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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-[(2R,4S)-4-(aminomethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol —— C11H15NO4
4-[(2R,4S)-4-(aminomethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol
—— 4-[(2S,4R)-4-(aminomethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol —— C11H15NO4
4-[(2S,4R)-4-(aminomethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol
—— (4S)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)butanamide —— C11H15NO4
(4S)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)butanamide
—— (2R)-4-(3-hydroxy-4-methoxyphenyl)-2-methylbutanoic acid —— C12H16O4
(2R)-4-(3-hydroxy-4-methoxyphenyl)-2-methylbutanoic acid
—— N-[(1R)-2-amino-1-(4-hydroxyphenyl)-2-sulfanylideneethyl]acetamide —— C10H12N2O2S
N-[(1R)-2-amino-1-(4-hydroxyphenyl)-2-sulfanylideneethyl]acetamide
—— 5-[(2R,4S)-4-(aminomethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol —— C11H15NO4
5-[(2R,4S)-4-(aminomethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol
—— (4R)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)butanamide —— C11H15NO4
(4R)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)butanamide
—— 5-[(2R,4R)-4-(aminomethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol —— C11H15NO4
5-[(2R,4R)-4-(aminomethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol
—— 5-(difluoromethyl)-3-(2-hydroxyphenyl)-2H-1,2-oxazol-5-ol —— C10H9F2NO3
5-(difluoromethyl)-3-(2-hydroxyphenyl)-2H-1,2-oxazol-5-ol
—— 3-[(2R,5S)-3-ethyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol —— C12H17NO3
3-[(2R,5S)-3-ethyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol
—— 5-[(2S)-4,4-dimethyl-1,3-oxazolidin-2-yl]-2-methoxyphenol —— C12H17NO3
5-[(2S)-4,4-dimethyl-1,3-oxazolidin-2-yl]-2-methoxyphenol
—— 4-[(2S)-4,4-dimethyl-1,3-oxazolidin-2-yl]-2-methoxyphenol —— C12H17NO3
4-[(2S)-4,4-dimethyl-1,3-oxazolidin-2-yl]-2-methoxyphenol
—— 2-[6-(4-Ethylphenyl)-2-propan-2-yl-1,2,3,4-tetrahydropyrimidin-4-yl]phenol —— C21H26N2O
2-[6-(4-Ethylphenyl)-2-propan-2-yl-1,2,3,4-tetrahydropyrimidin-4-yl]phenol
—— (1R,2S)-2-(4-hydroxy-3-methoxyphenyl)-1-methylcyclopropane-1-carboxylic acid —— C12H14O4
(1R,2S)-2-(4-hydroxy-3-methoxyphenyl)-1-methylcyclopropane-1-carboxylic acid
—— 2-[6-(4-Ethylphenyl)-2-propan-2-yl-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol —— C21H27N2O+
2-[6-(4-Ethylphenyl)-2-propan-2-yl-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol
—— (1S,2R)-2-(3-hydroxy-4-methoxyphenyl)-1-methylcyclopropane-1-carboxylic acid —— C12H14O4
(1S,2R)-2-(3-hydroxy-4-methoxyphenyl)-1-methylcyclopropane-1-carboxylic acid
—— 4-[(2R,5S)-3-ethyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol —— C12H17NO3
4-[(2R,5S)-3-ethyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol
—— (1R,2R)-2-(4-hydroxy-3-methoxyphenyl)-1-methylcyclopropane-1-carboxylic acid —— C12H14O4
(1R,2R)-2-(4-hydroxy-3-methoxyphenyl)-1-methylcyclopropane-1-carboxylic acid
—— 3-[[(4-Hydroxy-3-methoxyphenyl)methylideneamino]carbamothioylamino]benzoic acid —— C16H15N3O4S
3-[[(4-Hydroxy-3-methoxyphenyl)methylideneamino]carbamothioylamino]benzoic acid
—— (1R,2S)-2-(3-hydroxy-4-methoxyphenyl)-1-methylcyclopropane-1-carboxylic acid —— C12H14O4
(1R,2S)-2-(3-hydroxy-4-methoxyphenyl)-1-methylcyclopropane-1-carboxylic acid
—— (1S,2S)-2-(3-hydroxy-4-methoxyphenyl)-1-methylcyclopropane-1-carboxylic acid —— C12H14O4
(1S,2S)-2-(3-hydroxy-4-methoxyphenyl)-1-methylcyclopropane-1-carboxylic acid
—— (3S,4S)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-3-methylbutanenitrile —— C12H15NO3
(3S,4S)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-3-methylbutanenitrile
—— (3R,4R)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-3-methylbutanenitrile —— C12H15NO3
(3R,4R)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-3-methylbutanenitrile
—— (2R,4S)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-2-methylbutanenitrile —— C12H15NO3
(2R,4S)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-2-methylbutanenitrile
—— (3R,4S)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-3-methylbutanenitrile —— C12H15NO3
(3R,4S)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-3-methylbutanenitrile
—— N-[(S)-cyano-(3-hydroxy-4-methoxyphenyl)methyl]acetamide —— C11H12N2O3
N-[(S)-cyano-(3-hydroxy-4-methoxyphenyl)methyl]acetamide
—— (2S,4S)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-2-methylbutanenitrile —— C12H15NO3
(2S,4S)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-2-methylbutanenitrile
—— (3S,4R)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-3-methylbutanenitrile —— C12H15NO3
(3S,4R)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-3-methylbutanenitrile
—— (2S,4R)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-2-methylbutanenitrile —— C12H15NO3
(2S,4R)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-2-methylbutanenitrile
—— N-[(S)-cyano-(4-hydroxy-3-methoxyphenyl)methyl]acetamide —— C11H12N2O3
N-[(S)-cyano-(4-hydroxy-3-methoxyphenyl)methyl]acetamide
—— 9-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-3,3,6,6-tetramethyl-4,5,7,9-tetrahydro-2H-xanthene-1,8-dione —— C24H26Br2O5
9-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-3,3,6,6-tetramethyl-4,5,7,9-tetrahydro-2H-xanthene-1,8-dione
—— 7-ethenyl-8-(2-hydroxy-4-methoxyphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H22O4
7-ethenyl-8-(2-hydroxy-4-methoxyphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— N-[(R)-cyano-(3-hydroxy-4-methoxyphenyl)methyl]acetamide —— C11H12N2O3
N-[(R)-cyano-(3-hydroxy-4-methoxyphenyl)methyl]acetamide
—— 3-[[(2-Hydroxy-3-methoxyphenyl)methylideneamino]carbamothioylamino]benzoic acid —— C16H15N3O4S
3-[[(2-Hydroxy-3-methoxyphenyl)methylideneamino]carbamothioylamino]benzoic acid
—— (2S)-2-cyano-3-(4-hydroxyphenyl)-N,N-dimethylpropanamide —— C12H14N2O2
(2S)-2-cyano-3-(4-hydroxyphenyl)-N,N-dimethylpropanamide
—— (2R)-2-cyano-3-(3-hydroxyphenyl)-N,N-dimethylpropanamide —— C12H14N2O2
(2R)-2-cyano-3-(3-hydroxyphenyl)-N,N-dimethylpropanamide
—— 2-[(2-Hydroxy-4-nitrophenyl)methylidene]propanedinitrile —— C10H5N3O3
2-[(2-Hydroxy-4-nitrophenyl)methylidene]propanedinitrile
—— 2-methoxy-4-[(2S)-1,3-oxazinan-2-yl]phenol —— C11H15NO3
2-methoxy-4-[(2S)-1,3-oxazinan-2-yl]phenol
—— 4-[(2R,5R)-5-(hydroxymethyl)-3-methyl-1,3-oxazolidin-2-yl]phenol —— C11H15NO3
4-[(2R,5R)-5-(hydroxymethyl)-3-methyl-1,3-oxazolidin-2-yl]phenol
—— 2-methoxy-4-[(2S)-3-methyl-1,3-oxazolidin-2-yl]phenol —— C11H15NO3
2-methoxy-4-[(2S)-3-methyl-1,3-oxazolidin-2-yl]phenol
—— 5-[(2-Hydroxy-3-methylphenyl)methylidene]-2-(4-methylphenyl)-1,3-thiazol-4-one —— C18H15NO2S
5-[(2-Hydroxy-3-methylphenyl)methylidene]-2-(4-methylphenyl)-1,3-thiazol-4-one
—— 2-methoxy-4-[(2R)-3-methyl-1,3-oxazolidin-2-yl]phenol —— C11H15NO3
2-methoxy-4-[(2R)-3-methyl-1,3-oxazolidin-2-yl]phenol
—— 2-methoxy-5-[(2R)-3-methyl-1,3-oxazolidin-2-yl]phenol —— C11H15NO3
2-methoxy-5-[(2R)-3-methyl-1,3-oxazolidin-2-yl]phenol
—— 2-methoxy-5-[(2S)-3-methyl-1,3-oxazolidin-2-yl]phenol —— C11H15NO3
2-methoxy-5-[(2S)-3-methyl-1,3-oxazolidin-2-yl]phenol
—— 3-[(2R,5R)-5-(hydroxymethyl)-3-methyl-1,3-oxazolidin-2-yl]phenol —— C11H15NO3
3-[(2R,5R)-5-(hydroxymethyl)-3-methyl-1,3-oxazolidin-2-yl]phenol
—— (2S)-4-hydroxy-2-(4-hydroxy-3-methoxyphenyl)butanenitrile —— C11H13NO3
(2S)-4-hydroxy-2-(4-hydroxy-3-methoxyphenyl)butanenitrile
—— (2S)-4-hydroxy-2-(3-hydroxy-4-methoxyphenyl)butanenitrile —— C11H13NO3
(2S)-4-hydroxy-2-(3-hydroxy-4-methoxyphenyl)butanenitrile
—— (2R)-4-hydroxy-2-(3-hydroxy-4-methoxyphenyl)butanenitrile —— C11H13NO3
(2R)-4-hydroxy-2-(3-hydroxy-4-methoxyphenyl)butanenitrile
—— 2-[5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-3-phenyl-1,3-thiazolidin-2-ylidene]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)acetonitrile —— C26H23N5O3S
2-[5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-3-phenyl-1,3-thiazolidin-2-ylidene]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)acetonitrile
—— N-[(R)-cyano-(3-hydroxyphenyl)methyl]-N-methylacetamide —— C11H12N2O2
N-[(R)-cyano-(3-hydroxyphenyl)methyl]-N-methylacetamide