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Organic Chemistry – Some Basic Principles and Techniques - Methods of Purification of Organic Compounds

Grade 11CBSEChemistry

Review the key concepts, formulae, and examples before starting your quiz.

🔑Concepts

Sublimation: This method is used to separate sublimable compounds from non-sublimable impurities. It involves the direct transition of a solid to a vapor state on heating. Common examples include CamphorCamphor, NaphthaleneNaphthalene, and AnthraceneAnthracene.

Crystallization: This is based on the difference in the solubilities of the organic compound and its impurities in a suitable solvent. The impure compound is dissolved in a solvent in which it is sparingly soluble at room temperature but appreciably soluble at higher temperatures.

Simple Distillation: Used to separate liquids which have sufficiently different boiling points (difference > 30K30K to 50K50K) and which do not decompose on boiling. For example, a mixture of ChloroformChloroform (b.p. 334K334 K) and AnilineAniline (b.p. 457K457 K).

Fractional Distillation: If the boiling points of two liquids are close to each other, a fractionating column is used. Vapors of the liquid with the lower boiling point pass through the column first. Examples include separation of different fractions of CrudeOilCrude Oil.

Distillation under Reduced Pressure (Vacuum Distillation): This method is used for liquids that have high boiling points or those which decompose at or below their boiling points. By reducing the external pressure, the liquid boils at a lower temperature. For example, GlycerolGlycerol is purified this way.

Steam Distillation: Used to separate substances which are steam volatile and immiscible with water. The liquid boils when the sum of vapor pressures of water (p1p_1) and the organic liquid (p2p_2) equals atmospheric pressure (PP). Example: AnilineAniline is separated from an AnilineWaterAniline-Water mixture.

Differential Extraction: When an organic compound is present in an aqueous medium, it is separated by shaking it with an organic solvent in which it is more soluble than in water. The organic solvent should be immiscible with water.

Chromatography: A technique used to separate components of a mixture based on their differential movement through a stationary phase under the influence of a mobile phase. Types include Adsorption Chromatography (TLCTLC, Column Chromatography) and Partition Chromatography (Paper Chromatography).

📐Formulae

Rf=Distance moved by the substance from baseline (x)Distance moved by the solvent front from baseline (y)R_f = \frac{\text{Distance moved by the substance from baseline }(x)}{\text{Distance moved by the solvent front from baseline }(y)}

P=p1+p2P = p_1 + p_2

W1=W(KV1KV1+V2)nW_1 = W \left( \frac{K V_1}{K V_1 + V_2} \right)^n

💡Examples

Problem 1:

Suggest a method to separate a mixture of oNitrophenolo-Nitrophenol and pNitrophenolp-Nitrophenol.

Solution:

Steam Distillation.

Explanation:

oNitrophenolo-Nitrophenol is steam volatile due to the presence of intramolecular hydrogen bonding, whereas pNitrophenolp-Nitrophenol is less volatile because of intermolecular hydrogen bonding which associates the molecules.

Problem 2:

In a TLC experiment, the distance moved by the solvent front is 10cm10 cm and the distance moved by the compound is 6.5cm6.5 cm. Calculate the RfR_f value.

Solution:

Rf=0.65R_f = 0.65

Explanation:

Using the formula Rf=Distance moved by substanceDistance moved by solvent frontR_f = \frac{\text{Distance moved by substance}}{\text{Distance moved by solvent front}}, we get Rf=6.5cm10cm=0.65R_f = \frac{6.5 cm}{10 cm} = 0.65. The RfR_f value is always a dimensionless quantity less than or equal to 11.

Problem 3:

Which method is best suited for the purification of GlycerolGlycerol?

Solution:

Distillation under reduced pressure.

Explanation:

GlycerolGlycerol has a very high boiling point (563K563 K) and it tends to decompose at this temperature. By reducing the pressure, it can be distilled at a lower temperature without decomposition.

Methods of Purification of Organic Compounds Revision - Class 11 Chemistry CBSE