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Organic Chemistry: Basic Principles and Techniques - Purification of Organic Compounds

Grade 11ICSEChemistry

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 I2I_2, CamphorCamphor, and NaphthaleneNaphthalene.

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 3050C30-50^\circ C. Example: Separating C6H5NH2C_6H_5NH_2 (Aniline, B.P.457KB.P. 457 K) and CHCl3CHCl_3 (Chloroform, B.P.334KB.P. 334 K).

Fractional Distillation: Employed when the boiling point difference between two liquids is small (less than 25K25 K). 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 GlycerolGlycerol.

Steam Distillation: Applied to separate substances which are steam volatile and immiscible with water. The total vapor pressure is P=Pw+PoP = P_w + P_o, where PwP_w is the vapor pressure of water and PoP_o 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 C2H5OC2H5C_2H_5OC_2H_5).

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

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

P=pH2O+porganicP = p_{H_2O} + p_{organic}

Wn=W(KVKV+v)nW_n = W \left( \frac{KV}{KV + v} \right)^n

💡Examples

Problem 1:

In a Thin Layer Chromatography (TLC) experiment, the distance travelled by the organic compound from the baseline is 4.5 cm4.5\text{ cm} and the distance travelled by the solvent front is 9.0 cm9.0\text{ cm}. Calculate the RfR_f value.

Solution:

Rf=4.5 cm9.0 cm=0.5R_f = \frac{4.5\text{ cm}}{9.0\text{ cm}} = 0.5

Explanation:

The Retention Factor (RfR_f) is a dimensionless ratio of the distance traveled by the solute to the distance traveled by the solvent. A value of 0.50.5 indicates the solute moved exactly half as far as the solvent.

Problem 2:

Suggest a method to separate a mixture of oo-nitrophenol and pp-nitrophenol.

Solution:

Steam Distillation.

Explanation:

oo-Nitrophenol is steam volatile due to intramolecular hydrogen bonding, whereas pp-nitrophenol is less volatile due to intermolecular hydrogen bonding. Steam distillation allows oo-nitrophenol to pass over with steam while pp-nitrophenol remains in the flask.

Problem 3:

A mixture contains NaClNaCl and C10H8C_{10}H_8 (Naphthalene). Which method is best for separation?

Solution:

Sublimation.

Explanation:

C10H8C_{10}H_8 is a sublimable solid that changes directly into vapor upon heating, whereas NaClNaCl is an ionic solid with a very high melting point and does not sublime. The vapors of C10H8C_{10}H_8 can be collected and cooled to recover the pure solid.

Purification of Organic Compounds Revision - Class 11 Chemistry ICSE