Course Syllabus for English-Taught Majors

Practical of Organic ChemistryCourse Syllabus

 

Course Code09041012

Course CategoryMajor Basic

MajorsIntensive Training Class

SemesterFall

Total Hours72 Hours         Credit3

Lecture Hours0 Hours          Lab Hours72 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  Preparation of 2-furfuryl alcohol and 2-furoic acid

   Hours7

 

Contents

1Prepare 2-furfuryl alcohol and 2-furoic acid through Cannizzaro reaction

2Isolate 2-furfuryl alcohol and 2-furoic acid through distillation and recrystallization, respectively

 

Problems

1  What is the principle of Cannizzaro reaction?

 

Chapter Two  Preparation of ethyl acetoacetate

   Hours6

 

Contents

1Prepare ethyl acetoacetate through Claisen condensation

2Conduct reactions under anhydrous conditions

3Isolate ethyl acetoacetate through vacuum distillation

 

Problems

1What is the principle of Claisen condensation?

2How to prepare sodium beads?

Chapter Three  Properties of carboxylic acids and their derivatives

   Hours4

 

Contents

1Properties of carboxylic acids and their derivatives

2Preparation and properties of soap

 

Chapter Four  Preparation of adipic acid

   Hours4

 

Contents

1 Prepare adipic acid through oxidation of cyclohexanol

2  Learn the NO2 gas trap setup

 

Problems

1 What is the principle of the oxidation reaction?

2 How to trap toxic NO2 gas?

 

Chapter Five  Preparation of diethyl adipate

   Hours5

 

Contents

1Prepare diethyl adipate through esterification reaction

2 Use Dean-Stark trap and vacuum distillation

 

Problems

1What is the principle of the esterification reaction?

2 How to push an equilibrium to completion?

 

Chapter Six  Preparation of o- and p-nitroanilines

   Hours18

 

Contents

1Prepare o- and p-nitroanilines through nitration reaction

2 Separate o- and p-nitroanilines through steam distillation

 

Problems

1What is the principle of the nitration reaction of aromatic compounds?

2What is the principle and application of steam distillation?

 

Chapter Seven  Properties of amines

   Hours2

 

Contents

1Properties of aliphatic and aromatic amines

2Differentiate primary, secondary and tertiary amines

 

Chapter Eight  Alkaloids (caffeine) extraction

   Hours6

 

Contents

1 Extract caffeine from tea leaves using Soxhlet extractor

2 Purify caffeine through sublimation

 

Problems

1 What is the principle of the nitration reaction of Soxhlet extractor?

2 What is the principle and application of sublimation?

 

Chapter Nine  Preparation of triyl alcohol

   Hours8

 

Contents

1Prepare Grignard reagent under anhydrous condition

2Prepare triyl alcohol through reaction of benzophenone and Grignard reagent

 

Problems

1What is Grignard reagent and its application in organic synthesis?

2How to prepare Grignard reagent under anhydrous condition?

 

Chapter Ten  Preparation of poly(vinyl formal)

   Hours3

 

Contents

1 Prepare poly(vinyl formal) through acetalization of polyvinyl alcohol

2  Use mechanical stirrer

 

Problems

1What is the setup and operation of mechanical stirrer?

 

Chapter eleven  Properties of carbohydrates, amino acids and proteins

   Hours3

 

Contents

1Properties of carbohydrates, amino acids and proteins

2 Differentiate carbohydrates, amino acids and proteins

 

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, and conducting certain experiment that was done during practical.

 

 

                                Made by Yuan Dan

                                Date:  Nov. 5th, 2016