Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter 18, Problem 13PP
PRACTICE PROBLEM 18.13
The antiepileptic drug valproic acid is 2-propylpentanoic acid (administered as the sodium salt). One commercial synthesis of valproic acid begins with ethyl cyanoacetate. The penultimate step of this synthesis involves a decarboxylation, and the last step involves hydrolysis of a nitrile. Outline this synthesis.
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111
States of Matter
Understanding conceptual components of the enthalpy of solution
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A small amount of acetonitrile (CH, CN) is dissolved in a large amount of water. Imagine separating this process into the four stages sketched below. (These
sketches show only a portion of the substances, so you can see the density and distribution of atoms and molecules in them.)
CH,CN
H₂O
B
88
C
Use these sketches to answer the questions in the table below.
The enthalpy of solution AH is negative
soln
when CH3CN dissolves in water. Use this
information to list the stages in order of increasing
enthalpy.
Would heat be absorbed or released if the system
moved from Stage C to D?
What force would oppose or favor the system
moving from Stage C to D? Check all that apply.
1
absorbed
O released
neither absorbed nor released.
none
O ionic bonding force
covalent bonding force…
In a system with an anodic overpotential, the variation of ŋ as a function of
the current density:
1. at low fields is linear 2. at higher fields, it follows Tafel's law
Find the range of current densities for which the overpotential has the same
value as when calculated for cases 1 and 2 (maximum relative difference of
5% with respect to the behavior for higher fields). To which overpotential
range does this correspond?
Data: 10 = 1.5 mA cm², T = 300°C, ẞ = 0.64, R = 8.314 J K 1 mol¹ and F = 96485
C mol-1.
Indicate 10.6 with only one significant figure.
Chapter 18 Solutions
Organic Chemistry
Ch. 18 - Prob. 1PPCh. 18 - Practice Problem 18.2 Would optically active...Ch. 18 - Prob. 3PPCh. 18 - Practice Problem 18.4 Why do we say that the...Ch. 18 - Prob. 5PPCh. 18 - Practice Problem 18.6 (a) Write a reaction...Ch. 18 - PRACTICE PROBLEM 18.7
Show how you would use the...Ch. 18 - Practice Problem 18.8 The acetoacetic ester...Ch. 18 - Practice Problem 18.9
In the synthesis of the keto...Ch. 18 - PRACTICE PROBLEM 18.10 How would you use the...
Ch. 18 - PRACTICE PROBLEM 18.11
How would you use the...Ch. 18 - PRACTICE PROBLEM 18.12 Outline all steps in a...Ch. 18 - PRACTICE PROBLEM 18.13
The antiepileptic drug...Ch. 18 - PRACTICE PROBLEM 18.14 Show how you could employ...Ch. 18 - Prob. 15PCh. 18 - Treating a solution of cis-1-decalone with base...Ch. 18 - Prob. 17PCh. 18 - Prob. 18PCh. 18 - Prob. 19PCh. 18 - Prob. 20PCh. 18 - Prob. 21PCh. 18 - Prob. 22PCh. 18 - Prob. 23PCh. 18 - The synthesis of cyclobutanecarboxylic acid given...Ch. 18 - Prob. 25PCh. 18 - Prob. 26PCh. 18 - Prob. 27PCh. 18 - Prob. 28PCh. 18 - Compound J, a compound with two four-membered...Ch. 18 - Prob. 30PCh. 18 - Prob. 31PCh. 18 - 18.32 Shown below is a synthesis of the elm bark...Ch. 18 - 18.33 (a) A compound U gives a negative iodoform...Ch. 18 - 18.34 Compound A has the molecular formula and...Ch. 18 - Prob. 35PCh. 18 - Prob. 36PCh. 18 - Prob. 37PCh. 18 - Prob. 38PCh. 18 - 1. -Carotene is a highly conjugated hydrocarbon...Ch. 18 - Dehydroabietic acid is a natural product isolated...
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