Organic Synthesis (SO)     

SEMESTER LEARNING PLAN

Document can be downloaded here

 

Course Title: Organic Synthesis (SO)

MK code: AKM21 359

Credit Weight: 2

Group of Courts: Compulsory

Semester: 5

Prerequisite Course: KO3, KOF

 

Lecturer:

Ismiyarto, S.Si., M.Si., Ph.D

Dra. Enny Fachriyah., M.Si

Ngadiwiyana, S.Si., M.Si

 

Graduate Learning Outcomes (GLO)

  Attitude GLO1-(S9) Demonstrate an attitude of responsibility for work in their field of expertise independently.
Knowledge GLO2-(PP1) Mastering the theoretical concepts of structure, properties, changes, kinetics, and energetics of molecules and chemical systems, identification, separation, characterization, transformation, synthesis of micromolecular chemicals, and their application.
General Skills GLO3 -(KU1) Able to apply logical, critical, systematic, and innovative thinking in the development or implementation of science and technology that pays attention to and applies humanities values by their field of expertise.
GLO4 -(KU2) Able to demonstrate independent, quality, and measurable performance.
Special Skills GLO5 -(KK1) Able to produce appropriate conclusions based on the identification, analysis, isolation, transformation, and synthesis of chemicals that have been carried out.
GLO6 -(KK2) Able to solve science and technology problems in general and straightforward chemical fields such as identification, analysis, isolation, transformation, and synthesis of micro-molecules through the application of knowledge of structure, properties, kinetics, and energetics of molecules and chemical systems, with analysis and synthesis methods in specific chemical fields, as well as the application of relevant technologies.
GLO7 -(KK3) Able to analyze several alternative solutions in identification, analysis, isolation, transformation, and synthesis of available chemicals and present analysis conclusions for appropriate decision making.

 

Course Learning Outcomes

CLO-1 Able to explain the definition of synthesis of organic compounds, write the structure and reactions of organic compounds. Able to explain and write Basic Organic Chemistry Reactions: Substitution, Addition, Elimination, Rearrangement and Oxidation-Reduction
CLO-2 Able to explain and write Organic Synthesis with Disconnection Approach through Analysis, and Functional Group Interconversion, which includes:

(1). Synthesis of Aromatic Compounds based on Aromatic Electrophilic Substitution Reactions.

(2). Synthesis of Aromatic Compounds based on Aromatic Nucleophilic Substitution Reactions.

(3). Strategy Sequence Steps in the synthesis of aromatic compounds.

CLO-3 Able to explain and write an example of a Disconnection strategy

(1). one C-X group of the Carbonyl Group.

(2). one group C-X Group Compound Alcohol, Alkyl Halide, and Sulfide.

CLO-4 Able to explain phenomena and write examples of Regioselectivity of Organic Compounds.
CLO-5 Able to explain and write examples of disconnection strategies:

(1). two functional groups 1,1 and 1,2.

(2). two 1.3 functional groups.

CLO-6 Able to explain the structure and properties of metallic organic compounds as catalysts for organic compound reactions.

(1). The reaction using organometallic catalysts: Heck coupling.

(2). The reaction using organometallic catalysts: Suzuki-Miyaura coupling.

(3). The reaction using an organometallic catalyst: Stile coupling.

 

Course Description

This course study contains the synthesis of organic compounds, mainly based on the disconnection approach strategy, which includes: Synthesis of Aromatic Compounds based on Aromatic Electrophilic Substitution Reactions and Aromatic Nucleophilic Substitution Reactions, Synthesis of organic compounds Disconnection of one group CX Carbonyl Group and CX Group Alcohol Compounds, Alkyl Halides and Sulfide. Regioselectivity of Organic Compounds. Synthesis of two functional groups 1,1, 1,2, and 1,3. Synthesis of organic compounds using organometallic catalysts: Heck coupling reaction, Suzuki-Miyaura coupling reaction, and Stile coupling reaction.

 

Week Expected ability (Sub-CLO) Study Materials/ Learning Materials Learning methods Student Learning Experience Time (minutes) Evaluation
Criteria and Indicators %
1 Able to explain the Definition of Synthesis of Organic Compounds. Able to write the structure and reactions of organic compounds. Able to explain and write Basic Organic Chemistry Reactions: Substitution, Addition, Elimination, Rearrangement and Oxidation-Reduction Definition of Organic Synthesis, Overview of the structure and reactions of organic compounds, Basic Reactions of Organic Chemistry: Substitution, Addition, Elimination, Rearrangement and Oxidation-Reduction Discovery learning

Cooperative learning

Group discussion, developing the correct definition of substitution, addition, elimination, rearrangement, and oxidation-reduction reactions. FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

Accurately explain the Basic Reactions of Organic Chemistry: Substitution, Addition, Elimination, Rearrangement, and Oxidation-Reduction. 5
2 Able to explain and write Organic Synthesis with Disconnection Approach through Analysis and Functional Group Interconversion. Organic Synthesis Disconnection Approach: Analysis, Functional Group Interconversion, Synthon. Discovery learning

Cooperative learning

Group discussion, developing the correct definition of Analysis, Interconversion of Functional Groups and Syntones. FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

Accuracy explains the analysis, interconversion of functional groups and synthons. 10
3 Able to explain and write the Disconnection Approach for the Synthesis of Aromatic Compounds based on Aromatic Electrophilic Substitution Reactions. Disconnection Approach to Aromatic Compound Synthesis. Synthesis of Aromatic Compounds Based on Aromatic Electrophilic Substitution Reactions. Discovery learning

Cooperative learning

Problem Based Learning

Lecture on the Disconnection Approach to the Synthesis of Aromatic Compounds based on Aromatic Electrophilic Substitution Reactions. FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

The accuracy of designing the synthesis of Aromatic Compounds based on Aromatic Electrophilic Substitution Reactions. 10
4 Able to explain and write the Disconnection Approach to the Synthesis of Aromatic Compounds based on Aromatic Nucleophilic Substitution Reactions. Synthesis of Aromatic Compounds Based on Aromatic Nucleophilic Substitution Reactions. Discovery learning

Cooperative learning

Problem Based Learning

Lecture on the Disconnection Approach to the Synthesis of Aromatic Compounds based on Aromatic Nucleophilic Substitution Reactions. FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

The accuracy of designing the synthesis of Aromatic Compounds based on Aromatic Nucleophilic Substitution Reactions. 5
5 Able to design and provide an example of a step sequence strategy for Synthesis of Aromatic Compounds with a Disconnection Approach. The sequence of steps for Synthesis of Aromatic Compounds with a Disconnection Approach Discovery learning

Cooperative learning

Problem Based Learning

Group discussion, designing a sequence of steps for the synthesis of aromatic compounds with a disconnection approach. FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

Accuracy designs the sequence of steps for the Synthesis of Aromatic Compounds with a Disconnection Approach. 10
6 Able to explain and provide examples of strategies Chemoselectivity in Synthesis with the Disconnect Approach Chemoselectivity in Synthesis with the Disconnect Approach Discovery learning

Cooperative learning

Problem Based Learning

Group discussion, applying the concept of Chemoselectivity in Synthesis with a Disconnection Approach FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

The accuracy of applying the concept of Chemoselectivity in Synthesis with a Disconnection Approach 5
7 Able to explain and write strategy examples

disconnection of a C-X group of the carbonyl group.

Disconnection of a C-X group of the Carbonyl Group Discovery learning

Cooperative learning

Problem Based Learning

Group discussion, selection of a reliable design on the disconnection of a C-X group of the carbonyl group FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

Accuracy of the preparation of the synthesis design of compounds with one C-X group of carbonyl groups. 5
 

8

 

 

 

Midterm exam Written exam 90 The truth and completeness of the answer to the question 50
9 Able to explain and write examples of strategies for disconnection of a C-X group of Alcohol, Alkyl Halides, and Sulfide Compounds. Disconnection of one C-X group: Alcohol, Alkyl Halide and Sulfide Compounds. Discovery learning

Cooperative learning

Problem Based Learning

Group discussion, selecting a reliable design on the Disconnection of one C-X group: Alcohols, Alkyl Halides, and Sulfides. FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

Accuracy of the synthesis design preparation Compounds with one C-X group: Alcohols, Alkyl Halides, and Sulfides. 5
10 Able to explain phenomena and write examples of Regioselectivity of Organic Compounds. Regioselectivity of Organic Compounds. Discovery learning

Cooperative learning

Problem Based Learning

Group discussion, applying the concept of Regioselectivity to Synthesis with a Disconnection Approach FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

Accuracy in applying the concept of Regioselectivity to Synthesis with a Disconnection Approach 5
11 Able to explain and write an example of a disconnection strategy of two functional groups 1,1 and 1,2 Disconnection approach of two functional groups 1,1 and 1,2 Discovery learning

Cooperative learning

Problem Based Learning

Group discussion, the possible design in organic synthesis with two functional groups 1,1 and 1,2 FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

Accuracy of the design of the organic synthesis with two functional groups 1,1 and 1,2. 10
12 Able to explain and write an example of a disconnection strategy of two 1,3 functional groups. Disconnection approach of two functional groups 1,3 Discovery learning

Cooperative learning

Problem Based Learning

Group discussion, the possible design for organic synthesis with two 1,3 functional groups FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

Accuracy of the design of the organic synthesis with two 1,3 functional groups 10
13 Able to explain the structure and properties of metallic organic compounds as catalysts for organic compound reactions. Introduction to Organic Reactions using Organometallic: Overview of the properties of organometallic compounds as catalysts Discovery learning

Cooperative learning

Problem Based Learning

Lecture, Overview of the properties of metal-organic compounds as catalysts FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

Accuracy explains the properties of organometallic compounds as catalysts for organic reactions. 10
14 Able to explain and write reactions using organometallic catalysts: Heck coupling. Organometallic Catalysts: Heck Coupling Reactions Discovery learning

Cooperative learning

Problem Based Learning

Lecture, application of organometallic compounds as catalysts in the Heck Coupling Reaction FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

Accuracy explains the application of metallic organo compounds as catalysts in the Heck Coupling Reaction 5
15 Able to explain and write reactions using Suzuki Miyaura Coupling and Stile Coupling Reaction catalysts. Organometallic: Suzuki-Miyaura Coupling Reaction and Stile Coupling Reaction Discovery learning

Cooperative learning

Problem Based Learning

Lecture, application of metal organo compounds as catalysts in:

Suzuki-Miyaura Clutch Reaction

Stile Clutch Reaction

FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

Accuracy describes the application of metallic organo compounds as catalysts:

Suzuki-Miyaura Clutch Reaction

Stile Clutch Reaction

5
16 Final exams Written exam 90 The truth and completeness of the answer to the question 50

 

Reference:

  1. Smith, M.M., 1994, Organic Synthesis, 1st.ed., McGraw-Hil, New York.
  2. Warren, S, 1085, Organic synthesis: The disconnection approach, John Willey and Sons, New York.
  3. Norman, R.O.C., 1978, Principkles of Organic Synthetis, 2nd. Ed., Chapman and hall, London
  4. Fessenden R.J and Fessenden J.S: a.b. Pudjaatmaka A.H, 1992, Kimia Organik, Julid I, Edisi 3

Glossary

GLO = Graduate Learning Outcome
CLO = Course Learning Outcomes
FF = Face to Face Learning
ST = Structured tasks
SS = Self Study

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