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2025 (Current Year) Faculty Courses School of Science Undergraduate major in Chemistry

Laboratory Course in Advanced Organic Chemistry

Academic unit or major
Undergraduate major in Chemistry
Instructor(s)
Kei Goto / Ken Ohmori / Makoto Yamashita / Atsushi Minami / Kosuke Ono / Yuma Morimoto / Yoshio Ando / Satoru Kuwano / Shinobu Arikawa / Shusuke Sato / Jun Shimura
Class Format
Experiment
Media-enhanced courses
-
Day of week/Period
(Classrooms)
Class
-
Course Code
CHM.D305
Number of credits
002
Course offered
2025
Offered quarter
4Q
Syllabus updated
Mar 19, 2025
Language
Japanese

Syllabus

Course overview and goals

In this course, students carry out advanced organic experiments by their hand to understand advanced organic chemistry that was learned in the class of Organic Chemistry II and Organic Chemistry III. They also learn the advanced operational methods for organic experiments and structural analysis of organic molecules. The experimental results are summarized and submitted as report for four times. We also discuss the experimental results to understand advanced organic chemistry in detail at the class of Exercise in Advanced Chemistry II in the same quarter.

Although students can learn advanced organic chemistry through lectures and reading textbooks, they also need to know the advanced operational methods for organic experiments to investigate real research in laboratory in Chemistry Department. To learn specific operations in organic experiments, they need to carry out the experiments by their hands. This course also supports students understand advanced organic chemistry that was learned from lectures and textbooks in detail.

Course description and aims

By the end of this course, students will be able to:
1) Perform advanced organic chemical experiments
2) Perform advanced structural analysis of organic compounds
3) Explain advanced experimental methods for organic chemical reactions and the experimental results
4) Adopt their advanced organic chemical knowledge that was learned from textbook to understand real organic chemical reactions

Keywords

Organic Experiments, Chemistry of Enolates, Benzoin Condensation, Stereochemical Problems, Carbocation Rearrangements, Claisen Rearrangement, Cross Coupling Reaction

Competencies

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

Class flow

Students perform organic experiments in a laboratory room for Chemistry Students according to the course schedule. Students are required to learn outside of the classroom for preparation of the experimental flow and review purposes under the instructor's guidance.

Course schedule/Objectives

Course schedule Objectives
Class 1 Introduction to Laboratory Course in Basic Organic Chemistry Read the Organic Experiments for Students and prepare experimental flow in notebook.
Class 2 Chemistry of Enolates: Alkylation of Ethyl Acetoacetate (Perform the reaction) Review the experiments and discuss the obtained results. Preparation for the next experiment.
Class 3 Chemistry of Enolates: Alkylation of Ethyl Acetoacetate (Purification of the reaction products, analysis of chemical properties and structural analsysis) Review the experiments and discuss the obtained results. Preparation for the next experiment.
Class 4 Chemistry of Enolates: Synthesis of Six-membered Carbocyclic Compound from Ethyl Acetoacetate (Perform the reaction) Review the experiments and discuss the obtained results. Preparation for the next experiment.
Class 5 Chemistry of Enolates: Synthesis of Six-membered Carbocyclic Compound from Ethyl Acetoacetate (Purification of the reaction products, analysis of chemical properties and structural analysis) Review the experiments and discuss the obtained results. Writing the experimental report. Preparation for the next experiment.
Class 6 Benzoin Condensation (Perform the reaction) Review the experiments and discuss the obtained results. Preparation for the next experiment.
Class 7 Benzoin Condensation (Purification of the reaction products, analysis of chemical properties and structural analysis) Review the experiments and discuss the obtained results. Preparation for the next experiment.
Class 8 Stereoselective Reduction of Carbonyl Group (Perform the reaction and Purification of the reaction products, analysis of chemical properties and structural analysis) Review the experiments and discuss the obtained results. Writing the experimental report. Preparation for the next experiment.
Class 9 Carbocation Rearrangements (Preparation of substrates) Review the experiments and discuss the obtained results. Preparation for the next experiment.
Class 10 Carbocation Rearrangements (Perform the reaction) Review the experiments and discuss the obtained results. Preparation for the next experiment.
Class 11 Carbocation Rearrangements (Purification of the reaction products, analysis of chemical properties and structural analysis) Review the experiments and discuss the obtained results. Writing the experimental report. Preparation for the next experiment.
Class 12 Claisen Rearrangement (Perform the reaction) Review the experiments and discuss the obtained results. Preparation for the next experiment.
Class 13 Claisen Rearrangement (Purification of the reaction products, analysis of chemical properties and structural analysis) Review the experiments and discuss the obtained results. Preparation for the next experiment.
Class 14 Cross Coupling Reaction: Purification of the reaction products, analysis of chemical properties and structural analysis Discuss the obtained results. Writing the experimental report.

Study advice (preparation and review)

To enhance effective learning, students are encouraged to spend approximately 50 minutes preparing for class and another 50 minutes reviewing class content afterwards (including assignments) for each class.
They should do so by referring to textbooks and other course material.

Textbook(s)

Organic Experiments for Students in Department of Chemistry in TITECH (Organic Chemistry Laboratory)

Reference books, course materials, etc.

Organic Experiments (Fieser/Williamson), Organic Chemistry (David. R. Klein)

Evaluation methods and criteria

Exercise problems and performance in each experimental class (30%) and four reports for experiments (70%)

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
  • ZUC.D330 : Exercise in Advanced Chemistry II
  • CHM.D332 : Structural Organic Chemistry
  • CHM.A201 : Chemistry for Safety

Prerequisites

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

Office hours

Students may approach the instructors at the end of class or contact by e-mail in advance to schedule an appointment.