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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
—— (2S)-2-bromo-1-(2-hydroxy-3-methoxyphenyl)-4,4-dimethylpentan-3-one —— C14H19BrO3
(2S)-2-bromo-1-(2-hydroxy-3-methoxyphenyl)-4,4-dimethylpentan-3-one
—— 2-chloro-4-[(3R)-3-hydroxy-4,4-dimethylpentyl]-6-methoxyphenol —— C14H21ClO3
2-chloro-4-[(3R)-3-hydroxy-4,4-dimethylpentyl]-6-methoxyphenol
—— (2S)-2-chloro-1-(2-hydroxy-3-methoxyphenyl)-4,4-dimethylpentan-3-one —— C14H19ClO3
(2S)-2-chloro-1-(2-hydroxy-3-methoxyphenyl)-4,4-dimethylpentan-3-one
—— (2S)-2-chloro-1-(3-chloro-4-hydroxy-5-methoxyphenyl)-4,4-dimethylpentan-3-one —— C14H18Cl2O3
(2S)-2-chloro-1-(3-chloro-4-hydroxy-5-methoxyphenyl)-4,4-dimethylpentan-3-one
—— 2-chloro-4-[(3S)-3-hydroxy-4,4-dimethylpentyl]-6-methoxyphenol —— C14H21ClO3
2-chloro-4-[(3S)-3-hydroxy-4,4-dimethylpentyl]-6-methoxyphenol
—— (2S)-2-chloro-1-(2-hydroxyphenyl)-4,4-dimethylpentan-3-one —— C13H17ClO2
(2S)-2-chloro-1-(2-hydroxyphenyl)-4,4-dimethylpentan-3-one
—— (2R)-2-chloro-1-(2-hydroxyphenyl)-4,4-dimethylpentan-3-one —— C13H17ClO2
(2R)-2-chloro-1-(2-hydroxyphenyl)-4,4-dimethylpentan-3-one
—— (2S)-2-bromo-1-(3-chloro-4-hydroxyphenyl)-4,4-dimethylpentan-3-one —— C13H16BrClO2
(2S)-2-bromo-1-(3-chloro-4-hydroxyphenyl)-4,4-dimethylpentan-3-one
—— 4-[(3S)-3-amino-4,4-dimethylpentyl]-2-chloro-6-methoxyphenol —— C14H22ClNO2
4-[(3S)-3-amino-4,4-dimethylpentyl]-2-chloro-6-methoxyphenol
—— (2R)-2-chloro-1-(2-hydroxy-3-methoxyphenyl)-4,4-dimethylpentan-3-one —— C14H19ClO3
(2R)-2-chloro-1-(2-hydroxy-3-methoxyphenyl)-4,4-dimethylpentan-3-one
—— 4-[(3S)-3-amino-4,4-dimethylpentyl]-2-chlorophenol —— C13H20ClNO
4-[(3S)-3-amino-4,4-dimethylpentyl]-2-chlorophenol
—— 2-[(3R)-3-hydroxy-4,4-dimethylpentyl]phenol —— C13H20O2
2-[(3R)-3-hydroxy-4,4-dimethylpentyl]phenol
—— 2-chloro-4-[(3Z)-3-hydroxyiminobutyl]phenol —— C10H12ClNO2
2-chloro-4-[(3Z)-3-hydroxyiminobutyl]phenol
—— 2-chloro-4-[(3S)-3-(methylamino)butyl]phenol —— C11H16ClNO
2-chloro-4-[(3S)-3-(methylamino)butyl]phenol
—— 2-[(3S)-3-amino-4,4-dimethylpentyl]phenol —— C13H21NO
2-[(3S)-3-amino-4,4-dimethylpentyl]phenol
—— 2-methoxy-6-[(3R)-3-(methylamino)butyl]phenol —— C12H19NO2
2-methoxy-6-[(3R)-3-(methylamino)butyl]phenol
—— 2-[(3S)-3-hydroxy-4,4-dimethylpentyl]phenol —— C13H20O2
2-[(3S)-3-hydroxy-4,4-dimethylpentyl]phenol
—— 4-[(3R)-3-amino-4,4-dimethylpentyl]-2-chloro-6-methoxyphenol —— C14H22ClNO2
4-[(3R)-3-amino-4,4-dimethylpentyl]-2-chloro-6-methoxyphenol
—— 2-chloro-6-methoxy-4-[(3S)-3-(methylamino)butyl]phenol —— C12H18ClNO2
2-chloro-6-methoxy-4-[(3S)-3-(methylamino)butyl]phenol
—— 2-[(3Z)-3-hydroxyiminobutyl]phenol —— C10H13NO2
2-[(3Z)-3-hydroxyiminobutyl]phenol
—— 2-[(3R)-3-amino-4,4-dimethylpentyl]-6-methoxyphenol —— C14H23NO2
2-[(3R)-3-amino-4,4-dimethylpentyl]-6-methoxyphenol
—— 2-[(3S)-3-(methylamino)butyl]phenol —— C11H17NO
2-[(3S)-3-(methylamino)butyl]phenol
—— 4-[(3R)-3-amino-4,4-dimethylpentyl]-2-chlorophenol —— C13H20ClNO
4-[(3R)-3-amino-4,4-dimethylpentyl]-2-chlorophenol
—— 2-chloro-6-methoxy-4-[(3R)-3-(methylamino)butyl]phenol —— C12H18ClNO2
2-chloro-6-methoxy-4-[(3R)-3-(methylamino)butyl]phenol
—— 2-[(3R)-3-amino-4,4-dimethylpentyl]phenol —— C13H21NO
2-[(3R)-3-amino-4,4-dimethylpentyl]phenol
—— 2-methoxy-6-[(3S)-3-(methylamino)butyl]phenol —— C12H19NO2
2-methoxy-6-[(3S)-3-(methylamino)butyl]phenol
—— 2-[(3S)-3-amino-4,4-dimethylpentyl]-6-methoxyphenol —— C14H23NO2
2-[(3S)-3-amino-4,4-dimethylpentyl]-6-methoxyphenol
—— 2-[(3R)-3-(methylamino)butyl]phenol —— C11H17NO
2-[(3R)-3-(methylamino)butyl]phenol
—— 2-chloro-4-[(3Z)-3-hydroxyiminobutyl]-6-methoxyphenol —— C11H14ClNO3
2-chloro-4-[(3Z)-3-hydroxyiminobutyl]-6-methoxyphenol
—— 2-chloro-4-[(3R)-3-(methylamino)butyl]phenol —— C11H16ClNO
2-chloro-4-[(3R)-3-(methylamino)butyl]phenol
—— 2-[(3Z)-3-hydroxyiminobutyl]-6-methoxyphenol —— C11H15NO3
2-[(3Z)-3-hydroxyiminobutyl]-6-methoxyphenol
—— 2-chloro-4-[(3R)-3-hydroxybutyl]-6-methoxyphenol —— C11H15ClO3
2-chloro-4-[(3R)-3-hydroxybutyl]-6-methoxyphenol
—— 4-[(3R)-3-aminobutyl]-2-chloro-6-methoxyphenol —— C11H16ClNO2
4-[(3R)-3-aminobutyl]-2-chloro-6-methoxyphenol
—— 4-[(3S)-3-aminobutyl]-2-chlorophenol —— C10H14ClNO
4-[(3S)-3-aminobutyl]-2-chlorophenol
—— 2-chloro-4-[(3S)-3-hydroxybutyl]phenol —— C10H13ClO2
2-chloro-4-[(3S)-3-hydroxybutyl]phenol
—— 2-[(3R)-3-aminobutyl]-6-methoxyphenol —— C11H17NO2
2-[(3R)-3-aminobutyl]-6-methoxyphenol
—— 2-[(3S)-3-aminobutyl]-6-methoxyphenol —— C11H17NO2
2-[(3S)-3-aminobutyl]-6-methoxyphenol
—— 2-chloro-4-[(3S)-3-hydroxybutyl]-6-methoxyphenol —— C11H15ClO3
2-chloro-4-[(3S)-3-hydroxybutyl]-6-methoxyphenol
—— 4-[(3S)-3-aminobutyl]-2-chloro-6-methoxyphenol —— C11H16ClNO2
4-[(3S)-3-aminobutyl]-2-chloro-6-methoxyphenol
—— 2-[(3R)-3-hydroxybutyl]-6-methoxyphenol —— C11H16O3
2-[(3R)-3-hydroxybutyl]-6-methoxyphenol
—— 2-[(3S)-3-hydroxybutyl]-6-methoxyphenol —— C11H16O3
2-[(3S)-3-hydroxybutyl]-6-methoxyphenol
—— 2-chloro-4-[(3R)-3-hydroxybutyl]phenol —— C10H13ClO2
2-chloro-4-[(3R)-3-hydroxybutyl]phenol
—— 4-[(3R)-3-aminobutyl]-2-chlorophenol —— C10H14ClNO
4-[(3R)-3-aminobutyl]-2-chlorophenol
—— (4Z)-2-(4-bromophenyl)-4-(3,5-dibromo-2-hydroxybenzylidene)-5-hydroxy-2,4-dihydro-3H-pyrazol-3-one —— C16H9Br3N2O3
(4Z)-2-(4-bromophenyl)-4-(3,5-dibromo-2-hydroxybenzylidene)-5-hydroxy-2,4-dihydro-3H-pyrazol-3-one
—— methyl (4Z)-4-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-methyl-5-oxo-1-[[(2S)-oxolan-2-yl]methyl]pyrrole-3-carboxylate —— C20H23NO6
methyl (4Z)-4-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-methyl-5-oxo-1-[[(2S)-oxolan-2-yl]methyl]pyrrole-3-carboxylate
—— methyl (4Z)-4-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-methyl-5-oxo-1-[[(2R)-oxolan-2-yl]methyl]pyrrole-3-carboxylate —— C20H23NO6
methyl (4Z)-4-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-methyl-5-oxo-1-[[(2R)-oxolan-2-yl]methyl]pyrrole-3-carboxylate
—— 5-[(5-Bromo-2-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione —— C12H9BrN2O4S
5-[(5-Bromo-2-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione
—— 2,2,2-trifluoro-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide —— C9H7F3N2O2
2,2,2-trifluoro-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide
—— (5E)-5-[(2,5-dibromo-3,4-dihydroxyphenyl)methylidene]-2-(4-methylphenyl)-1,3-thiazol-4-one —— C17H11Br2NO3S
(5E)-5-[(2,5-dibromo-3,4-dihydroxyphenyl)methylidene]-2-(4-methylphenyl)-1,3-thiazol-4-one
—— (2E)-4-[(4-hydroxy-3-nitrophenyl)amino]-4-oxobut-2-enoic acid —— C10H8N2O6
(2E)-4-[(4-hydroxy-3-nitrophenyl)amino]-4-oxobut-2-enoic acid