Chapter 19 Carboxylic Acids and the Acidity of the O–H Bondfuocovtibins bCIHO,HOCI2-chlorobuta3-chlorobutanoic acidpk = 4.1pka =4-chlorobutanoic acidpKa = 4.5mibssIncreasing acidityIncreasing proximity of CI to COOHMatch each of the following pK, values (3.2, 4.9, and 0.2) to the appropriate carbo(a) CH3CH,COOH; (b) CF3COOH; (c) ICH2COOH.resonance structuresProblem 19.16InoProblem 19.17Rank the compounds in each group in order of increasing acidity.Sde OHO.a.HSHO,aseCHO.has two equivalent00 ai suod (8=vitegonools orh toAshelog so odi osd HOb. IOH brHO,HO,rge. The two rege on an Ot19.11Substituted Benzoic Acidsonebios or epnove.Recall from Chapter 18 that substituents on a benzene ring either donatdensity, depending on the balance of their inductive and resonance effealso determine the acidity of substituted benzoic acids. There are two rulthe foloRule [1] Electron-donor groups destabilize a conjugate base, making an acid lessAn electron-donor group destabilizes a conjugate base by donatingnegatively charged carboxylate anion. A benzoic acid substituted by anamot a higher pK, than benzoic acid (pK = 4.2).blos erD = Electron-donor group

Note : Since, student is not mention which question I have to solve, so I am solving first one…

Answered: 8: Problem 19.16 Match each of the…

8: Problem 19.16 Match each of the following pK, values (3.2, 4.9, and 0.2) to the appropriate carbo Ino ad (a) CH;CH,COOH; (b) CF;COOH; (c) ICH,COOH. .esonance atructures ar of increasing acidity.

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Question

Chapter 19 Carboxylic Acids and the Acidity of the O–H Bond
fuoco
vtibins b
CI
HO,
HO
CI
2-chlorobuta
3-chlorobutanoic acid
pk = 4.1
pka =
4-chlorobutanoic acid
pKa = 4.5
mibss
Increasing acidity
Increasing proximity of CI to COOH
Match each of the following pK, values (3.2, 4.9, and 0.2) to the appropriate carbo
(a) CH3CH,COOH; (b) CF3COOH; (c) ICH2COOH.resonance structures
Problem 19.16
Ino
Problem 19.17
Rank the compounds in each group in order of increasing acidity.
Sde O
HO.
a.
HS
HO,
ase
CHO.
has two equivalent
00 ai suod (8=
vitegonools orh to
Ashelog so odi osd HO
b. I
OH br
HO,
HO,
rge. The two re
ge on an Ot
19.11
Substituted Benzoic Acids
one
bios or epnove.Recall from Chapter 18 that substituents on a benzene ring either donat
density, depending on the balance of their inductive and resonance effe
also determine the acidity of substituted benzoic acids. There are two rul
the folo
Rule [1] Electron-donor groups destabilize a conjugate base, making an acid less
An electron-donor group destabilizes a conjugate base by donating
negatively charged carboxylate anion. A benzoic acid substituted by an
amot a higher pK, than benzoic acid (pK = 4.2).
blos er
D = Electron-donor group

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