2019 Exercise in Organic Chemistry III

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Academic unit or major
Undergraduate major in Chemistry
Instructor(s)
Eguchi Tadashi  Suzuki Keisuke  Iwasawa Nobuharu  Goto Kei  Ohmori Ken  Kudo Fumitaka  Takaya Jun  Ono Kosuke  Ando Yoshio  Sase Shohei  Miyanaga Akimasa  Takahashi Kohei 
Course component(s)
Exercise
Day/Period(Room No.)
Fri1-2(H116)  
Group
-
Course number
CHM.D303
Credits
1
Academic year
2019
Offered quarter
4Q
Syllabus updated
2019/3/18
Lecture notes updated
-
Language used
Japanese
Access Index

Course description and aims

This course supports students understand the contents of "Organic Chemistry III" in the first
quarter of the same Academic year. In addition, we discuss experimental results from the course
of "Laboratory Course in Advanced Organic Chemistry". Solving exercise problems, drawing
organic structures and reaction mechanisms with curly arrows help students understand organic
chemistry in detail. Therefore, this course provides the opportunity that students draw organic
molecules by hands as much as possible and supports their better understanding of advanced
organic chemistry.

Student learning outcomes

By the end of this course, students will be able to:
1) Explain advanced concepts of organic structures and organic reactions.
2) Explain advanced experimental methods for organic chemical reactions and the experimental results.
3) Explain spectroscopic analysis of organic compounds that are synthesized in the Laboratory Course in Advanced Organic Chemistry.

Keywords

carbonyl compounds, chemistry of enolates, benzoin condensation, stereochemical problems, carbocation rearrangements, skeletal rearrangements, Claisen rearrangement, Sigmatropic rearrangement

Competencies that will be developed

Intercultural skills Communication skills Specialist skills Critical thinking skills Practical and/or problem-solving skills
- - -

Class flow

In the first 20 minutes, the lecturer shows solutions for homework, and subsequently teaches main topics according to the course schedule. Then, students solve several exercise problems. In the last 10 minutes, commentary to the solution guide for the exercise problems are provided. In addition, we discuss experimental results from the course of "Laboratory Course in Advanced Organic Chemistry".

Course schedule/Required learning

  Course schedule Required learning
Class 1 Carbonyl compounds (chemistry of enolates I) Alkylation of ethyl acetoacetate and decarboxylation of 3-oxocarboxylic acid" Solve related exercise problems. The lecturer provides homework.
Class 2 Carbonyl compounds (chemistry of enolates II) Mannich reaction, Robinson annulation" Solve related exercise problems. The lecturer provides homework.
Class 3 Benzoin condensation Solve related exercise problems. The lecturer provides homework.
Class 4 Stereochemical problems during the reduction of carbonyl group, Grignard reaction etc. Solve related exercise problems. The lecturer provides homework.
Class 5 Carbocation rearrangements, skeletal rearrangements Solve related exercise problems. The lecturer provides homework.
Class 6 Claisen rearrangement Solve related exercise problems. The lecturer provides homework.
Class 7 Sigmatropic rearrangement Solve related exercise problems. The lecturer provides homework.
Class 8 Final Exams/Commentary for Solutions Review the solved exercise problems. Solve related problems.

Textbook(s)

None. Material may be provided via OCW-i.

Reference books, course materials, etc.

Organic Chemistry (K. P. C. Vollhardt and N. E. Schore)

Assessment criteria and methods

Students' knowledge of advanced topics of organic chemistry covered in the course will be assessed by final exam.

Related courses

  • CHM.D201 : Organic Chemistry I
  • CHM.D202 : Organic Chemistry II
  • CHM.D301 : Organic Chemistry III
  • CHM.D203 : Exercise in Organic Chemistry I
  • CHM.D204 : Exercise in Organic Chemistry II
  • CHM.D205 : Laboratory Course in Basic Organic Chemistry
  • CHM.D305 : Laboratory Course in Advanced Organic Chemistry

Prerequisites (i.e., required knowledge, skills, courses, etc.)

No prerequisites are necessary, but enrollment in the related courses is desirable.

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