Chapter16: Applications Of Neutralization Titrations
Section: Chapter Questions
Problem 16.3QAP
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Question
Kindly predict the solubility of the given structure below (first photo). Example/Guide is on the second photo. Please illustrate and solve.
Transcribed Image Text:N.
ÓH
Kindly predict the solubility of the given
structure.
IZ
N.
Transcribed Image Text:Fragment
pi Value
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) 0=C-o
-0.7
(amide) 0=C-N
-0.7
O(hydroxyl, phenol, ether)
-1.0
N (amine-aliphatic/cyclic/aromatic)
-1.0
O,N (aliphatic)
-0.85
O,N (aromatic)
-0.28
Benzene 2
TOTAL: 3.95
WATER INSOLUBLE
C-aliphatic=0.5
N cyclic= -1
O=CN = -0.7
N
Benzene 2
IMHBO 65
C-aliphatic=0.5
Total: 5.28
Carbon
aliphatic=
0,5
WATER INSOLUBLE
H,CO
Carbon
aliphatic=
0.5
Cyclic
alkene=0.33
H,CO
Carbon
alphatic=
OCH3
OCN=-0.7
(H.
cyclic= 0.5
N°
H
Carbon
OCH liphatic=
Carbon
FOCH,
0.5
H,C
Benzene=2
Carbon
aliphatice
IMHB= 0,65
0.5
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