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、学生さんは先ず局在および非局在なπ電子系を持つ有機分子の分子特性や化学反応性に関して学びます。具体的にはアルケンやアルキン、および芳香族化合物などの不飽和有機分子系から進行する様々な有機反応やそのメカニズムをしっかり区別と理解し、より複雑な有機化合物を得るための明確な反応経路を設計できるように進行性問題を解決できるようになります。[G30プログラム科目] |
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授業の目的 【英語】
Goals of the Course | | | This course is designed to deepen students' understanding of introductory organic chemistry and to enable them to acquire a logical framework for understanding the properties and chemical reactions of typical organic molecules, especially those with localized or delocalized π-electron systems. Students will be able to correctly identify each reaction sequence that progresses 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) | | | 本講座は、不飽和有機分子の基礎的な有機化学を理解するための論理的枠組みを構築し、単純なものから複雑なものに至る関連する問題を特定・解決する能力を養うことを目的とします。学生さんは、アルケン、アルキン、芳香族分子など局在化／非局在化π電子を有する不飽和有機分子の電子密度配置を完全に理解し、分子基質の化学反応を正しく特定できるようになります。[G30プログラム科目] |
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到達目標【英語】
Objectives of the Course | | | This course aims to develop a logical framework for understanding the fundamental organic chemistry of unsaturated organic molecules and to build the ability to identify and solve related questions, from simple to complex. Students will fully comprehend the electron density configurations of unsaturated organic molecules with localized/delocalized π-electrons, such as alkene, alkyne, and aromatic molecules, and correctly identify the 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.
・This course strongly recommends that students who wish to attend the lectures register for the course.
・This course is advanced to Organic Chemistry 3~5. |
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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 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).
・If the total score of the examinations [70%: two midterms (20% for each) and one final (30%)] and the assignment of homework and attendances (30%) is lower than 60, the student will receive an ‘F’ grade: i) Attendance is necessary for the successful completion of this course, and thus, absence will result in a reduction of points. ii) Students must submit each homework by the beginning of the next class, as it is vital for reviewing the corresponding lesson. Submitting homework late or not at all results in a point deduction.
・There will be NO make-up exams in principle: It is essential to attend the exams during the scheduled class time.
・Submission of the "Course Withdrawal Request Form is necessary to withdraw from the course. The student needs to contact the course instructor to withdraw from the course. Failure to submit sickness/absence reports and to maintain attendance score will result in an 'F' grade. It is for the protection of other attendants 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 (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 them by solving the related homework questions. NU general guidelines consider the necessity of an average of 2~3 hours of personal study time per credit.
・Students are recommended to review the lectures by solving the homework questions related to them. Each assignment is due at the start of the next class unless there is a special announcement. Late or missing assignment submissions result in a grade deduction.
・Participants can access lecture materials for each lesson via NUCT and check the schedules via the link.
・The course instructor may ask students pop-up questions during lectures to provide substantial feedback. |
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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) | | |
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