ORGANIC CHEMISTRY TEXT PACKAGED - 2 YE
10th Edition
ISBN: 9781260024241
Author: Carey
Publisher: MCG/CREATE
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Question
Chapter 1.12, Problem 30P
Interpretation Introduction
Interpretation:
The stronger base in each of the given pairs is to be determined.
Concept introduction:
Strength of an acid is mentioned in terms of its
The lower the
The stronger the acid, the weaker is its conjugate base.
The stronger the base, the weaker is its conjugate acid.
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dentify the conjugate base in the reaction of propanoic acid CH3CH3COOH reacting with methyl amine, CH3NH2.
a.
CH3NH2
b.
CH3CH3COOH
c.
CH3NH3+
d.
OH-1
e.
CH3CH3COO-1
1. Rank the following species in order of increasing acidity. Explain your reasons for ordering them as you do. HF NH3 H2SO4 CH3OH CH3COOH H3O+ H2O2.
Consider the following compounds that vary from nearly nonacidic to strongly acidic. Draw the conjugate bases of these compounds, and explain why the acidity increases so dramatically with substitution by nitro groups.
CH4 CH3NO2 CH2(NO2)2 CH(NO2)3
Rank the following compounds in order of increasing acidity (1 = least acidic, 3 = most acidic) and in the space provided use resonance (of the conjugate base) to explain why the compound you have labelled “3” is the most acidic.
Chapter 1 Solutions
ORGANIC CHEMISTRY TEXT PACKAGED - 2 YE
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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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- In each pair, select the stronger acid. (a) Pyruvic acid (pKa 2.49) or lactic acid (pKa 3.08) (b) Citric acid (pKa1 3.08) or phosphoric acid (pKa1 2.10)arrow_forwardWhich base, CH3NH2 or (CH3)2NH, is the stronger base? Which conjugate acid, (CH3)2NH2+ or (CH3)2NH3+, is the stronger acid?arrow_forwardWhich base would you expect to generate the stronger conjugate acid? A.) Hydrazine Kb = 1.7 x 10-4 B.) Analine Kb = 4.3 x 10-10 C.) Triethylamine Kb = 1.0 x 10-3 D.) Ammonia Kb = 1.8 x 10-5arrow_forward
- Which base is considered the strongest? Ammonia Kb = 1.8 x 10-5 Analine Kb = 4.3 x 10-10 Triethylamine Kb = 1.0 x 10-3 Hydrazine Kb = 1.7 x 10-4arrow_forwardtrue or false 3-bromo-2-methylpentan-1-ol will have a weaker conjugate base than 3-chloro-2-methylpentan-1-ol.arrow_forwardArrange the compounds in each set in order of increasing base strength. consult Table 4.1 for pKa values of the conjugate acid of each base.arrow_forward
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