授業の目的 【日本語】
Goals of the Course(JPN) | | |
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授業の目的 【英語】
Goals of the Course | | | The primary purpose of this course is to acquire a logical framework for understanding fundamental organic chemistry. Many chemical reactions of organic compounds begin with nucleophile-electrophile interactions. This framework provides an influence for chemical reactions of the organic molecules having pai-bonds. Based on the knowledge educated following the course contents, the participants are expected to understand organic reaction sequences happening with unsaturated organic molecules, including aromatic compounds, and solve the progressive problems sequentially. |
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到達目標 【日本語】
Objectives of the Course(JPN) | | |
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到達目標【英語】
Objectives of the Course | | |
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授業の内容や構成
Course Content / Plan | | Class 1. Electron Configuration of Unsaturated Hydrocarbons and Their Reaction Trends --- Difference of Reactivity between Saturated and Unsaturated Aliphatic Hydrocarbons and Aromatic Hydrocarbons.
Class 2. Nuclear Magnetic Resonance (NMR) Spectroscopy of Organic Molecules --- Level of Energy Source for Various Spectroscopy; Larmor Frequency and Quantized Energy; Spin Spinning and Applied Magnetic Field; Zeeman Effect and Resonances; Shielding and Deshielding; Downfield and Upfield; Chemical Shifts, Integration, and Peak Splitting; [N+1] rule.
Class 3. Preparations of Alkenes and Sequence of Electrophilic Additions of Alkenes --- Potential Energy Stability of Unsaturated Aliphatic Compounds and Electrophilic Additions; Preparations by E2 Elimination and Dehydration; Hydrogenation; Halogenations (toward Monohaloalkane, Dihaloalkane, Halohydrin, and Allylic halide) of Simple Alkenes and Conjugated Dienes.
Class 4. Electrophilic Additions of Alkenes --- Hydration; Carbene Addition; Oxidation; Radical Addition; Heck Coupling; Polymerization.
Class 5. Assessment of the Classes 1-4 with Practice Problems.
Class 6. Reactions of delocalized pai-systems (Diels-Alder Reactions and Electrocyclization) --- Efficient Dienes and Dienophiles; Stereochemistry in Diels-Alder Reactions (Endo/Exo cycloadditions and Endo Rule); Thermal and Photochemical Cyclization for Even- and Odd-Numbered Double Bonds.
Class 7. Preparations of Alkynes and Sequence of Electrophilic Additions of Alkenes --- Hydrogenation; Halogenation; Hydration.
Class 8. Delocalized -Systems and Reactivity of Benzene --- Stability of Extended Conjugations and the Electron Configuration of Delocalized -Systems (Nonaromatic/Aromatic/Antiaromatic Compounds); Projection of Resonances.
Class 9. The reaction of Benzene --- Electrophilic Aromatic Substitutions (Halogenation, Nitration, Sulfonation, Friedel-Crafts Alkylation, Friedel-Crafts Acylation, Wolff-Kishner, and Clemmensen Reductions).
Class 10. Assessment of the Classes 6-9 with Practice Problems.
Class 11. Electrophilic Substitutions of Substituted Benzenes --- ortho & para- and meta-Directing Groups and the Reactivities
Class 12. Nucleophilic Substitutions of Benzene (via Benzyne Formation or through Inductive Effects of Substituents).
Class 13. Preparations of Multiply Substituted Benzenes --- Protection/Deprotection of amine; Reduction/Oxidation.
Class 14. Electrophilic Substitutions of Fused Aromatic Compounds (Naphthalene and Anthracene).
Class 15. Assessment of the Overall Classes (1-14) with Practice Problems. |
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履修条件・関連する科目
Course Prerequisites and Related Courses | | | Fundamental Chemistries I and II, Organic Chemistry I |
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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 of Homework (30%): S(x90), A(90>x80), B(80>x70), C(70>x60), and F(60>x). The assessment methods can be reconsidered following pandemic conditions.
Submission of "Course Withdrawal Request Form is necessary to withdraw the course. 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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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 11-16 and 22. |
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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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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 and to review it by solving the related homework questions. Each assignment is due by the start of the next class. |
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使用言語
Language Used in the Course | | |
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授業開講形態等
Lecture format, etc. | | |
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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) | | | The lectures will be served through zoom: Please find the directing invitations to the classes on the NUCT. |
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