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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-chloro-2-[[[(2S)-2-hydroxypropyl]amino]methyl]-6-methoxyphenol —— C11H16ClNO3
4-chloro-2-[[[(2S)-2-hydroxypropyl]amino]methyl]-6-methoxyphenol
—— 2-chloro-6-methoxy-4-[[[(1R)-1-phenylethyl]amino]methyl]phenol —— C16H18ClNO2
2-chloro-6-methoxy-4-[[[(1R)-1-phenylethyl]amino]methyl]phenol
—— 2-[[[(3R)-2,3-dihydro-1,4-benzodioxin-3-yl]methylamino]methyl]-6-methoxyphenol —— C17H19NO4
2-[[[(3R)-2,3-dihydro-1,4-benzodioxin-3-yl]methylamino]methyl]-6-methoxyphenol
—— 4-[[[(3R)-2,3-dihydro-1,4-benzodioxin-3-yl]methylamino]methyl]-2-methoxy-6-prop-2-enylphenol —— C20H23NO4
4-[[[(3R)-2,3-dihydro-1,4-benzodioxin-3-yl]methylamino]methyl]-2-methoxy-6-prop-2-enylphenol
—— 2-chloro-6-methoxy-3-[[[(1R)-1-phenylethyl]amino]methyl]phenol —— C16H18ClNO2
2-chloro-6-methoxy-3-[[[(1R)-1-phenylethyl]amino]methyl]phenol
—— 2-chloro-6-methoxy-4-[[[(2R)-oxolan-2-yl]methylamino]methyl]phenol —— C13H18ClNO3
2-chloro-6-methoxy-4-[[[(2R)-oxolan-2-yl]methylamino]methyl]phenol
—— 4-[(1H-benzimidazol-2-ylmethylamino)methyl]-2,6-dimethoxyphenol —— C17H19N3O3
4-[(1H-benzimidazol-2-ylmethylamino)methyl]-2,6-dimethoxyphenol
—— 4-[[2-(1,3-benzothiazol-2-yl)ethylamino]methyl]-2-chloro-6-methoxyphenol —— C17H17ClN2O2S
4-[[2-(1,3-benzothiazol-2-yl)ethylamino]methyl]-2-chloro-6-methoxyphenol
—— 4-[[[(3S)-2,3-dihydro-1,4-benzodioxin-3-yl]methylamino]methyl]-2-methoxyphenol —— C17H19NO4
4-[[[(3S)-2,3-dihydro-1,4-benzodioxin-3-yl]methylamino]methyl]-2-methoxyphenol
—— 4-chloro-2-methoxy-6-[[[(1S)-1-(4-methoxyphenyl)ethyl]amino]methyl]phenol —— C17H20ClNO3
4-chloro-2-methoxy-6-[[[(1S)-1-(4-methoxyphenyl)ethyl]amino]methyl]phenol
—— 2-chloro-6-methoxy-4-[[[(1R)-1-(4-methoxyphenyl)ethyl]amino]methyl]phenol —— C17H20ClNO3
2-chloro-6-methoxy-4-[[[(1R)-1-(4-methoxyphenyl)ethyl]amino]methyl]phenol
—— 2,6-dimethoxy-4-[[(1-methylbenzimidazol-2-yl)methylamino]methyl]phenol —— C18H21N3O3
2,6-dimethoxy-4-[[(1-methylbenzimidazol-2-yl)methylamino]methyl]phenol
—— 2-[[[(3S)-2,3-dihydro-1,4-benzodioxin-3-yl]methylamino]methyl]-6-methoxyphenol —— C17H19NO4
2-[[[(3S)-2,3-dihydro-1,4-benzodioxin-3-yl]methylamino]methyl]-6-methoxyphenol
—— 2-chloro-6-methoxy-4-[[2-(1-methylbenzimidazol-2-yl)ethylamino]methyl]phenol —— C18H20ClN3O2
2-chloro-6-methoxy-4-[[2-(1-methylbenzimidazol-2-yl)ethylamino]methyl]phenol
—— 5-(2-hydroxyethyl)-2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-4-methyl-1H-pyrimidin-6-one —— C15H18N4O4
5-(2-hydroxyethyl)-2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-4-methyl-1H-pyrimidin-6-one
—— 5-[[2-(1,3-benzothiazol-2-yl)ethylamino]methyl]-2-methoxyphenol —— C17H18N2O2S
5-[[2-(1,3-benzothiazol-2-yl)ethylamino]methyl]-2-methoxyphenol
—— 4-[(1,3-benzodioxol-5-ylmethylamino)methyl]-2,6-dimethoxyphenol —— C17H19NO5
4-[(1,3-benzodioxol-5-ylmethylamino)methyl]-2,6-dimethoxyphenol
—— ethyl 4-[(4-hydroxy-3,5-dimethoxyphenyl)methylamino]piperidine-1-carboxylate —— C17H26N2O5
ethyl 4-[(4-hydroxy-3,5-dimethoxyphenyl)methylamino]piperidine-1-carboxylate
—— 4-[[[(3R)-2,3-dihydro-1,4-benzodioxin-3-yl]methylamino]methyl]-2-methoxyphenol —— C17H19NO4
4-[[[(3R)-2,3-dihydro-1,4-benzodioxin-3-yl]methylamino]methyl]-2-methoxyphenol
—— 4-[[2-(1H-benzimidazol-2-yl)ethylamino]methyl]-2,6-dimethoxyphenol —— C18H21N3O3
4-[[2-(1H-benzimidazol-2-yl)ethylamino]methyl]-2,6-dimethoxyphenol
—— 4-chloro-2-[[[(3R)-2,3-dihydro-1,4-benzodioxin-3-yl]methylamino]methyl]-6-methoxyphenol —— C17H18ClNO4
4-chloro-2-[[[(3R)-2,3-dihydro-1,4-benzodioxin-3-yl]methylamino]methyl]-6-methoxyphenol
—— 4-[(1,3-benzothiazol-2-ylmethylamino)methyl]-2,6-dimethoxyphenol —— C17H18N2O3S
4-[(1,3-benzothiazol-2-ylmethylamino)methyl]-2,6-dimethoxyphenol
—— 2-chloro-6-methoxy-3-[[[(2S)-oxolan-2-yl]methylamino]methyl]phenol —— C13H18ClNO3
2-chloro-6-methoxy-3-[[[(2S)-oxolan-2-yl]methylamino]methyl]phenol
—— 4-[[2-(1,3-benzothiazol-2-yl)ethylamino]methyl]-2,6-dimethoxyphenol —— C18H20N2O3S
4-[[2-(1,3-benzothiazol-2-yl)ethylamino]methyl]-2,6-dimethoxyphenol
—— 2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-6-(trifluoromethyl)-1H-pyrimidin-4-one —— C13H11F3N4O3
2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-6-(trifluoromethyl)-1H-pyrimidin-4-one
—— 6-(ethylsulfanylmethyl)-2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-1H-pyrimidin-4-one —— C15H18N4O3S
6-(ethylsulfanylmethyl)-2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-1H-pyrimidin-4-one
—— 2-chloro-3-[(Z)-[(4-chlorophenyl)hydrazinylidene]methyl]-6-methoxyphenol —— C14H12Cl2N2O2
2-chloro-3-[(Z)-[(4-chlorophenyl)hydrazinylidene]methyl]-6-methoxyphenol
—— 2-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one —— C15H15ClN4O3
2-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one
—— 2-bromo-3-[(Z)-[(4-fluorophenyl)hydrazinylidene]methyl]-6-methoxyphenol —— C14H12BrFN2O2
2-bromo-3-[(Z)-[(4-fluorophenyl)hydrazinylidene]methyl]-6-methoxyphenol
—— 6-benzyl-3-[(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazinyl]-2H-1,2,4-triazin-5-one —— C17H15N5O2
6-benzyl-3-[(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazinyl]-2H-1,2,4-triazin-5-one
—— 6-(furan-2-ylmethyl)-3-[(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazinyl]-2H-1,2,4-triazin-5-one —— C15H13N5O3
6-(furan-2-ylmethyl)-3-[(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazinyl]-2H-1,2,4-triazin-5-one
—— 2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one —— C15H16N4O3
2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-1,5,6,7-tetrahydrocyclopenta[d]pyrimidin-4-one
—— 2-chloro-3-[(Z)-[(4-fluorophenyl)hydrazinylidene]methyl]-6-methoxyphenol —— C14H12ClFN2O2
2-chloro-3-[(Z)-[(4-fluorophenyl)hydrazinylidene]methyl]-6-methoxyphenol
—— 2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-6-(propan-2-yloxymethyl)-1H-pyrimidin-4-one —— C16H20N4O4
2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-6-(propan-2-yloxymethyl)-1H-pyrimidin-4-one
—— 2-chloro-3-[(Z)-[(3-chlorophenyl)hydrazinylidene]methyl]-6-methoxyphenol —— C14H12Cl2N2O2
2-chloro-3-[(Z)-[(3-chlorophenyl)hydrazinylidene]methyl]-6-methoxyphenol
—— 3-[(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazinyl]-6-(thiophen-2-ylmethyl)-2H-1,2,4-triazin-5-one —— C15H13N5O2S
3-[(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazinyl]-6-(thiophen-2-ylmethyl)-2H-1,2,4-triazin-5-one
—— 5-[(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazinyl]-6-(thiophen-2-ylmethyl)-2H-1,2,4-triazin-3-one —— C15H13N5O2S
5-[(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazinyl]-6-(thiophen-2-ylmethyl)-2H-1,2,4-triazin-3-one
—— 5-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-6-methyl-2H-1,2,4-triazin-3-one —— C12H12ClN5O3
5-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-6-methyl-2H-1,2,4-triazin-3-one
—— 6-tert-butyl-5-[(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazinyl]-2H-1,2,4-triazin-3-one —— C14H17N5O2
6-tert-butyl-5-[(2Z)-2-[(3-hydroxyphenyl)methylidene]hydrazinyl]-2H-1,2,4-triazin-3-one
—— 2-chloro-6-methoxy-3-[(Z)-(phenylhydrazinylidene)methyl]phenol —— C14H13ClN2O2
2-chloro-6-methoxy-3-[(Z)-(phenylhydrazinylidene)methyl]phenol
—— 3-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-6-methyl-2H-1,2,4-triazin-5-one —— C12H12ClN5O3
3-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-6-methyl-2H-1,2,4-triazin-5-one
—— 3-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-2H-1,2,4-triazin-5-one —— C11H10ClN5O3
3-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-2H-1,2,4-triazin-5-one
—— 2-chloro-6-methoxy-3-[(Z)-[(3-nitrophenyl)hydrazinylidene]methyl]phenol —— C14H12ClN3O4
2-chloro-6-methoxy-3-[(Z)-[(3-nitrophenyl)hydrazinylidene]methyl]phenol
—— 2-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-4-propan-2-yl-1H-pyrimidin-6-one —— C15H17ClN4O3
2-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-4-propan-2-yl-1H-pyrimidin-6-one
—— 3-[(Z)-(benzylhydrazinylidene)methyl]-2-bromo-6-methoxyphenol —— C15H15BrN2O2
3-[(Z)-(benzylhydrazinylidene)methyl]-2-bromo-6-methoxyphenol
—— 2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-4,5-dimethyl-1H-pyrimidin-6-one —— C14H16N4O3
2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-4,5-dimethyl-1H-pyrimidin-6-one
—— 5-[(Z)-(benzylhydrazinylidene)methyl]-2-methoxyphenol —— C15H16N2O2
5-[(Z)-(benzylhydrazinylidene)methyl]-2-methoxyphenol
—— 2-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-4-methyl-1H-pyrimidin-6-one —— C13H13ClN4O3
2-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-4-methyl-1H-pyrimidin-6-one
—— 2-chloro-6-methoxy-3-[(Z)-[(4-nitrophenyl)hydrazinylidene]methyl]phenol —— C14H12ClN3O4
2-chloro-6-methoxy-3-[(Z)-[(4-nitrophenyl)hydrazinylidene]methyl]phenol
—— 2-chloro-6-methoxy-3-[(Z)-(methylhydrazinylidene)methyl]phenol —— C9H11ClN2O2
2-chloro-6-methoxy-3-[(Z)-(methylhydrazinylidene)methyl]phenol