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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
—— N-[(S)-cyano-(3-hydroxyphenyl)methyl]-N-methylacetamide —— C11H12N2O2
N-[(S)-cyano-(3-hydroxyphenyl)methyl]-N-methylacetamide
—— N-[(R)-cyano-(4-hydroxyphenyl)methyl]-N-methylacetamide —— C11H12N2O2
N-[(R)-cyano-(4-hydroxyphenyl)methyl]-N-methylacetamide
—— (4-Methoxyphenyl)methyl 4-(4-hydroxy-3-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate —— C21H22N2O6
(4-Methoxyphenyl)methyl 4-(4-hydroxy-3-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate
—— 4-[(2R,4S)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol —— C10H12O4
4-[(2R,4S)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol
—— 3-[(2S,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol —— C10H12O4
3-[(2S,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol
—— 4-[(2S,4S)-4-(aminomethyl)-1,3-dioxolan-2-yl]phenol —— C10H13NO3
4-[(2S,4S)-4-(aminomethyl)-1,3-dioxolan-2-yl]phenol
—— 3-[(2R,4S)-4-(aminomethyl)-1,3-dioxolan-2-yl]phenol —— C10H13NO3
3-[(2R,4S)-4-(aminomethyl)-1,3-dioxolan-2-yl]phenol
—— 4-[(1R)-1-hydroxy-2-(hydroxyamino)ethyl]-2-methoxyphenol —— C9H13NO4
4-[(1R)-1-hydroxy-2-(hydroxyamino)ethyl]-2-methoxyphenol
—— (4S)-4-hydroxy-4-(3-hydroxyphenyl)butanamide —— C10H13NO3
(4S)-4-hydroxy-4-(3-hydroxyphenyl)butanamide
—— 5-[(1S)-1-hydroxy-2-(hydroxyamino)ethyl]-2-methoxyphenol —— C9H13NO4
5-[(1S)-1-hydroxy-2-(hydroxyamino)ethyl]-2-methoxyphenol
—— 4-[(2S,4S)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol —— C10H12O4
4-[(2S,4S)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol
—— 4-[(2S,4R)-4-(aminomethyl)-1,3-dioxolan-2-yl]phenol —— C10H13NO3
4-[(2S,4R)-4-(aminomethyl)-1,3-dioxolan-2-yl]phenol
—— 4-[(2R,4R)-4-(aminomethyl)-1,3-dioxolan-2-yl]phenol —— C10H13NO3
4-[(2R,4R)-4-(aminomethyl)-1,3-dioxolan-2-yl]phenol
—— 3-[(2R,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol —— C10H12O4
3-[(2R,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol
—— 2-methoxy-5-[(2S)-1,3-oxazolidin-2-yl]phenol —— C10H13NO3
2-methoxy-5-[(2S)-1,3-oxazolidin-2-yl]phenol
—— 2-methoxy-4-[(2R)-1,3-oxazolidin-2-yl]phenol —— C10H13NO3
2-methoxy-4-[(2R)-1,3-oxazolidin-2-yl]phenol
—— 3-[(2R,4S)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol —— C10H12O4
3-[(2R,4S)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol
—— 3-[(2S,4S)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol —— C10H12O4
3-[(2S,4S)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol
—— 4-[(2R,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol —— C10H12O4
4-[(2R,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol
—— 2-methoxy-4-[(2S)-1,3-oxazolidin-2-yl]phenol —— C10H13NO3
2-methoxy-4-[(2S)-1,3-oxazolidin-2-yl]phenol
—— (4S)-4-hydroxy-4-(4-hydroxyphenyl)butanamide —— C10H13NO3
(4S)-4-hydroxy-4-(4-hydroxyphenyl)butanamide
—— 3-[(2S,4R)-4-(aminomethyl)-1,3-dioxolan-2-yl]phenol —— C10H13NO3
3-[(2S,4R)-4-(aminomethyl)-1,3-dioxolan-2-yl]phenol
—— (2R)-4-(4-hydroxyphenyl)-2-methylbutanoic acid —— C11H14O3
(2R)-4-(4-hydroxyphenyl)-2-methylbutanoic acid
—— (4R)-4-hydroxy-4-(3-hydroxyphenyl)butanamide —— C10H13NO3
(4R)-4-hydroxy-4-(3-hydroxyphenyl)butanamide
—— 3-[(2R,4R)-4-(aminomethyl)-1,3-dioxolan-2-yl]phenol —— C10H13NO3
3-[(2R,4R)-4-(aminomethyl)-1,3-dioxolan-2-yl]phenol
—— 4-[(2R,4S)-4-(aminomethyl)-1,3-dioxolan-2-yl]phenol —— C10H13NO3
4-[(2R,4S)-4-(aminomethyl)-1,3-dioxolan-2-yl]phenol
—— 4-[(2S)-4,4-dimethyl-1,3-oxazolidin-2-yl]phenol —— C11H15NO2
4-[(2S)-4,4-dimethyl-1,3-oxazolidin-2-yl]phenol
—— (2S)-4-(3-hydroxyphenyl)-2-methylbutanoic acid —— C11H14O3
(2S)-4-(3-hydroxyphenyl)-2-methylbutanoic acid
—— 4-[(2R)-4,4-dimethyl-1,3-oxazolidin-2-yl]phenol —— C11H15NO2
4-[(2R)-4,4-dimethyl-1,3-oxazolidin-2-yl]phenol
—— 3-[(2R)-4,4-dimethyl-1,3-oxazolidin-2-yl]phenol —— C11H15NO2
3-[(2R)-4,4-dimethyl-1,3-oxazolidin-2-yl]phenol
—— (2R,4S)-4-hydroxy-4-(4-hydroxyphenyl)-2-methylbutanenitrile —— C11H13NO2
(2R,4S)-4-hydroxy-4-(4-hydroxyphenyl)-2-methylbutanenitrile
—— (1S,2S)-2-(3-hydroxyphenyl)-1-methylcyclopropane-1-carboxylic acid —— C11H12O3
(1S,2S)-2-(3-hydroxyphenyl)-1-methylcyclopropane-1-carboxylic acid
—— (1S,2S)-2-(4-hydroxyphenyl)-1-methylcyclopropane-1-carboxylic acid —— C11H12O3
(1S,2S)-2-(4-hydroxyphenyl)-1-methylcyclopropane-1-carboxylic acid
—— (1R,2S)-2-(4-hydroxyphenyl)-1-methylcyclopropane-1-carboxylic acid —— C11H12O3
(1R,2S)-2-(4-hydroxyphenyl)-1-methylcyclopropane-1-carboxylic acid
—— N-[(S)-cyano-(3-hydroxyphenyl)methyl]acetamide —— C10H10N2O2
N-[(S)-cyano-(3-hydroxyphenyl)methyl]acetamide
—— (1S,2R)-2-(4-hydroxyphenyl)-1-methylcyclopropane-1-carboxylic acid —— C11H12O3
(1S,2R)-2-(4-hydroxyphenyl)-1-methylcyclopropane-1-carboxylic acid
—— (2S,4S)-4-hydroxy-4-(3-hydroxyphenyl)-2-methylbutanenitrile —— C11H13NO2
(2S,4S)-4-hydroxy-4-(3-hydroxyphenyl)-2-methylbutanenitrile
—— (1R,2R)-2-(4-hydroxyphenyl)-1-methylcyclopropane-1-carboxylic acid —— C11H12O3
(1R,2R)-2-(4-hydroxyphenyl)-1-methylcyclopropane-1-carboxylic acid
—— (2S,4R)-4-hydroxy-4-(3-hydroxyphenyl)-2-methylbutanenitrile —— C11H13NO2
(2S,4R)-4-hydroxy-4-(3-hydroxyphenyl)-2-methylbutanenitrile
—— 2-[5-[(3,4-Dihydroxyphenyl)methylidene]-4-oxo-3-phenyl-1,3-thiazolidin-2-ylidene]-3-oxo-3-pyrrolidin-1-ylpropanenitrile —— C23H19N3O4S
2-[5-[(3,4-Dihydroxyphenyl)methylidene]-4-oxo-3-phenyl-1,3-thiazolidin-2-ylidene]-3-oxo-3-pyrrolidin-1-ylpropanenitrile
—— (2S,4R)-4-hydroxy-4-(4-hydroxyphenyl)-2-methylbutanenitrile —— C11H13NO2
(2S,4R)-4-hydroxy-4-(4-hydroxyphenyl)-2-methylbutanenitrile
—— (2R,4R)-4-hydroxy-4-(4-hydroxyphenyl)-2-methylbutanenitrile —— C11H13NO2
(2R,4R)-4-hydroxy-4-(4-hydroxyphenyl)-2-methylbutanenitrile
—— 2-(4-Hydroxyphenyl)-2-morpholin-4-ium-4-ylacetonitrile —— C12H15N2O2+
2-(4-Hydroxyphenyl)-2-morpholin-4-ium-4-ylacetonitrile
—— Cambridge id 6871949 —— C20H19NO5
Cambridge id 6871949
—— 4-[(2S)-1,3-oxazinan-2-yl]phenol —— C10H13NO2
4-[(2S)-1,3-oxazinan-2-yl]phenol
—— 2-[5-bromo-3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]oxy-N-[2-(5-bromo-2-hydroxy-3-methoxyphenyl)ethylideneamino]acetamide —— C20H20Br2N4O5
2-[5-bromo-3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]oxy-N-[2-(5-bromo-2-hydroxy-3-methoxyphenyl)ethylideneamino]acetamide
—— 3-[(2R)-3-methyl-1,3-oxazolidin-2-yl]phenol —— C10H13NO2
3-[(2R)-3-methyl-1,3-oxazolidin-2-yl]phenol
—— (2R)-4-hydroxy-2-(3-hydroxyphenyl)butanenitrile —— C10H11NO2
(2R)-4-hydroxy-2-(3-hydroxyphenyl)butanenitrile
—— (2S)-4-hydroxy-2-(4-hydroxyphenyl)butanenitrile —— C10H11NO2
(2S)-4-hydroxy-2-(4-hydroxyphenyl)butanenitrile
—— (2S)-4-hydroxy-2-(3-hydroxyphenyl)butanenitrile —— C10H11NO2
(2S)-4-hydroxy-2-(3-hydroxyphenyl)butanenitrile