Organic Chemistry
8th Edition
ISBN: 9781337516402
Author: Brown
Publisher: Cengage
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Chapter 4.6, Problem 1Q
Acid-Base Equilibria
Many factors contribute to the acidity of organic compounds. Electronegativity, resonance, induction, hybridization,
- 1. What factor(s) are the most important to consider when predicting the relative acidity of the two compounds?
- a. Electronegativity of the atom possessing the hydrogen.
- b. Resonance stabilization of the anionic conjugate base.
- c. Inductive stabilization of the anionic conjugate base.
- d. Hybridization of the atom possessing the hydrogen.
- e. The atomic size of the atom possessing the hydrogen.
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111
States of Matter
Understanding conceptual components of the enthalpy of solution
0/5
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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 4 Solutions
Organic Chemistry
Ch. 4.2 - For each conjugate acid-base pair, identify the...Ch. 4.2 - Write these reactions as proton-transfer...Ch. 4.2 - Following is a structural formula for guanidine,...Ch. 4.2 - Write an equation to show the proton transfer...Ch. 4.3 - For each value of Ka, calculate the corresponding...Ch. 4.4 - Predict the position of equilibrium and calculate...Ch. 4.5 - Calculate Keq for a reaction with G0 = 17.1 kJ/mol...Ch. 4.6 - Acid-Base Equilibria Many factors contribute to...Ch. 4.6 - What is the relative trend in acidity and pKa of...Ch. 4.7 - Write an equation for the reaction between each...
Ch. 4 - For each conjugate acid-base pair, identify the...Ch. 4 - Complete a net ionic equation for each...Ch. 4 - Arrange the compounds in each set in order of...Ch. 4 - Prob. 4.12PCh. 4 - In acetic acid, CH3COOH, the OH hydrogen is more...Ch. 4 - Which has the larger numerical value? (a) The pKa...Ch. 4 - In each pair, select the stronger acid. (a)...Ch. 4 - Arrange the compounds in each set in order of...Ch. 4 - Arrange the compounds in each set in order of...Ch. 4 - If the G for a reaction is 4.5 kcal/mol at 298 K,...Ch. 4 - Calculate the Keq for the following reactions from...Ch. 4 - Prob. 4.20PCh. 4 - Answer true or false to the following statements...Ch. 4 - In each of the following three reaction coordinate...Ch. 4 - The acid-base chemistry reaction of barium...Ch. 4 - Unless under pressure, carbonic acid (H2CO3) in...Ch. 4 - Prob. 4.25PCh. 4 - Acetic acid, CH3COOH, is a weak organic acid, pKa...Ch. 4 - Benzoic acid, C6H5COOH (pKa 4.19), is only...Ch. 4 - Prob. 4.28PCh. 4 - One way to determine the predominant species at...Ch. 4 - Will acetylene react with sodium hydride according...Ch. 4 - Prob. 4.31PCh. 4 - For each equation, label the Lewis acid and the...Ch. 4 - Complete the equation for the reaction between...Ch. 4 - Each of these reactions can be written as a Lewis...Ch. 4 - The sec-butyl cation can react as both a...Ch. 4 - Prob. 4.36APCh. 4 - Prob. 4.37APCh. 4 - Prob. 4.38APCh. 4 - Explain why the hydronium ion, H3O+, is the...Ch. 4 - What is the strongest base that can exist in...Ch. 4 - Prob. 4.42APCh. 4 - Prob. 4.43APCh. 4 - Methyl isocyanate, CH3N=C=O, is used in the...Ch. 4 - Offer an explanation for the following...Ch. 4 - Prob. 4.46APCh. 4 - Alcohols (Chapter 10) are weak organic acids, pKa...Ch. 4 - As we shall see in Chapter 19, hydrogens on a...Ch. 4 - 2,4-Pentanedione is a considerably stronger acid...Ch. 4 - Write an equation for the acid-base reaction...Ch. 4 - Prob. 4.51APCh. 4 - Prob. 4.52APCh. 4 - Prob. 4.53APCh. 4 - Following is a structural formula for imidazole, a...
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