タイトル

開講年度 開講学部等
2017 工学部
開講学期 曜日時限 授業区分 AL(アクティブ・ラーニング)ポイント YFL育成プログラム
前期 火1~2 講義 4.4  
時間割番号 科目名[英文名] 使用言語 単位数
1061032070 有機化学I[Organic Chemistry I] 日本語 2
担当教員(責任)[ローマ字表記] メディア授業
上村 明男[KAMIMURA Akio]
担当教員[ローマ字表記]
上村 明男 [KAMIMURA Akio]
区分   対象学生   対象年次 2~
ディプロマ・ポリシーに関わる項目 カリキュラムマップ(授業科目とDPとの対応関係はこちらから閲覧できます)
開設科目名(英訳)
Organic Chemistry 1
概要(共通教育の場合は平易な授業案内)
This is a course aiming at to learn basic organic chemistry. The class covers chapter 9 to 16 of the textbook (including the second half of chapter 8). Key terms of the course are as follows: nucleophilic substitution of carboxylic acid derivatives, reactions of carbonyl compounds, stereochemistry, substitution and elimination reactions of haloalkanes, electrophilic addition reactions to alkenes and alkynes, electrophilic aromatic substitution reactions. The followings are important concepts in this course such as addition-elimination, Grignard reagents, chirality, diastereomers, SN2, SN1, E2, the Markovnikov’s rule, aromaticity, the Huckel rule. Students are expected to study all home works and submit it before each lecture time.
一般目標
When the course finishes, students are expected;
1. To understand organic reactions relating in this course,
2. To understand synthetic methods using the organic reactions,
3. To understand concepts and theories in organic chemistry and apply them to explain basic results in organic chemistry
key terms: addition-elimination, Grignard reagents, chirality, diastereomers, SN2, SN1, E2, the Markovnikov’s rule, aromaticity, the Huckel rule.
授業の到達目標
知識・理解の観点
When the course finishes, students are expected;
1. To understand organic reactions relating in this course,
2. To understand synthetic methods using the organic reactions,
key terms: addition-elimination, Grignard reagents, chirality, diastereomers, SN2, SN1, E2, the Markovnikov’s rule, aromaticity, the Huckel rule.
思考・判断の観点
When the course finishes, students are expected to understand concepts and theories in organic chemistry and apply them to explain basic results in organic chemistry.
授業計画
【全体】
This is a course aiming at to learn basic organic chemistry. The class covers chapter 9 to 16 of the textbook. Key terms of the course are as follows: nucleophilic substitution of carboxylic acid derivatives, reactions of carbonyl compounds, stereochemistry, substitution and elimination reactions of haloalkanes, electrophilic addition reactions to alkenes and alkynes, electrophilic aromatic substitution reactions. The followings are important concepts in this course such as addition-elimination, Grignard reagents, chirality, diastereomers, SN2, SN1, E2, the Markovnikov’s rule, aromaticity, the Huckel rule. Students are expected to study all home works and submit it before deadline assigned. Especially the same day homework assigned at the end of the each lecture time is important and all students are expected to submit it before 2 pm of the lecture day.
項目 内容 授業外指示 授業記録
A B C D E F
第1回 Chapter 9. Nucleophilic substitution reactions of carboxylic acid derivatives (1) 9.1 Reactions of carboxylic acid derivatives
9.2 Hydrolysis of esters
9.3 Other reactions of esters
Homeworks are expected to be finished before the next class starts Original textbook 1 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) ----- 【あり】
第2回 Chapter 9. Nucleophilic substitution reactions of carboxylic acid derivatives (2) 9.4 Generalized nucleophilic addition-elimination reactions
9.5 Interconversion of carboxylic acid derivatives
9.6 Polycondensation
Homeworks are expected to be finished before the next class starts Original textbook 2 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) ----- 【あり】
第3回 Chapter 10. Reduction of carbonyl compounds with hydride donors and organmetallic reagents 10.1 Hydride reduction of carbonyl groups
10.2 Indirect reduction of aldehydes and ketones
10.3 Hydride transfer from carbon
10.4 Reactions with organometallic reagents: C-C bond formation
10.5 Plannning organic syntheses: synthesis of alcohols
Homeworks are expected to be finished before the next class starts Original textbook 1 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) ----- 【あり】
第4回 Chapter 11. Stereochemistry and molecular chirality (1) 11.1 Chirality
11.2 R,S nomenclature for chirality centres
11.3 The Fischer conversion for representing the configuration of chirality centers
Homeworks are expected to be finished before the next class starts Original textbook 2 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) ----- 【あり】
第5回 Chapter 11. Stereochemistry and molecular chirality (2) 11.4 Compounds with two chirality centers
11.5 Properties of stereoisomers
11.6 Chirality of conformationally mobile molecules
11.7 Enantiomers with chirality axis
11.8 Reactions which give enantiomeric products
Homeworks are expected to be finished before the next class starts Original textbook 1 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) ----- 【あり】
第6回 Chapter 12. Nucleophilic substitution reactions of haloalkanes and related compounds (1) 12.1 Reactivity of haloalkanes with nucleophiles
12.2 SN2 mechanism
12.3 Solvent effects
Homeworks are expected to be finished before the next class starts Original textbook 2 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) ----- 【あり】
第7回 Chapter 12. Nucleophilic substitution reactions of haloalkanes and related compounds (2) 12.4 The SN1 mechanism
12.5 Intramolecular nucleophilic displacement; neighboring group participation
12.6 Competition between SN1 and SN2 mechanisms
Homeworks are expected to be finished before the next class starts Original textbook 1 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) ----- 【あり】
第8回 Chapter 13. Elimination reactions of haloalkanes and related compounds 13.1 The E1 elimination mechanism
13.2 The E2 elimination mechanism
13.3 The E1CB elimination mechanism and graded transition structures in the E2 mechanism
13.4 Reaction maps
13.5 Regioselectivity in elimination
13.6 competition between elimination and substitution
Homeworks are expected to be finished before the next class starts Original textbook 2 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) ----- 【あり】
第9回 Mid-term exam All parts of chapter so far studied ----- ----- ----- ----- ----- -----
第10回 Chapter 14. Reactions of alcohols, ethers, thiols, sulfides, and amines (1) 14.1 Acid-catalysed reactions of alcohols and ethers
14.2 Rearrangements involving carbenium ions
14.3 Conversion of OH into better nucleofuge
Homeworks are expected to be finished before the next class starts Original textbook 1 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) ----- 【あり】
第11回 Chapter 14. Reactions of alcohols, ethers, thiols, sulfides, and amines (2) 14.4 Oxidation of alcohols
14.5 Ring opening of epoxides
14.6 Thiols and other sulfur compounds
14.7 Reactions of amines
Homeworks are expected to be finished before the next class starts Original textbook 2 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) ----- 【あり】
第12回 Chapter 15. Addition reactions of alkenes and alkynes (1) 15.1 Electrophilic addition to alkenes
15.2 Addition of hydrogen halides: hydrohalogenation
15.3 Addition of water
15.4 Addition of halogens
Homeworks are expected to be finished before the next class starts Original textbook 1 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) ----- 【あり】
第13回 Chapter 15. Addition reactions of alkenes and alkynes (2) 15.5 Epoxidation
15.6 Addition of carnebes
15.7 Addition of carbenium ions yo alkenes and cationic polymerization
15.8 Electrophilic additions to butadiene
15.9 Diels-Alder reaction
15.10 Addition of hydrogen
Homeworks are expected to be finished before the next class starts Original textbook 2 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) ----- 【あり】
第14回 Chapter 16. Electrophilic aromatic substitution (1) 16.1 Structures of substituted benzenes
16.2 Electrophilic aromatic substitution by addition-elimination mechanism
16.3 main classes of electrophilic aromatic substitution
16.4 Reactivity of substituted benzenes and regioselectivity
Homeworks are expected to be finished before the next class starts Original textbook 1 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) ----- 【あり】
第15回 Chapter 16. Electrophilic aromatic substitution (2) 16.5 Reactivity of phenol
16.6 reactivity of aniline
16.7 Synthesis of substituted benzenes
Homeworks are expected to be finished before the next class starts Original textbook 2 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) 【少】(授業時間の15%未満) ----- 【あり】
第16回 Final exam All parts of chapters so far studied ----- ----- ----- ----- ----- -----
※AL(アクティブ・ラーニング)欄に関する注 
①A〜Fのアルファベットは、以下の学修形態を指しています。
【A:グループワーク】、【B:ディスカッション・ディベート】、【C:フィールドワーク(実験・実習、演習を含む)】、【D:プレゼンテーション】
【E:振り返り】、【F:宿題】
②【多】、【中】、【少】は授業時間内におけるALが占める時間の割合を指しています。
【多】:授業時間の50%超、【中】:授業時間の15%〜50%、【少】:授業時間の15%未満。「振り返り」と「宿題」については該当する場合に【あり】と表示されます。
成績評価法
【全体】
The results of exam is the most important!
【観点別】
知識・理解思考・判断関心・意欲態度技能・表現その他評価割合(%)JABEE収集資料
定期試験(中間・期末試験) --- --- --- --- 90% ---
小テスト・授業内レポート --- --- --- --- --- --- 評価に加えず ---
宿題・授業外レポート --- --- --- --- --- --- 10% ---
授業態度・授業への参加度 --- --- --- --- --- --- 評価に加えず ---
受講者の発表(プレゼン)・授業内での制作作品 --- --- --- --- --- --- 評価に加えず ---
演習 --- --- --- --- --- --- 評価に加えず ---
出席 --- --- --- --- --- --- 欠格条件 ---
その他 --- --- --- --- --- --- 評価に加えず ---
教科書にかかわる情報
教科書 書名 Organic Chemistry a mechanistic approach ISBN 978-0-19-969327-6
著者名 Tadashi Okuyama and Howard Maskill 出版社 Oxford University Press 出版年 2013
教科書 書名 有機化学ワークブック ISBN
著者名 奥山格 出版社 丸善出版 出版年 2009
備考
参考書にかかわる情報
参考書 書名 有機化学 ISBN
著者名 奥山格 出版社 丸善出版 出版年 2008
備考
There are many reference books available and we can show good reference book if you ask. Even so this text book is the best because this is the most compact and well-explaining text book for basic organic chemistry.
メッセージ
Organic chemistry is one of the most important fields in chemistry and widely used in chemical industries/research because it provide synthetic methodologies for developing new material, pharmaceuticals, devices, etc. Learning organic chemistry is like learning foreign languages. It is very important that how many hours a day you study for mastering organic chemistry.
キーワード
addition-elimination, Grignard reagents, chirality, diastereomers, SN2, SN1, E2, the Markovnikov’s rule, aromaticity, the Huckel rule
持続可能な開発目標(SDGs)

関連科目
Chemistry II (common basic course for freshmen), Organic Chemistry II (second year)
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