Identify the functional groups and predict the solubility of Ciprofloxacin and amoxicillin. Provide drawing and explanation. Table on solubility is given and examples Thank you!

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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
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Identify the functional groups and predict the solubility of Ciprofloxacin and amoxicillin. Provide drawing and explanation. Table on solubility is given and examples Thank you!
Ciprofloxacin
F.
`OH
HN,
Amoxicillin
NH2 H
„CH3
CH3
НО
CO,H
Identify the functional groups present in each
drug and predict the drug solubility based on the
given table. (See attached examples)
Transcribed Image Text:Ciprofloxacin F. `OH HN, Amoxicillin NH2 H „CH3 CH3 НО CO,H Identify the functional groups present in each drug and predict the drug solubility based on the given table. (See attached examples)
pi Value
Fragment
C (aliphatic/cyclic)
+0.5
C (alkene-aliphatic/cyclic)
+0.33
(phenyl/benzene ring) C,H;-
+2.0
>/= to +0.5
Halogens (CI, F, Br)
+0.5
water insoluble
O,NO
+0.2
Intramolecular hydrogen bonding (IMHB)
+0.65
< +0.5
+0.5
water soluble
(carboxylic acid) O=C-O
-0.7
(amide) O=C-N
-0.7
O(hydroxyl, phenol, ether)
-1.0
N (amine-aliphatic/cyclic/aromatic)
-1.0
O,N (aliphatic)
-0.85
0,N (aromatic)
-0.28
Benzene 2
TOTAL: 3.95
WATER INSOLUBLE
C-aliphatic=0.5
N cyclic= -1
N
O=CN = -0.7
Benzene 2
HMHB= 0,65
C-aliphatic=0.5
Total: 5.28
Carbon
aliphatice
05
WATER INSOLUBLE
H,CO
Carbon
aliphatic=
0.5
Cyclic
alkene=0.33
H,CO
Carbon
alphatic=
OCH 05
OCN=-0.7
Carbon
OCH3 aliphatic=
6.5
Carbon
cyclic= 0.5
H.C
Benzene=2
Carbon
aliphatice
IMHB= 0.65
0.5
I ZI
Transcribed Image Text:pi Value Fragment C (aliphatic/cyclic) +0.5 C (alkene-aliphatic/cyclic) +0.33 (phenyl/benzene ring) C,H;- +2.0 >/= to +0.5 Halogens (CI, F, Br) +0.5 water insoluble O,NO +0.2 Intramolecular hydrogen bonding (IMHB) +0.65 < +0.5 +0.5 water soluble (carboxylic acid) O=C-O -0.7 (amide) O=C-N -0.7 O(hydroxyl, phenol, ether) -1.0 N (amine-aliphatic/cyclic/aromatic) -1.0 O,N (aliphatic) -0.85 0,N (aromatic) -0.28 Benzene 2 TOTAL: 3.95 WATER INSOLUBLE C-aliphatic=0.5 N cyclic= -1 N O=CN = -0.7 Benzene 2 HMHB= 0,65 C-aliphatic=0.5 Total: 5.28 Carbon aliphatice 05 WATER INSOLUBLE H,CO Carbon aliphatic= 0.5 Cyclic alkene=0.33 H,CO Carbon alphatic= OCH 05 OCN=-0.7 Carbon OCH3 aliphatic= 6.5 Carbon cyclic= 0.5 H.C Benzene=2 Carbon aliphatice IMHB= 0.65 0.5 I ZI
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