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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-Chloro-6-methoxy-4-[2-(4-nitrobenzenesulfonyl)ethenyl]phenol —— C15H12ClNO6S
2-Chloro-6-methoxy-4-[2-(4-nitrobenzenesulfonyl)ethenyl]phenol
—— 2,6-dimethoxy-4-[(E)-2-(4-nitrophenyl)sulfonylethenyl]phenol —— C16H15NO7S
2,6-dimethoxy-4-[(E)-2-(4-nitrophenyl)sulfonylethenyl]phenol
—— (E)-3-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-1-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one —— C19H18N2O3S
(E)-3-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-1-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one
—— 2-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]thieno[2,3-e][1,3]benzothiazol-5-ol —— C18H13NO3S2
2-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]thieno[2,3-e][1,3]benzothiazol-5-ol
—— N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(4-methyl-1,3-thiazol-2-yl)acetamide —— C14H14BrN3O3S
N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(4-methyl-1,3-thiazol-2-yl)acetamide
—— (2E,6S)-2-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-6-methylcyclohexan-1-one —— C16H20O2
(2E,6S)-2-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-6-methylcyclohexan-1-one
—— (2E,6R)-2-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-6-methylcyclohexan-1-one —— C15H17ClO3
(2E,6R)-2-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-6-methylcyclohexan-1-one
—— (2E,6R)-2-[(4-hydroxy-3-nitrophenyl)methylidene]-6-methylcyclohexan-1-one —— C14H15NO4
(2E,6R)-2-[(4-hydroxy-3-nitrophenyl)methylidene]-6-methylcyclohexan-1-one
—— (2E,6R)-2-[(3-chloro-4,5-dihydroxyphenyl)methylidene]-6-methylcyclohexan-1-one —— C14H15ClO3
(2E,6R)-2-[(3-chloro-4,5-dihydroxyphenyl)methylidene]-6-methylcyclohexan-1-one
—— (2E,6R)-2-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-6-methylcyclohexan-1-one —— C16H20O2
(2E,6R)-2-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-6-methylcyclohexan-1-one
—— (2E,6S)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]-6-methylcyclohexan-1-one —— C15H18O3
(2E,6S)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]-6-methylcyclohexan-1-one
—— (2E,6R)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]-6-methylcyclohexan-1-one —— C15H18O3
(2E,6R)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]-6-methylcyclohexan-1-one
—— (2E,6R)-2-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-6-methylcyclohexan-1-one —— C15H17BrO3
(2E,6R)-2-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-6-methylcyclohexan-1-one
—— (2E,6S)-2-[(3-hydroxyphenyl)methylidene]-6-methylcyclohexan-1-one —— C14H16O2
(2E,6S)-2-[(3-hydroxyphenyl)methylidene]-6-methylcyclohexan-1-one
—— (2R,6E)-2-cyclohexyl-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]cyclohexan-1-one —— C21H28O4
(2R,6E)-2-cyclohexyl-6-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]cyclohexan-1-one
—— (2E,6S)-2-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-6-methylcyclohexan-1-one —— C16H20O4
(2E,6S)-2-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-6-methylcyclohexan-1-one
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(4-methylphenyl)thiophene-2-carboxamide —— C20H18N2O3S
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(4-methylphenyl)thiophene-2-carboxamide
—— 6-amino-1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-methylpyridin-2-one —— C14H15N3O3
6-amino-1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-methylpyridin-2-one
—— 5-[(Z)-benzimidazol-1-yliminomethyl]-2-methoxyphenol —— C15H13N3O2
5-[(Z)-benzimidazol-1-yliminomethyl]-2-methoxyphenol
—— N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-chlorobenzamide —— C15H12BrClN2O3
N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-chlorobenzamide
—— N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-4-fluorobenzamide —— C15H12BrFN2O3
N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-4-fluorobenzamide
—— N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]pyridine-2-carboxamide —— C14H12BrN3O3
N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]pyridine-2-carboxamide
—— N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-nitrobenzamide —— C15H12BrN3O5
N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-nitrobenzamide
—— N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-4-nitrobenzamide —— C15H12BrN3O5
N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-4-nitrobenzamide
—— 4-bromo-5-[(Z)-[(4-chlorophenyl)hydrazinylidene]methyl]-2-methoxyphenol —— C14H12BrClN2O2
4-bromo-5-[(Z)-[(4-chlorophenyl)hydrazinylidene]methyl]-2-methoxyphenol
—— 2-[(2Z)-2-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-4-methyl-1H-pyrimidin-6-one —— C13H13BrN4O3
2-[(2Z)-2-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-4-methyl-1H-pyrimidin-6-one
—— N-[(2-hydroxy-5-nitrophenyl)methyl]-2,3-dihydro-1H-indene-5-carboxamide —— C17H16N2O4
N-[(2-hydroxy-5-nitrophenyl)methyl]-2,3-dihydro-1H-indene-5-carboxamide
—— (1S,2S)-N-[2-(2-hydroxy-3-methoxyphenyl)ethyl]-2-(2-methylphenyl)cyclopropane-1-carboxamide —— C20H23NO3
(1S,2S)-N-[2-(2-hydroxy-3-methoxyphenyl)ethyl]-2-(2-methylphenyl)cyclopropane-1-carboxamide
—— (1S,2R)-N-[2-(2-hydroxy-3-methoxyphenyl)ethyl]-2-(2-methylphenyl)cyclopropane-1-carboxamide —— C20H23NO3
(1S,2R)-N-[2-(2-hydroxy-3-methoxyphenyl)ethyl]-2-(2-methylphenyl)cyclopropane-1-carboxamide
—— (1R,2S)-N-[2-(2-hydroxy-3-methoxyphenyl)ethyl]-2-(2-methylphenyl)cyclopropane-1-carboxamide —— C20H23NO3
(1R,2S)-N-[2-(2-hydroxy-3-methoxyphenyl)ethyl]-2-(2-methylphenyl)cyclopropane-1-carboxamide
—— (1R,2R)-N-[2-(2-hydroxy-3-methoxyphenyl)ethyl]-2-(2-methylphenyl)cyclopropane-1-carboxamide —— C20H23NO3
(1R,2R)-N-[2-(2-hydroxy-3-methoxyphenyl)ethyl]-2-(2-methylphenyl)cyclopropane-1-carboxamide
—— 2-[2-(4-Methoxy-2,3,5-trimethylphenyl)ethoxy]acetic acid —— C14H20O4
2-[2-(4-Methoxy-2,3,5-trimethylphenyl)ethoxy]acetic acid
—— 4-nitro-2-[[[(1R)-1-phenyl-2-(1,2,4-triazol-1-yl)ethyl]amino]methyl]phenol —— C17H17N5O3
4-nitro-2-[[[(1R)-1-phenyl-2-(1,2,4-triazol-1-yl)ethyl]amino]methyl]phenol
—— 2-methoxy-5-[[[(1R)-1-phenyl-2-(1,2,4-triazol-1-yl)ethyl]amino]methyl]phenol —— C18H20N4O2
2-methoxy-5-[[[(1R)-1-phenyl-2-(1,2,4-triazol-1-yl)ethyl]amino]methyl]phenol
—— 4-nitro-2-[[[(1S)-1-phenyl-2-(1,2,4-triazol-1-yl)ethyl]amino]methyl]phenol —— C17H17N5O3
4-nitro-2-[[[(1S)-1-phenyl-2-(1,2,4-triazol-1-yl)ethyl]amino]methyl]phenol
—— 2-[2-(2,5-Difluoro-4-methoxyphenyl)ethoxy]acetic acid —— C11H12F2O4
2-[2-(2,5-Difluoro-4-methoxyphenyl)ethoxy]acetic acid
—— 6-(4-methoxyphenethoxy)pyridin-3-amine —— C14H16N2O2
6-(4-methoxyphenethoxy)pyridin-3-amine
—— 2-[2-(5-Chloro-4-methoxy-2-methylphenyl)ethoxy]ethanamine —— C12H18ClNO2
2-[2-(5-Chloro-4-methoxy-2-methylphenyl)ethoxy]ethanamine
—— 2-[2-(4-Methoxy-2,3-dimethylphenyl)ethoxy]acetic acid —— C13H18O4
2-[2-(4-Methoxy-2,3-dimethylphenyl)ethoxy]acetic acid
—— 4-[[(5-Chlorothiophen-2-yl)methyl-methylamino]methyl]-2,6-dimethoxyphenol —— C15H18ClNO3S
4-[[(5-Chlorothiophen-2-yl)methyl-methylamino]methyl]-2,6-dimethoxyphenol
—— (5-Chlorothiophen-2-yl)methyl-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-methylazanium —— C15H19ClNO3S+
(5-Chlorothiophen-2-yl)methyl-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-methylazanium
—— 2-[2-(4-Methoxy-2,3,5-trimethylphenyl)ethoxy]ethanamine —— C14H23NO2
2-[2-(4-Methoxy-2,3,5-trimethylphenyl)ethoxy]ethanamine
—— (1S,6S)-6-[(3-hydroxy-4-methoxyphenyl)carbamoyl]cyclohex-3-ene-1-carboxylate —— C15H16NO5-
(1S,6S)-6-[(3-hydroxy-4-methoxyphenyl)carbamoyl]cyclohex-3-ene-1-carboxylate
—— (1S,6R)-6-[(3-hydroxy-4-methoxyphenyl)carbamoyl]cyclohex-3-ene-1-carboxylate —— C15H16NO5-
(1S,6R)-6-[(3-hydroxy-4-methoxyphenyl)carbamoyl]cyclohex-3-ene-1-carboxylate
—— (1S,6R)-6-[(3-hydroxy-4-methoxyphenyl)carbamoyl]cyclohex-3-ene-1-carboxylic acid —— C15H17NO5
(1S,6R)-6-[(3-hydroxy-4-methoxyphenyl)carbamoyl]cyclohex-3-ene-1-carboxylic acid
—— (1R,6R)-6-[(3-hydroxy-4-methoxyphenyl)carbamoyl]cyclohex-3-ene-1-carboxylate —— C15H16NO5-
(1R,6R)-6-[(3-hydroxy-4-methoxyphenyl)carbamoyl]cyclohex-3-ene-1-carboxylate
—— 2-[[4-[(5-Chlorothiophen-2-yl)methyl]piperazine-1,4-diium-1-yl]methyl]-6-methoxy-4-prop-2-enylphenol —— C20H27ClN2O2S+2
2-[[4-[(5-Chlorothiophen-2-yl)methyl]piperazine-1,4-diium-1-yl]methyl]-6-methoxy-4-prop-2-enylphenol
—— 2-[2-(2,5-Difluoro-4-methoxyphenyl)ethoxy]ethanamine —— C11H15F2NO2
2-[2-(2,5-Difluoro-4-methoxyphenyl)ethoxy]ethanamine
—— N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-oxopyridin-1-yl)acetamide —— C15H14BrN3O4
N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-oxopyridin-1-yl)acetamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-oxopyridin-1-yl)acetamide —— C15H15N3O4
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-oxopyridin-1-yl)acetamide