1) Basics of Organic Chemistry
- Organic compounds: hydrocarbons and their derivatives.
- Vital force theory: Organic compounds formed only in living systems (Berzelius).
- Wöhler synthesis: Urea prepared from inorganic salts — disproved vital force theory.
- Classification: Aliphatic / Cyclic → Saturated / Unsaturated → Aromatic / Alicyclic.
2) Aromaticity (Hückel Rule)
- Aromatic compounds are planar, cyclic, conjugated.
- Must obey (4n + 2) π electrons.
- Show electrophilic substitution and resist addition.
- Examples: Benzene (6π), Naphthalene (10π).
- Heteroaromatics: Pyridine, Pyrrole, Furan, Thiophene.
3) Nomenclature Rules (Quick Recap)
- Lowest locant rule: first substituent gets lowest number.
- Lowest sum rule: lowest total of substituent positions.
- First point of difference: lower number at first mismatch preferred.
- Substituents written in alphabetical order.
- Complex substituents written in brackets and numbered separately.
4) Functional Group Priority (High → Low)
–COOH > –SO3H > Anhydride > Ester > Acid chloride > Amide > –CN > –CHO > >C=O > –OH > –NH2 > C=C > C≡C > Halo / Nitro / Alkyl
5) Structural Isomerism
- Chain isomerism: different carbon skeleton.
- Positional isomerism: different position of bond or group.
- Functional isomerism: different functional groups.
- Metamerism: different alkyl groups on either side of same functional group.
- Ring-chain isomerism: open chain vs cyclic structure.
- Tautomerism: dynamic equilibrium (e.g., keto–enol).
6) Tautomerism
- Interconversion due to shift of H-atom and π-electrons.
- Keto–enol tautomerism: aldehydes & ketones with α-hydrogen.
- β-diketones show higher enol content due to chelation.
- Also seen in nitro–aci and nitroso–oxime systems.
7) Electronic Effects
Inductive Effect (I)
- Permanent effect through σ-bonds.
- –I groups: –NO2, –COOH, –F, –Cl, –Br.
- +I groups: Alkyl groups.
Mesomeric Effect (M)
- Delocalisation of π-electrons.
- +M: –OH, –OR, –NH2 (ortho/para directors).
- –M: –NO2, –CHO, –COOH (meta directors).
Electromeric Effect (E)
- Temporary effect in presence of attacking reagent.
- Occurs in compounds with π-bonds.
8) Resonance
- Delocalisation of electrons in conjugated systems.
- Actual structure is a resonance hybrid.
- More resonance → more stability.
- Bond order = average of resonating structures.
- All resonating structures must have same atomic positions.
9) Reaction Intermediates
Free Radicals
- Formed by homolytic cleavage.
- sp² hybridised, highly reactive.
- Stability: 3° > 2° > 1° > methyl.
Carbocations
- Formed by heterolytic cleavage.
- Electron deficient.
- Stability: 3° > 2° > 1° > methyl.
Carbanions
- Electron rich species.
- Stability increases with electron-withdrawing groups.
Carbenes
- Incomplete octet.
- Exist as singlet or triplet.
10) Types of Organic Reactions
- Addition: electrophilic, nucleophilic, radical.
- Elimination: α, β, γ eliminations.
- Substitution: SN, SR, SE reactions.
- Condensation: two molecules combine with loss of small molecule.
- Rearrangement: carbon skeleton rearranges.
- Polymerisation: monomers → polymers.
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Last modified: December 14, 2025
