Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 9.7A, Problem 9.6P
Solved Problem9-1 showed the synthesis of dec-3-yne by adding the hexyl group first, then the ethyl group. Show the reagents and intermediates involved in the other order of synthesis of dec- 3-yne, by adding the ethyl group first and the hexyl group last.
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AG/F-2° V
3. Before proceeding with this problem you may want to glance at p. 466 of your textbook
where various oxo-phosphorus derivatives and their oxidation states are summarized.
Shown below are Latimer diagrams for phosphorus at pH values at 0 and 14:
-0.93
+0.38
-0.50
-0.51 -0.06
H3PO4 →H4P206 →H3PO3 →→H3PO₂ → P → PH3
Acidic solution
Basic solution
-0.28
-0.50
3--1.12
-1.57
-2.05 -0.89
PO HPO H₂PO₂ →P → PH3
-1.73
a) Under acidic conditions, H3PO4 can be reduced into H3PO3 directly (-0.28V), or via the
formation and reduction of H4P206 (-0.93/+0.38V). Calculate the values of AG's for both
processes; comment.
(3 points)
0.5
PH
P
0.0
-0.5
-1.0-
-1.5-
-2.0
H.PO,
-2.3+
-3 -2
-1
1
2
3
2
H,PO,
b) Frost diagram for phosphorus under acidic
conditions is shown. Identify possible
disproportionation and comproportionation processes;
write out chemical equations describing them. (2 points)
H,PO
4
S
Oxidation stale, N
4. For the following complexes, draw the structures and give a d-electron count of the
metal:
a) Tris(acetylacetonato)iron(III)
b) Hexabromoplatinate(2-)
c) Potassium diamminetetrabromocobaltate(III)
(6 points)
2. Calculate the overall formation constant for [Fe(CN)6]³, given that the overall formation
constant for [Fe(CN)6] 4 is ~1032, and that:
Fe3+ (aq) + e
= Fe²+ (aq)
E° = +0.77 V
[Fe(CN)6]³ (aq) + e¯ = [Fe(CN)6] (aq) E° = +0.36 V
(4 points)
Chapter 9 Solutions
Organic Chemistry (9th Edition)
Ch. 9.1 - a. Count the elements of unsaturation in...Ch. 9.2 - Prob. 9.2PCh. 9.4B - What reaction would acetylene likely undergo if it...Ch. 9.6 - Prob. 9.4PCh. 9.6 - Predict the products of the following acid-base...Ch. 9.7A - Solved Problem9-1 showed the synthesis of...Ch. 9.7A - Show how you might synthesize the following...Ch. 9.7B - Prob. 9.8PCh. 9.7B - Show how you would synthesize...Ch. 9.8 - When 2,2-dibromo-1-phenylpropane is heated...
Ch. 9.8 - When 2,2-dibromo-1-phenylpropane is heated...Ch. 9.9C - Show how you would convert a. oct-3-yne to...Ch. 9.9C - The fragrance of (Z)-1-phenylhex-2-en-1-ol...Ch. 9.9D - In the addition of just 1 mole of bromine to 1...Ch. 9.9E - Propose a mechanism for the entire reaction of...Ch. 9.9E - Predict the major product(s) of the following...Ch. 9.9E - Propose a mechanism for the reaction of pent-1-yne...Ch. 9.9E - Show how hex-1-yne might be converted to a....Ch. 9.9F - When pent-2-yne reacts with mercuric sulfate in...Ch. 9.9F - Prob. 9.20PCh. 9.9F - Prob. 9.21PCh. 9.9F - Prob. 9.22PCh. 9.10A - Predict the product(s) you would expect from...Ch. 9.10B - Prob. 9.24PCh. 9.10B - Prob. 9.25PCh. 9 - Prob. 9.26SPCh. 9 - Give common names for the following compounds. a....Ch. 9 - Prob. 9.28SPCh. 9 - Prob. 9.29SPCh. 9 - Using cyclooctyne as your starting material, show...Ch. 9 - Prob. 9.31SPCh. 9 - Prob. 9.32SPCh. 9 - Predict the products of reaction of pent-1-yne...Ch. 9 - Show how you would accomplish the following...Ch. 9 - Show how you would synthesize the following...Ch. 9 - Predict the products formed when CH3CH2C C : Na+...Ch. 9 - Prob. 9.37SPCh. 9 - Prob. 9.38SPCh. 9 - When compound Z is treated with ozone, followed by...Ch. 9 - Show how you would convert the following starting...Ch. 9 - The following functional-group interchange is a...Ch. 9 - Using any necessary inorganic reagents, show how...Ch. 9 - Prob. 9.43SP
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