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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-[[(3S)-3-aminopyrrolidin-1-yl]methyl]-4-methoxyphenol —— C12H18N2O2
2-[[(3S)-3-aminopyrrolidin-1-yl]methyl]-4-methoxyphenol
—— 2-[(1R)-1-[(3S)-3-aminopyrrolidin-1-yl]ethyl]phenol —— C12H18N2O
2-[(1R)-1-[(3S)-3-aminopyrrolidin-1-yl]ethyl]phenol
—— 4-[[(3S)-3-aminopyrrolidin-1-yl]methyl]-2-methoxyphenol —— C12H18N2O2
4-[[(3S)-3-aminopyrrolidin-1-yl]methyl]-2-methoxyphenol
—— 4-[(1S)-1-[(5-methylthiophen-2-yl)methylamino]ethyl]benzene-1,3-diol —— C14H17NO2S
4-[(1S)-1-[(5-methylthiophen-2-yl)methylamino]ethyl]benzene-1,3-diol
—— 2-[(1S)-1-[(3S)-3-aminopyrrolidin-1-yl]ethyl]benzene-1,4-diol —— C12H18N2O2
2-[(1S)-1-[(3S)-3-aminopyrrolidin-1-yl]ethyl]benzene-1,4-diol
—— 2-[(1S)-1-[(3S)-3-aminopyrrolidin-1-yl]ethyl]-4-methylphenol —— C13H20N2O
2-[(1S)-1-[(3S)-3-aminopyrrolidin-1-yl]ethyl]-4-methylphenol
—— 2-[4-(1-benzofuran-2-ylmethyl)piperazin-1-yl]ethyl N-[(4-hydroxy-3-methoxybenzoyl)amino]carbamate —— C24H28N4O6
2-[4-(1-benzofuran-2-ylmethyl)piperazin-1-yl]ethyl N-[(4-hydroxy-3-methoxybenzoyl)amino]carbamate
—— (3R)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-1-(3-phenoxypropanoyl)piperidine-3-carboxamide —— C23H28N2O5
(3R)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-1-(3-phenoxypropanoyl)piperidine-3-carboxamide
—— (2E)-1-(2-hydroxy-4-methylphenyl)-2-(7-phenyl-1,4-diazepan-5-ylidene)ethanone —— C20H22N2O2
(2E)-1-(2-hydroxy-4-methylphenyl)-2-(7-phenyl-1,4-diazepan-5-ylidene)ethanone
—— 4-[(Diphenyl-lambda4-sulfanylidene)amino]-4-oxobutanoic acid;2,4,6-trinitrophenol —— C22H18N4O10S
4-[(Diphenyl-lambda4-sulfanylidene)amino]-4-oxobutanoic acid;2,4,6-trinitrophenol
—— (2R)-2-cyano-N-(4-fluorophenyl)-3-(3-hydroxy-4-methoxyphenyl)propanamide —— C17H15FN2O3
(2R)-2-cyano-N-(4-fluorophenyl)-3-(3-hydroxy-4-methoxyphenyl)propanamide
—— (2S)-2-cyano-3-(3-hydroxy-4-methoxyphenyl)-N-(2-methylphenyl)propanamide —— C18H18N2O3
(2S)-2-cyano-3-(3-hydroxy-4-methoxyphenyl)-N-(2-methylphenyl)propanamide
—— (2S)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)-N-methyl-N-phenylpropanamide —— C18H18N2O3
(2S)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)-N-methyl-N-phenylpropanamide
—— (2R)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)-N-(2-methylphenyl)propanamide —— C18H18N2O3
(2R)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)-N-(2-methylphenyl)propanamide
—— (2S)-2-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(4-methylpiperazin-1-yl)-3-oxopropanenitrile —— C16H21N3O3
(2S)-2-[(4-hydroxy-3-methoxyphenyl)methyl]-3-(4-methylpiperazin-1-yl)-3-oxopropanenitrile
—— (2R)-2-cyano-N-cyclohexyl-3-(4-hydroxy-3-methoxyphenyl)propanamide —— C17H22N2O3
(2R)-2-cyano-N-cyclohexyl-3-(4-hydroxy-3-methoxyphenyl)propanamide
—— 3-(4-hydroxy-3-methoxyphenyl)-1-(2-sulfanylidene-1,3-thiazolidin-3-yl)propan-1-one —— C13H15NO3S2
3-(4-hydroxy-3-methoxyphenyl)-1-(2-sulfanylidene-1,3-thiazolidin-3-yl)propan-1-one
—— 3-(3-hydroxy-4-methoxyphenyl)-1-(2-sulfanylidene-1,3-thiazolidin-3-yl)propan-1-one —— C13H15NO3S2
3-(3-hydroxy-4-methoxyphenyl)-1-(2-sulfanylidene-1,3-thiazolidin-3-yl)propan-1-one
—— (2R)-2-cyano-3-(3-hydroxy-4-methoxyphenyl)-N-phenylpropanamide —— C17H16N2O3
(2R)-2-cyano-3-(3-hydroxy-4-methoxyphenyl)-N-phenylpropanamide
—— (2S)-N-benzyl-2-cyano-3-(3-hydroxyphenyl)-N-methylpropanamide —— C18H18N2O2
(2S)-N-benzyl-2-cyano-3-(3-hydroxyphenyl)-N-methylpropanamide
—— (2S)-N-benzyl-2-cyano-3-(4-hydroxyphenyl)-N-methylpropanamide —— C18H18N2O2
(2S)-N-benzyl-2-cyano-3-(4-hydroxyphenyl)-N-methylpropanamide
—— (2R)-N-benzyl-2-cyano-3-(4-hydroxyphenyl)-N-methylpropanamide —— C18H18N2O2
(2R)-N-benzyl-2-cyano-3-(4-hydroxyphenyl)-N-methylpropanamide
—— tert-butyl N-[(R)-cyano-(3-hydroxy-4-methoxyphenyl)methyl]-N-methylcarbamate —— C15H20N2O4
tert-butyl N-[(R)-cyano-(3-hydroxy-4-methoxyphenyl)methyl]-N-methylcarbamate
—— (2S)-2-[(4-hydroxy-3-methoxyphenyl)methyl]-3-oxo-3-piperidin-1-ylpropanenitrile —— C16H20N2O3
(2S)-2-[(4-hydroxy-3-methoxyphenyl)methyl]-3-oxo-3-piperidin-1-ylpropanenitrile
—— (2S)-2-[(3-hydroxy-4-methoxyphenyl)methyl]-3-oxo-3-piperidin-1-ylpropanenitrile —— C16H20N2O3
(2S)-2-[(3-hydroxy-4-methoxyphenyl)methyl]-3-oxo-3-piperidin-1-ylpropanenitrile
—— (3S)-1-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-5-oxopyrrolidine-3-carboxylic acid —— C14H17NO5
(3S)-1-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-5-oxopyrrolidine-3-carboxylic acid
—— (2R)-N-benzyl-2-cyano-3-(4-hydroxyphenyl)propanamide —— C17H16N2O2
(2R)-N-benzyl-2-cyano-3-(4-hydroxyphenyl)propanamide
—— (3R)-1-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-5-oxopyrrolidine-3-carboxylic acid —— C14H17NO5
(3R)-1-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-5-oxopyrrolidine-3-carboxylic acid
—— tert-butyl N-[(S)-cyano-(3-hydroxy-4-methoxyphenyl)methyl]carbamate —— C14H18N2O4
tert-butyl N-[(S)-cyano-(3-hydroxy-4-methoxyphenyl)methyl]carbamate
—— (2R)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)-N-(2-methylpropyl)propanamide —— C15H20N2O3
(2R)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)-N-(2-methylpropyl)propanamide
—— (2S)-2-cyano-3-(3-hydroxy-4-methoxyphenyl)-N-(2-methylpropyl)propanamide —— C15H20N2O3
(2S)-2-cyano-3-(3-hydroxy-4-methoxyphenyl)-N-(2-methylpropyl)propanamide
—— 1-(3,5-Dimethylpyrazol-1-yl)-3-(3-hydroxy-4-methoxyphenyl)propan-1-one —— C15H18N2O3
1-(3,5-Dimethylpyrazol-1-yl)-3-(3-hydroxy-4-methoxyphenyl)propan-1-one
—— (2R)-2-[(4-hydroxyphenyl)methyl]-3-(4-methylpiperazin-1-yl)-3-oxopropanenitrile —— C15H19N3O2
(2R)-2-[(4-hydroxyphenyl)methyl]-3-(4-methylpiperazin-1-yl)-3-oxopropanenitrile
—— 4-[(2R,5R)-5-(hydroxymethyl)-3-propan-2-yl-1,3-oxazolidin-2-yl]-2-methoxyphenol —— C14H21NO4
4-[(2R,5R)-5-(hydroxymethyl)-3-propan-2-yl-1,3-oxazolidin-2-yl]-2-methoxyphenol
—— 4-[(2S,5R)-3-cyclopentyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol —— C15H21NO3
4-[(2S,5R)-3-cyclopentyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol
—— 3-[(2S,5R)-3-cyclopentyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol —— C15H21NO3
3-[(2S,5R)-3-cyclopentyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol
—— (2R)-2-cyano-3-(3-hydroxy-4-methoxyphenyl)-N-propylpropanamide —— C14H18N2O3
(2R)-2-cyano-3-(3-hydroxy-4-methoxyphenyl)-N-propylpropanamide
—— (2R)-2-[(3-hydroxyphenyl)methyl]-3-morpholin-4-yl-3-oxopropanenitrile —— C14H16N2O3
(2R)-2-[(3-hydroxyphenyl)methyl]-3-morpholin-4-yl-3-oxopropanenitrile
—— tert-butyl N-[(S)-cyano-(3-hydroxyphenyl)methyl]-N-methylcarbamate —— C14H18N2O3
tert-butyl N-[(S)-cyano-(3-hydroxyphenyl)methyl]-N-methylcarbamate
—— (2R)-2-cyano-N-cyclopropyl-3-(4-hydroxy-3-methoxyphenyl)propanamide —— C14H16N2O3
(2R)-2-cyano-N-cyclopropyl-3-(4-hydroxy-3-methoxyphenyl)propanamide
—— (2S)-2-cyano-3-(3-hydroxy-4-methoxyphenyl)-N-propylpropanamide —— C14H18N2O3
(2S)-2-cyano-3-(3-hydroxy-4-methoxyphenyl)-N-propylpropanamide
—— (2S)-2-[(4-hydroxyphenyl)methyl]-3-morpholin-4-yl-3-oxopropanenitrile —— C14H16N2O3
(2S)-2-[(4-hydroxyphenyl)methyl]-3-morpholin-4-yl-3-oxopropanenitrile
—— 4-[(2R,5R)-3-ethyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]-2-methoxyphenol —— C13H19NO4
4-[(2R,5R)-3-ethyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]-2-methoxyphenol
—— 5-[(2R,5R)-3-ethyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]-2-methoxyphenol —— C13H19NO4
5-[(2R,5R)-3-ethyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]-2-methoxyphenol
—— 3-[(2R,5R)-5-(hydroxymethyl)-3-(2-methylpropyl)-1,3-oxazolidin-2-yl]phenol —— C14H21NO3
3-[(2R,5R)-5-(hydroxymethyl)-3-(2-methylpropyl)-1,3-oxazolidin-2-yl]phenol
—— (2S)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)-N,N-dimethylpropanamide —— C13H16N2O3
(2S)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)-N,N-dimethylpropanamide
—— (2S)-2-cyano-3-(3-hydroxy-4-methoxyphenyl)-N,N-dimethylpropanamide —— C13H16N2O3
(2S)-2-cyano-3-(3-hydroxy-4-methoxyphenyl)-N,N-dimethylpropanamide
—— tert-butyl N-[(R)-cyano-(3-hydroxyphenyl)methyl]carbamate —— C13H16N2O3
tert-butyl N-[(R)-cyano-(3-hydroxyphenyl)methyl]carbamate
—— tert-butyl N-[(R)-cyano-(4-hydroxyphenyl)methyl]carbamate —— C13H16N2O3
tert-butyl N-[(R)-cyano-(4-hydroxyphenyl)methyl]carbamate
—— (2R)-N-tert-butyl-2-cyano-3-(3-hydroxyphenyl)propanamide —— C14H18N2O2
(2R)-N-tert-butyl-2-cyano-3-(3-hydroxyphenyl)propanamide