Chapter 22

Purification, Classification and Nomenclature of Organic Compounds

Methods, Analysis, and Naming in Organic Chemistry

Fundamental Chapter in Organic Chemistry

Introduction to Organic Chemistry

Organic Chemistry is the chemistry of hydrocarbons and their derivatives where carbon is covalently bonded. Originally thought to be from living organisms under vital force, but disproved by syntheses like urea by Wohler and acetic acid by Kolbe.

Key Historical Syntheses:
NH₄CNO → NH₂CONH₂ (Urea)
CH₃CHO → CH₃COOH (Acetic Acid)

Berthelot prepared methane, cellulose is most abundant. Kekule proposed tetravalency, Van't Hoff tetrahedron model.

Purification of Organic Compounds

Purification depends on nature (solid/liquid) and impurities. Common methods include crystallization, distillation, sublimation, chromatography.

Crystallization
Simple: Based on solubility difference
Fractional: Repeated for mixtures
Examples:
Sugar from salt in ethanol
Benzoic acid from naphthalene in water
Sublimation
For volatile solids like camphor, naphthalene
Solid to vapor without liquid
Distillation
Simple: For non-volatile impurities
Fractional: Close boiling points
Reduced Pressure: Decomposing liquids
Steam: Insoluble, volatile in steam
Azeotropic: Constant boiling mixtures
Chromatography
Adsorption, partition based
Types: Column, TLC, HPLC, GLC
Rf = Distance solute / Distance solvent
Other Methods
Differential Extraction: With immiscible solvents
Chemical: Based on properties like acidity

Drying and Purity Criteria

  • Solids: Press, oven, desiccator
  • Liquids: Anhydrous agents like CaCl₂
  • Purity: Sharp m.p./b.p., mixed m.p. test

Qualitative Analysis (Detection of Elements)

Carbon and hydrogen via copper oxide test. Other elements via Lassaigne's test (sodium fusion).

Element Test Observation
Nitrogen FeSO₄ + NaOH + HCl + FeCl₃ Prussian blue
Sulphur Sodium nitroprusside Purple
Halogens AgNO₃ White (Cl), pale yellow (Br), yellow (I)
N + S FeCl₃ Blood red

Other Tests

Nitrogen: Soda Lime
Evolves NH₃
Sulphur: Oxidation
White ppt with BaCl₂
Halogens: Beilstein
Green flame
Phosphorus
Yellow ppt with ammonium molybdate
Oxygen
Inferred from functional groups

Quantitative Analysis (Estimation of Elements)

Percentage composition determination for C, H, N, halogens, S, P, O.

Carbon and Hydrogen

Liebig's combustion method
%C = (12/44) × (CO₂ mass / compound mass) × 100
%H = (2/18) × (H₂O mass / compound mass) × 100

Nitrogen

Dumas: %N = (28/22400) × (N₂ vol / compound mass) × 100
Kjeldahl: %N = 1.4 × N × V / mass

Other Elements

Element Method Formula
Halogens Carius %X = (atomic mass X / mol mass AgX) × (AgX mass / compound mass) × 100
Sulphur Carius %S = 32/233 × (BaSO₄ mass / compound mass) × 100
Phosphorus Carius %P = 31/222 × (Mg₂P₂O₇ mass / compound mass) × 100
Oxygen Direct/Indirect %O = 100 - (%C + %H + %N + ...)

Empirical and Molecular Formula

Empirical: Simplest ratio from % composition. Molecular = n × Empirical, n = Mol mass / Emp mass.

Molecular mass from vapor density, colligative properties, or mass spectrometry.

Classification of Organic Compounds

Based on carbon skeleton: Acyclic (open chain), Cyclic (closed chain: alicyclic, aromatic).

Based on functional groups: Alkanes, alkenes, alcohols, etc.

Homologous Series
Same functional group, differ by CH₂
Similar properties, gradation
Functional Groups
Determine reactivity
Priority in naming

Nomenclature of Organic Compounds

IUPAC system: Root word + prefix + suffix.

Rules

Longest chain
Lowest numbers for substituents
Alphabetical order
Examples:

CH₃CH₂CH₃: Propane

CH₃CH=CH₂: Propene

CH₃CH₂OH: Ethanol

Cyclic and Aromatic

Cycloalkanes: Cyclo + root
Aromatic: Benzene derivatives

JEE Main Weightage

This chapter typically carries 2-3 questions in JEE Main, covering purification methods, element detection, and IUPAC naming.

Weightage Medium (2-3 questions)

Tips & Tricks

Key Points for JEE Main

  • Master Lassaigne's test observations
  • Practice IUPAC naming for complex molecules
  • Understand purification choice based on compound nature
  • Remember formulas for % calculation

Do's

Practice element detection tests
Learn priority order for functional groups
Solve naming problems

Don'ts

Confuse qualitative tests
Ignore exceptions in Lassaigne
Forget lowest sum rule in naming