3.3 外消旋体的拆分 3.4 外消旋化与差向异构化 3.5 有机反应中的立体化学 Stereochemistry of Reactions

1858 ~ 1861, Kekulé, Couper, and Butlerov, laid the basis for one of the most fundamental theories in chemistry: the structural theory. Valence（化合价）: C — tetravalent; O — divalent; H — monovalent

An equimolar mixture of two enantiomers is called a racemic form (either a racemate or a racemic mixture). A racemic form shows no rotation of plane￾polarized light

Before 1951 only relative configurations of chiral molecules were known. Configurations of chiral molecules were related to each other through reactions of known stereochemistry. The standard compound was glyceraldehyde

Isomers are different compounds that have the same molecular formula. Constitutional isomers are isomers that differ because their atoms are connected in a different order. Stereoisomers differ only in arrangement of their atoms in space.Stereoisomers are not constitutional isomers. Enantiomers are stereoisomers whose molecules are nonsuperposable mirror images of each other. Diastereomer are stereoisomers whose molecules are not mirror images of each other

4.1 卤代烃的分类 结构和命名 Classification, Structure, and Nomenclature of Alkyl Halides 4.2 卤代烃的物理性质 Physical Properties of Alkyl Halides 4.3 卤代烃的化学性质 Chemical properties of Alkyl Halides

1.12A The Structure of Methane sp3 Hybridization The 4 sp3 orbitals should be oriented at angles of 109.5° with respect to each other. An sp3-Hybridized carbon gives a tetrahedral structure for methane, and with four equivalent C—H bonds

7.3 芳香烃的化学性质 Reactions of Aromatic Hydrocarbons 7.4 苯环上亲电取代的定位规律 Orientation of Reactions on Substituted Aromatic Rings

More environment-friendly methods Natural insect attractants — instead pesticide Less reactive compounds organic refrigerants and aerosol propellant — instead Freon (that destroy the Earth’s ozone layer) Cars with more efficient combustion engines — reduce the massive amount of automobile

Quinones are an interesting and valuable class of compounds because of their oxidation-reduction, or redox, properties. The redox properties of quinones are important to the functioning of living cells, where compounds called ubiquinones(泛醌) act as biochemical oxidizing agents to mediate the electro-transfer processes involved in energy production