学部・大学院区分
Undergraduate / Graduate | | 理学部 | | 時間割コード
Registration Code | | 0681190 | | 科目区分
Course Category | | 専門科目
Specialized Courses | | 科目名 【日本語】
Course Title | | [G30] 有機化学４ | | 科目名 【英語】
Course Title | | [G30] Organic Chemistry IV | | コースナンバリングコード
Course Numbering Code | | | | 担当教員 【日本語】
Instructor | | SHIN Jiyoung ○ | | 担当教員 【英語】
Instructor | | SHIN Jiyoung ○ | | 単位数
Credits | | 2 | | 開講期・開講時間帯
Term / Day / Period | | 春 木曜日 １時限
Spring Thu 1 | | 授業形態
Course style | | 講義
Lecture | | 学科・専攻
Department / Program | | | | 必修・選択
Compulsory / Selected | | | |
授業の目的 【日本語】
Goals of the Course(JPN) | | | 高度な有機化学の理解を目指し、ハイブリッド知識を理解するための論理的なフレームワークの構築が本授業の目的です。カルボニル化合物とアミン化合物の縮合反応から始め、再配列反応に進み、急速に拡大している分野である複素環化学や有機金属化学に継続します。 特に有効な求核試薬として炭素-金属結合を組み込んだ有機金属化合物は、効果的な化合物変換や新たの合成物の準備にも広く使用されており、学生はそれらの関連化学を学習することで高度な有機化学の理解により複雑な有機化学の問題に対しても適切な解答を見つかることが可能になりあます。[G30プログラム科目] |
| | 授業の目的 【英語】
Goals of the Course | | | This course promotes an understanding of advanced organic chemistry, building a logical framework of hybrid knowledge that begins with condensation reactions of carbonyl and amine compounds, moves on to various rearrangement reactions, and continues with heterocyclic and organometallic chemistry. The students can comprehend the relevant reaction trends and provide proper answers to challenging problems in organic and organometallic chemistry. |
| | 到達目標 【日本語】
Objectives of the Course(JPN)) | | | 本授業は、高度な有機化学とハイブリッドな知識と理解を目指して論理的枠組みの構築を授業の目的としています。カルボニル化合物とアミン化合物の縮合反応や再配列反応の以外にも複素環化学、有機金属化学など、更に進行した高度な化学反応についても学習することで、学生さんはより困難な有機化学の問題に対する適切な答えの推測が可能となります。[G30プログラム科目] |
| | 到達目標 【英語】
Objectives of the Course | | | This course aims to understand advanced organic chemistry and to build a logical framework for hybrid knowledge that covers a wide range of organic and organometallic chemical reactions. Organometallic reagents and catalysts have been widely used for effective synthetic transformations. Sequentially, students can grasp advanced organic chemistry and solve more difficult organic chemistry questions. |
| | 授業の内容や構成
Course Content / Plan | | Class 1. The reaction of Carbonyl Compounds --- Formations, Condensations, Reaction of Conjugated Carbonyl Compounds; Protection of Acyl Group; Decarboxylation of beta-Carbonyl Carboxylic Acid.
Class 2. Amines --- Preparations of Amines (by Subsequent Alkylation, Reduction of Nitrile, Reduction of Imine, Reduction of Azide, Hydrogenation of Amide, Hofmann Rearrangement, Mannich Reaction, Gabriel Phthalimide Synthesis).
Class 3. Amines --- Reactions of Amines (Alkylation, Acylation, Hoffmann Elimination).
Class 4. Six-Membered Aromatic Heterocycles (Pyridine, Pyridazine, Pyrimidine, Pyrazine, Pyridine Derivatives, and PCC) --- Electron Configuration and Reactivity of Pyridine; Preparation of Pyridine; Pyrylium ion & Pyrones; Tautomerization of Hydroxypyridine into pyridone; Preparation of Pyridone.
Class 5. Preparation and Nucleophilic/Electrophilic Substitutions of Pyridine N-oxides; Reactivity of Pyridine N-Oxide and Pyridine with Electron Donating Groups in Electrophilic Substitutions.
Class 6. Five-membered Aromatic Heterocycles (Pyrrole, Pyrazole, Imidazole, and Triazole) --- Electron Configuration of Pyrrole and Reactivity for Electrophilic Substitution; Electrophilic Substitutions of pyrrole (Bromination, Acylation, Mannich Reaction, Nitration, Polymerization); Preparation of Pyrrole.
Class 7. Five-membered Aromatic Heterocycles --- Reaction of Pyrrole (Decarboxylation, Acid-Catalyzed Intermolecular Condensation, Porphyrin Synthesis); Reaction of Thiophene (Friedel Crafts Acylation of 2-Methyl Thiophene); Reaction of Furane (Bromination, Acetal Formation, Ring Opening).
Class 8. Fused Heterocycles (Quinoline, Isoquinoline, and Indol) --- Substitution Trends of Quinoline and Isoquinoline (Electrophilic and Nucleophilic Reactions); Preparation of Quinoline; Substitution Trends of Indol; Preparation of Indol.
Class 9. Assessment of Classes 1-8 (Problems and Solutions).
Class 10. Ring Formation from π-Conjugations – Electrocyclizations (Thermal & Photochemical Reactions); Cycloadditions (Diels-Alder Reactions); Sigmatropic Rearrangements (Cope Rearrangement, Claisen (General, Johson-Claisen, Eschenmoser-Claisen, Ireland-Claisen) Rearrangements, Sulfoxide Formation through [2,3] Sigmatropic Rearrangement).
Class 11. Ring Expansion or Ring Shrinking Reactions --- Baeyer Villiger Oxidation; Beckmann Rearrangement; Tiffeneau-Demjanov Rearrangement; Favoskii Rearrangement; Wagner-Meerwein Rearrangement.
Class 12-13. Organotransition Metal Chemistry: Electronegativity Differences and Organometal Reactions; Pd-catalyzed Cross Couplings (Negishi, Kumada, Stille, Suzuki-Miyaura, Sonogashira, Hiyama, Mizoroki-Heck Cross Couplings).
Class 14. Organotransition Metal Chemistry: Organometal Catalyzed Metathesis (Grubbs & Schrocks Catalysts and the Cyclic Metathesis); Zigler-Natta Catalysis; Wilkinson Reduction.
Class 15. Assessment of Overall Classes (Final Test and Solution Process). |
| | 履修条件
Course Prerequisites | | ・The student should complete Fundamental Chemistry I and II, and Organic Chemistry I, II, and III as prerequisite subjects.
・This course strongly recommends that students who wish to attend the lectures register for the course. |
| | 関連する科目
Related Courses | | | Student's Laboratory, Core Organic Chemistry, Polymer Chemistry, and Advanced Organic Chemistry |
| | 「履修取り下げ届」提出の要・不要
Necessity / Unnecessity to submit "Course Withdrawal Request Form" | | | | 履修取り下げの条件等
Conditions for Course Withdrawal | | | 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. |
| | 成績評価の方法と基準
Course Evaluation Method and Criteria | | | ・Examination [total 70%: midterm (30%) and final (40%)] 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). |
| | 不可(F)と欠席(W)の基準
Criteria for "Fail (F)" & "Absent (W)" grades | | ・There will be NO make-up exams in principle: It is essential to attend the exams during the scheduled class time.
・If the total score of the examinations [70%: midterm (30%) and final (40%)] 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.
・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). |
| | 参考書
Reference Book | | 1. Organic Chemistry (Second edition), Jonathan Clayden, Nick Greeves, and Stuart Warren, Oxford, 2012, Chapters 29-30, and 40.
2. Organic Chemistry (Eighth edition, Global Edition), Paula Yurkanis Bruise, 2017, ISBN 10: 1-292-16034-9, Chapters 11, 19, 22.
3. Advanced Organic Chemistry (Part B: Reaction and Synthesis, Fifth Edition), Francis A. Carey, Richard J. Sundberg, Springer, 2007, Chapters 7-8.
4. Organometallic Chemistry (Second Edition), Gary O. Spessard, Gary L. Miessler, Oxford, 2010.
5. Organic Chemistry (eighth edition, Global edition), Paula Yurkanis Bruice (Pearson), 2017 ISBN 10: 1-292-16034-9. |
| | 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 21, 23-26. |
| | 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. |
| | 注意事項
Notice for Students | | ・Students should complete Fundamental Chemistry I and II, and Organic Chemistry I, II, and III.
・This course strongly recommends that the student who wants to attend course lectures registers for the course properly. |
| | 他学科聴講の可否
Propriety of Other department student's attendance | | | | 他学科聴講の条件
Conditions for Other department student's attendance | | | | レベル
Level | | | | キーワード
Keyword | | | | 履修の際のアドバイス
Advice | | | | 授業開講形態等
Lecture format, etc. | | | | 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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