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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
—— (3R)-3-(2-hydroxyphenyl)butanenitrile —— C10H11NO
(3R)-3-(2-hydroxyphenyl)butanenitrile
—— (3S)-3-(2-hydroxyphenyl)butanenitrile —— C10H11NO
(3S)-3-(2-hydroxyphenyl)butanenitrile
—— 5-[(1R)-1-hydroxyethyl]benzene-1,3-diol —— C8H10O3
5-[(1R)-1-hydroxyethyl]benzene-1,3-diol
—— 5-[(1S)-1-hydroxyethyl]benzene-1,3-diol —— C8H10O3
5-[(1S)-1-hydroxyethyl]benzene-1,3-diol
—— 4-[(2S)-1-hydroxypropan-2-yl]phenol —— C9H12O2
4-[(2S)-1-hydroxypropan-2-yl]phenol
—— 4-bromo-5-[(Z)-hydrazinylidenemethyl]-2-methoxyphenol —— C8H9BrN2O2
4-bromo-5-[(Z)-hydrazinylidenemethyl]-2-methoxyphenol
—— 2-[(1S)-3-amino-1-hydroxypropyl]-4-chlorophenol —— C9H12ClNO2
2-[(1S)-3-amino-1-hydroxypropyl]-4-chlorophenol
—— 2-[(1R)-3-amino-1-hydroxypropyl]-4-chlorophenol —— C9H12ClNO2
2-[(1R)-3-amino-1-hydroxypropyl]-4-chlorophenol
—— (1S,3R)-3-(4-hydroxy-3-methoxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C13H16O4
(1S,3R)-3-(4-hydroxy-3-methoxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1R,3S)-3-(4-hydroxy-3-methoxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C13H16O4
(1R,3S)-3-(4-hydroxy-3-methoxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1S,3R)-3-(4-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O3
(1S,3R)-3-(4-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1S,3S)-3-(4-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O3
(1S,3S)-3-(4-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— rac-(1R,3R)-3-(3-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O3
rac-(1R,3R)-3-(3-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1S,3S)-3-(3-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O3
(1S,3S)-3-(3-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1R,3S)-3-(4-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O3
(1R,3S)-3-(4-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1S,3R)-3-(3-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O3
(1S,3R)-3-(3-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— rac-(1R,3R)-3-(4-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O3
rac-(1R,3R)-3-(4-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1R,3S)-3-(3-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O3
(1R,3S)-3-(3-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— (2R)-2-[(4-hydroxy-3-methoxyphenyl)methylamino]butanoic acid —— C12H17NO4
(2R)-2-[(4-hydroxy-3-methoxyphenyl)methylamino]butanoic acid
—— (2S,3R)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylamino]butanoic acid —— C12H17NO5
(2S,3R)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylamino]butanoic acid
—— (2S)-2-[(4-hydroxy-3-methoxyphenyl)methylamino]hexanoic acid —— C14H21NO4
(2S)-2-[(4-hydroxy-3-methoxyphenyl)methylamino]hexanoic acid
—— (2S)-2-[(4-hydroxy-3-methoxyphenyl)methylamino]butanoic acid —— C12H17NO4
(2S)-2-[(4-hydroxy-3-methoxyphenyl)methylamino]butanoic acid
—— (2R,3R)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylamino]butanoic acid —— C12H17NO5
(2R,3R)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylamino]butanoic acid
—— (2R)-2-[(4-hydroxy-3-methoxyphenyl)methylamino]pentanoic acid —— C13H19NO4
(2R)-2-[(4-hydroxy-3-methoxyphenyl)methylamino]pentanoic acid
—— 2-methoxy-4-[[[(3S)-octan-3-yl]amino]methyl]phenol —— C16H27NO2
2-methoxy-4-[[[(3S)-octan-3-yl]amino]methyl]phenol
—— (2S)-2-[(4-hydroxy-3-methoxyphenyl)methylamino]pentanoic acid —— C13H19NO4
(2S)-2-[(4-hydroxy-3-methoxyphenyl)methylamino]pentanoic acid
—— 2-methoxy-4-[[[(3R)-octan-3-yl]amino]methyl]phenol —— C16H27NO2
2-methoxy-4-[[[(3R)-octan-3-yl]amino]methyl]phenol
—— (2R)-2-[(4-hydroxy-3-methoxyphenyl)methylamino]hexanoic acid —— C14H21NO4
(2R)-2-[(4-hydroxy-3-methoxyphenyl)methylamino]hexanoic acid
—— (2R,3S)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylamino]butanoic acid —— C12H17NO5
(2R,3S)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylamino]butanoic acid
—— (2S,3S)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylamino]butanoic acid —— C12H17NO5
(2S,3S)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methylamino]butanoic acid
—— ethyl (1S,2R)-1-amino-2-(4-hydroxy-3-methoxyphenyl)cyclopropane-1-carboxylate —— C13H17NO4
ethyl (1S,2R)-1-amino-2-(4-hydroxy-3-methoxyphenyl)cyclopropane-1-carboxylate
—— ethyl (1R,2S)-1-amino-2-(4-hydroxy-3-methoxyphenyl)cyclopropane-1-carboxylate —— C13H17NO4
ethyl (1R,2S)-1-amino-2-(4-hydroxy-3-methoxyphenyl)cyclopropane-1-carboxylate
—— ethyl (1R,2R)-1-amino-2-(4-hydroxy-3-methoxyphenyl)cyclopropane-1-carboxylate —— C13H17NO4
ethyl (1R,2R)-1-amino-2-(4-hydroxy-3-methoxyphenyl)cyclopropane-1-carboxylate
—— (1S,2S)-2-(3-hydroxyphenyl)cyclopropane-1-carbaldehyde —— C10H10O2
(1S,2S)-2-(3-hydroxyphenyl)cyclopropane-1-carbaldehyde
—— (1S,2R)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)cyclopropane-1-carbaldehyde —— C11H11BrO3
(1S,2R)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)cyclopropane-1-carbaldehyde
—— ethyl (1S,2S)-1-amino-2-(4-hydroxy-3-methoxyphenyl)cyclopropane-1-carboxylate —— C13H17NO4
ethyl (1S,2S)-1-amino-2-(4-hydroxy-3-methoxyphenyl)cyclopropane-1-carboxylate
—— (1S,2R)-2-(4-hydroxyphenyl)cyclopropane-1-carbaldehyde —— C10H10O2
(1S,2R)-2-(4-hydroxyphenyl)cyclopropane-1-carbaldehyde
—— (1R,2R)-2-(4-hydroxyphenyl)cyclopropane-1-carbaldehyde —— C10H10O2
(1R,2R)-2-(4-hydroxyphenyl)cyclopropane-1-carbaldehyde
—— (1R,2S)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)cyclopropane-1-carbaldehyde —— C11H11BrO3
(1R,2S)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)cyclopropane-1-carbaldehyde
—— (1R,2R)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)cyclopropane-1-carbaldehyde —— C11H11BrO3
(1R,2R)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)cyclopropane-1-carbaldehyde
—— (1S,2R)-2-(4-hydroxy-3-methoxyphenyl)cyclopropane-1-carbaldehyde —— C11H12O3
(1S,2R)-2-(4-hydroxy-3-methoxyphenyl)cyclopropane-1-carbaldehyde
—— (1S,2S)-2-(4-hydroxyphenyl)cyclopropane-1-carbaldehyde —— C10H10O2
(1S,2S)-2-(4-hydroxyphenyl)cyclopropane-1-carbaldehyde
—— (1R,2R)-2-(4-hydroxy-3-methoxyphenyl)cyclopropane-1-carbaldehyde —— C11H12O3
(1R,2R)-2-(4-hydroxy-3-methoxyphenyl)cyclopropane-1-carbaldehyde
—— (1R,2R)-2-(3-hydroxyphenyl)cyclopropane-1-carbaldehyde —— C10H10O2
(1R,2R)-2-(3-hydroxyphenyl)cyclopropane-1-carbaldehyde
—— (1S,2R)-2-(3-hydroxyphenyl)cyclopropane-1-carbaldehyde —— C10H10O2
(1S,2R)-2-(3-hydroxyphenyl)cyclopropane-1-carbaldehyde
—— (1S,2S)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)cyclopropane-1-carbaldehyde —— C11H11BrO3
(1S,2S)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)cyclopropane-1-carbaldehyde
—— (1R,2S)-2-(3-hydroxyphenyl)cyclopropane-1-carbaldehyde —— C10H10O2
(1R,2S)-2-(3-hydroxyphenyl)cyclopropane-1-carbaldehyde
—— (1R,2S)-2-(4-hydroxyphenyl)cyclopropane-1-carbaldehyde —— C10H10O2
(1R,2S)-2-(4-hydroxyphenyl)cyclopropane-1-carbaldehyde
—— 4-[(1R)-1-hydroxybut-3-ynyl]phenol —— C10H10O2
4-[(1R)-1-hydroxybut-3-ynyl]phenol
—— 4-[(1S)-1-hydroxybut-3-ynyl]phenol —— C10H10O2
4-[(1S)-1-hydroxybut-3-ynyl]phenol