Organic Chemistry Ⅰ

Course Code: B32006Y-01

Course Name: Organic Chemistry

Credits: 2.0

Level: Undergraduate

Pre-requisite: Principles of Chemistry

Lecture Time: 40 hours/session


Course Description

Organic chemistry is one of the main required courses of chemistry and chemical engineering majors in universities. This course teaches the structures, properties, reactions and transformation of all kinds of organic compounds, based on the basic theory of organic chemistry, such as valence bond theory, molecular orbital theory and acid-base theory, which takes understanding reaction mechanism and law as the main line. The understanding of organic chemistry is deepened through the introduction of life, material and other organic chemistry related knowledge.

Purposes of this courseTo learn basic knowledge of organic chemistry, such as basic theories of organic chemistry, structures, properties, preparation methods, reactions and applications of organic compounds systematically. To understand the origins, mechanisms and basic laws of organic reactions. To master the strategies of Organic synthesis and be able to design simple routes. To improve students' ability to analyze and solve problems.

Basic requirements of this coursePutting the study of organic reaction mechanisms throughout, carding the context of organic chemistry’s rational deduction, diluting the mechanical memorizing of simple knowledge. Integrating classroom teaching and group independent learning together, focusing on the combination of practical teaching materials and textbooks, through which students can understand the basic organic concepts, be familiar with the basic structures of various types of organic compounds and reactions, master the basic theories, understand the reaction mechanisms, and grasp the common characteristics and laws of various types of organic reactions. At the same time, students can master the basic skills of synthesizing simple target compounds, which lays a solid foundation for further study.

Topics and Schedule

This course begins with the basic theories and basic knowledge of organic chemistry, including the electronic structure theory, the classification of compounds, the methods of naming, the basic knowledge of stereochemistry, the important spectral knowledge and so on. Take reaction mechanism as the core, teaching the structures, properties, reactions, preparation methods and applications of different kinds of compounds in order. Introduce the related knowledge like structures, properties, syntheses and applications of organic compounds briefly. First, the basic concepts, theories, structures and natures will be introduced, and then the representative reaction will be taken as an example to analyze, explaining the organic reaction mechanism throughout the whole course.

The basic contents of each part are as follows:

Organic Chemistry ()

  1. Basic theories of organic chemistry (7 hrs)
  2. Basic knowledgeBond and molecular structure(2 hrs)

   1.1. Atomic structure, chemical bond, Lewis structure, formal charge

1.2. Isomer and structural formula

1.3. Resonance theory

1.4. Quantum mechanics, atomic, molecular orbital, and hybrid orbital theory

  1. Family of organic compoundsfunctional group, intermolecular force, infrared spectrum (2 hrs)

 2.1. Hydrocarbons: alkanes, alkenes, alkynes and aromatic hydrocarbon

 2.2. Polar covalent bond, polar and nonpolar molecules

 2.3. Functional group of organic compounds

 2.4. Introduction of various functional compounds

 2.5. Molecular structures and physical properties

 2.6. Infrared spectrum

  1. Acids and bases: introduction to organic reactions and their mechanisms (3 hrs)
    1. . Acid-base reactions and mechanism description
    2. . Lewis acid base, carbocation and carbanion
    3. . Brønsted acid baseKa and pKa, acid base reaction prediction, relationships between structure and acidity
    4. . Organic reaction mechanism
    5. . Non aqueous acid base reaction
  2. Classified teaching of compounds and reactions (61 hrs)
  3. Nomenclature and structure of alkanes and cycloalkanes (2 hrs)

4.1.   Brief introduction and Nomenclature of alkanes and cycloalkanes

4.2.   Physical properties of alkanes and cycloalkanes

4.3. Rotations of bond and σ bondConformation of alkanes

4.4. The stability of cycloalkanes: ring tension

4.5. Cyclohexane, substituted cyclohexane, bicyclic alkanes and polycyclic alkanes

4.6. Reactions of alkanes and their preparations

  1. Stereochemistrychiral molecules(3 hrs)

5.1. Chiral molecules, enantiomers and their nomenclature

 5.2. Properties of chiral molecules, synthesis of chiral drugs

 5.3. Multi chiral centers compound

 5.4. Non carbon chiral central compound

 5.5. Planar chirality and axial chirality

  1.  Ionic reactionnucleophilic substitution and elimination reaction of alkyl halide(4 hrs)

 6.1. Structures and properties of alkyl halide

 6.2. Nucleophilic substitution reaction

 6.3. SN2 reaction, SN1 reaction

 6.4. Elimination reaction

 6.5. Mechanisms of E1 and E2

  1. Alkenes and alkynes properties and syntheses(3 hrs)

7.1.   Structures and properties of alkenes and alkynes

7.2.   Synthesis of alkenes and alkynes

7.3.   Reactions of alkenes and alkynes

7.4.   Organic synthesisRetrosynthetic analysis

  1.  Alkenes and alkynes Ⅰaddition reaction(3 hrs)

   8.1.  Addition reactions of alkenes and their mechanisms

8.2. Alcohol reactions of alkenes and their mechanisms

8.3. Nucleophilic additions of halogens to alkenes

8.4. Carbene

8.5. Oxidation of alkenes

8.6. Addition and oxidation reactions of alkynes

8.7. Synthesis design

  1.  Nuclear magnetic resonance and mass spectrometry:structural identification tools (4 hrs)

  9.1. Basic knowledge of nuclear magnetic resonance

  9.2. Hydrogen, carbon and two dimensional nuclear magnetic resonance spectroscopy

  9.3Basic knowledge of mass spectrometry

  9.4. Molecular ion peaks, fragment peaks and isotope peaks in mass spectrum

  1.  Free radical reaction (4 hrs)

  10.1. Production and activity of free radical

  10.2. Alkyl free radical and its reaction

  10.3. Free radicals of allylique/benzyl and their reactions

  10.4. Free radical addition and free radical polymerization of alkenes

  10.5. Other free radical reactions

  1. Alcohols and ethers (4 hrs)

  11.1. Structures, naming and physical properties

  11.2. Syntheses of alcohols and their reactions

  11.3. Syntheses of ethers and their reactions

  11.4. Crown ether


[1]     Qiyi Xing, Fundamental Organic Chemistry, Third Edition, Higher Education Press, 2005Reprinted in Mar. 2014

[2]     T. W. Graham Solomons, Craig B. Fryhle, Scott A. Synder, Organic Chemistry ,11th Edition, John Wiley & Sons, 2013

[3]     K. Peter C. Volhardt, Organic ChemistryStructure and Function, Translated by Lixin Dai, Fourth Edition, Chemical Industry Press,2006


AuthorHuibiao Liu