Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 20.SE, Problem 38AP
Interpretation Introduction
a) lactic acid, Ka = 8.4 x 10-4
Interpretation:
The pKa of lactic acid with Ka = 8.4 x 10-4 is to be calculated.
Concept introduction:
pKa = - log Ka. By taking the inverse of log of Ka the pKa value can be obtained.
To calculate:
The pKa of lactic acid with Ka = 8.4 x 10-4.
Interpretation Introduction
b) Acrylic acid, Ka = 5.6 x 10-6
Interpretation:
The pKa of acrylic acid with Ka = 5.6 x 10-6 is to be calculated.
Concept introduction:
pKa = - log Ka. By taking the inverse of log of Ka the pKa value can be obtained.
To calculate:
The pKa of acrylic acid with Ka = 5.6 x 10-6.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
(a) Given that Ka for acetic acid is 1.8 x 10-5 and that forhypochlorous acid is 3.0 x 10-8, which is the stronger acid?(b) Which is the stronger base, the acetate ion or the hypochloriteion? (c) Calculate Kb values for CH3COO- and ClO-.
(a) Predict the products of the following acid-base reactions using curved-arrow
mechanisms to indicate electron flow. (b) Indicate the acid, base, conjugate acid, and
conjugate base of each reaction. (c) Indicate whether the reactants or products are favored at
equilibrium
a)
CH,COOH
CH3O
b)
CH,CH,OH
H2N
(a) Given that Kb for ammonia is 1.8 x10-5 and that forhydroxylamine is 1.1 x 10-8, which is the stronger base?(b) Which is the stronger acid, the ammonium ion or thehydroxylammonium ion? (c) Calculate Ka values for NH4+and H3NOH+.
Chapter 20 Solutions
Organic Chemistry
Ch. 20.1 - Give IUPAC names for the following compounds:Ch. 20.1 - Draw structures corresponding to the following...Ch. 20.2 - Prob. 3PCh. 20.2 - The Ka for dichloroacetic acid is 3.32 Ă— 10-2....Ch. 20.3 - Calculate the percentages of dissociated and...Ch. 20.4 - Which would you expect to be a stronger acid, the...Ch. 20.4 - Dicarboxylic acids have two dissociation...Ch. 20.4 - The pKa of p-cyclopropylbenzoic acid is 4.45. Is...Ch. 20.4 - Prob. 9PCh. 20.5 - Prob. 10P
Ch. 20.6 - Prob. 11PCh. 20.6 - How might you carry out the following...Ch. 20.7 - Prob. 13PCh. 20.7 - Prob. 14PCh. 20.8 - Cyclopentanecarboxylic acid and...Ch. 20.8 - Prob. 16PCh. 20.SE - Prob. 17VCCh. 20.SE - Prob. 18VCCh. 20.SE - The following carboxylic acid can’t be prepared...Ch. 20.SE - Electrostatic potential maps of anisole and...Ch. 20.SE - Predict the product(s) and provide the mechanism...Ch. 20.SE - Predict the product(s) and provide the mechanism...Ch. 20.SE - Prob. 23MPCh. 20.SE - Predict the product(s) and provide the complete...Ch. 20.SE - Acid-catalyzed hydrolysis of a nitrile to give a...Ch. 20.SE - Prob. 26MPCh. 20.SE - Naturally occurring compounds called cyanogenic...Ch. 20.SE - 2-Bromo-6, 6-dimethylcyclohexanone gives 2,...Ch. 20.SE - Naturally occurring compounds called terpenoids,...Ch. 20.SE - In the Ritter reaction, an alkene reacts with a...Ch. 20.SE - Give IUPAC names for the following compounds:Ch. 20.SE - Prob. 32APCh. 20.SE - Prob. 33APCh. 20.SE - Prob. 34APCh. 20.SE - Prob. 35APCh. 20.SE - Prob. 36APCh. 20.SE - Prob. 37APCh. 20.SE - Prob. 38APCh. 20.SE - Calculate the Ka's for the following acids: (a)...Ch. 20.SE - Thioglycolic acid, HSCH2CO2H, a substance used in...Ch. 20.SE - Prob. 41APCh. 20.SE - Prob. 42APCh. 20.SE - How could you convert butanoic acid into the...Ch. 20.SE - How could you convert each of the following...Ch. 20.SE - How could you convert butanenitrile into the...Ch. 20.SE - How would you prepare the following compounds from...Ch. 20.SE - Prob. 47APCh. 20.SE - Using 13CO2 as your only source of labeled carbon,...Ch. 20.SE - Prob. 49APCh. 20.SE - Which method-Grignard carboxylation or nitrile...Ch. 20.SE - Prob. 51APCh. 20.SE - Prob. 52APCh. 20.SE - Propose a structure for a compound C6H12O2 that...Ch. 20.SE - Prob. 54APCh. 20.SE - How would you use NMR (either 13C or 1H) to...Ch. 20.SE - Prob. 56APCh. 20.SE - A chemist in need of 2,2-dimethylpentanoic acid...Ch. 20.SE - Prob. 58APCh. 20.SE - Prob. 59APCh. 20.SE - Prob. 60APCh. 20.SE - Prob. 61APCh. 20.SE - Prob. 62APCh. 20.SE - Prob. 63APCh. 20.SE - The following pKa values have been measured....Ch. 20.SE - Identify the missing reagents a-f in the following...Ch. 20.SE - Propose a structure for a compound, C4H7N, that...Ch. 20.SE - Prob. 67APCh. 20.SE - The 1H and 13C NMR spectra below belong to a...Ch. 20.SE - Propose structures for carboxylic acids that show...Ch. 20.SE - Carboxylic acids having a second carbonyl group...
Knowledge Booster
Learn more about
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
- CH HCI C=C H.arrow_forwardThe amount of tartaric acid is responsible for the tartness of wine and controls the acidity of the wine. Tartaric acid also plays a very significant role in the overall taste, feel and color of a wine. Tartaric acid is a diprotic organic acid The chemical formula for tartaric acid is C4H6O6 and its structural formula is HO2CCH(OH)CH(OH)CO2H. A 50.00 mL sample of a white dinner wine required 21.48 mL of 0.03776 M NaOH to achieve a faint pink color. Express the acidity of the wine in terms of grams of tartaric acid, H2C4H4O6 (M. M. = 150.10) per 100 mL of wine. Assume that the two acidic hydrogens are titrated at the end point. MM H2C4H4O6 = 150.10 MM NaOH = 40.00 Below is the balanced chemical equation for this titration.arrow_forwardAn unknown acid is chosen from the list in the 1223 Lab Procedure. Determine the Identify the unknown diprotic acid. The procedure for identifying an unknown acid is exactly as described in the lab manual. Part 1: Standardization of NaOH. 1.4378 g of oxalic acid was dissolved in 250.0 mL of water and a 25.00 mL aliquote was titrated with NaOH. 24.73 mL of titrant was required. Determine the concentration of sodium hydroxide. Answer: Part 2: Titration of the unknown acid. 1.9875 g of the unknown acid was dissolved in 250.0 ml of water and 25.00 ml of this solution was titrated with the NaOH. 29.50 mL of titrant was required. Determine the Molar Mass of the unknown. on Answer:arrow_forward
- One step in glucose metabolism involves the conversion of dihydroxyacetone phosphate to glyceraldehyde 3-phosphate by way of an intermediate enediol. Each process involves both a protonation and a depronototation. Dar curved arrows to show the movement of electrons in each step, using HA as an acid for protonotation and B: as a base for deprotonation.arrow_forward(Q8) The Ka of formic acid is 1.8 x 10-4, the Ka of hydrofluoric acid is 6.4 x 10-4 and the K, of hypobromous acid is 2.8 x 10-9. Which of the following statements is true? O Hypobromous acid is a base The weakest conjugate base is fluoride O Hydrofluoric acid is a strong acid O The weakest conjugate base is hypobromite O The weakest conjugate base is formatearrow_forwardPhenylamine is an aromatic amine that is used in the manufacture of dyes. When absorbed through the skin itcauses the Fe+2 in hemoglobin to become oxidized into Fe+3, resulting in the formation of methemoglobin whichcannot bind to or transport oxygen. Phenylamine is soluble in water and acts as a weak base.C6H5NH2 (aq) + H2O (ℓ) ⇋ C6H5NH3+ (aq) + OH- (aq)a. When you measure the concentrations of the ionized substances you find them to be:[C6H5NH2] = 0.234 mol/L [C6H5NH3+] = 2.8 x 10-5 mol/L [OH-]= 2.8 x 10-5 mol/LIf the Kb is 4.27 x 10-10, is the reaction at equilibrium? If not, which direction does it need to move (rightor left) to reach equilibrium? Explain. b. At equilibrium the concentrations of the ionized substances are:[C6H5NH2] = 0.0537 mol/L [C6H5NH3+] = 4.79 x 10-6 mol/L [OH-]= 4.79 x 10-6 mol/LIf this reaction is taking place in a 2.0L container, and 1.5 moles of phenylamine were added to thereaction, what will the new concentrations of the three ionic species be when…arrow_forward
- Benozic acid (C6H5COOH) has a pKa of 4.20. What is the ratio of the acid to its conjugate acid at a pH of 2.20 and what is the formula of the conjugate acid?arrow_forwardASA (also known as AspirinTM) contains acetylsalicylic acid, C16H12O6. Acetylsalicylic acid is a weak acid, with a Ka of 3.3 x 10-11. If the concentration of a solution of ASA is 0.015 mol/L,arrow_forwardWhat is the pH of 0.093 ?0.093 � butanoic acid, C3H7COOH? The Ka of butanoic acid is 1.5 x 10-5.arrow_forward
- 3. For the following acid - base reaction, (a) predict the products; (b) identify the Bronsted acid, Bronsted base, conjugate acid, and conjugate base; (c) use curved arrows to show the flow of electron pairs in the reaction. CH3 CH2C-OH + NaNHaarrow_forward3.27 For each pair of structures below, identify the stronger acid, and explain your choice: H H N=H -N H H H (a) (c) H -" :0 H ΝΞΗ I H ΗΘΗ `N' H CONTA ΘΝ H (b) (d) H H H N H I Harrow_forwardLi2O+H2So4=Li2So4+H2O neutralization reaction?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY