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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
—— (5E)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-pentylcyclopent-2-en-1-one —— C19H24O4
(5E)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-pentylcyclopent-2-en-1-one
—— (5E)-5-[(4-hydroxyphenyl)methylidene]-2-pentylcyclopent-2-en-1-one —— C17H20O2
(5E)-5-[(4-hydroxyphenyl)methylidene]-2-pentylcyclopent-2-en-1-one
—— (5E)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-pentylcyclopent-2-en-1-one —— C18H22O3
(5E)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-pentylcyclopent-2-en-1-one
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(4-phenyl-1,3-thiazol-2-yl)acetamide —— C19H17N3O3S
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(4-phenyl-1,3-thiazol-2-yl)acetamide
—— 2-[2-(4-Methoxy-2,3-dimethylphenyl)ethoxy]ethanamine —— C13H21NO2
2-[2-(4-Methoxy-2,3-dimethylphenyl)ethoxy]ethanamine
—— 2-[[(3R)-4-[(2-fluorophenyl)methyl]-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-6-methoxyphenol —— C21H27FN2O3
2-[[(3R)-4-[(2-fluorophenyl)methyl]-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-6-methoxyphenol
—— 3-(3,5-dimethylpyrazol-1-yl)-4-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione —— C15H16N6O2S
3-(3,5-dimethylpyrazol-1-yl)-4-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione
—— 3-[(2,6-dimethylphenoxy)methyl]-4-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione —— C19H20N4O3S
3-[(2,6-dimethylphenoxy)methyl]-4-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione
—— 2-(4-ethylphenyl)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-1,3-thiazole-4-carboxamide —— C20H19N3O3S
2-(4-ethylphenyl)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-1,3-thiazole-4-carboxamide
—— 1-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-[(4-fluorophenyl)methyl]thiourea —— C16H15BrFN3O2S
1-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-[(4-fluorophenyl)methyl]thiourea
—— 1-[(4-fluorophenyl)methyl]-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea —— C16H16FN3O2S
1-[(4-fluorophenyl)methyl]-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea
—— N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C14H17BrN2O5S
N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— [4-(2-methoxyethyl)phenyl] (3S)-2,3-dihydro-1,4-benzodioxine-3-carboxylate —— C18H18O5
[4-(2-methoxyethyl)phenyl] (3S)-2,3-dihydro-1,4-benzodioxine-3-carboxylate
—— [4-(2-Methoxyethyl)phenyl] 5-methoxy-3-methyl-1-benzofuran-2-carboxylate —— C20H20O5
[4-(2-Methoxyethyl)phenyl] 5-methoxy-3-methyl-1-benzofuran-2-carboxylate
—— 4-[(1S)-2-(tert-butylamino)-1-hydroxyethyl]-2-methoxyphenol —— C13H21NO3
4-[(1S)-2-(tert-butylamino)-1-hydroxyethyl]-2-methoxyphenol
—— 4-[(1R)-2-(tert-butylamino)-1-hydroxyethyl]-2-methoxyphenol —— C13H21NO3
4-[(1R)-2-(tert-butylamino)-1-hydroxyethyl]-2-methoxyphenol
—— 4-bromo-2-methoxy-5-[(E)-2-(6-nitro-1,3-benzothiazol-2-yl)ethenyl]phenol —— C16H11BrN2O4S
4-bromo-2-methoxy-5-[(E)-2-(6-nitro-1,3-benzothiazol-2-yl)ethenyl]phenol
—— 2-[(2R)-oxiran-2-yl]phenol —— C8H8O2
2-[(2R)-oxiran-2-yl]phenol
—— (E,8R)-9-hydroxy-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide —— C18H27NO4
(E,8R)-9-hydroxy-N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-methylnon-6-enamide
—— 4-[(1S)-1-cyclohexyl-2-(dimethylamino)ethyl]phenol —— C16H25NO
4-[(1S)-1-cyclohexyl-2-(dimethylamino)ethyl]phenol
—— ethyl (2R)-3-(dimethylamino)-2-(4-hydroxyphenyl)propanoate —— C13H19NO3
ethyl (2R)-3-(dimethylamino)-2-(4-hydroxyphenyl)propanoate
—— 4-[(1R)-1-cyclohexyl-2-(dimethylamino)ethyl]phenol —— C16H25NO
4-[(1R)-1-cyclohexyl-2-(dimethylamino)ethyl]phenol
—— 4-[(1R)-1-(cyclohexen-1-yl)-2-(dimethylamino)ethyl]phenol —— C16H23NO
4-[(1R)-1-(cyclohexen-1-yl)-2-(dimethylamino)ethyl]phenol
—— ethyl (2S)-3-(dimethylamino)-2-(4-hydroxyphenyl)propanoate —— C13H19NO3
ethyl (2S)-3-(dimethylamino)-2-(4-hydroxyphenyl)propanoate
—— 4-[(1S)-1-(cyclohexen-1-yl)-2-(dimethylamino)ethyl]phenol —— C16H23NO
4-[(1S)-1-(cyclohexen-1-yl)-2-(dimethylamino)ethyl]phenol
—— 2-bromo-5-[(1S)-1-hydroxy-2-(methylamino)ethyl]phenol —— C9H12BrNO2
2-bromo-5-[(1S)-1-hydroxy-2-(methylamino)ethyl]phenol
—— 4-bromo-3-[(1S)-1-hydroxy-2-(methylamino)ethyl]phenol —— C9H12BrNO2
4-bromo-3-[(1S)-1-hydroxy-2-(methylamino)ethyl]phenol
—— 4-[(1S)-2-[benzyl(methyl)amino]-1-hydroxyethyl]benzene-1,2-diol —— C16H19NO3
4-[(1S)-2-[benzyl(methyl)amino]-1-hydroxyethyl]benzene-1,2-diol
—— (1S,2R)-N-[(2-hydroxyphenyl)methyl]-N,2-dimethylcyclopropane-1-carboxamide —— C13H17NO2
(1S,2R)-N-[(2-hydroxyphenyl)methyl]-N,2-dimethylcyclopropane-1-carboxamide
—— (1S,2S)-N-[(2-hydroxyphenyl)methyl]-N,2-dimethylcyclopropane-1-carboxamide —— C13H17NO2
(1S,2S)-N-[(2-hydroxyphenyl)methyl]-N,2-dimethylcyclopropane-1-carboxamide
—— N-[(2-hydroxyphenyl)methyl]-N-methyl-3-[[(2S)-oxolan-2-yl]methoxy]propanamide —— C16H23NO4
N-[(2-hydroxyphenyl)methyl]-N-methyl-3-[[(2S)-oxolan-2-yl]methoxy]propanamide
—— (3R)-N-[(2-hydroxyphenyl)methyl]-N-methyl-3-phenylbutanamide —— C18H21NO2
(3R)-N-[(2-hydroxyphenyl)methyl]-N-methyl-3-phenylbutanamide
—— (1R,2S)-N-[(2-hydroxyphenyl)methyl]-N,2-dimethylcyclopropane-1-carboxamide —— C13H17NO2
(1R,2S)-N-[(2-hydroxyphenyl)methyl]-N,2-dimethylcyclopropane-1-carboxamide
—— N-[(2-hydroxyphenyl)methyl]-N-methyl-3-[[(2R)-oxolan-2-yl]methoxy]propanamide —— C16H23NO4
N-[(2-hydroxyphenyl)methyl]-N-methyl-3-[[(2R)-oxolan-2-yl]methoxy]propanamide
—— 2-amino-4-[[(2R,6S)-2,6-dimethylmorpholin-4-yl]methyl]-6-methoxyphenol —— C14H22N2O3
2-amino-4-[[(2R,6S)-2,6-dimethylmorpholin-4-yl]methyl]-6-methoxyphenol
—— 2-amino-4-[[(2R,6R)-2,6-dimethylmorpholin-4-yl]methyl]-6-methoxyphenol —— C14H22N2O3
2-amino-4-[[(2R,6R)-2,6-dimethylmorpholin-4-yl]methyl]-6-methoxyphenol
—— (2Z,5Z)-2-[2-(2-chlorophenyl)-2-oxoethylidene]-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C19H14ClNO4S
(2Z,5Z)-2-[2-(2-chlorophenyl)-2-oxoethylidene]-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— 2-methoxy-5-[(E)-2-(5-nitro-1,3-benzoxazol-2-yl)ethenyl]phenol —— C16H12N2O5
2-methoxy-5-[(E)-2-(5-nitro-1,3-benzoxazol-2-yl)ethenyl]phenol
—— 4-bromo-2-methoxy-5-[(E)-2-(5-nitro-1,3-benzoxazol-2-yl)ethenyl]phenol —— C16H11BrN2O5
4-bromo-2-methoxy-5-[(E)-2-(5-nitro-1,3-benzoxazol-2-yl)ethenyl]phenol
—— (2Z,5Z)-2-[2-(4-chlorophenyl)-2-oxoethylidene]-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C21H18ClNO3S
(2Z,5Z)-2-[2-(4-chlorophenyl)-2-oxoethylidene]-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (2Z,5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-3-methyl-2-[2-(2-methylphenyl)-2-oxoethylidene]-1,3-thiazolidin-4-one —— C21H19NO4S
(2Z,5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-3-methyl-2-[2-(2-methylphenyl)-2-oxoethylidene]-1,3-thiazolidin-4-one
—— (2Z,5Z)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-3-methyl-2-[2-(2-methylphenyl)-2-oxoethylidene]-1,3-thiazolidin-4-one —— C22H21NO5S
(2Z,5Z)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-3-methyl-2-[2-(2-methylphenyl)-2-oxoethylidene]-1,3-thiazolidin-4-one
—— (2Z,5Z)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C17H13NO5S
(2Z,5Z)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— (2Z,5Z)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidin-4-one —— C18H15NO4S
(2Z,5Z)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidin-4-one
—— (2Z,5Z)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C18H15NO6S
(2Z,5Z)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— (2Z,5Z)-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-2-[2-(furan-2-yl)-2-oxoethylidene]-1,3-thiazolidin-4-one —— C17H12ClNO5S
(2Z,5Z)-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-2-[2-(furan-2-yl)-2-oxoethylidene]-1,3-thiazolidin-4-one
—— (2E,5E)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-2-[2-(4-methoxyphenyl)-2-oxoethylidene]-1,3-thiazolidin-4-one —— C19H14N2O6S
(2E,5E)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-2-[2-(4-methoxyphenyl)-2-oxoethylidene]-1,3-thiazolidin-4-one
—— (2E,5E)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-2-[2-(4-methoxyphenyl)-2-oxoethylidene]-1,3-thiazolidin-4-one —— C21H19NO4S
(2E,5E)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-2-[2-(4-methoxyphenyl)-2-oxoethylidene]-1,3-thiazolidin-4-one
—— (2Z)-2-[(5Z)-5-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene]acetonitrile —— C14H11BrN2O3S
(2Z)-2-[(5Z)-5-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene]acetonitrile
—— (3Z)-3-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-6-fluorothiochromen-4-one —— C17H12BrFO3S
(3Z)-3-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-6-fluorothiochromen-4-one