![Chemistry](https://www.bartleby.com/isbn_cover_images/9781305957404/9781305957404_smallCoverImage.gif)
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
22.64
![22.64 Which compound in each of the sets shown in Fig. P22.64
(b) As the above data show, the AG° for hydrolysis of A
of bromine, bromoacetone is isolatec
CH3
The rate of appearance of bromoacer
the following rate law:
rate = k[acetoacetic aci-
AG° (hydrolysis) =
-67.3 kJ mol-1
AG° (hydrolysis) =
-30.9 kJ mol-1
(The reaction rate is zero order in brc
mechanism for the reaction that is co
is much more negative than the AG° for hydrolysis of
phenyl acetate (B). Explain why the equilibrium for the
hydrolysis of A is much more favorable than the equi-
librium for the hydrolysis of B.
law.
22.69 Account for the fact that treatment of
1,3-propanedione with I, and NaOH g
tate of iodoform even though it is not
Besides iodoform, the other product o
acidification, is two equivalents of ber
is most acidic? Explain.
2.65 Arrange the following compounds in order of increasing
acidity and explain.
(1) isobutyramide
CH
(2) octanoic acid
1,3-diphenyl-1,3-propanedi
(3) toluene
(4) ethyl acetate
(5) phenylacetylene
(6) phenol
(a)
CH,CCH,CCH3,
CH,CCH,CCH,Ph
CH3CCHCCH3,
or
Ph
(b)
C-CH3
CH,CH,CH,
C-CH3
or
H2C=CHCH;
Figure P22.64
H;C-C-CH;-Br + HBr + CO,
Н,С—С—СH, —С—ОН + Brz
bromoacetone
acetoacetic acid
Figure P22.68](https://content.bartleby.com/qna-images/question/f5213b10-981c-45ef-a59b-e3a37f0b78e0/95f3dfbd-2d33-4411-9ad8-fdb9dca2a432/3p4h3tv_thumbnail.jpeg)
Transcribed Image Text:22.64 Which compound in each of the sets shown in Fig. P22.64
(b) As the above data show, the AG° for hydrolysis of A
of bromine, bromoacetone is isolatec
CH3
The rate of appearance of bromoacer
the following rate law:
rate = k[acetoacetic aci-
AG° (hydrolysis) =
-67.3 kJ mol-1
AG° (hydrolysis) =
-30.9 kJ mol-1
(The reaction rate is zero order in brc
mechanism for the reaction that is co
is much more negative than the AG° for hydrolysis of
phenyl acetate (B). Explain why the equilibrium for the
hydrolysis of A is much more favorable than the equi-
librium for the hydrolysis of B.
law.
22.69 Account for the fact that treatment of
1,3-propanedione with I, and NaOH g
tate of iodoform even though it is not
Besides iodoform, the other product o
acidification, is two equivalents of ber
is most acidic? Explain.
2.65 Arrange the following compounds in order of increasing
acidity and explain.
(1) isobutyramide
CH
(2) octanoic acid
1,3-diphenyl-1,3-propanedi
(3) toluene
(4) ethyl acetate
(5) phenylacetylene
(6) phenol
(a)
CH,CCH,CCH3,
CH,CCH,CCH,Ph
CH3CCHCCH3,
or
Ph
(b)
C-CH3
CH,CH,CH,
C-CH3
or
H2C=CHCH;
Figure P22.64
H;C-C-CH;-Br + HBr + CO,
Н,С—С—СH, —С—ОН + Brz
bromoacetone
acetoacetic acid
Figure P22.68
Expert Solution
![Check Mark](/static/check-mark.png)
This question has been solved!
Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.
Step by stepSolved in 3 steps with 3 images
![Blurred answer](/static/blurred-answer.jpg)
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
- Part one what is the oxidation number of sulfur in Ca2S4O6? A.) +6 B.) +8 C.) +2 D.) -6 E.) +4 Part two what is the density (g/L) of 1 mole of argon gas at 50.5 degree C and 764 mmHg? (760 mmHg= 1 atm) A.) 4.00 g/L B.) 39.7 g/L C.) 1.51 g/L D.) 7361 g/L E.) 39.9 g/Larrow_forwardExample 23.1: The concentration Co of biodegradable organic matter in a water sample is 37 mg/L and an be represented by the empirical molecular formula C6H11ON2. Estimate the oxygen equivalent concentration Lo of this organic matter.arrow_forward36. A solution of chromium (III) sulfate is mixed with sodium hydroxide solution. What is the net ionic reaction for the process? Cr2(SO4)3 (aq) + 6NaOH (aq) 2Cr(OH)3 (s) + 3Na2SO4(aq) A. Cr6+ (aq) + 6OH(aq) Cr₂(OH)6(s) B. 6Nat(aq) + 3SO42 (aq) 3Na2SO4(s) C. Cr³+ (aq) + 3OH-(aq) Cr(OH)3(s) D. H(aq) + OH(aq) H₂O(1) E. H₂(g) + O2(g) H₂O(l)arrow_forward
arrow_back_ios
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
![Text book image](https://www.bartleby.com/isbn_cover_images/9781305957404/9781305957404_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
![Text book image](https://www.bartleby.com/isbn_cover_images/9781259911156/9781259911156_smallCoverImage.gif)
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
![Text book image](https://www.bartleby.com/isbn_cover_images/9781305577213/9781305577213_smallCoverImage.gif)
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
![Text book image](https://www.bartleby.com/isbn_cover_images/9780078021558/9780078021558_smallCoverImage.gif)
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
![Text book image](https://www.bartleby.com/isbn_cover_images/9781305079373/9781305079373_smallCoverImage.gif)
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
![Text book image](https://www.bartleby.com/isbn_cover_images/9781118431221/9781118431221_smallCoverImage.gif)
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY