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22.64 Which compound in each of the sets shown in Fig. P22.64 is most acidic? Explain. Besides iodoform, the c acidification, is two equ 2 65 Arrange the following compounds in order of increasing acidity and explain. (1) isobutyramide (2) octanoic acid 1,3-diphenyl- (3) toluene (4) ethyl acetate (5) phenylacetylene (6) phenol (a) CH,CCH,CCH3, CH,CCHCCH3, CH,CCH,CCH,Ph or Ph (b) or CH;CH,CH,-C-CH3 H,C=CHCH,-C-CH3 Figure P22.64

22.64 Which compound in each of the sets shown in Fig. P22.64 is most acidic? Explain. Besides iodoform, the c acidification, is two equ 2 65 Arrange the following compounds in order of increasing acidity and explain. (1) isobutyramide (2) octanoic acid 1,3-diphenyl- (3) toluene (4) ethyl acetate (5) phenylacetylene (6) phenol (a) CH,CCH,CCH3, CH,CCHCCH3, CH,CCH,CCH,Ph or Ph (b) or CH;CH,CH,-C-CH3 H,C=CHCH,-C-CH3 Figure P22.64

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