Physical Organic Chemistry

SEMESTER LEARNING PLAN

Document can be downloaded here

 

Course Title: Physical Organic Chemistry (KOF)  

MK code: AKM21 349

Credit Weight: 2

Group of Courts: Compulsory

Semester: 4

Prerequisite Course: KO

 

Lecturer:

Drs. Pratama Jujur Wibawa, M.Si., Ph.D

Dr. Bambang Cahyono, MS

Graduate Learning Outcomes (GLO)

  Attitude GLO1-(S9) Demonstrate an attitude of being responsible for work in the 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
Special Skills GLO3-(KK2) Able to solve science and technology problems in general and straightforward chemical fields such as identification, analysis, isolation, transformation, and synthesis of macromolecules 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

 

Course Description

In this course, students learn about: (a) the nature, character, and personality of individual organic molecules, (b) the reaction mechanism of organic molecules with quantitative methods, and studies of the effects of reagent structure (organic molecules) and medium properties on reactivity. (c) control of the kinetics and thermodynamics of chemical reactions of organic molecules and the competition between the two control reactions.

Week Expected ability (Sub-CLO) Study Materials/ Learning Materials Learning methods Student Learning Experience Time (minutes) Evaluation
Criteria and Indicators %
1 Able to understand (C2), construct (P4), and discuss (A2) the chemical and physical properties of individual organic molecules with a minimum accuracy of 80% Organic molecular structure and models (BK1, BK4, BK5, BK15) / Chemical bond theory and models (PB1)

a. Valence bond theory (TIV),

b. bond length,

c. Molecular orbital theory (TOM),

d. HOMO-LUMO Concep

Discovery learning

Cooperative learning

Discuss and conclude the problems/tasks given by the lecturer in groups FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

Accuracy explains the structure and model of organic molecules

with at least 80% accuracy

accuracy explains TIV, TOM, HOMO, LUMO

5
2 Able to understand (C2), construct (P4), and discuss (A2) individual physics of organic molecules with minimum 80% accuracy Structure and model of organic molecules (BK4, BK5, BK16)/concept of bond polarity and polarity of organic molecules (PB2)

a. Pauling Electronegativity Scale,

b. Bond length,

c. Bond order,

d. Dipole/ bond dipole moment,

e. Dipole/molecular dipole moment

Discovery learning

Cooperative learning

Discuss and conclude the problems/tasks given by the lecturer in groups FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

Accuracy in explaining the concept of electronegativity and polarity of bonds and molecules 5
3 Able to understand (C2), construct (P4), and discuss (A2) Acid/base properties of individual organic molecules with a minimum accuracy of 80% Lewis Acid/Base Concept (BK1)/Strength of Lewis acid/base (PB2)

a. Electron donor atoms are making up organic molecules,

b. The electron acceptor atoms that make up organic molecules

Discovery learning

Cooperative learning

Problem Based Learning

Discuss and conclude the problems/tasks given by the lecturer in groups FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

– Accurately describes the Lewis acid/base formulation of organic molecules

 

– Accuracy of using Lewis acid/base formulas of organic molecules to solve the given problems

5
4 Able to understand (C2), construct (P4), and discuss (A2) the acid/base properties of individual organic molecules with a minimum accuracy of 80% Bronsted-Lowry acid/base concept (BK4, BK5, BK15, BK16)/Bronsted-Lowry acid/base strength (PB3)

a. Proton donor atoms (H+) making up organic molecules,

b. Proton acceptor atoms (H+) making up organic molecules,

c. Strong acid-base based on Hammet’s equation,

d. Effect of solvent on acid-base strength

Discovery learning

Cooperative learning

Problem Based Learning

Discuss and conclude the problems/tasks given by the lecturer in groups FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

– Accurately explains the Bronsted-Lowry formula for organic molecular acids/bases

 

– Accuracy of using Hammet’s equation to solve the problems given by the lecturer

5
5 Able to understand (C2), construct (P4), and discuss (A2) the concept of nucleophilicity and electrophilicity of organic molecules Concept of nucleophilicity and electrophilicity of organic molecules (BK4, BK5)/ nucleophilicity and electrophilicity of carbon atoms (PB4)

a. Strong nucleophilic, weak nucleophilic concept.

b. The concept of electrophilic solid, weak electrophilic, c. Solvent effect on nucleophilicity-electrophilicity

Discovery learning

Cooperative learning

Problem Based Learning

Discuss and conclude the problems/tasks given by the lecturer in groups FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

10
6 Able to understand (C2), construct (P4), and discuss (A2) Acid-base reactions of organic molecules Homogeneous catalyst (BK7, BK8, BK12)/acid-base catalyst (PB5)

a. Acid-catalyzed organic reactions,

b. Organic reactions catalyzed by bases, c. Acid-catalyzed reaction mechanism,

d. Base-catalyzed reaction mechanism

 

Discovery learning

Cooperative learning

Problem Based Learning

Discuss and conclude the problems/tasks given by the lecturer in groups FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

-Precisely describe organic molecule acid-base catalyst

 

– Accuracy of using the concept of an acid-base catalyst to solve relevant problems.

10
7 Able to understand (C2), construct (P4), and discuss (A2) control kinetics and thermodynamic control of organic molecule reactions Chemical reaction kinetics and thermodynamics concepts (BK2, BK3)/organic molecule reaction kinetics and thermodynamics (BK7)

a. Concept of rate and equilibrium of organic molecule reaction, reaction order,

b. Arrhenius equation, activation energy,

c. Gibbs free energy, enthalpy, entropy, the heat of reaction, d. Reaction energy profiles, intermediate molecules, and transition states, Hammonds postulates

 

Discovery learning

Cooperative learning

Problem Based Learning

Discuss and conclude the problems/tasks given by the lecturer in groups -Precisely explains the concepts of kinetics and thermodynamics of organic molecular reactions

 

-Accuracy in using the concepts of kinetics and thermodynamics of reactions of organic molecules to solve relevant problems

10
 

8

 

 

 

Midterm exam Written exam 90 The truth and completeness of the answer to the question
9 Able to understand (C2), construct (P4), and discuss (A2) Reagents and reaction mechanisms of organic molecules Reagents and mechanisms of organic molecules (BK6, BK7)/Steps of chemical reaction (PB5)

a. Termination and formation of bonds

b. Polar molecules, nucleophiles, electrophiles, and radicals,

c. Reactions of elimination, substitution, addition, pericyclic,

d. Properties of transition states and changes in molecular structure

Discovery learning

Cooperative learning

Problem Based Learning

Discuss and conclude the problems/tasks given by the lecturer in groups FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

-Precisely explains the steps and mechanism of the reaction of organic molecules

– Accuracy of using the principle of the step/mechanism of organic molecules to solve the relevant problems

5
10 Able to understand (C2), construct (P4), and discuss (A2) The effect of solvents on organic molecular reactions Solvent effect on organic molecular reactions (BK5, BK6, BK15, BK16)

a. The structure of the liquid, solution, and solvation,

b. The effect of solvation on the rate and equilibrium of the reaction,

c. empirical solvation index,

d. The use of the solvation scale for the study of reaction mechanisms

Discovery learning

Cooperative learning

Problem Based Learning

Discuss and conclude the problems/tasks given by the lecturer in groups FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

-Accurately describes the effect of the solvent on the rate and equilibrium of the reaction

-Accuracy in using the concept of solvation to solve relevant problems

5
11 Able to understand (C2), construct (P4), and discuss (A2) Kinetics and thermodynamics of organic molecular reactions Principles of kinetics and thermodynamics of organic molecular reactions (BK2, BK3, BK7)/Kinetics and thermodynamics of nucleophilic substitution (PB5)

a. Kinetics and thermodynamics of unimolecular nucleophilic substitution,

b. Kinetics and thermodynamics of bimolecular nucleophilic substitution

Discovery learning

Cooperative learning

Problem Based Learning

Discuss and conclude the problems/tasks given by the lecturer in groups FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

-Accurately explains the kinetics and thermodynamics of nucleophilic substitution reactions of organic molecules

-Accuracy in using the concepts of kinetics and thermodynamics of nucleophilic substitution reactions to solve relevant problems

10
12 Able to understand (C2), construct (P4), and discuss (A2) Kinetics and thermodynamics of organic molecular reactions Principles of kinetics and thermodynamics of organic molecular reactions (BK2,BK3,BK7)/Kinetics and thermodynamics of electrophilic substitution PB6)

a. Unimolecular electrophilic substitution kinetics and thermodynamics,

b. Kinetics and thermodynamics of bimolecular electrophilic substitution

Discovery learning

Cooperative learning

Problem Based Learning

Discuss and conclude the problems/tasks given by the lecturer in groups FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

-Accurately explains the kinetics and thermodynamics of electrophilic substitution reactions of organic molecules

-Accurately using the concepts of kinetics and thermodynamics of electrophilic substitution reactions to solve relevant problems

10
13 Able to understand (C2), construct (P4), and discuss (A2) Kinetics and thermodynamics of organic molecular reactions Principles of kinetics and thermodynamics of organic molecular reactions (BK2, BK3, BK7)/Kinetics and thermodynamics of elimination reactions (PB7)

a. Kinetics and thermodynamics of unimolecular elimination reactions,

b. Kinetics and thermodynamics of bimolecular elimination reactions

Discovery learning

Cooperative learning

Problem Based Learning

Discuss and conclude the problems/tasks given by the lecturer in groups FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

-Accurately explains the kinetics and thermodynamics of organic molecule elimination reactions

-Accuracy in using the concepts of kinetics and thermodynamics of elimination reactions to solve relevant problems

10
14-15 Able to understand (C2), construct (P4), and discuss (A2) Kinetics and thermodynamics of organic molecular reactions Principles of kinetics and thermodynamics of organic molecular reactions (BK2, BK3, BK7, BK16)/Kinetics and thermodynamics of addition reactions (PB8)

a. Kinetics and thermodynamics of aliphatic molecular addition reactions,

b. Kinetics and thermodynamics of addition reactions of aromatic molecules

Discovery learning

Cooperative learning

Problem Based Learning

Discuss and conclude the problems/tasks given by the lecturer in groups FF: 1 x (2 x 50”)

ST + SS: 1 x [(2 x 50”) +

(2 x 60”)]

-Accurately explains the kinetics and thermodynamics of aliphatic and aromatic addition reactions

-Accuracy in using the concepts of kinetics and thermodynamics of aliphatic/aromatic addition reactions to solve relevant problems

10
16 Final exams Written exam 90 The truth and completeness of the answer to the question

Reference:

  1. Isaacs, N.S., 1990, Physical Organic Chemistry, 1st Published Longman Scientific, London
  2. Sykes, P., 1986, A Guide to mechanism in Organic Chemistry, longman Group Ltd, New York
  3. March, J., 1992, Advanced Organic Chemistry: Reaction, Mechanism and Structure, 4 th edition, John    Wiley and Sons, New York

Glossary

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

 

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