EBK ORGANIC CHEMISTRY: PRINCIPLES AND M
2nd Edition
ISBN: 9780393630817
Author: KARTY
Publisher: W.W.NORTON+CO. (CC)
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Question
Chapter 24, Problem 24.77P
Interpretation Introduction
Interpretation:
To draw the structures from A to F in following synthesis scheme.
Concept introduction:
Product A is formed by E2 reaction, which further undergoes oxymercuration- reduction (regents B) to form the secondary alcohol. Oxymercuration-reduction is chosen in this reaction to achieve Markovnikov addition of water while avoiding a carbocatoion rearrangement. The alcohol is oxidized by KMnO4 to C which on reaction with Grignard reagent gives tertiary alcohol D. Dehydration takes place to give product E. The
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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 24 Solutions
EBK ORGANIC CHEMISTRY: PRINCIPLES AND M
Ch. 24 - Prob. 24.1PCh. 24 - Prob. 24.2PCh. 24 - Prob. 24.3PCh. 24 - Prob. 24.4PCh. 24 - Prob. 24.5PCh. 24 - Prob. 24.6PCh. 24 - Prob. 24.7PCh. 24 - Prob. 24.8PCh. 24 - Prob. 24.9PCh. 24 - Prob. 24.10P
Ch. 24 - Prob. 24.11PCh. 24 - Prob. 24.12PCh. 24 - Prob. 24.13PCh. 24 - Prob. 24.14PCh. 24 - Prob. 24.15PCh. 24 - Prob. 24.16PCh. 24 - Prob. 24.17PCh. 24 - Prob. 24.18PCh. 24 - Prob. 24.19PCh. 24 - Prob. 24.20PCh. 24 - Prob. 24.21PCh. 24 - Prob. 24.22PCh. 24 - Prob. 24.23PCh. 24 - Prob. 24.24PCh. 24 - Prob. 24.25PCh. 24 - Prob. 24.26PCh. 24 - Prob. 24.27PCh. 24 - Prob. 24.28PCh. 24 - Prob. 24.29PCh. 24 - Prob. 24.30PCh. 24 - Prob. 24.31PCh. 24 - Prob. 24.32PCh. 24 - Prob. 24.33PCh. 24 - Prob. 24.34PCh. 24 - Prob. 24.35PCh. 24 - Prob. 24.36PCh. 24 - Prob. 24.37PCh. 24 - Prob. 24.38PCh. 24 - Prob. 24.39PCh. 24 - Prob. 24.40PCh. 24 - Prob. 24.41PCh. 24 - Prob. 24.42PCh. 24 - Prob. 24.43PCh. 24 - Prob. 24.44PCh. 24 - Prob. 24.45PCh. 24 - Prob. 24.46PCh. 24 - Prob. 24.47PCh. 24 - Prob. 24.48PCh. 24 - Prob. 24.49PCh. 24 - Prob. 24.50PCh. 24 - Prob. 24.51PCh. 24 - Prob. 24.52PCh. 24 - Prob. 24.53PCh. 24 - Prob. 24.54PCh. 24 - Prob. 24.55PCh. 24 - Prob. 24.56PCh. 24 - Prob. 24.57PCh. 24 - Prob. 24.58PCh. 24 - Prob. 24.59PCh. 24 - Prob. 24.60PCh. 24 - Prob. 24.61PCh. 24 - Prob. 24.62PCh. 24 - Prob. 24.63PCh. 24 - Prob. 24.64PCh. 24 - Prob. 24.65PCh. 24 - Prob. 24.66PCh. 24 - Prob. 24.67PCh. 24 - Prob. 24.68PCh. 24 - Prob. 24.69PCh. 24 - Prob. 24.70PCh. 24 - Prob. 24.71PCh. 24 - Prob. 24.72PCh. 24 - Prob. 24.73PCh. 24 - Prob. 24.74PCh. 24 - Prob. 24.75PCh. 24 - Prob. 24.76PCh. 24 - Prob. 24.77PCh. 24 - Prob. 24.78PCh. 24 - Prob. 24.79PCh. 24 - Prob. 24.80PCh. 24 - Prob. 24.81PCh. 24 - Prob. 24.82PCh. 24 - Prob. 24.83PCh. 24 - Prob. 24.84PCh. 24 - Prob. 24.1YTCh. 24 - Prob. 24.2YTCh. 24 - Prob. 24.3YTCh. 24 - Prob. 24.4YTCh. 24 - Prob. 24.5YTCh. 24 - Prob. 24.6YTCh. 24 - Prob. 24.7YTCh. 24 - Prob. 24.8YTCh. 24 - Prob. 24.9YTCh. 24 - Prob. 24.10YTCh. 24 - Prob. 24.11YTCh. 24 - Prob. 24.12YTCh. 24 - Prob. 24.13YTCh. 24 - Prob. 24.14YTCh. 24 - Prob. 24.15YTCh. 24 - Prob. 24.16YTCh. 24 - Prob. 24.17YT
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