Details of CH4116 (Autumn 2022)
| Level: 4 | Type: Theory | Credits: 4.0 |
| Course Code | Course Name | Instructor(s) |
|---|---|---|
| CH4116 | Advanced Organic Chemistry I | Biplab Maji, Sureshkumar Devarajulu |
| Preamble |
|---|
| This course broadly focuses on the relationship between chemical structures and reactivity and applies experimental tools of physical chemistry to study the organic compounds. It will provide various aspects of physical organic chemistry including a theoretical framework for interpreting how structure influences both mechanism and the rates of organic reactions.
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| Syllabus |
|---|
| Stereoelectronic Effects in Organic Chemistry :
Acetals, Esters, Amides and related functions. Reactions at sp3, sp2, and sp carbons. Examples in synthesis and biological processes. Various Models (Cram, Karabatsos, Felkin-Ahn, Houk, Cieplak, EFOE, and Cation-complexation) as applied to Facial selectivity. Reactive Intermediates: Carbonium ions, carbanions, and radicals (formation, rearrangement, and cyclization reactions in reference to Baldwin rules for ring-closure) Chemical Equilibria and Chemical Reactivity: Correlation of reactivity with structure, Hammett equation, substituent constants and reaction constants; Hammonds postulate, Curtin-Hammett principle, and thermodynamic and kinetic control of reactions. Catalysis, Chemical Kinetics and Isotope Effects: Various types of catalysis and isotope effects. Importance in the elucidation of organic reaction mechanisms. Organic Photochemistry: Energy and electronic spin states, Spectroscopic transitions, photophysical processes, fluorescence and phosphorescence, energy transfer and electron transfer, and properties of excited states, Representative photochemical reactions of carbonyl compounds, olefins, and aromatic compounds. Electron-Transfer Reactions: Theoretical basis, Examples of photo-induced and chemically-induced electron transfer reactions (PET and CET). Pericyclic Reactions: Conservation of orbital symmetry, and Woodward and Hoffmann rules. Electrocyclizations, Electrocyclic Ring Opening, Cycloaddition Reactions Sigmatropic Shifts, Sigmatropic Rearrangements, and Cheletropic reactions. Orbital overlap effects in chemical processes: FMO and PMO approaches. |
| References |
|---|
| 1. Organic Chemistry by Jonathan Clayden, Nick Greeves, Stuart Warren.
2. Advanced Organic Chemistry Part A and B: Structure and Mechanisms by Francis A. Carey and Richard J. Sunberg. 3. Modern Physical Organic Chemistry by Eric V. Anslyn, Dennis A. Dougherty. 4. Pericyclic Reactions - A Textbook by S. Sankararaman. 5. Molecular Orbitals and Organic Chemical Reactions by Ian Fleming. 6. Organic Chemistry: Theory, Reactivity and Mechanism in Modern Synthesis by P. Vogel and K. N. Houk |
Course Credit Options
| Sl. No. | Programme | Semester No | Course Choice |
|---|---|---|---|
| 1 | IP | 1 | Not Allowed |
| 2 | IP | 3 | Elective |
| 3 | IP | 5 | Not Allowed |
| 4 | MP | 1 | Core |
| 5 | MP | 3 | Not Allowed |
| 6 | MR | 1 | Not Allowed |
| 7 | MR | 3 | Not Allowed |
| 8 | MS | 3 | Not Allowed |
| 9 | MS | 5 | Not Allowed |
| 10 | MS | 7 | Elective |
| 11 | MS | 9 | Elective |
| 12 | RS | 1 | Elective |
| 13 | RS | 2 | Elective |