Syllabus
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Course Code: CHEM 203 Course Name: Organic Chemistry-II |
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| MODULE NO / UNIT | COURSE SYLLABUS CONTENTS OF MODULE | NOTES |
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| 1 | Aromatic Electrophilic Substitution Theoretical treatment of aromatic substitution reactions, structure-reactivity relationship in mono substituted benzene ring, orientation in other ring system, energy profile diagram, Vilsmeir-Haak reaction, Reimer-Tiemann reaction, Bischler-Napieralski reaction, Pechmann reaction, Houben-Hoesch reaction, Fries rearrangement. Nucleophilic Aromatic Substitution Mechanism of Nucleophilic substitution in aromatic systems via diazonium ions, by addition-elimination and elimination-addition mechanism (involving arynes); von-Richter rearrangement, Sommelet-Hauser, Stevens and Smiles rearrangements. General aspects of generation, structure, stability and reactivity of arynes. |
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| 3 | Free Radicals General aspects of generation, structure, stability and reactivity of free radicals, types of free radical reactions, halogenation including allylic halogenation (NBS), auto-oxidation, decomposition of azo compounds and peroxides, coupling of alkynes, homolytic aromatic substitution, Sandmeyer reaction and Hunsdiecker reaction. Addition to C-C Multiple Bond General mechanistic considerations, Mechanism of addition of hydrogen halide, H2O, halogens, HOX and mercuric salt to alkenes and alkynes. Hydroboration, formation of C-C bonds via organoboranes, hydroboration of acetylenes, nucleophilic addition to alkenes. |
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| 4 | Addition to Carbon-Hetero Atoms Multiple Bonds General mechanistic considerations and reactivity, Hydration and Addition of Alcohols to Aldehydes, Ketones and Acids. Addition -Elimination Reactions of Ketones and Aldehydes, Reactivity of carbonyl compounds towards Addition. Lithium aluminium hydride reduction- carbonyl compounds, acids, esters, nitriles. Additions of Grignard reagents. Reformatsky reaction, Wittig reaction, Claisen condensation, Dieckman reaction, Aldol condensation, Knoevenagal condensation, Perkin reaction, Cannizzaro reaction, Benzoin condensation, Mannich Reaction, Robinson-Mannich reaction, Ester hydrolysis, aminolysis of esters, amide hydrolysis. |
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| 2 | Aliphatic Electrophilic Substitution Bimolecular mechanisms - SE2 and SEI The SE1 mechanism, electrophilic substitution accompanied by double bond shifts. Effect of substrates, leaving group and the solvent polarity on the reactivity. Neighbouring Group Participation and Carbocation Rearrangements Anchimeric assistance, neighbouring group participation by non-bonding electrons, sigma and bonds, classical and non-classical carbocations. Carbocations rearrangements: migratory aptitudes, Wagner Meerwein rearrangement, pinacol pinacolone rearrangement, Demjanove rearrangement, Tiffeneau-Demjanov ring expansion, aldehyde-ketone rearrangement, dienone-phenol rearrangement and trans-annular rearrangements. |
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