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KIM5620 | Advanced Heterocyclic Chemistry | 3+0+0 | ECTS:7.5 | Year / Semester | Fall Semester | Level of Course | Second Cycle | Status | Elective | Department | DEPARTMENT of CHEMISTRY | Prerequisites and co-requisites | None | Mode of Delivery | Face to face | Contact Hours | 14 weeks - 3 hours of lectures per week | Lecturer | -- | Co-Lecturer | Doç. Dr. Neslihan Demirbaş | Language of instruction | Turkish | Professional practise ( internship ) | None | | The aim of the course: | Synthetic design for heterocyclic compounds. |
Programme Outcomes | CTPO | TOA | Upon successful completion of the course, the students will be able to : | | | PO - 1 : | know the naming organic heterocyclic compounds. | 1,2,3 | 1 | PO - 2 : | analyse the organic heterocyclic compounds. | 1,2,3 | 1 | PO - 3 : | estimate the heterocyclic compounds obtained the end of organic reaction. | 1,2,3 | 1 | CTPO : Contribution to programme outcomes, TOA :Type of assessment (1: written exam, 2: Oral exam, 3: Homework assignment, 4: Laboratory exercise/exam, 5: Seminar / presentation, 6: Term paper), PO : Learning Outcome | |
Introduction, Aromatic six-membered heterocyclic molecules, Naming molecules containing six- and five membered heterocyclic rings, Five-and six-member heterocyclic ring, electron delocalization and aromaticity, Acid-Base Properties of Heterocycle compouns, Acid-Base Properties of Heterocycles, Tautomerism, Reactions of pyridine and analogs, Synthesis of six-membered heterocyclic rings, Reactions five-memberde heterocyclic rings, Synthesis of six-membered heterocyclic rings
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Course Syllabus | Week | Subject | Related Notes / Files | Week 1 | Introduction | | Week 2 | Aromatic six- and fiv-membered heterocyclic molecules, Naming molecules containing six- and five membered heterocyclic rings | | Week 3 | Five-and six-member heterocyclic compounds, electron delocalization and aromaticity | | Week 4 | Acid-Base Properties of Heterocycle compouns | | Week 5 | Tautomerism, Hydroxpyridine -pyridone tautomerism, Aminopyridine-pyridone and similar | | Week 6 | Reactions of pyridine and analogs, Reaction at the unshared electron pair, Alkylation, Açylation, Formation of the N-oxides, Electrophilic substitution reactions. | | Week 7 | Deactivation to electrophilic attack. Nitration,sulfonation and halogenation. Attack on free pyrdines. Reactions of quinolines and isoquinolines. | | Week 8 | Reaction of N-oxides. Nucleophilic substitution reactions of halopyridine rings. Addition-elimination mechanisms. Elimination-addition (pyridine)mechanisms. Nucleophilic addition to unsubstited pozitions (Chichibabin reaction) . Reactions requaring oxidation steps | | Week 9 | Mid-term exam | | Week 10 | Formation of dihidro pyridines. Substitutions involvig opening and reclosure (Substitutions by ANROCK mechanisms). Substitution for heteroatoms in the ring. | | Week 11 | Synthesis of six-membered heterocyclic rings. By carbonyl addition reactions. Synthesis of rings with two nitrogen atoms. Via electrocyclic and cycloaddition reactions. Kinolin ve izokinolinlerin sentezi. | | Week 12 | Reactions five-memberde heterocyclic compounds. Nitration,sulfonation and halogenation. Reactions with carbon-centered electrophiles. Acylation. Alkylation.
| | Week 13 | Reactions with carbonyl groups. Analogs of Mannich reactions. Reactions with conjugated carbonyls.Reactions of fused-ring systems. Reactions with carbens and nitrenes. | | Week 14 | Synthesis of five-membered heterocyclic compouns. Carbonyl cyclization reactions. | | Week 15 | The Fischer indol synthesis. With dipolar cycloaddition reactions. | | Week 16 | End-of-term exam | | |
1 | Miller, B. 2004; Advanced Organic Chemistry Reactions and Mechanisms, Pearson Education Inc.USA | | |
1 | Francis, A., Sundberg R. J. ,1984; Advanced Organic Chemistry Part A and B, Plenum press, New York | | 2 | March J. 1992, Advanced organic chemistry, John & Willey; | | 3 | İkizler, A. A. Heterohalkalı Bileşikler, 1985, KTÜ,Trabzon.
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Method of Assessment | Type of assessment | Week No | Date | Duration (hours) | Weight (%) | Mid-term exam | 9 | | 2 | 30 | In-term studies (second mid-term exam) | 13 | | 2 | 20 | End-of-term exam | 16 | | | 50 | |
Student Work Load and its Distribution | Type of work | Duration (hours pw) | No of weeks / Number of activity | Hours in total per term | Yüz yüze eğitim | 3 | 14 | 42 | Sınıf dışı çalışma | 5 | 14 | 70 | Arasınav için hazırlık | 8 | 1 | 8 | Arasınav | 2 | 1 | 2 | Ödev | 5 | 12 | 60 | Dönem sonu sınavı için hazırlık | 16 | 1 | 16 | Dönem sonu sınavı | 2 | 1 | 2 | Total work load | | | 200 |
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