‘Practical of Organic Chemistry’Course Syllabus
Course Category：Major Basic
Majors：Intensive Training Class
Total Hours：54 Hours Credit：1.5
Lecture Hours：3 Hours Lab Hours：51 Hours
Textbooks：Experimental Organic Chemistry（edited by Shaoqiong Zeng）(3nd Edtion)
References：1. “Experimental Organic Chemistry” published by Perkin University Press; 2. “Experimental Organic Chemistry” compiled by Jian Cao and Lingxiang Guo, published by Nanjing University Press, 2009
Students will learn basic yet important techniques in organic chemistry, including melting point determination, atmospheric pressure distillation, vacuum distillation, boiling point determination, recrystallization, extraction, chromatography, steam distillation and operation under anhydrous conditions. Organic compounds will be synthesized in small scale through classical experiments, e.g., substitution, dehydration, Friedel-Crafts, Ullmann, Cannizzaro, Claisen condensation, oxidation, esterification, and nitration reactions. Students will learn how to conduct experiments, and how to separate and purify organic compounds. Besides synthesis, property study is also included in organic practical. Students will learn properties of compounds such as alcohols, phenols, aldehydes, ketones, carboxylic acids and their derivatives, amines, carbohydrates, amino acids and proteins, familiarize themselves with simple methods to differentiate and identify these compounds, and reinforce textbook concepts. After each experiment, students will do data analysis, and write reports.
Through doing practical, students will understand better basic theories of organic chemistry, and their skills on conducting experiments, data analysis and problem-solving will get developed.
Chapter One Introduction
1 Introduction to organic chemistry practical
2 Safety, health and general conduct in organic labs
1 What are compulsory personal protective equipments before entering organic labs?
2 How to deal with emergent situations?
Chapter Two Glassware collection
1Collect and clean glasswares
2Get to know glasswares commonly used in organic experiments
1What are the names and purposes of these glasswares?
Chapter Three Melting point determination
1How to use bunsen burner
2The working principle of “double bath” apparatus
3Determine melting points of naphthalene, p-dichlorobenzene and benzoic acid with a “double bath” apparatus
1 Why should the melting point be recorded as a range instead of a number?
2 How to determine the starting point and end point of a melting range, respectively?
Chapter Four Distillation and boiling point determination
1 Distill anhydrous ethanol and ethyl acetate
2 Determine boiling points of anhydrous ethanol and ethyl acetate
1What is the principle and application of distillation?
2What is the difference of distilling flammable and inflammable liquids?
3How to separate different liquids through distillation?
Chapter Five Recrystallization of acetanilide and naphthalene
1 Recrystallize acetanilide using water as solvent
2Recrystallize naphthalene using ethanol as solvent
1What is the principle and application of recrystallization?
2What are the differences of the two distillation setups?
Chapter Six Preparation of cyclohexene
1Synthesize cyclohexene from cyclohexanol through dehydration reaction
2 Learn fractional distillation
3 Determine refractive index of cyclohexene using an Abbe refractometer
1What is the principle and application of fractional distillation?
2 What is the principle and application of Abbe refractometer?
Chapter Seven Preparation of bromoethane
1Synthesize bromoethane from ethanol through an SN2 substitution
2Learn distillation of low boiling point substrates
3How to use separatory funnel
1What is the setup of low boiling point substrate distillation?
2What is the standard operating procedure of separatory funnel?
Chapter Eight Properties of alochols and phenols
1Properties of alochols and phenols
2Comparison on properties of alochols and phenols
3How to differentiate or identify alochols and phenols
Chapter Nine Preparation of dibutyl ether
1Prepare dibutyl ether through intermolecular dehydration of n-butanol
2How to use Dean-Stark trap
1What is the principle and application of Dean-Stark trap?
2How to remove impurities of the crude product?
Chapter Ten Properties of aldehydes and ketones
1 Properties of aldehydes and ketones
2 Comparison on properties of aldehydes and ketones
3 How to differentiate or identify aldehydes and ketones
Chapter Eleven Preparation of p-methyl acetophenone
1Prepare p-methyl acetophenone through Friedel-Crafts reaction
2How to conduct a reaction under anhydrous condition
3Isolation of p-methyl acetophenone through vacuum distillation
1 How to achieve anhydrous condition?
2 How to remove impurities of the crude product?
Chapter Twelve Preparation of diphenyl ether
1Prepare diphenyl ether through Ullmann reaction
2Conduct reactions in microwave reactor
3How to do thin layer chromatography
1 What is the principle and application of microwave reactor?
2 What is the principle and application of thin layer chromatography?
Chapter Thirteen Properties of alkanes, alkenes and alkynes
1Properties of methane, ethylene and acetylene
2How to differentiate alkanes, alkenes and alkynes
Chapter Fourteen Properties of aromatic compounds
1Properties of aromatic compounds
Evaluation will be based on performance on each experiment and final exam, amounting to 70% and 30%, respectively.
Performance on each experiment will be assessed based on pre-lab report, experiment conduct, lab report and results. Lab reports should contain principles, procedures (process chart), main setup diagrams, data records, results and discussions, and conclusions.
The final examination will involve a number questions related to practical.
Made by ：Yuan Dan
Date: Nov. 5th, 2016