Suggest possible crystallization solvents for the following compounds. Use IMF to predict the type of solvent each compound should be soluble in. Then, find the melting point and solubility of compounds in the handbook, and choose s recrystallization solvent

Introduction to General, Organic and Biochemistry
11th Edition
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Chapter16: Amines
Section: Chapter Questions
Problem 16.34P
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Suggest possible crystallization solvents for the following compounds. Use IMF to predict the type of solvent each compound should be soluble in. Then, find the melting point and solubility of compounds in the handbook, and choose s recrystallization solvent
naphthale ne
0
4-phenylcyclohexanone
18.
2-inda nol
H₂CO₂C
phenylacetic acid
H
CO₂H
*$HOOO
dimethylfumarate
Transcribed Image Text:naphthale ne 0 4-phenylcyclohexanone 18. 2-inda nol H₂CO₂C phenylacetic acid H CO₂H *$HOOO dimethylfumarate
Solvent
6
Petroleum ether
Pentane
Hexane
Heptane
Ligroin
Heptane
Octane
Nonane
Cyclohexane
1,4-Dioxane
Tolnene
Diethyl ether
Chloroform
Ethyl acetate
Tetrahydrofuran
Dichloromethane
Acetone
Ethanol (95%)
Methanol
Water
CH3CH₂CH₂CH₂CH₂
pentane
CHỊCH,-O-CH;CH
diethyl ether
CH₂ CH₂
acetone
F7
Y
Table 1. Common solvents,
Dielectric Boiling Point Freezing Point
Constant (8)
°C (760 Torr)
&
7
1.9
1.84
1.89
FB
1.9
1.9
E
1.9
1.9
1.965
2.21
2.38
4.34
4.81
6.02
7.60
9.08
8
20.7
24,6
32.6
78.5
CH₂-C
********** **38
30-80
*
8
80-120
Ở–CH,CH,
ethyl acetate
CH₂CH₂-OH
ethanol
366
JOUL
H|J
"C
885 55 85 233 553-
-130
F10
(
9
95
-91
91
-57
-SI
6.6
118
95
CH₂CH₂CH₂CH₂CH₂CH₂CH₂CH₂
octane
-116
-63-5
-84
-109
295
-95
-11
94
10
Density
g/mL.
0.63
0.66
F11
T-PAD
0.68
18 19
)
0.68
0
-0.70
0.72
0.78
1.03
0.87
ALIENWARE
0.71
1.48
0.90
0.89
1.33
0.79
0,79
0.79
8-8-8
1.00
CH₂-OH
methanol
Water
Soluble
22222222 222 2222 9098
No
No
No
No
No
No
Yes
No
Slightly
Yes
Yes
Yes
na
Página <
F12
ALIENT
Flammable
K L :
||
Yes
Yes
Yes
الشالشال
Yes
Yes
Yes
Yes
Yes
Ves
cyclohexane 1,4-dioxane toluene
Yes
Yes
CH₂Cl₂
CHCI
tetrahydrocuran dichloromethane chloroform
Yes
No
Yes
Yes
No
Yes
Yes
Yes
No
H₂O
water
9
HOME
{
CH₂
+
=
3
Transcribed Image Text:Solvent 6 Petroleum ether Pentane Hexane Heptane Ligroin Heptane Octane Nonane Cyclohexane 1,4-Dioxane Tolnene Diethyl ether Chloroform Ethyl acetate Tetrahydrofuran Dichloromethane Acetone Ethanol (95%) Methanol Water CH3CH₂CH₂CH₂CH₂ pentane CHỊCH,-O-CH;CH diethyl ether CH₂ CH₂ acetone F7 Y Table 1. Common solvents, Dielectric Boiling Point Freezing Point Constant (8) °C (760 Torr) & 7 1.9 1.84 1.89 FB 1.9 1.9 E 1.9 1.9 1.965 2.21 2.38 4.34 4.81 6.02 7.60 9.08 8 20.7 24,6 32.6 78.5 CH₂-C ********** **38 30-80 * 8 80-120 Ở–CH,CH, ethyl acetate CH₂CH₂-OH ethanol 366 JOUL H|J "C 885 55 85 233 553- -130 F10 ( 9 95 -91 91 -57 -SI 6.6 118 95 CH₂CH₂CH₂CH₂CH₂CH₂CH₂CH₂ octane -116 -63-5 -84 -109 295 -95 -11 94 10 Density g/mL. 0.63 0.66 F11 T-PAD 0.68 18 19 ) 0.68 0 -0.70 0.72 0.78 1.03 0.87 ALIENWARE 0.71 1.48 0.90 0.89 1.33 0.79 0,79 0.79 8-8-8 1.00 CH₂-OH methanol Water Soluble 22222222 222 2222 9098 No No No No No No Yes No Slightly Yes Yes Yes na Página < F12 ALIENT Flammable K L : || Yes Yes Yes الشالشال Yes Yes Yes Yes Yes Ves cyclohexane 1,4-dioxane toluene Yes Yes CH₂Cl₂ CHCI tetrahydrocuran dichloromethane chloroform Yes No Yes Yes No Yes Yes Yes No H₂O water 9 HOME { CH₂ + = 3
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