| Course title | |||||
| 有機化学Ⅲ [Organic ChemistryⅢ] | |||||
| Course category | technology speciality courses | Requirement | Credit | 2 | |
| Department | Year | 2～4 | Semester | 1st | |
| Course type | 1st | Course code | 022378 | ||
| Instructor(s) | |||||
| 中野 幸司 [NAKANO Koji] | |||||
| Facility affiliation | Faculty of Engineering | Office | afjgxte/L1151 | Email address | |
| Course description |
|
This course is a part of organic chemistry courses classified as specialized basic subjects in the Department of Applied Chemistry and provides basic knowledge and concept in organic chemistry systematically, following Organic Chemistry I and II. The topics covered in this course are “reactions with organometallic compounds”, “radical reactions”, “reactions with carbonyl compounds” and “reactions of aromatic compounds”. |
| Expected Learning |
|
Understand and explain the reactivity of basic organometallic compounds that are frequently used in organic chemistry. Explain the characteristics of radical reactivity, explain the properties of carbonyl compounds, the substitution reactions and condensation reactions found in these compounds, and the reaction mechanism. A thorough understanding of the properties, reactions, and orientation of aromatic compounds, and the ability to predict reactions. In addition, from the products in these ranges, starting materials that can be used as raw materials for synthesis can be predicted, and the reaction route can be explained. For the curriculum policy perspective of this course, please refer to the curriculum map in the Faculty of Engineering Course Guide. |
| Course schedule |
|
[1st] "Organometallic compounds" Organic typical metal compounds, cross-coupling reactions, Mizorogi Heck reaction, alkene metathesis (Chapter 12 of textbooks) [2nd] "Reaction of radicals and alkanes" Alkyl halogen compounds, radical stability, radical reactivity, stereochemistry of radical substitution and radical addition, radical substitution of benzylic and allylic hydrogens (textbook chapter 13) [3rd] "Reaction of carboxylic acid and carboxylic acid derivative (1)" Naming of carboxylic acids and carboxylic acid derivatives, structure and physical properties, comparison of reactivity and reactivity, generality of nucleophilic addition-elimination (textbook chapter 16) [4th] "Reaction of carboxylic acid and carboxylic acid derivative (Part 2)" Reaction of acyl chloride, reaction of ester, hydrolysis and transesterification of ester, nucleophilic addition and elimination (textbook Chapter 16) [5th] "Reaction of carboxylic acid and carboxylic acid derivative (3)" Carboxylic acid, amide, nitrile, acid anhydride, dicarboxylic acid (textbook Chapter 16) [6th] Summary "Midterm exam" Scope of questions: Textbooks Chapter 12, Chapter 13, Chapter 16 [7th] "Reaction of aldehyde and ketone, carboxylic acid derivatives and other reactions, reaction of α, β-unsaturated carbonyl compounds (Part 1)" Aldehyde, ketone nomenclature, carbonyl compound reactivity comparison, Grignard reagent reaction, carbonyl compound and acetylide reaction, cyanide ion reaction, hydride ion reaction, reduction reaction (textbook chapter 17) [8th] Reactions of aldehydes and ketones ・ Carboxylic acid derivatives and other reactions ・ Reactions of α, β-unsaturated carbonyl compounds (Part 2) Reaction with amine, reaction with water, reaction with alcohol, protecting group, Wittig reaction, reaction of a, b-unsaturated carbonyl compound (Chapter 17 of textbook) [9th] "Reaction of α-carbon of carbonyl compounds (1)" Alpha hydrogen acidity, tautomerism, halogenation, HVZ reaction (textbook Chapter 18) [10th] "Reaction of α-carbon of carbonyl compounds (2)" Enolate, alkylation of α-carbon, Michael reaction, addition of aldol (Chapter 18 of textbook) [11th] "Reaction of α-carbon of carbonyl compounds (3)" Claisen condensation, intramolecular condensation, Robinson cyclization, malonate synthesis, acetoacetate synthesis, biological reactions (textbook chapter 18) [12th] "Reaction of benzene and substituted benzene (1)" Nomenclature of benzene derivatives, aromatic electrophilic substitution, halogenation, nitration, sulfonation (Chapter 19 of textbooks) [13] "Reaction of benzene and substituted benzene (2)" Friedel-Crafts reaction, cross-coupling reaction, substituent conversion reaction on benzene ring, polysubstituted benzene (textbook Chapter 19) [14th] "Reaction of benzene and substituted benzene (3)" Substituent effect, orientation, pKa and substituent, synthesis of trisubstituted benzene, synthesis using diazonium salt, aromatic nucleophilic substitution reaction (textbook Chapter 19) [15th] Summary "Final exam" Scope of questions: Textbooks 17-19 |
| Prerequisites |
| Since it is one of the organic chemistry subjects grouped into specialized basic subjects in the Department of Applied Chemistry, sufficient knowledge about "Organic Chemistry I" and "Organic Chemistry II" is required. In addition to 30 hours of class time, it is necessary to prepare for and review more than the same time. |
| Required Text(s) and Materials |
| Bruce Organic Chemistry 7th edition, chemical coterie ISBN978-4-7598-15854-9 and the second volume ISBN978-4-7598-1585-6 |
| References |
| Files / home work used in lectures can be used in the Moodle system |
| Assessment/Grading |
|
The grade evaluation in this online class is premised on all attendances, and comprehensively evaluates the attitude to learn, quizzes, report, and online tests. Standard study time set by the our university is required to get the grade. The rate of evaluation is as follows: Normal score (quizzes and assignment test): 20%, midterm exam: 40%, and final exam: 50%. Questions are designed to assess the understanding of and the ability to explain the topics dealt in the lectures. Grade will be given according to the following criteria by comprehensive evaluation: S: 90 points or more, A: 80 or more and less than 90 points, B: 70 or more and less than 80 points, C: 60 or more and less than 70 points. The results in the 2020 academic year for the whole class is as follows: S (6%), A (27%), B (36%), C (13%), D (3%). |
| Message from instructor(s) |
| Course keywords |
| Office hours |
| One hour after each lecture. Please try to make an appointment (e-mail: k_nakano@cc.tuat.ac.jp; Tel: 042-388-7162) if you are unable to attend the scheduled office hours. |
| Remarks 1 |
| Remarks 2 |
| Related URL |
| Lecture Language |
| Japanese |
| Language Subject |
| Last update |
| 3/26/2021 3:23:02 PM |