授業の目的 【日本語】 Goals of the Course(JPN) | | 有機化学2の主目的は、π結合を持つ有機分子に起こる基本的な有機化学の影響と反応性を理解するための論理的なフレームワークを習得である。 |
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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. This framework provides an influence for chemical reactions of the organic molecules having π-bonds. |
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到達目標 【日本語】 Objectives of the Course(JPN)) | | 参加者は、コース内容の知識に基づいて、芳香族化合物を含む不飽和有機分子で起こる有機反メカニズムを理解し、進行する問題を順次解決することが期待される。 |
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到達目標 【英語】 Objectives of the Course | | Based on the knowledge of 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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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 π-Systems and Reactivity of Benzene --- Stability of Extended Conjugations and the Electron Configuration of Delocalized π-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 Course Prerequisites | | Fundamental Chemistries I and II, Organic Chemistry I |
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関連する科目 Related Courses | | Organic Chemistries 3, 4, and 5 |
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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%): A+(x≧95), A(95>x≧80), B(80>x≧70), C(70>x≧65), C-(70>x≧65), and F(60>x). The assessment methods can be reconsidered following pandemic conditions. |
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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 11-16 and 22 |
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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 and biology students are the majority. The course participants should have completed the fundamentals of chemistry courses at least. |
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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 | | 2nd-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. Participants will obtain lecture materials 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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