Syllabus
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Course Code: CHEM303 Course Name: Organic Chemistry-III |
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| MODULE NO / UNIT | COURSE SYLLABUS CONTENTS OF MODULE | NOTES |
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| 1 | Ultraviolet (UV) absorption spectroscopy Absorption laws (Beer-Lambert law), molar absorptivity, presentation and analysis of UV spectra, types of electronic transitions, effect of conjugation. Concept of chromophore and auxochrome. Bathochromic, hypsochromic, hyperchromic and hypochromic shifts. UV spectra of conjugated enes and enones,Woodward-Fieser rules, calculation of λmax of simple conjugated dienes and αβunsaturated ketones (upto one DB extension). Infrared (IR) absorption spectroscopy Molecular vibrations, Hooke's law, selection rules, intensity and position of IR bands, measurement of IR spectrum, fingerprint region, characteristic absorptions of various functional groups and interpretation of IR spectra of simple organic compounds (Acetaldehyde, acetone, nitrobenzene, methylbenzoate, phenylacetate, aniline, phenol). Amines Structure and nomenclature of amines, physical properties. Separation of a mixture of primary, secondary and tertiary amines. Structural features affecting basicity of amines. Preparation of alkyl and aryl amines (reduction of nitro compounds, nitriles, reductive amination of aldehydic and ketonic compounds. Gabriel phthalimide reaction, Hofmann bromamide reaction. Electrophilic aromatic substitution in aryl amines, reactions of amines with nitrous acid. |
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| 2 | Diazonium Salts Mechanism of diazotization, structure of benzene diazonium chloride, Replacement of diazo group by H, OH, F, Cl, Br, I, NO2 and CN groups, reduction of diazonium salts to hydrazines and coupling reaction. Aldehydes and Ketones Nomenclature and structure of the carbonyl group. Synthesis of aldehydes and ketones with particular reference to the synthesis of aldehydes from acid chlorides, advantage of oxidation of alcohols with chromium trioxide (Sarett reagent) pyridinium chlorochromate (PCC) and pyridinium dichromate. Physical properties, Comparison of reactivities of aldehydes and ketones. Mechanism of nucleophilic additions to carbonyl group with particular emphasis on benzoin, aldol, Perkin and Knoevenagel condensations. Condensation with ammonia and its derivatives. Wittig reaction. Mannich reaction. Oxidation of aldehydes, Baeyer– Villiger oxidation of ketones, Cannizzaro reaction. MPV, Clemmensen, Wolff-Kishner, LiAlH4 and NaBH4 reductions. Enolates Keto-enol tautomerism of ethyl acetoacetate, Acidity of α-hydrogens, alkylation of diethyl malonate (synthesis of butyric acid, isovaleric acid) and ethyl acetoacetate. Synthesis of ethyl acetoacetate: the Claisen condensation. |
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