高等有机化学

Chapter 1 Chemical Bonding and Molecular Structure

1.1 Localized chemical bonding

1.2 Dipole moments

1.3 Inductive effects and field effects

1.4 Delocalized chemical bonding

1.5 Resonance structures drawn for conjugated structures

1.6 Conjugative effect

1.7 Hyperconjugative effect

1.8 Steric effect

1.9 Aromaticity and Hückel's rule

Problems

Vocabulary

知识要点

Chapter 2 Stereochemistry

2.1 Enantiomers

2.2 Resolution of racemates

2.3 The stereochemistry in reaction process

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Vocabulary

知识要点

Chapter 3 Mechanisms of Organic Reactions

3.1 Types of organic reactions

3.2 The variables of organic reactions

3.3 How do organic reactions occur: mechanisms

3.4 Describing a reaction: intermediates

3.5 Methods of determining mechanisms

Problems

Vocabulary

知识要点

Chapter 4 Nucleophilic Substitution

4.1 Mechanisms of nucleophilic substitutions

4.2 Stereochemistry of nucleophilic substitutions

4.3 Nucleophiles and nucleophilicity

4.4 The factors that can influence the rates of SN1, SN2 reactions

4.5 Neighboring-group participation effect

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Vocabulary

知识要点

Chapter 5 Addition and Elimination Reactions

5.1 Electrophilic addition reactions

5.2 Elimination reactions

5.3 Elimination vs substitution

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知识要点

Chapter 6 Reactions of Carbonyl Compounds

6.1 The nucleophilic addition reaction mechanisms

6.2 The nucleophilic addition reactions to the carbonyl groups

6.3 The addition and elimination reactions

6.4 The reactivity and stereoselectivity of nucleophilic additions

6.5 Condensation reactions

6.6 Reaction with ylides

6.7 The nucleophilic substitutions of carboxylic acid and their derivatives

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知识要点

Chapter 7 Rearrangements

7.1 Nucleophilic rearrangements

7.2 Electrophilic rearrangements

7.3 Rearrangements on aromatic rings

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Chapter 8 Electrophilic and Nucleophilic Aromatic Substitutions

8.1 Electrophilic aromatic substitution

8.2 Specific electrophilic aromatic substitution reactions

8.3 Directing effects of substituents

8.4 Effects of multiple substituents on electrophilic aromatic substitution

8.5 Nucleophilic aromatic substitution

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Chapter 9 Oxidation and Reduction Reactions

9.1 Oxidation of alkenes and alkynes

9.2 Oxidation of alcohols

9.3 Oxidation of aldehydes and ketones

9.4 Oxidation of aromatic side chains and the aromatic rings

9.5 Reduction reactions

9.6 Other reduction reactions

9.7 Disproportionation reactions

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Vocabulary

知识要点

Chapter 10 Pericyclic Reactions

10.1 Electrocyclic ring opening/closure reactions

10.2 Cycloaddition reactions

10.3 Sigmatropic rearrangements

Problems

Vocabulary

知识要点

Appendix Ⅰ 《Advanced Organic Chemistry》Final Test（1）

Appendix Ⅱ 《Advanced Organic Chemistry》Final Test（2）

Appendix Ⅲ 《Advanced Organic Chemistry》Final Test（3）

参考文献

《Advanced Organic Chemistry高等有机化学（双语版）/高等学校教材·河南省“十二五”普通高等教育规划教材》第1章介绍了分子结构和化学键与反应活性的定性关系；第2章为立体化学，主要介绍了立体异构、消旋化合物的拆分、立体选择性和立体特异性反应、不对称合成等；第3章主要介绍有机反应的类型，通过举例来解释反应机理，并结合机理讨论反应中间体的结构、稳定性和化学性质；第4章讨论亲核取代反应的机理、立体化学和影响因素；第5章讨论加成和消除反应的机理和立体化学；第6章主要介绍羰基化合物的亲核加成反应；第7章介绍重排反应；第8章讨论芳香亲核和亲电取代反应，同时介绍定位效应；第9章介绍各类氧化和还原反应及歧化反应；第10章介绍周环反应。每章后附有相关习题、专业术语词汇表。为方便学生理解，每章后有中文列出的知识要点。
　　《Advanced Organic Chemistry高等有机化学（双语版）/高等学校教材·河南省“十二五”普通高等教育规划教材》可供化学类专业高年级本科生和研究生使用，亦可供从事高等有机化学教学的教师参考。