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 | | | School of Science・G30 Chemistry Program |
| | 必修・選択
Compulsory / Selected | | | See the “Course List and Graduation Requirements for your program for your enrollment year. |
| |
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を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、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。 |
| | 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, which begins with condensation reactions of carbonyl and amine compounds, moves on to various rearrangement reactions, and continues heterocyclic and organometallic chemistry. Organometallic compounds with carbon-metal linkers have been powerful nucleophiles for effective synthetic transformation, and the transmetalation of the first metal with another can activate/control the production of desired molecules. The participants are able to comprehend the respective reaction trends and find proper answers for 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、学生さんら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。 |
| | 到達目標 【英語】
Objectives of the Course | | | This course aims to understand advanced organic chemistry and build a logical framework for hybrid knowledge to cover a wide range of organic and organometallic chemical reactions. Organometallic reagents and catalysts have been widely used for effective synthetic transformations. Sequentially, students are able to grasp the knowledge of 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 pai-Conjugation – 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 | | | Students should complete Fundamental Chemistry I and II, and Organic Chemistry I, II, and III. |
| | 関連する科目
Related Courses | | | Graduation Research, Structural Chemistry, Current Organic and Polymer Chemistry |
| | 成績評価の方法と基準
Course Evaluation Method and Criteria | | | Examination (total 70%: midterm (30%) and final (40%)), Assessments 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 | | In the cases of any unavoidable reasons such as sickness, accident, or no attendance to school, the student may get a grade of 'Absent' through the judgment of the course instructor and the student when the student submits a 'Course Withdrawal Request Form' to receive the 'Absent' grade.
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). |
| | 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 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. |
| | 注意事項
Notice for Students | | | 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. |
| | 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. | | | Face-to-face course（対面授業） |
| | 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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