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酚类

酚类是一大类化合物,它们主要特征是分子中含有一个羟基(-OH)直接连接在苯环上。这类化合物广泛存在于自然界中,并且具有重要的生物、医药及工业应用价值。

结构与分类

酚类化合物的基本结构为苯环上的氧原子与羟基相连。根据羟基的位置不同,可将酚分为单酚和多酚两大类:

  • 单酚:每个分子仅有一个酚羟基。
  • 多酚:含有两个或多个酚羟基的化合物。
生物学意义
  1. 天然来源:酚广泛存在于植物、动物以及微生物中,如咖啡因中的茶酚、儿茶素等。
  2. 抗氧化作用:许多酚类物质具有较强的抗氧化性,能够清除体内的自由基,保护细胞免受氧化损伤。
  3. 抗菌活性:部分酚类化合物展示出显著的抗菌效果,可用于食品保鲜或开发抗生素。
工业应用
  1. 农药和杀虫剂:利用某些酚类化合物对特定昆虫的选择性毒性进行害虫控制。
  2. 染料工业:许多天然及合成染料都基于酚结构设计而成。
  3. 医药领域:作为原料或药物成分,例如阿司匹林的核心成分水杨酸就属于苯酚衍生物。
工业生产

酚类可以通过多种途径制备:

  • 通过煤焦油蒸馏或石油裂解得到的粗酚进行精炼获得。
  • 以苯或其他芳烃为原料,在催化剂作用下与水反应生成苯酚,此过程称为菲林斯勒反应(Fischer–Strassmann反应)。
注意事项

尽管酚类化合物具有广泛的应用前景,但它们也可能带来毒性问题。例如强酸性的酚类物质会对皮肤造成刺激甚至腐蚀。因此在使用时需注意安全防护措施。

以上是对酚类的简单介绍,涵盖了其基本定义、生物学意义及工业应用等方面的内容。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 2-[(2-Chloro-5-hydroxyphenyl)methyl]-4,4-dimethyl-1,2-oxazolidin-3-one 140225-78-1 C12H14ClNO3
2-[(2-Chloro-5-hydroxyphenyl)methyl]-4,4-dimethyl-1,2-oxazolidin-3-one
—— bis-(2-hydroxy-5-methylphenyl)telluride 139693-85-9 C14H14O2Te
bis-(2-hydroxy-5-methylphenyl)telluride
—— 2,3,5,6-Tetrachloro-4-[(furan-2-yl)methoxy]phenol 140650-97-1 C11H6Cl4O3
2,3,5,6-Tetrachloro-4-[(furan-2-yl)methoxy]phenol
—— Phenol, 4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethoxy]- 140218-18-4 C9H6F6O3
Phenol, 4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethoxy]-
—— 3-Chloro-4-(1-hydroxyethyl)benzene-1,2-diol 140939-21-5 C8H9ClO3
3-Chloro-4-(1-hydroxyethyl)benzene-1,2-diol
—— 5-Bromo-3,4-dichloro-2-nitrophenol 141181-77-3 C6H2BrCl2NO3
5-Bromo-3,4-dichloro-2-nitrophenol
—— 4-[1,2,3-Tris(ethylsulfanyl)propyl]benzene-1,2-diol 141890-08-6 C15H24O2S3
4-[1,2,3-Tris(ethylsulfanyl)propyl]benzene-1,2-diol
—— N-Ethyl-3,4-dihydroxy-5-nitro-benzamide 141656-25-9 C9H10N2O5
N-Ethyl-3,4-dihydroxy-5-nitro-benzamide
—— 1,4,8,11-Tetrazacyclotetradecane;2,4,6-trinitrophenol 141649-35-6 C22H30N10O14
1,4,8,11-Tetrazacyclotetradecane;2,4,6-trinitrophenol
—— Acetic acid;2,3,5,6-tetrafluorobenzene-1,4-diol 141868-20-4 C8H6F4O4
Acetic acid;2,3,5,6-tetrafluorobenzene-1,4-diol
—— 4-{2-[(1-Phenylcyclohexyl)amino]ethyl}benzene-1,2-diol 142779-81-5 C20H25NO2
4-{2-[(1-Phenylcyclohexyl)amino]ethyl}benzene-1,2-diol
—— 3',3',5',5'-Tetramethyl-2',3',4',5'-tetrahydro[1,1'-biphenyl]-3-ol 143125-92-2 C16H22O
3',3',5',5'-Tetramethyl-2',3',4',5'-tetrahydro[1,1'-biphenyl]-3-ol
—— 2-[(E)-(Pyridin-2(3H)-ylidene)amino]phenol 143113-38-6 C11H10N2O
2-[(E)-(Pyridin-2(3H)-ylidene)amino]phenol
—— 4-{[2-(3,4-Dihydroxyphenyl)ethyl]amino}pent-3-en-2-one 143212-75-3 C13H17NO3
4-{[2-(3,4-Dihydroxyphenyl)ethyl]amino}pent-3-en-2-one
—— 4-[(2,6-Diaminopyrimidin-4-yl)methyl]-2,6-dimethoxyphenol 143489-73-0 C13H16N4O3
4-[(2,6-Diaminopyrimidin-4-yl)methyl]-2,6-dimethoxyphenol
—— 5'-(1,3-Dithian-2-yl)-1',2',3',4'-tetrahydro[1,1'-biphenyl]-2,6-diol 143946-50-3 C16H20O2S2
5'-(1,3-Dithian-2-yl)-1',2',3',4'-tetrahydro[1,1'-biphenyl]-2,6-diol
—— 3-Fluoro-5-nitrobenzene-1,2-diol 143542-78-3 C6H4FNO4
3-Fluoro-5-nitrobenzene-1,2-diol
—— 2-(2-Methylbutyl)-4,6-dinitrophenol 143999-38-6 C11H14N2O5
2-(2-Methylbutyl)-4,6-dinitrophenol
—— N-[2-(4-Hydroxyphenoxy)ethyl]cyclopropanecarboxamide 143835-49-8 C12H15NO3
N-[2-(4-Hydroxyphenoxy)ethyl]cyclopropanecarboxamide
—— 1-(3,4-Dihydroxyphenyl)octa-2,4-dien-1-one 144094-14-4 C14H16O3
1-(3,4-Dihydroxyphenyl)octa-2,4-dien-1-one
—— Sulfuric acid;2,3,5,6-tetrachlorobenzene-1,4-diol 144046-80-0 C6H4Cl4O6S
Sulfuric acid;2,3,5,6-tetrachlorobenzene-1,4-diol
—— 2-[(2-Hydroxyethyl)sulfanyl]-3,5-dimethoxybenzene-1,4-diol 144268-00-8 C10H14O5S
2-[(2-Hydroxyethyl)sulfanyl]-3,5-dimethoxybenzene-1,4-diol
—— Acetic acid;2-heptadecyl-4,6-dimethoxyphenol 144189-27-5 C27H48O5
Acetic acid;2-heptadecyl-4,6-dimethoxyphenol
—— 5-(4-Hydroxy-3-methoxyphenyl)-1-phenylpenta-2,4-dien-1-one 144425-98-9 C18H16O3
5-(4-Hydroxy-3-methoxyphenyl)-1-phenylpenta-2,4-dien-1-one
—— 4-Ethoxyphenol;formic acid 149695-93-2 C9H12O4
4-Ethoxyphenol;formic acid
—— Acetic acid;4-(1,3-dithiolan-2-yl)phenol 150372-43-3 C11H14O3S2
Acetic acid;4-(1,3-dithiolan-2-yl)phenol
—— 4-[(4-Hydroxyphenyl)methylidene]-1-methylpyrrolidine-2,3-dione 144525-90-6 C12H11NO3
4-[(4-Hydroxyphenyl)methylidene]-1-methylpyrrolidine-2,3-dione
—— 2-Methoxy-4-(1-propoxypropyl)phenol 144681-21-0 C13H20O3
2-Methoxy-4-(1-propoxypropyl)phenol
—— 2-Methoxy-6-(2-methoxypropyl)phenol 148425-14-3 C11H16O3
2-Methoxy-6-(2-methoxypropyl)phenol
—— 5-Pentadecyl-2-(prop-2-EN-1-YL)phenol 149247-23-4 C24H40O
5-Pentadecyl-2-(prop-2-EN-1-YL)phenol
—— 3-Pentadecyl-2-(prop-2-EN-1-YL)phenol 149247-22-3 C24H40O
3-Pentadecyl-2-(prop-2-EN-1-YL)phenol
—— Water-phenol-water 152753-11-2 C6H10O3
Water-phenol-water
—— Acetic acid;5-methoxy-3-pentylbenzene-1,2,4-triol 34272-59-8 C18H30O10
Acetic acid;5-methoxy-3-pentylbenzene-1,2,4-triol
—— 4-Methyl-2-[(propan-2-yl)phosphanyl]phenol 197722-07-9 C10H15OP
4-Methyl-2-[(propan-2-yl)phosphanyl]phenol
—— 4,5-Diethoxybenzene-1,2-diol 192462-77-4 C10H14O4
4,5-Diethoxybenzene-1,2-diol
—— 2-Aminobenzoic acid;2,4,6-trinitrophenol 189894-82-4 C20H17N5O11
2-Aminobenzoic acid;2,4,6-trinitrophenol
—— Formic acid--4,4'-[decane-1,10-diylbis(oxy)]diphenol (2/1) 189388-92-9 C24H34O8
Formic acid--4,4'-[decane-1,10-diylbis(oxy)]diphenol (2/1)
—— 5-(4-hydroxy-3-methoxyphenyl)-N-propylpenta-2,4-dienamide 188985-54-8 C15H19NO3
5-(4-hydroxy-3-methoxyphenyl)-N-propylpenta-2,4-dienamide
—— 4-Bromo-2-[(1,4,7,10-tetraazacyclotridecan-12-yl)methyl]phenol 188925-64-6 C16H27BrN4O
4-Bromo-2-[(1,4,7,10-tetraazacyclotridecan-12-yl)methyl]phenol
—— Acetic acid;3,5,6-trichlorobenzene-1,2,4-triol 188729-33-1 C12H15Cl3O9
Acetic acid;3,5,6-trichlorobenzene-1,2,4-triol
—— 1,1-Difluoro-1-[4-(2-methoxyethyl)phenoxy]-3-nitropropan-2-ol 185758-18-3 C12H15F2NO5
1,1-Difluoro-1-[4-(2-methoxyethyl)phenoxy]-3-nitropropan-2-ol
—— 3-Chloro-bicyclo[4.2.0]octa-1,3,5-triene-2,5-diol 185414-22-6 C8H7ClO2
3-Chloro-bicyclo[4.2.0]octa-1,3,5-triene-2,5-diol
—— Acetonitrile--2-[di(1H-pyrazol-1-yl)methyl]phenol (1/1) 185669-80-1 C15H15N5O
Acetonitrile--2-[di(1H-pyrazol-1-yl)methyl]phenol (1/1)
—— 1,2,3,4,5,6-Hexamethylbenzene;2,4,6-trinitrophenol 185672-61-1 C30H39N3O7
1,2,3,4,5,6-Hexamethylbenzene;2,4,6-trinitrophenol
—— Acetic acid--2-(phenylethynyl)phenol (1/1) 183589-09-5 C16H14O3
Acetic acid--2-(phenylethynyl)phenol (1/1)
—— 2,4-Dinitro-5-[(propan-2-yl)oxy]phenol 185038-32-8 C9H10N2O6
2,4-Dinitro-5-[(propan-2-yl)oxy]phenol
—— 2-(1H-imidazol-2-yl)-1H-imidazole;2,4,6-trinitrophenol 183860-62-0 C18H12N10O14
2-(1H-imidazol-2-yl)-1H-imidazole;2,4,6-trinitrophenol
—— 4-{3-[(Oxan-2-yl)oxy]propoxy}phenol 170030-82-7 C14H20O4
4-{3-[(Oxan-2-yl)oxy]propoxy}phenol
—— Acetic acid--4-chloro-2-(phenylethynyl)phenol (1/1) 183589-11-9 C16H13ClO3
Acetic acid--4-chloro-2-(phenylethynyl)phenol (1/1)
—— 1,1-Diethylguanidine;2,4,6-trinitrophenol 18240-92-1 C11H16N6O7
1,1-Diethylguanidine;2,4,6-trinitrophenol