| Course title | |||||
| 有機反応論 [Organic Reaction Mechanism] | |||||
| Course category | technology speciality courses,ets. | Requirement | Credit | 2 | |
| Department | Year | 3～4 | Semester | 1st | |
| Course type | 1st | Course code | 023203 | ||
| Instructor(s) | |||||
| 山崎 孝 [YAMAZAKI Takashi] | |||||
| Facility affiliation | Faculty of Engineering | Office | Email address | ||
| Course description |
|
a. Aim: Many useful bioactive and functional organic compounds are known. In order to understand the role of these compounds and synthesize complex organic molecules, we need to study the reactivity of organic molecules. The aim of this course is to summarize organic reactions which have learned from the four successive lectures (organic chemistry I to III, and bio organic chemistry) and such integrated knowledge will allow students to understand the perspective of reaction mechanism, and learn the application of organic reactions to organic synthesis. b. Outline: A variety of organic reactions are classified in to several reaction patterns. In this lecture, first how to understand organic reactions is expounded. Next the classification of organic reactions by their patterns and their application to organic synthesis are discussed. |
| Expected Learning |
|
This lecture will allow students to understand the characteristic features of a variety of organic reactions employed for organic synthesis. Corresponding criteria in the Diploma Policy: See the Curriculum maps. |
| Course schedule |
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1.-2. Retrosynthesis: Concept of retrosynthesis, which is useful for multi-step synthesis, is explained. Moreover, a variety of basic concepts in organic chemistry is learned. 2.-3. Introduction of substituents to aromatic nuclei by electrophilic aromatic substitution: Reactivity and orientation of substituted benzenes, order of functional group transformation. 4.-5. Preparation and alkylation of carbanions: Classification of carbanions and their preparation, alkylation of organocopper reagents, acetylides, and active methylen compounds are discussed. 5.-6. Aldol-type reactions and acylation: Application of aldol-type reactions, such as the Claisen-Schmidt reaction and Perkin condensation, and acylation such as the Claisen condensation are explained. 7.-9. 1,4-Addition of carbanions: The Michael reaction, 1,4-addition of organocopper reagents and enamines are expounded. Application of these reactions to the Robinson annulations is also discussed. 8. Summary of the first half. Midterm examination 9.-10 . Construction of carbocycles: Irreversible reactions for the preparation of three- and four-membered rings and reversible reactions for the preparation of five- and six-membered rings are explained. 10.-12. Analysis of total synthetic schemes: Analysis of total synthetic schemes will lead to study how a variety of organic synthetic methods are applied. 12.-13. Pericyclic reactions: Pericyclic reactions, concerted reactions, electrocyclic reactions, cycloaddition reactions, and sigmatropic reactions are explained on the basis of frontier orbital theory. 14. Supplement. 15. Summary of the last half. Final examination |
| Prerequisites |
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Students who want to take this course must take Organic Chemistry I-IV in advance. |
| Required Text(s) and Materials |
| John McMurry, “Organic Chemistry” and additional data used at the lecture should be downloaded by way of Moodle by each students prior to the lecture. |
| References |
| Assessment/Grading |
|
Midterm examination (35%), final examination (35%), and small exam (30%) were considered. The results in the 2018 academic year for the whole class is as follows: S (4%), A (26%), B (22%), C (30%), D (18%). |
| Message from instructor(s) |
| Course keywords |
| Office hours |
| Koganei campus, Building 1, Room S210, 16:00-17:00 on every Monday |
| Remarks 1 |
| Remarks 2 |
| Related URL |
| Lecture Language |
| Japanese |
| Language Subject |
| Last update |
| 2/18/2020 4:29:52 PM |