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 | | 有機化学４ | | 科目名 【英語】
Course Title | | 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 | | | See the “Course List and Graduation Requirements for your program for your enrollment year. |
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授業の目的 【日本語】
Goals of the Course(JPN) | | | このコースは、高度な有機化学の理解を促進し、学生が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するのに役立つように開設されました。 |
| | 授業の目的 【英語】
Goals of the Course | | | This course was designed to promote an understanding of advanced organic chemistry and to help students build a logical framework for understanding the hybrid knowledge. |
| | 到達目標 【日本語】
Objectives of the Course(JPN)) | | | このコースの主な目的は、高度な有機化学を理解するための論理的なフレームワークを取得することです。 このコースは、カルボニル化合物とアミン化合物の縮合反応から始まり、移動ステップを含むさまざまな反応に進みます。 また、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も継続しています。 強力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、効果的な合成変換に広く使用されています。 最初の金属を新しい金属に交換すると、化学反応の結果を活性化または制御できます。学生らには、その知識に基づいて、有機化学の困難な問題に対する適切な答えをどのように認識するかを実践することが期待されています。 |
| | 到達目標 【英語】
Objectives of the Course | | | The primary purpose of this course is to acquire a logical framework for understanding advanced organic chemistry. The course begins with condensation reactions of carbonyl and amine compounds and moves on to various reactions comprising migration steps. It also continues heterocyclic chemistry and organometallic chemistry, which are rapidly-expanding fields. Organometallic compounds that incorporate the carbon-metal bonds as powerful nucleophiles have been widely used for effective synthetic transformation. Replacement of the first metal by a new one can activate or control the chemical reactions' outcomes.Based on the knowledge, the participants are expected to conduct how to perceive appropriate answers to challenging problems in organic chemistry. |
| | 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: Oranometal 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 | | | Fundamental Chemistry I and II, and Organic Chemistry I, II, and III |
| | 関連する科目
Related Courses | | | Physical Chemistry, Quantum Chemistry, Inorganic Chemistry, Organometallics, and Biological Chemistry |
| | 成績評価の方法と基準
Course Evaluation Method and Criteria | | | Examination (total 70%: midterm (30%) and final (40%)), Assessment of Homework and Attendances (30%): S(x90), A(90>x80), B(80>x70), C(70>x60), and F(60>x) for the students who entered earlier than 2020; A+(95), A(95>xx80), B(80>x70), C(70>x65), C-(65>x60), and F(60x) for the students who entered in 2020 or later than 2020. |
| | 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 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). Late or no submission of the assignment is the deduction point of the grade. |
| | 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. Advanced Organic Chemistry (Part B: Reaction and Synthesis, Fifth Edition), Francis A. Carey, Richard J. Sundberg, Springer, 2007, Chapters 7-8.
3. Organometallic Chemistry (Second Edition), Gary O. Spessard, Gary L. Miessler, Oxford, 2010. |
| | 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 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 if it is not specially announced. Also, sudden questions will be given to students during lectures to provide substantial feedback. |
| | 注意事項
Notice for Students | | | Pandemic conditions can reconsider this assessment. |
| | 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. | | | This course is a lecture based course. Participants can have lecture materials for each class through NUCT. |
| | 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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