Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 1.13, Problem 32P
Interpretation Introduction
Interpretation:
The stronger acid and the stronger base is to be determined in each pair of compounds given.
Concept introduction:
When the acidic proton is bonded to the atoms in the same row of the periodic table, the electronegativity of those atoms is the deciding factor.
When the acidic proton is bonded to a more electronegative atom, the polarization of the bond between the acidic proton and that atom becomes more pronounced.
Hence the more electronegative the atom, the stronger is the acid.
Base strength decreases with an increase in the electronegativity of the atom bearing the unshared electron pairs.
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Students have asked these similar questions
Why is HCl so acidic?
For example, why is H-Cl more acidic than H-S-CH3?
Isn't the conjugate base's negative charge more stabilized with a sulfur and extra methyl group (by the induction effect)? While Cl is more electronegative than Sulfur, I would assume Cl being alone as its own ion would make it less stable.
Consider the molecules R-CH2OH and R-CH2CO2H where R is rest of the hydrocarbon molecule.
a) Which has the stronger conjugate base?
b) Explain why it is the stronger base. What about the structure helps us to understand why one is stronger than the other?
You may use drawings to help explain your answer.
How do I know if a base is strong or weak depending on it Kb value?
Example:
Which of the following Kb values would indicate the weakest base of the group?
6.3 × 10-2
1.2 × 10-9
3.9 × 10-6
8.4 × 10-5
Chapter 1 Solutions
Organic Chemistry - Standalone book
Ch. 1.1 - How many electrons does carbon have? How many are...Ch. 1.1 - Referring to the periodic table as needed, write...Ch. 1.2 - Species that have the same number of electrons are...Ch. 1.2 - Which of the following ions possess a noble gas...Ch. 1.2 - Prob. 5PCh. 1.3 - Prob. 6PCh. 1.3 - Problem 1.7 All of the hydrogens are bonded to...Ch. 1.4 - Problem 1.8 In which of the compounds...Ch. 1.4 - Indicate the direction of the dipole for the...Ch. 1.5 - Prob. 10P
Ch. 1.5 - The following inorganic species will be...Ch. 1.5 - Prob. 12PCh. 1.6 - Prob. 13PCh. 1.6 - Problem 1.14 Nitrosomethane and formaldoxime both...Ch. 1.6 - Prob. 15PCh. 1.7 - All of the bonds in the carbonate ion (CO32-) are...Ch. 1.7 - Prob. 17PCh. 1.8 - Prob. 18PCh. 1.8 - Prob. 19PCh. 1.9 - Sodium borohydride, NaBH4, has an ionic bond...Ch. 1.9 - Prob. 21PCh. 1.10 - Which of the following compounds would you expect...Ch. 1.11 - Using the curved arrow to guide your reasoning,...Ch. 1.11 - Prob. 24PCh. 1.11 - Prob. 25PCh. 1.12 - Prob. 26PCh. 1.12 - Prob. 27PCh. 1.12 - Prob. 28PCh. 1.12 - Prob. 29PCh. 1.12 - Prob. 30PCh. 1.13 - Which is the stronger acid, H2O or H2S? Which is...Ch. 1.13 - Prob. 32PCh. 1.13 - Prob. 33PCh. 1.13 - Hypochlorous and hypobromous acid (HOClandHOBr)...Ch. 1.13 - Prob. 35PCh. 1.13 - Prob. 36PCh. 1.14 - What is the equilibrium constant for the following...Ch. 1.14 - Prob. 38PCh. 1.14 - Prob. 39PCh. 1.15 - Write an equation for the Lewis acid/Lewis base...Ch. 1 - Write a Lewis formula for each of the following...Ch. 1 - Prob. 42PCh. 1 - Write structural formulas for all the...Ch. 1 - Prob. 44PCh. 1 - Expand the following structural representations so...Ch. 1 - Each of the following species will be encountered...Ch. 1 - Consider Lewis formulas A, B, and C: H2 C -NN:...Ch. 1 - Prob. 48PCh. 1 - Prob. 49PCh. 1 - Prob. 50PCh. 1 - Prob. 51PCh. 1 - Prob. 52PCh. 1 - Prob. 53PCh. 1 - Prob. 54PCh. 1 - Which compound in each of the following pairs...Ch. 1 - With a pKa of 11.6, hydrogen peroxide is a...Ch. 1 - The structure of montelukast, an antiasthma drug,...Ch. 1 - One acid has a pKa of 2, the other has a pKa of 8....Ch. 1 - Calculate Ka for each of the following acids,...Ch. 1 - Rank the following in order of decreasing acidity....Ch. 1 - Rank the following in order of decreasing...Ch. 1 - Consider 1.0 M aqueous solutions of each of the...Ch. 1 - Prob. 63PCh. 1 - Prob. 64PCh. 1 - Prob. 65PCh. 1 - Prob. 66PCh. 1 - Prob. 67PCh. 1 - Prob. 68PCh. 1 - Amide Lewis Structural Formulas Lewis formulas are...Ch. 1 - Amide Lewis Structural Formulas Lewis formulas are...Ch. 1 - Amide Lewis Structural Formulas Lewis formulas are...Ch. 1 - Prob. 72DSPCh. 1 - Amide Lewis Structural Formulas Lewis formulas are...Ch. 1 - Amide Lewis Structural Formulas Lewis formulas are...
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