授業の目的 【日本語】 Goals of the Course(JPN) | | 基礎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の取得を主な目的として、具体的にはπ結合を持つ有機分子の化学反応性やの反応影響を学びます。 コース内容に基づき、部分的不飽和有機分子や芳香族化合物から行う有機化学反応をしっかりと理解しそれに関連する進行性問題を順次解決します。 |
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授業の目的 【英語】 Goals of the Course | | This course was designed to promote an understanding of introductory organic chemistry and to help students build a logical framework of fundamental organic chemistry and organic molecular chemical reactions, especially for the substrates with localized/delocalized π-electrons. Students are able to identify precisely each organic reaction sequence progressing from unsaturated organic molecules, such as alkenes, alkynes, and aromatic compounds. |
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到達目標 【日本語】 Objectives of the Course(JPN) | | 学生さんが基本的な有機化学の論理的なフレームワークを構築し、その根に基づき進行性問題の順次解決が可能にすることをこの科目の達成目標とします。具体的にはπ結合を持つ有機分子の化学反応性や反応影響及び反応メカニズムに付いてしっかり学び、含む不飽和有機分子や芳香族化合物で起こる有機反応を駆体的に理解し、その進行性問題を順次解決することです。 |
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到達目標【英語】 Objectives of the Course | | This course aims to acquire a logical framework for understanding the fundamental organic chemistry of unsaturated organic molecules and gain the identification ability to solve the related questions, from simple to progressive. Students are able to fully comprehend electron density configurations of unsaturated organic molecules having localized/delocalized π-electrons, such as alkene, alkyne, and aromatic molecules, and correctly identify chemical reactions of the molecular substrates. |
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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 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 Classes 6-9 with Practice Problems.
Class 11. Electrophilic Substitutions of Substituted Benzenes --- ortho & para-Directing 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 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 | | The student should complete Fundamental Chemistry I and II and Organic Chemistry I as the prerequisite subjects. |
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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 and Attendances(30%): A+(≧95), A(95>x≧x80), B(80>x≧70), C(70>x≧65), C-(65>x≧60), and F(60>x).
・Submission of the "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).
・Students are recommended to review the lectures by solving the related homework questions. Each assignment is due by the start of the next class. Late or no assignment submission is the grade's deduction point. |
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教科書・テキスト Textbook | | Organic Chemistry: Structure and Function (Eighth Edition), Peter K. Vollhardt and Neil Schore, (W. H. Freeman and Company), New York, 2018, Chapters 11-16 and 22 |
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参考書 Reference Book | | Organic Chemistry (eighth edition, Global edition), Paula Yurkanis Bruice (Pearson), 2017 ISBN 10: 1-292-16034-9, Chapters 6-8, 14, and 18. |
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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 chapters in the textbook and reviewing it by solving the related homework questions. NU general guideline considers the necessity of the average of 2~3 hours of personal study time per week for each credit. |
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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. | | Face-to-face course(対面授業) |
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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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