Organic Chemistry III (Advanced Chemistry)
| Numbering Code | U-ENG27 37418 LJ60 | Year/Term | 2022 ・ Second semester | |
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| Number of Credits | 2 | Course Type | Lecture | |
| Target Year | Target Student | |||
| Language | Japanese | Day/Period | Tue.2 | |
| Instructor name |
KONDOU TERUYUKI (Graduate School of Engineering Professor) KIMURA YUU (Graduate School of Engineering Associate Professor) |
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| Outline and Purpose of the Course |
In this subject, a systematic approach is taken to teach students about organic chemistry, which is needed in order for them to work as researchers and engineers. Since Organic Chemistry III is a continuation of Organic Chemistry I, which is offered in the second half of sophomore year, and Organic Chemistry II, which is offered in the first half of junior year, the subject uses the same textbook as Organic Chemistry I and II and conducts lectures based on the contents described in Chapters 22 to 26 of the textbook. During lectures, students are given a detailed explanation of reactions that are characteristic of electron-deficient alkenes and aromatic compounds, and are taught about the protection and deprotection of functional groups essential for the synthesis of complex organic molecules. In addition, in order to help students understand the chemistry of carbonyl compounds, which are one of the most important types of compounds in organic chemistry, lectures are given with a focus on the varied reactivity of enolates. |
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| Course Goals | Goals include deepening one’s understanding of the reactions of aromatic compounds, systematically understanding the reactivity of functional groups, as well as completely mastering the chemistry of carbonyl compounds, which are one of the most important types of compounds in organic chemistry (alkylation reactions of enolates, aldol condensation reactions, and other condensation reactions, etc.). In the process of reaching these goals, students will also consolidate the contents they have learned so far from Organic Chemistry I and II, and will strive to master a high level of organic chemistry, which they absolutely need in order to work as researchers and engineers at the forefront of society. | |||
| Schedule and Contents |
Conjugate addition reactions and aromatic nucleophilic substitution reactions, 3 sessions Lectures are given on conjugate addition reactions, conjugate substitution reactions, nucleophilic epoxidation, aromatic nucleophilic substitution reactions, addition-desorption mechanisms, and reactions that use diazonium compounds and benzyne as intermediates, etc. (Chapter 22). Chemoselectivity and protecting groups, 3 sessions Lectures are given on reducing agents, reduction of carbonyl compounds, catalytic hydrogenation reactions, reduction via molten metal, selectivity in oxidation reactions, reactivity of functional groups, and protection/deprotection of functional groups, etc. (Chapter 23). Regioselectivity, 2 sessions Lectures are given on regioselectivity in electrophilic aromatic substitution reactions, electrophilic attacks on alkenes, regioselectivity of radical reactions, nucleophilic attacks on allyl compounds, electrophilic attacks on conjugated dienes, and selectivity of direct additions and conjugate additions, etc. (Chapter 24). Alkylation reactions of enolates, 3 sessions Lectures are given on the alkylation of nitriles and nitroalkanes, electrophiles used for alkylation, alkylation of lithium enolates, alkylation using enolate equivalents, alkylation of & beta; -dicarbonyl compounds, and regioselectivity in the alkylation of ketones, etc. (Chapter 25). Reactions of enolates and carbonyl compounds: aldol reactions and Claisen condensation, 3 sessions Lectures are given on aldol reactions, cross-aldol condensation, aldol reactions using enolates and enolate equivalents, intramolecular aldol reactions, acylation reactions of enolates, Claisen condensation, crossed Claisen condensation, and intramolecular crossed Claisen condensation, etc. (Chapter 26). Confirmation of learning achieved, 1 session Students’ understanding of chapters 22 to 26, which are covered in lectures, is confirmed. Explanation of examinations and lectures, 1 session Students’ understanding of organic chemistry as a whole is enhanced. |
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| Evaluation Methods and Policy | Regular examinations (85%), performance in teaching sessions (15%) | |||
| Course Requirements |
Lecture contents from Basic Organic Chemistry I, Basic Organic Chemistry II, Organic Chemistry I (Advanced Chemistry), and Organic Chemistry II (Advanced Chemistry) |
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| Study outside of Class (preparation and review) | A report assignment is given in each teaching session. | |||
| Textbooks | Textbooks/References |
Clayden, J., Greeves, N., Warren S., Organic Chemistry, 2nd Ed., (Oxford University Press, 2012) ISBN:9780199270293 |
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| References, etc. |
Others; McMurry, J. (translated by Shibasaki, M., Iwasawa, S., Owada, T., Mashino, T.), Makumarii yuuki kagaku - seitai hannou he no apuroochi, (Tokyo Kagaku Dojin, 2009) ISBN: 9784807609918 |
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| Courses delivered by Instructors with Practical Work Experience |
分類： A course with practical content delivered by instructors with practical work experience |
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