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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
—— 3-Benzyl-1-[(4-hydroxyphenyl)methyl]-1-(2-phenylethyl)thiourea —— C23H24N2OS
3-Benzyl-1-[(4-hydroxyphenyl)methyl]-1-(2-phenylethyl)thiourea
—— 5-methyl-2-[(1R)-1-[[(1R,2S)-2-methylcyclohexyl]amino]ethyl]phenol —— C16H25NO
5-methyl-2-[(1R)-1-[[(1R,2S)-2-methylcyclohexyl]amino]ethyl]phenol
—— 5-methyl-2-[(1R)-1-[[(1S,2S)-2-methylcyclohexyl]amino]ethyl]phenol —— C16H25NO
5-methyl-2-[(1R)-1-[[(1S,2S)-2-methylcyclohexyl]amino]ethyl]phenol
—— (5Z)-3-(furan-2-ylmethyl)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H13NO4S2
(5Z)-3-(furan-2-ylmethyl)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 4-({[5-(1,3-benzodioxol-5-yl)-1-(2-methoxyethyl)-1H-imidazol-2-yl]amino}methyl)-2-bromo-6-methoxyphenol —— C21H22BrN3O5
4-({[5-(1,3-benzodioxol-5-yl)-1-(2-methoxyethyl)-1H-imidazol-2-yl]amino}methyl)-2-bromo-6-methoxyphenol
—— 2-[5-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-(4-fluorophenyl)-4-oxo-1,3-thiazolidin-2-ylidene]-4,4-dimethyl-3-oxopentanenitrile —— C24H20BrFN2O4S
2-[5-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-(4-fluorophenyl)-4-oxo-1,3-thiazolidin-2-ylidene]-4,4-dimethyl-3-oxopentanenitrile
—— N-[(2-hydroxy-3-methoxyphenyl)methylideneamino]-2-methylbut-2-enamide —— C13H16N2O3
N-[(2-hydroxy-3-methoxyphenyl)methylideneamino]-2-methylbut-2-enamide
—— 2-(3-Chloro-2-methylphenyl)imino-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidin-4-one —— C19H17ClN2O2S
2-(3-Chloro-2-methylphenyl)imino-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidin-4-one
—— 5-[2-(5,6-Dimethyl-1,3-benzothiazol-2-yl)ethenyl]-2-methoxyphenol —— C18H17NO2S
5-[2-(5,6-Dimethyl-1,3-benzothiazol-2-yl)ethenyl]-2-methoxyphenol
—— [1-(2-hydroxy-5-methylphenyl)hexylideneamino] N-phenylcarbamate —— C20H24N2O3
[1-(2-hydroxy-5-methylphenyl)hexylideneamino] N-phenylcarbamate
—— 4-[(1R)-1-[[(2S)-heptan-2-yl]amino]ethyl]phenol —— C15H25NO
4-[(1R)-1-[[(2S)-heptan-2-yl]amino]ethyl]phenol
—— 4-[(1S)-1-[[(2S)-heptan-2-yl]amino]ethyl]benzene-1,3-diol —— C15H25NO2
4-[(1S)-1-[[(2S)-heptan-2-yl]amino]ethyl]benzene-1,3-diol
—— 2-[[[(2R)-heptan-2-yl]amino]methyl]-6-methoxyphenol —— C15H25NO2
2-[[[(2R)-heptan-2-yl]amino]methyl]-6-methoxyphenol
—— 2-[(1R)-1-[[(2S)-heptan-2-yl]amino]ethyl]benzene-1,4-diol —— C15H25NO2
2-[(1R)-1-[[(2S)-heptan-2-yl]amino]ethyl]benzene-1,4-diol
—— 4-[(1S)-1-[[(2S)-heptan-2-yl]amino]ethyl]-2-methoxyphenol —— C16H27NO2
4-[(1S)-1-[[(2S)-heptan-2-yl]amino]ethyl]-2-methoxyphenol
—— 2-[(1S)-1-[[(2R)-heptan-2-yl]amino]ethyl]phenol —— C15H25NO
2-[(1S)-1-[[(2R)-heptan-2-yl]amino]ethyl]phenol
—— 4-[(1R)-1-[[(2S)-heptan-2-yl]amino]ethyl]-2-methoxyphenol —— C16H27NO2
4-[(1R)-1-[[(2S)-heptan-2-yl]amino]ethyl]-2-methoxyphenol
—— 3-[(1R)-1-[[(2S)-heptan-2-yl]amino]ethyl]phenol —— C15H25NO
3-[(1R)-1-[[(2S)-heptan-2-yl]amino]ethyl]phenol
—— 4-[(1R)-1-[[(2S)-heptan-2-yl]amino]ethyl]benzene-1,3-diol —— C15H25NO2
4-[(1R)-1-[[(2S)-heptan-2-yl]amino]ethyl]benzene-1,3-diol
—— 3-[(1R)-1-[[(2R)-heptan-2-yl]amino]ethyl]phenol —— C15H25NO
3-[(1R)-1-[[(2R)-heptan-2-yl]amino]ethyl]phenol
—— 2-[[[(2S)-heptan-2-yl]amino]methyl]-6-methoxyphenol —— C15H25NO2
2-[[[(2S)-heptan-2-yl]amino]methyl]-6-methoxyphenol
—— 2-[(1S)-1-[[(2S)-heptan-2-yl]amino]ethyl]benzene-1,4-diol —— C15H25NO2
2-[(1S)-1-[[(2S)-heptan-2-yl]amino]ethyl]benzene-1,4-diol
—— 2-[(1S)-1-[[(2S)-heptan-2-yl]amino]ethyl]-4-methylphenol —— C16H27NO
2-[(1S)-1-[[(2S)-heptan-2-yl]amino]ethyl]-4-methylphenol
—— 2-[(1R)-1-[[(2R)-heptan-2-yl]amino]ethyl]-4-methylphenol —— C16H27NO
2-[(1R)-1-[[(2R)-heptan-2-yl]amino]ethyl]-4-methylphenol
—— 3-[(1S)-1-[[(2S)-heptan-2-yl]amino]ethyl]phenol —— C15H25NO
3-[(1S)-1-[[(2S)-heptan-2-yl]amino]ethyl]phenol
—— 2-[(1R)-1-[[(2R)-heptan-2-yl]amino]ethyl]benzene-1,4-diol —— C15H25NO2
2-[(1R)-1-[[(2R)-heptan-2-yl]amino]ethyl]benzene-1,4-diol
—— 2-[(1S)-1-[[(2R)-heptan-2-yl]amino]ethyl]benzene-1,4-diol —— C15H25NO2
2-[(1S)-1-[[(2R)-heptan-2-yl]amino]ethyl]benzene-1,4-diol
—— 4-[(1R)-1-[[(2R)-heptan-2-yl]amino]ethyl]benzene-1,3-diol —— C15H25NO2
4-[(1R)-1-[[(2R)-heptan-2-yl]amino]ethyl]benzene-1,3-diol
—— 2-[(1R)-1-[[(2S)-heptan-2-yl]amino]ethyl]phenol —— C15H25NO
2-[(1R)-1-[[(2S)-heptan-2-yl]amino]ethyl]phenol
—— 2-[(1R)-1-[[(2R)-heptan-2-yl]amino]ethyl]phenol —— C15H25NO
2-[(1R)-1-[[(2R)-heptan-2-yl]amino]ethyl]phenol
—— 4-[(1S)-1-[[(2R)-heptan-2-yl]amino]ethyl]-2-methoxyphenol —— C16H27NO2
4-[(1S)-1-[[(2R)-heptan-2-yl]amino]ethyl]-2-methoxyphenol
—— 2-[(1S)-1-[[(2R)-heptan-2-yl]amino]ethyl]-4-methylphenol —— C16H27NO
2-[(1S)-1-[[(2R)-heptan-2-yl]amino]ethyl]-4-methylphenol
—— 2-[[[(2S)-heptan-2-yl]amino]methyl]-4-methoxyphenol —— C15H25NO2
2-[[[(2S)-heptan-2-yl]amino]methyl]-4-methoxyphenol
—— 4-[[[(2R)-heptan-2-yl]amino]methyl]benzene-1,3-diol —— C14H23NO2
4-[[[(2R)-heptan-2-yl]amino]methyl]benzene-1,3-diol
—— 2-[[[(2R)-heptan-2-yl]amino]methyl]-4-methoxyphenol —— C15H25NO2
2-[[[(2R)-heptan-2-yl]amino]methyl]-4-methoxyphenol
—— 4-[[[(2S)-heptan-2-yl]amino]methyl]benzene-1,3-diol —— C14H23NO2
4-[[[(2S)-heptan-2-yl]amino]methyl]benzene-1,3-diol
—— 5-[(4-Hydroxy-3,5-dimethoxyphenyl)methylidene]-2-sulfanylideneimidazolidin-4-one —— C12H12N2O4S
5-[(4-Hydroxy-3,5-dimethoxyphenyl)methylidene]-2-sulfanylideneimidazolidin-4-one
—— 5-[(2-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-(4-chlorophenyl)-1,3-thiazolidine-2,4-dione —— C17H11BrClNO4S
5-[(2-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-(4-chlorophenyl)-1,3-thiazolidine-2,4-dione
—— 8-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H20Br2O4
8-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— 5-[(2,3-Dibromo-4-hydroxy-5-methoxyphenyl)methylidene]-2-(2,6-dimethylphenyl)imino-3-phenyl-1,3-thiazolidin-4-one —— C25H20Br2N2O3S
5-[(2,3-Dibromo-4-hydroxy-5-methoxyphenyl)methylidene]-2-(2,6-dimethylphenyl)imino-3-phenyl-1,3-thiazolidin-4-one
—— 3-Hexyl-5-[(4-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H19NO2S2
3-Hexyl-5-[(4-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— N-[(2,4-dihydroxyphenyl)methylideneamino]-2-methylbut-2-enamide —— C12H14N2O3
N-[(2,4-dihydroxyphenyl)methylideneamino]-2-methylbut-2-enamide
—— 4-[(1R,2R)-2-amino-1-hydroxybutyl]phenol —— C10H15NO2
4-[(1R,2R)-2-amino-1-hydroxybutyl]phenol
—— 4-[(1S,2S)-2-amino-1-hydroxybutyl]phenol —— C10H15NO2
4-[(1S,2S)-2-amino-1-hydroxybutyl]phenol
—— 4-[(1R,2S)-2-amino-1-hydroxybutyl]-2,6-dimethylphenol —— C12H19NO2
4-[(1R,2S)-2-amino-1-hydroxybutyl]-2,6-dimethylphenol
—— (+/-)-<i>erythro</i>-2-amino-1-(4-hydroxy-phenyl)-butanol-(1) —— C10H15NO2
(+/-)-<i>erythro</i>-2-amino-1-(4-hydroxy-phenyl)-butanol-(1)
—— 4-[(1R,2S)-2-amino-1-hydroxybutyl]-2-methoxyphenol —— C11H17NO3
4-[(1R,2S)-2-amino-1-hydroxybutyl]-2-methoxyphenol
—— 4-[(1R,2R)-2-amino-1-hydroxybutyl]-2-methoxyphenol —— C11H17NO3
4-[(1R,2R)-2-amino-1-hydroxybutyl]-2-methoxyphenol
—— 4-[(1S,2S)-2-amino-1-hydroxybutyl]-2-methoxyphenol —— C11H17NO3
4-[(1S,2S)-2-amino-1-hydroxybutyl]-2-methoxyphenol
—— 4-[(1R,2R)-2-amino-1-hydroxybutyl]-2,6-dimethylphenol —— C12H19NO2
4-[(1R,2R)-2-amino-1-hydroxybutyl]-2,6-dimethylphenol