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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
—— 4-[[[(2S)-1-hydroxypropan-2-yl]amino]methyl]-2,6-dimethoxyphenol —— C12H19NO4
4-[[[(2S)-1-hydroxypropan-2-yl]amino]methyl]-2,6-dimethoxyphenol
—— 2-[(1R)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]-5-methylphenol —— C12H19NO2
2-[(1R)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]-5-methylphenol
—— 2-[(1R)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]-5-methylphenol —— C12H19NO2
2-[(1R)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]-5-methylphenol
—— 2-[(1S)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]-5-methylphenol —— C12H19NO2
2-[(1S)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]-5-methylphenol
—— 2-[(1S)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol —— C11H17NO2
2-[(1S)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol
—— 2-[(1R)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]benzene-1,4-diol —— C11H17NO3
2-[(1R)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]benzene-1,4-diol
—— 4-[(1R)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol —— C11H17NO2
4-[(1R)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol
—— 4-[[[(2S)-2-hydroxypropyl]amino]methyl]benzene-1,3-diol —— C10H15NO3
4-[[[(2S)-2-hydroxypropyl]amino]methyl]benzene-1,3-diol
—— 2-[[[(2R)-2-hydroxypropyl]amino]methyl]-6-methoxyphenol —— C11H17NO3
2-[[[(2R)-2-hydroxypropyl]amino]methyl]-6-methoxyphenol
—— 4-[(1S)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]benzene-1,3-diol —— C11H17NO3
4-[(1S)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]benzene-1,3-diol
—— 4-[(1S)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol —— C11H17NO2
4-[(1S)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol
—— 2-[[[(2S)-2-hydroxypropyl]amino]methyl]-6-methoxyphenol —— C11H17NO3
2-[[[(2S)-2-hydroxypropyl]amino]methyl]-6-methoxyphenol
—— 2-[(1R)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol —— C11H17NO2
2-[(1R)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol
—— 3-[(1R)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]phenol —— C11H17NO2
3-[(1R)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]phenol
—— 3-[(1S)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol —— C11H17NO2
3-[(1S)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol
—— 2-[(1S)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]phenol —— C11H17NO2
2-[(1S)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]phenol
—— 4-[(1S)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]benzene-1,3-diol —— C11H17NO3
4-[(1S)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]benzene-1,3-diol
—— 4-[(1R)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]benzene-1,3-diol —— C11H17NO3
4-[(1R)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]benzene-1,3-diol
—— 2-[(1S)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]benzene-1,4-diol —— C11H17NO3
2-[(1S)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]benzene-1,4-diol
—— 2-[(1S)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]benzene-1,4-diol —— C11H17NO3
2-[(1S)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]benzene-1,4-diol
—— 4-[(1R)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]benzene-1,3-diol —— C11H17NO3
4-[(1R)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]benzene-1,3-diol
—— 2-[(5-Bromo-2,4-dihydroxyphenyl)methylidene]-1-benzothiophen-3-one —— C15H9BrO3S
2-[(5-Bromo-2,4-dihydroxyphenyl)methylidene]-1-benzothiophen-3-one
—— 2-[(1R)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]benzene-1,4-diol —— C11H17NO3
2-[(1R)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]benzene-1,4-diol
—— 2-[(1S)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]-5-methylphenol —— C12H19NO2
2-[(1S)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]-5-methylphenol
—— 2-[[[(2R)-2-hydroxypropyl]amino]methyl]-4-methoxyphenol —— C11H17NO3
2-[[[(2R)-2-hydroxypropyl]amino]methyl]-4-methoxyphenol
—— 2-[(1S)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]-5-methylphenol —— C12H19NO2
2-[(1S)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]-5-methylphenol
—— 3-[(1R)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol —— C11H17NO2
3-[(1R)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol
—— 5-[(Tert-butylhydrazinylidene)methyl]-2-methoxyphenol —— C12H18N2O2
5-[(Tert-butylhydrazinylidene)methyl]-2-methoxyphenol
—— 2,3,4a,8a-Tetrachloro-5-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-ethenyl-5,8-dihydronaphthalene-1,4-dione —— C19H13Cl5O4
2,3,4a,8a-Tetrachloro-5-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-ethenyl-5,8-dihydronaphthalene-1,4-dione
—— 2-({[2-(Dimethylamino)ethyl]amino}methyl)-6-methoxyphenol —— C12H20N2O2
2-({[2-(Dimethylamino)ethyl]amino}methyl)-6-methoxyphenol
—— 3-Bromo-2-methoxy-5-[[(4-nitrophenyl)hydrazinylidene]methyl]phenol —— C14H12BrN3O4
3-Bromo-2-methoxy-5-[[(4-nitrophenyl)hydrazinylidene]methyl]phenol
—— 4-Chloro-2-[2-(3-chlorophenyl)-6-(4-ethylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol —— C24H23Cl2N2O+
4-Chloro-2-[2-(3-chlorophenyl)-6-(4-ethylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol
—— 2-[2-(5-Bromo-2-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-4-chlorophenol —— C23H20BrClFN2O+
2-[2-(5-Bromo-2-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-4-chlorophenol
—— 4-Chloro-2-[2-(3-chlorophenyl)-6-(4-ethylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol —— C24H22Cl2N2O
4-Chloro-2-[2-(3-chlorophenyl)-6-(4-ethylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol
—— 2-[2-(5-Bromo-2-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-4-chlorophenol —— C23H19BrClFN2O
2-[2-(5-Bromo-2-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-4-chlorophenol
—— 4-Bromo-2-[2-(3-bromo-4-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol —— C23H19Br2FN2O
4-Bromo-2-[2-(3-bromo-4-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol
—— 2-[2-(3-Bromo-4-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-4-chlorophenol —— C23H20BrClFN2O+
2-[2-(3-Bromo-4-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-4-chlorophenol
—— 2-[2-(3-Bromo-4-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-4-chlorophenol —— C23H19BrClFN2O
2-[2-(3-Bromo-4-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-4-chlorophenol
—— 4-Bromo-2-[2-(3-bromo-4-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol —— C23H20Br2FN2O+
4-Bromo-2-[2-(3-bromo-4-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol
—— 2-[5-[(5-chloro-2-hydroxy-3-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(3,4-dimethylphenyl)acetamide —— C21H19ClN2O5S
2-[5-[(5-chloro-2-hydroxy-3-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(3,4-dimethylphenyl)acetamide
—— ethyl 2-[[4-(dimethylamino)phenyl]methylidene]-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-3-oxo-7H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H27N3O5S
ethyl 2-[[4-(dimethylamino)phenyl]methylidene]-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-3-oxo-7H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (2-Amino-1,9-dihydropurin-6-ylidene)sulfanium;(2-hydroxy-3,5-dinitrophenyl)mercury —— C11H9HgN7O5S+
(2-Amino-1,9-dihydropurin-6-ylidene)sulfanium;(2-hydroxy-3,5-dinitrophenyl)mercury
—— Potassium;5-chloro-2-hydroxy-3-nitrobenzenesulfonate —— C6H3ClKNO6S
Potassium;5-chloro-2-hydroxy-3-nitrobenzenesulfonate
—— 2-[(S)-aminosulfinimidoyl]benzene-1,4-diol —— C6H8N2O2S
2-[(S)-aminosulfinimidoyl]benzene-1,4-diol
—— 2-cyano-N-(2-hydroxy-4-nitrophenyl)-3-[5-(4-methyl-2-nitrophenyl)furan-2-yl]prop-2-enamide —— C21H14N4O7
2-cyano-N-(2-hydroxy-4-nitrophenyl)-3-[5-(4-methyl-2-nitrophenyl)furan-2-yl]prop-2-enamide
—— 3-[(2-Chloro-4-fluorophenyl)methyl]-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione —— C18H12Cl2FNO4S
3-[(2-Chloro-4-fluorophenyl)methyl]-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione
—— 4-nitro-2-[[[(2R)-oxolan-2-yl]methylamino]methyl]phenol —— C12H16N2O4
4-nitro-2-[[[(2R)-oxolan-2-yl]methylamino]methyl]phenol
—— 4-nitro-2-[[[(2S)-oxolan-2-yl]methylamino]methyl]phenol —— C12H16N2O4
4-nitro-2-[[[(2S)-oxolan-2-yl]methylamino]methyl]phenol
—— 4-[(3,5-Dibromo-2-methoxyphenyl)methylideneamino]-3-methylphenol —— C15H13Br2NO2
4-[(3,5-Dibromo-2-methoxyphenyl)methylideneamino]-3-methylphenol
—— 5-[(3-Bromo-4-hydroxyphenyl)methylidene]-3-prop-2-enyl-1,3-thiazolidine-2,4-dione —— C13H10BrNO3S
5-[(3-Bromo-4-hydroxyphenyl)methylidene]-3-prop-2-enyl-1,3-thiazolidine-2,4-dione