Course Syllabus for English-Taught Majors

Practical of Organic ChemistryCourse Syllabus

 

Course Code09041011

Course CategoryMajor Basic

MajorsIntensive Training Class

SemesterSpring

Total Hours54 Hours         Credit1.5

Lecture Hours3 Hours          Lab Hours51 Hours      

InstructorsYuan Dan

TextbooksExperimental Organic Chemistryedited by Shaoqiong Zeng(3nd Edtion)

References1. “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

   

 

Teaching Aim

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

   Hours3

 

Contents

1 Introduction to organic chemistry practical

2 Safety, health and general conduct in organic labs

 

Problems

1 What are compulsory personal protective equipments before entering organic labs?

2 How to deal with emergent situations?

 

Chapter Two  Glassware collection

   Hours2

 

Contents

1Collect and clean glasswares

2Get to know glasswares commonly used in organic experiments

 

Problems

1What are the names and purposes of these glasswares?

 

 

Chapter Three  Melting point determination

   Hours3

 

Contents

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

 

Problems

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

   Hours3

 

Contents

1 Distill anhydrous ethanol and ethyl acetate

2  Determine boiling points of anhydrous ethanol and ethyl acetate

 

Problems

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

   Hours6

 

Contents

1 Recrystallize acetanilide using water as solvent

2Recrystallize naphthalene using ethanol as solvent

 

Problems

1What is the principle and application of recrystallization?

2What are the differences of the two distillation setups?

 

Chapter Six  Preparation of cyclohexene

   Hours6

 

Contents

1Synthesize cyclohexene from cyclohexanol through dehydration reaction

2 Learn fractional distillation

3 Determine refractive index of cyclohexene using an Abbe refractometer

 

Problems

1What is the principle and application of fractional distillation?

2 What is the principle and application of Abbe refractometer?

 

Chapter Seven  Preparation of bromoethane

   Hours5

 

Contents

1Synthesize bromoethane from ethanol through an SN2 substitution

2Learn distillation of low boiling point substrates

3How to use separatory funnel

 

Problems

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

   Hours2

 

Contents

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

   Hours5

 

Contents

1Prepare dibutyl ether through intermolecular dehydration of n-butanol

2How to use Dean-Stark trap

 

Problems

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

   Hours3

 

Contents

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

   Hours6

 

Contents

1Prepare p-methyl acetophenone through Friedel-Crafts reaction

2How to conduct a reaction under anhydrous condition

3Isolation of p-methyl acetophenone through vacuum distillation

 

Problems

1 How to achieve anhydrous condition?

2  How to remove impurities of the crude product?

 

Chapter Twelve  Preparation of diphenyl ether

   Hours3

 

Contents

1Prepare diphenyl ether through Ullmann reaction

2Conduct reactions in microwave reactor

3How to do thin layer chromatography

 

Problems

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

   Hours3

 

Contents

1Properties of methane, ethylene and acetylene

2How to differentiate alkanes, alkenes and alkynes

 

Chapter Fourteen  Properties of aromatic compounds

   Hours2

 

Contents

1Properties of aromatic compounds

 

Assessment Methods

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