Organic Chemistry II

Course Code: B32008H

Course Name: Organic Chemistry II

Credits: 2.0

Pre-requisite: Organic Chemistry I

Course Description:

Organic chemistry is one of the important required courses of chemistry and chemical engineering in colleges and universities. This course is based on the basic theory of organic chemistry, such as valence bond theory, molecular orbital theory and acid-base theory, using the interpretation of the reaction mechanism and reaction rule as the main line, teaching the structure, properties, reaction and inter-transformation of all kinds of organic compound. The introduction of other organic chemistry related knowledge such as life and material will enhance the understanding of organic chemistry.

The purpose of this course is to make students systematically master the basic theory of organic chemistry and the basic knowledge of the structure, properties, preparation methods, reaction and application of organic compounds,understand the origin, mechanism and basic rules of organic reaction, master organic synthesis strategy and design simple route, andimprove students' ability to analyze and solve problems.

The basic requirements of this course is running through the studying of organic reaction mechanism, combing the context of the rational deduction of organic chemistry, stress less on the simple memory of knowledge.Fuse the teaching and independently discussing and learning in groups, focusing on the combination of actual teaching materials and textbooks.Make studentsstraighten up the basic concept of organics, be familiar with the basic structure and reaction of all kinds of organic compounds, master the basic theory, understand the reaction mechanism, master the common characteristics and rules of various types of organic reactions, and master the basic skills to synthetize simple compounds, which will lay a solid foundation for later study.

Topics and Schedule

Chapter 12   Preparation of Alcohols by Carbonyl Compounds:Oxidation Reduction and Organometallic Compound (4hrs)

  1.    The structure of Carbonyl compound  
  2.    Redox reaction
  3.    Preparation of alcohols by reduction of carbonyl compounds
  4.    Oxidation of alcohols
  5.    Organometallic compound

Chapter 13   Conjugated Unsaturated System (2hrs)

  1.    The introduction of conjugate system
  2.    The allyl radical and the allyl positive ion
  3.    Conjugated dienes and polyolefin
  4.    UV Vis spectroscopy
  5.    Diels-Alder reaction

Chapter 14   Aromatic Compounds (2hrs)

  1.    The discovery, nomenclature and derivatives of benzene
  2.    The structure and properties of benzene
  3.    Other aromatic compounds

Chapter 15   Reaction of Aromatic Compounds (4hrs)

  1.    Aromatic electrophilic substitution
  2.    The halogenation, nitrification and sulfonation of benzene
  3.    Friedel-Crafts reaction and its application
  4.    Substituent effect
  5.    Aromatic side chain reaction

Chapter 16   Aldehydes and Ketones (4hrs)

  1.    Nomenclature and physical properties of aldehydes and ketones
  2.    Synthesis of aldehydes and ketones
  3.    The nucleophilic addition reaction of aldehydes and ketones, theacetals and hemiacetals, enamine/imine, the nagata hydrocyanation and Wittig reaction.
  4.    The spectroscopic properties of aldehydes and ketones

Chapter 17   Carboxylic Acids and Their Derivatives (3hrs)

  1.    Nomenclature and physical properties of carboxylic acids
  2.    Preparation of Carboxylic Acid
  3.    Carboxylic acid derivatives, acyl substitution reaction
  4.    Decarboxylic reaction, chemical detection of acyl groups polyester and  polyamide

Chapter 18   Carbonylα position reaction (3hrs)

  1.    Acid of carbonyl α-H,enolate anions, the interconversion of ketones and      enol
  2.    Reaction of enol or enol negative ions
  3.    The synthesis of ethyl acetoacetate and malonic ester
  4.    The synthesis of enamine

Chapter 19 Condensation of Carbonyl Compounds and Conjugate Addition Reaction (4hrs)

  1.    Claisen condensation
  2.    Preparation of 1,3- two carbonyl compounds by the acetylation reaction of  ketones
  3.    Aldol reaction
  4.    Addition reaction of α,β-unsaturated aldehydes and ketones
  5.    Mannich reaction

Chapter 20   Amine (4hrs)

  1.    Nomenclature, structure and properties of amines
  2.    Preparation of amines
  3.    Reaction of amine
  4.    Analysis of amine
  5.    Elimination of quaternary ammonium salt

Chapter 21    Phenol and Aryl Halide and Nucleophilic Aromatic Substitution (4hrs)

  1.    The nomenclature ,structure and properties of phenols
  2.    Synthesis and reaction of phenol
  3.    Aryl Halide and nucleophilic aromatic substitution
  4.    Spectrum analysis of phenol and aryl halide

Ⅲ   Biological organic compounds (4hrs)

Chapter 22   Carbohydrate and Lipid Compounds (1hr)

  1.    Brief introduction of carbohydrate compounds and reaction of carbohydrate
  2.    Brief introduction of lipid compounds

Chapter 23   Amino Acids and Proteins (2hrs)

  1.    Amino acid and its synthesis
  2.    Peptides and proteins
  3.    Structure of polypeptide and protein
  4.    Profile of enzyme

Chapter 24   Nucleic Acid and Synthesis of Protein (1hr)

  1.    Nucleic acids, nucleosides and nucleotides
  2.    DNA, RNA and protein synthesis

Textbook

Xing Qiyi et al, Fundamental Organic Chemistry (3th Edition),Higher Education Press,2005 (2014 reprint)

References

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

[2]    K. Peter C. Volhard et al, Organic Chemistry:Structure and Function, Dai Lixin et al translated, Chemical Industry Press, 2006