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Q1.25(ii):
Amongst the following compounds, identify which are insoluble, partially soluble and highly soluble in water? (ii) toluene

Solution :

Step 1: Chemical Structure and Composition Analysis

Toluene, represented by the chemical formula $C_6H_5CH_3$, consists of a hydrophobic phenyl ring ($C_6H_5-$) attached to a methyl group ($-CH_3$). [Per the principles of molecular structure, this constitutes a non-polar hydrocarbon derivative.]

Step 2: Evaluating Solubility in Water ($H_2O$)

The solubility of a substance in water is governed by the principle of "like dissolves like." Water is a highly polar solvent characterized by an extensive intermolecular hydrogen-bonding network. To dissolve a substance, the solute must be able to:

  • Form hydrogen bonds with water molecules, or
  • Possess a significant dipole moment that overcomes the energy required to disrupt the hydrogen bonds between $H_2O$ molecules.

Step 3: Analyzing Intermolecular Forces

Toluene possesses only weak London dispersion forces and very weak dipole-dipole interactions due to the minor electron-donating effect of the methyl group. It is essentially non-polar. When toluene is introduced to water, the energy released upon the formation of weak solute-solvent interactions is significantly less than the energy required to break the strong hydrogen bonds between water molecules. [Per the Thermodynamic Criterion for Solubility: $\Delta G_{sol} = \Delta H_{sol} - T\Delta S_{sol}$, where the positive enthalpy change ($\Delta H > 0$) is not compensated by sufficient entropy change to make the dissolution process spontaneous.]

Step 4: Visualizing the Interaction (Molecular Exclusion)

Polar H2O Matrix Toluene Solubility Barrier

Conclusion

Because toluene lacks polar functional groups (like $-OH$ or $-NH_2$) that can participate in hydrogen bonding with water, it remains immiscible. Hydrocarbon chains of this type are classified as hydrophobic.

Final Solution: Toluene is insoluble in water.


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