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 1.14, Problem 39P
Interpretation Introduction
Interpretation:
The position of equilibrium for the reaction of phenol and hydroxide ion by comparing the
Concept introduction:
An acid is a chemical substance that readily donates protons and a base is a chemical substance that can easily accept a proton.
During an acid-base reaction, the interaction between an acid and a base is taken place because of the transfer of a proton.
The stronger the acid, the smaller its
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Students have asked these similar questions
Verify that the equilibrium position for the reaction between phenol and hydroxide ion is on the right by comparing the pKa value of the acid on the left with that of the acid on the right. Which acid is stronger? do the same for the reaction of phenol with hydrogen carbonate ion
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CH,ČCH, H
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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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- Complete each acid-base reaction and predict whether the position of equilibrium lies toward the left or toward the right. (a) CH3CCH+CH3CH2ONa+CH3CH3OH (b) CH3CCCH2CH2OH+Na+NH2NH3(l)arrow_forwardIf the G for a reaction is 4.5 kcal/mol at 298 K, what is the Keq for this reaction? What is the change in entropy of this reaction if H = 3.2 kcal/mol?arrow_forwardAcid-Base Equilibria Many factors contribute to the acidity of organic compounds. Electronegativity, resonance, induction, hybridization, aromaticity, and atomic size, all play a role. In the following comparisons, you are asked to identify the factor(s) that would be most important to analyze when predicting relative acidity, and then to predict the trend in acidity and pKa values. For each of the following pairs of compounds answer the following two multiple-choice questions. 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.arrow_forward
- 3. What is observed when the H2O concentration in the acetic acid equilibrium becomes relatively low? Relatively high? 4. Humidity indicator cards (HIC) are commonly added to semiconductor shipments to document that the parts were not exposed to humidity. These cards are impregnated with cobalt(II) chloride, or an alternative, and change color to indicate the presence of water. Predict the color you would see if a cobalt(II) chloride HIC were exposed to moist, humid air?arrow_forwardPhenol (hydroxybenzene) behaves as a weak acid. a) Write out the equilibrium equation for its partial dissociation in water. b) Write out the expression for the acid dissociation constant, Ka. d) Draw the conjugate base of phenol and show how it is stabilised by resonance. e) Compare and explain the acidity of phenol (p = 9.9) with that of: cyclohexanol (pk = 16.0) 3-fluorophenol (pK₁ = 9.3) 4-acetylphenol (pK, = 8.1)arrow_forwardIf you have an unknown phenol, what pH you need to achieve upon re-acidification with HCl to ensure that your phenol is 99.9% back in its neutral form?Assume a pKa of 10 for your phenol, and remember that the pH needs to be 3 units different from the pKa for 99.9% ionization or neutralization. pH 5 or lower pH 7 or lower pH 13 or lower pH 2 or lowerarrow_forward
- Explain why phenolphthalein is used to determine when the reaction is “done”. Make sure to explain the role of NaOH in this solution.arrow_forwardUsing pKa Values to Determine Relative Acidity and Basicity Rank the following compounds in order of increasing acidity, and then rank their conjugate bases in order of increasing basicity.arrow_forwardAssume that 1 mole of ethanoic acid, 3 moles of ethyl ethanoate and 3 moles of water are mixed together in a separatory funnel at 15 ° C. How many moles of ethyl ethanoate are present in equilibrium?arrow_forward
- Alcohols are weak organic acids, pKa 15–18. The pKa of ethanol, CH3CH2OH, is 15.9. Write equations for the equilibrium reactions of ethanol with each base. Which equilibria lie considerably toward the right? Which lie considerably toward the left? Q.) NaOHarrow_forwardWrite down the reaction of ethanoic acid with water and identify the conjugate base.arrow_forwardCompare the pH of propionic acid and nitric acid when they are dissolved in water at a concentration of 20 mM. This should include writing a balanced equation describing the acid-base reactions involved, calculation of the pKa for both, calculation of pH, and calculation of the percent dissociation of both.arrow_forward
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