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

Solution :

Step 1: Molecular Analysis of Chloroform ($CHCl_3$)

To determine the solubility of chloroform in water, we must analyze the molecular structure and the nature of intermolecular forces present in both the solute and the solvent. Chloroform ($CHCl_3$) is a polar molecule due to the electronegativity difference between carbon ($C$), hydrogen ($H$), and chlorine ($Cl$) atoms. However, it is an organic compound with a significant non-polar character owing to the three chlorine atoms.

Step 2: Evaluation of Intermolecular Interactions

Water ($H_2O$) is a highly polar solvent that exhibits strong hydrogen bonding. For a substance to be highly soluble in water, it must be able to form strong hydrogen bonds with water molecules or be ionic in nature [Per the Principle of "Like Dissolves Like"].

  • Solute-Solute Interactions: Chloroform molecules are held together by dipole-dipole interactions.
  • Solvent-Solvent Interactions: Water molecules are held together by extensive hydrogen bonding networks.
  • Solute-Solvent Interactions: Chloroform cannot donate or accept hydrogen atoms for hydrogen bonding with water. The dipole-dipole attraction between $CHCl_3$ and $H_2O$ is significantly weaker than the cohesive hydrogen-bonding forces holding the water molecules together.

Step 3: Solubility Determination

Due to the disparity between the strong water-water hydrogen bonds and the relatively weak dipole-dipole interactions between chloroform and water, the energy required to break the water-water hydrogen bonds is not compensated by the hydration energy of the chloroform molecules. Consequently, chloroform exhibits very low solubility in water.

Molecular Model: Chloroform ($CHCl_3$) C H Cl Cl Cl Polar C-Cl bonds, but overall non-polar hydrophobic character precludes hydrogen bonding.

Step 4: Classification

Based on the thermodynamic analysis of the dissolution process, we classify the solubility as follows:

Compound Solubility Status Justification
Chloroform ($CHCl_3$) Insoluble / Sparingly Soluble Lack of hydrogen bonding potential with water; dominance of hydrophobic interactions.

Final Solution: Chloroform is considered insoluble (or very sparingly soluble) in water because it cannot participate in hydrogen bonding, which is essential for significant solubility in a highly polar solvent like water.


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