厦门大学化学化工学院：《有机化学》课程教学资源（课件讲稿，双语版）第二十一章 酚和芳香卤代烃：芳香亲核取代反应（21.1-21.9）Structure and Nomenclature of Phenol

Chapter 2T PNenol and Aryl Hardes Nucleophilic Aromatic titution 代烃: 核职代反应

Chapter 21 Phenol and Aryl Halides: Nucleophilic Aromatic Substitution Chapter 21 Phenol and Chapter 21 Phenol and Aryl Halides: Aryl Halides: Nucleophilic Aromatic Nucleophilic Aromatic Substitution Substitution 酚和芳香卤代烃： 芳香亲核取代反应 酚和芳香卤代烃： 芳香亲核取代反应

ORGANIC CHEMISTRY Chapter 21 21.1 Structure and nomenclature of Ph henol Department of Chemistry, Xiamen University

ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 21 21.1 Structure and Nomenclature of Phenol

ORGANIC CHEMISTRY Chapter 21 e Compounds that have a hydroxyl group directly attached to a benzene ring are called phenols OH CH OH Phenol 4-Methylphenol 苯酚 4-甲基苯酚 OH OH OH 7 1-Naphthol 2-Naphthol 9-Phenanthrol (a-naphthol) (B-naphthol 9-菲酚 1-萘酚 2-萘酚 Department of Chemistry, Xiamen University

ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 21 Compounds that have a hydroxyl group directly attached to a benzene ring are called phenols. OH CH3 OH Phenol 4-Methylphenol 苯酚 4-甲基苯酚 OH OH 1-Naphthol (α-naphthol) 2-Naphthol (β-naphthol) 9-Phenanthrol 1 5 4 6 7 8 9 3 2 1 2 3 4 5 6 7 8 OH 10 1-萘酚 2-萘酚 9-菲酚

ORGANIC CHEMISTRY Chapter 21 21.1A Nomenclature of phenols OH OH OH NO nO2 Br Cl NO 2-Nitrophenol 4-Chlorophenol 3-Bromophenol 2, 4-Dinitrophenol 2-硝基苯酚4-氯苯酚 3-溴苯酚24-二硝基苯酚 Department of Chemistry, Xiamen University

ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 21 21.1A Nomenclature of Phenols OH Cl OH NO2 OH Br 2-Nitrophenol 4-Chlorophenol 3-Bromophenol 2-硝基苯酚 4-氯苯酚 3-溴苯酚 OH NO2 NO2 2,4-二硝基苯酚 2,4-Dinitrophenol

ORGANIC CHEMISTRY Chapter 21 OH OH CH CH CH 2-Methylphenol 4-Methylphenol 3-Methylphenol (o-Cresol) (p-Cresol (m-Cresol Department of Chemistry, Xiamen University

ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 21 OH CH3 OH CH3 OH CH3 2-Methylphenol 4-Methylphenol 3-Methylphenol (o-Cresol) (p-Cresol) (m-Cresol)

ORGANIC CHEMISTRY Chapter 21 OH OH OH NO OCH Cl Cl NO 2-Methoxyphenol Pentachlorophenol 2, 4, 6-Trinitrophenol (picric acid) 2-甲氧基苯酚五氯苯酚 246-三硝基苯酚(苦味酸) OH OH OH OH OH OH 1.2-Benzenediol 1.3-benzenediol 1 4-benzenedio (catechol) (resorcinol)(hydroquinone) 1,2-苯二酚1,3-苯二酚1,4-苯二酚(氢醌) Department or chemstry, xamen university

ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 21 OH OCH3 2-甲氧基苯酚 2-Methoxyphenol OH Cl Cl Cl Cl Cl 五氯苯酚 Pentachlorophenol OH NO2 O2N NO2 2,4,6-三硝基苯酚 (苦味酸) 2,4,6-Trinitrophenol (picric acid) OH OH OH OH OH OH 1,2-Benzenediol 1,3-Benzenediol 1,4-Benzenediol (catechol) (resorcinol) (hydroquinone) 1,2-苯二酚 1,3-苯二酚 1,4-苯二酚 (氢醌)

ORGANIC CHEMISTRY Chapter 21 21.2 Naturally Occurring Phenols Department of Chemistry, Xiamen University

ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 21 21.2 Naturally Occurring Phenols

ORGANIC CHEMISTRY Chapter 21 OH HO CHoCHCO NH R Tyrosine酪氨酸 Urushiols漆酚 CH3 COCH OCH3 OH OH CH2CH=CH2 CH(CH3) Methyl saliclate Eugenol Thymol (oil of wintergreen) (oil of cloves thyme) 水杨酸甲酯(冬青油)丁子香酚(丁香油)麝香草酚 Department of Chemistry, Xiamen University

ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 21 HO CH2CHCO2 NH3 Tyrosine 酪氨酸 OH OH R Urushiols 漆酚 CO2CH3 OH OH OCH3 CH2CH CH2 水杨酸甲酯(冬青油) Methyl saliclate (oil of wintergreen) Eugenol (oil of cloves) 丁子香酚(丁香油) CH3 CH(CH3)2 OH Thymol (thyme) 麝香草酚

ORGANIC CHEMISTRY Chapter 21 H;C OH OH OH OHI C-NH HH OH HO Y HO CH H Z N(CH3)2 Estradiol Tetracyclines 雌二醇 四环素 (Y=C,Z=H; Aureomycin金霉素) (Y=H,Z=OH; terramycin土霉素) Department of Chemistry, Xiamen University

ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 21 OH H3C H H H HO Estradiol 雌二醇 O OH C O NH2 O OH HO OH H N(CH3)2 Y CH3Z OH Tetracyclines 四环素 (Y= Cl, Z=H; Aureomycin 金霉素) (Y= H, Z=OH; terramycin 土霉素)

ORGANIC CHEMISTRY Chapter 21 21.3 Physical Properties of phenols Department of Chemistry, Xiamen University

ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 21 21.3 Physical Properties of Phenols