Organic Chemistry: Basic Principles and Techniques - Purification of Organic Compounds
Review the key concepts, formulae, and examples before starting your quiz.
🔑Concepts
Sublimation: A process used to separate substances that transform directly from solid to vapor state upon heating. Examples include , , and .
Crystallization: Based on the difference in the solubilities of the organic compound and its impurities in a suitable solvent. The impure compound is dissolved in the minimum amount of hot solvent to form a saturated solution.
Simple Distillation: Used for liquids that are stable at their boiling points and contain non-volatile impurities or have a boiling point difference of more than . Example: Separating (Aniline, ) and (Chloroform, ).
Fractional Distillation: Employed when the boiling point difference between two liquids is small (less than ). A fractionating column is used to provide multiple cooling and heating surfaces.
Distillation under Reduced Pressure (Vacuum Distillation): Used for liquids that decompose at or below their normal boiling points. By reducing the external pressure, the liquid boils at a lower temperature. Example: Purification of .
Steam Distillation: Applied to separate substances which are steam volatile and immiscible with water. The total vapor pressure is , where is the vapor pressure of water and is the vapor pressure of the organic liquid.
Differential Extraction: Based on the Nernst Distribution Law, where a solute distributes itself between two immiscible solvents (typically water and an organic solvent like ).
Chromatography: A technique based on the differential rate of movement of components of a mixture through a stationary phase under the influence of a mobile phase. It includes Adsorption Chromatography (Column and TLC) and Partition Chromatography (Paper).
📐Formulae
💡Examples
Problem 1:
In a Thin Layer Chromatography (TLC) experiment, the distance travelled by the organic compound from the baseline is and the distance travelled by the solvent front is . Calculate the value.
Solution:
Explanation:
The Retention Factor () is a dimensionless ratio of the distance traveled by the solute to the distance traveled by the solvent. A value of indicates the solute moved exactly half as far as the solvent.
Problem 2:
Suggest a method to separate a mixture of -nitrophenol and -nitrophenol.
Solution:
Steam Distillation.
Explanation:
-Nitrophenol is steam volatile due to intramolecular hydrogen bonding, whereas -nitrophenol is less volatile due to intermolecular hydrogen bonding. Steam distillation allows -nitrophenol to pass over with steam while -nitrophenol remains in the flask.
Problem 3:
A mixture contains and (Naphthalene). Which method is best for separation?
Solution:
Sublimation.
Explanation:
is a sublimable solid that changes directly into vapor upon heating, whereas is an ionic solid with a very high melting point and does not sublime. The vapors of can be collected and cooled to recover the pure solid.