
Interpretation:
The given compounds should be arranged in order of increasing solubility in pentane.
Concept introduction:
Polarity of any substance is measuring as dipole moment and solubility of any substance depends on the type of bonds present in it like polar and non-polar. According to the rule, like dissolve like, polar solute dissolve in polar solvent and non-polar solute dissolve in non-polar solvents.

Answer to Problem 13.1P
Solution:The order of increasing solubility in pentane is as follows:
Explanation of Solution
Polar organic compounds with less than six carbon atoms, low molecular weight, are soluble in both organic solvents and water.
Polar organic compounds with more than six carbon atoms, higher molecular weight, are soluble in organic solvents but insoluble in water.
There are following factors on which the solubility of solute in solvent depends:
Solute | Solvent | |
Polar | Non-polar | |
Ionic | Soluble | Insoluble |
Polar | Soluble | Insoluble |
Non-Polar | Insoluble | Soluble |
Polar molecules: A polar molecule is known as dipole means with two poles positive and negative. The attraction force between positive pole of one molecule with negative pole of another molecule is called dipole force.
Non-polar: A non-polar molecule is a type of molecules where the electrons are distributed more proportionally and there is no charge at the opposite sides. The charges all cancel out each other. For examples hydrocarbon like benzene, toluene etc.
Toluene: Toluene, it is non-polar compound thus it is maximum soluble in non-polar solvent; pentane.
pentanediol: Due to the presence of hydroxyl group, it is slightly polar thus it is less soluble in non-polar solvent; pentane.
Therefore, the order of increasing solubility in pentane is as follows:
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