5) 4-Quinolone, compound A, is the core structure for many broad-spectrum antibacterial drugs. Compound A tautomerizes to make 4-hydroxyquinoline, compound B. OH Compound A Compound B Below is the annotated 'H NMR spectra of compound A. HD HE Hc HF 'N' CH3 HG HA (HB) Compound A HE+ HG Д Hc HDHF HA 10 8 6 PPM HB The 'H NMR below contains both compounds A and B, which are tautomers of each other. Use the integration values provided on the 'H NMR to calculate the equilibrium constant for the keto-enol tautomerization (Ka) and write the constant in box provided below. (2 pts) 1.7 1.7 0.33 0.66 0.33 10 10 1.7 0.33 Ka = 3.4 0.33 1.7 8 6 PPM 1.0 5.1 2 0
5) 4-Quinolone, compound A, is the core structure for many broad-spectrum antibacterial drugs. Compound A tautomerizes to make 4-hydroxyquinoline, compound B. OH Compound A Compound B Below is the annotated 'H NMR spectra of compound A. HD HE Hc HF 'N' CH3 HG HA (HB) Compound A HE+ HG Д Hc HDHF HA 10 8 6 PPM HB The 'H NMR below contains both compounds A and B, which are tautomers of each other. Use the integration values provided on the 'H NMR to calculate the equilibrium constant for the keto-enol tautomerization (Ka) and write the constant in box provided below. (2 pts) 1.7 1.7 0.33 0.66 0.33 10 10 1.7 0.33 Ka = 3.4 0.33 1.7 8 6 PPM 1.0 5.1 2 0
Chapter10: Reconstitution Of Powdered Drugs
Section: Chapter Questions
Problem 7.6P
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5) 4-Quinolone, compound A, is the core structure for many broad-spectrum antibacterial drugs.
Compound A tautomerizes to make 4-hydroxyquinoline, compound B.

Transcribed Image Text:5) 4-Quinolone, compound A, is the core structure for many broad-spectrum antibacterial drugs.
Compound A tautomerizes to make 4-hydroxyquinoline, compound B.
OH
Compound A
Compound B
Below is the annotated 'H NMR spectra of compound A.
HD
HE
Hc
HF
'N'
CH3
HG HA
(HB)
Compound A
HE+ HG
Д
Hc
HDHF
HA
10
8
6
PPM
HB
The 'H NMR below contains both compounds A and B, which are tautomers of each other. Use the
integration values provided on the 'H NMR to calculate the equilibrium constant for the keto-enol
tautomerization (Ka) and write the constant in box provided below. (2 pts)
1.7
1.7
0.33 0.66
0.33
10
10
1.7
0.33
Ka =
3.4
0.33
1.7
8
6
PPM
1.0
5.1
2
0
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