prob. 4.43SPCh. 4 - Prob. 4.44SPCh. 4 - Prob. 4.45SPCh. 4 - Prob. 4.46SPCh. 4 - For each compound, predict the major product of...Ch. 4 - When exactly 1 mole of methane is mixed with...Ch. 4 - Prob. 4.49SPCh. 4 - Prob. 4.50SPCh. 4 - Prob. 4.51SPCh. 4 - When dichloromethane is treated with strong NaOH,...Ch. 4 - Prob. 4.53SPCh. 4 - When a small amount of iodine is added to a...Ch. 4 - Prob. 4.55SPCh. 4 - When healthy, Earths stratosphere contains a low...Ch. 4 - Prob. 4.57SPCh. 4 - lodination of alkanes using iodine (I2) is usually...
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