授業の目的 【日本語】 Goals of the Course(JPN) | | このコースの主目的は、基本的な有機化学を理解するための論理的なフレームワークを習得することである。ヒドロキシ、カルボニル、アミノ基などの重要な官能基を持つ有機化合物、あるいはそれらの誘導体の反応について学ぶ。 |
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授業の目的 【英語】 Goals of the Course | | The primary purpose of the course is to master a logical framework for understanding fundamental organic chemistry. The outlines essentially provide the reactions of the organic compounds having critical functional groups, such as hydroxy, carbonyl, and amino groups, as well as their derivatives. |
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到達目標 【日本語】 Objectives of the Course(JPN)) | | 学生は、コースの内容を通じて学んだ知識に基づいて、ある官能基を別の官能基に変換する有機化学反応を理解し、関連する問題やより高度な問題を解決することが期待されている。 |
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到達目標 【英語】 Objectives of the Course | | Students are expected to understand the organic chemical reactions transforming one functional group into another and solve progression problems based on the knowledge learned through the course contents. |
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授業の内容や構成 Course Content / Plan | | Class 1 & 2. Alcohols and Ethers --- Acidity/Basicity of Alcohols; Preparation of Alcohols (Nucleophilic Substitutions (SN1 & SN2), Reduction of Carbonyl Compounds, Hydrolysis of Esters); Reaction of Alcohols (Deprotonation, Substitution, Elimination, Oxidation, Inorganic Ester Formation); Preparation of Ethers (Williamson Ether Synthesis) and Reaction of Ethers. Class 3. Esters --- Inorganic and Organic Esters; Haloalkane Formation from Alcohols via Inorganic Esters; Reaction of Organic Esters (Hydrolysis, Lactones into Open Chain Ester, Esters into Amides and Alcohols, Reduction). Class 4. Acyl Halide --- Reactivity of Carbonyl Compounds (Leaving Ability of Leaving-Groups); Reaction of Acyl Halides (Conversion into Carboxylic acid, Anhydride, Ester, Amide, Ketone, Aldehyde, and Phenylalkanone). Class 5. Aldehydes and Ketones --- Preparations of Aldehydes and Ketones (Oxidation of Alcohols, Ozonolysis of Alkenes, Hydration of Alkynes; Friedel-Grafts Acylation) Class 6. Reactions of Aldehydes and Ketones --- Grignard Reaction; Hydration (in acid/base); Acetalization/Deacetalization; Thioacetalization/Dethioacetalization/Desulfurization. Class 7. Reactions of Aldehydes and Ketones --- Conversions into Cyanohydrin; Wittig Reaction; Baeyer-Villiger Oxidation; Conversion into Imine, Oxime, and Hydrazone; Reduction of Acyl Compounds into Alkanes. Class 8. Assessment of the Classes 1-7 with Practice Problems. Class 9. Enols and Enolates --- Reactivity and Reaction Trends of Carbonyl Compounds in Acid and Base Class 10. Reactivities of Formaldehyde, Aldehydes, and Ketones and Their Reactions --- Reactions with Amines (into Imine, Iminium, and Enamine) and Reaction Comparison; Mannich Reaction. Class 11. Reactions of Conjugated Aldehydes, Ketones, --- Preparation of Conjugate Carbonyl Compounds; 1,2-addition versus 1,4-addition; Soft and Hard Base Nucleophiles; Michael Additions; Robison Annulation. Class 12. Carboxylic Acids --- Preparation of Carboxylic acids (Alcoholysis, Hydrolysis, Over Oxidation of Primary Alcohols, Reduction of CO2, Conversion of Nitrile into Carboxylic Acid). Class 13. Reactions of Carboxylic Acids --- Hell-Volhard-Zelinsky Bromination; Acyl Chloride Formation; Anhydride Formation; Decarboxylation. Class 14. Intermolecular/Intramolecular Cross Condensations --- Aldol Condensation; Claisen Condensation; Retro-Claisen Condensation; Dieckmann Condensation. Class 15. Assessment of Overall Classes (1-14) with Practice Problems. |
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履修条件 Course Prerequisites | | Fundamentals of Chemistries I and II, Organic Chemistries I and II |
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関連する科目 Related Courses | | |
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成績評価の方法と基準 Course Evaluation Method and Criteria | | Examination [Total 70%: two midterms (20% for each) and one final (30%)] and Assignment and attendance (30%): S(>90), A(90>x>80), B(80>x>70), C(70>x>60), and F(60>x). The assessment methods will be reconsidered due to the change of the pandemic condition. |
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不可(F)と欠席(W)の基準 Criteria for "Fail (F)" & "Absent (W)" grades | | The student needs to contact the course instructor when the student wants to withdraw from the course. No submission of sickness/absence reports and lack of attendance score will result in an 'F' grade: It is for the protection of other attendances in the corresponding course from the frequent absences of the specific/uncertain student(s). |
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参考書 Reference Book | | Organic Chemistry (second edition), Jonathan Clayden, Nick Greeves, and Stuart Warren (Oxford University Press), 2012 ISBN-10:0199270295. |
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教科書・テキスト Textbook | | Organic Chemistry: Structure and Function (Seventh Edition), Peter C. Vollhardt and Neil E. Schore, (W. H. Freeman and Company), New York, 2014, Chapters 8-9, and 17-20. |
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課外学習等(授業時間外学習の指示) Study Load(Self-directed Learning Outside Course Hours) | | Students are recommended to prepare each lecture by reading the corresponding chapter in the textbook. Also, Students are recommended to review it by solving the related homework questions. Each assignment is due by the start of the next class. Late or no submission of the assignment is the deduction point of the grade. |
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注意事項 Notice for Students | | |
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他学科聴講の可否 Propriety of Other department student's attendance | | Chemistry students are the majority. The course participants should have completed the fundamentals of chemistry and organic chemistries 1 and 2. |
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他学科聴講の条件 Conditions for Other department student's attendance | | The course instructor will attempt to provide faired circumstances for all course participants. |
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レベル Level | | 3rd-grade undergraduate students take the course in principle. |
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キーワード Keyword | | |
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履修の際のアドバイス Advice | | |
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授業開講形態等 Lecture format, etc. | | Each lecture is provided in a PowerPoint projection (due to the pandemics). Participants will obtain lecture material corresponding to each class through NUCT. Also, sudden questions will be given to students during lectures to provide substantial feedback. |
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遠隔授業(オンデマンド型)で行う場合の追加措置 Additional measures for remote class (on-demand class) | | |
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