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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)-N-[(1R)-1-(4-hydroxyphenyl)ethyl]-N-methyloxolane-2-carboxamide —— C14H19NO3
(2S)-N-[(1R)-1-(4-hydroxyphenyl)ethyl]-N-methyloxolane-2-carboxamide
—— N-[(1R)-1-(4-hydroxyphenyl)ethyl]-N-methyl-2-thiophen-3-ylacetamide —— C15H17NO2S
N-[(1R)-1-(4-hydroxyphenyl)ethyl]-N-methyl-2-thiophen-3-ylacetamide
—— 5-methoxy-2-[(1S)-1-[(4-methyl-1,3-thiazol-2-yl)methylamino]ethyl]phenol —— C14H18N2O2S
5-methoxy-2-[(1S)-1-[(4-methyl-1,3-thiazol-2-yl)methylamino]ethyl]phenol
—— 2-[(1S)-1-[(4-methyl-1,3-thiazol-2-yl)methylamino]ethyl]benzene-1,4-diol —— C13H16N2O2S
2-[(1S)-1-[(4-methyl-1,3-thiazol-2-yl)methylamino]ethyl]benzene-1,4-diol
—— 2-[(1R)-cyclopent-2-en-1-yl]-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylacetamide —— C16H21NO2
2-[(1R)-cyclopent-2-en-1-yl]-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylacetamide
—— 2-methylpropyl N-[(1S)-1-(4-hydroxyphenyl)ethyl]-N-methylcarbamate —— C14H21NO3
2-methylpropyl N-[(1S)-1-(4-hydroxyphenyl)ethyl]-N-methylcarbamate
—— 2-[(1R)-1-[(4-methyl-1,3-thiazol-2-yl)methylamino]ethyl]benzene-1,4-diol —— C13H16N2O2S
2-[(1R)-1-[(4-methyl-1,3-thiazol-2-yl)methylamino]ethyl]benzene-1,4-diol
—— N-[(1R)-1-(4-hydroxyphenyl)ethyl]-N-methyl-2-(1,2,4-triazol-1-yl)acetamide —— C13H16N4O2
N-[(1R)-1-(4-hydroxyphenyl)ethyl]-N-methyl-2-(1,2,4-triazol-1-yl)acetamide
—— N-[(1S)-1-(4-hydroxyphenyl)ethyl]-N-methyl-2-thiophen-2-ylacetamide —— C15H17NO2S
N-[(1S)-1-(4-hydroxyphenyl)ethyl]-N-methyl-2-thiophen-2-ylacetamide
—— N-[(1S)-1-(4-hydroxyphenyl)ethyl]-N-methylpropane-1-sulfonamide —— C12H19NO3S
N-[(1S)-1-(4-hydroxyphenyl)ethyl]-N-methylpropane-1-sulfonamide
—— (2E,4E)-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methylhexa-2,4-dienamide —— C15H19NO2
(2E,4E)-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methylhexa-2,4-dienamide
—— N-[(1R)-1-(4-hydroxyphenyl)ethyl]-N-methylpyrrolidine-1-sulfonamide —— C13H20N2O3S
N-[(1R)-1-(4-hydroxyphenyl)ethyl]-N-methylpyrrolidine-1-sulfonamide
—— (2R)-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N,2-dimethylpentanamide —— C15H23NO2
(2R)-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N,2-dimethylpentanamide
—— N-[(1R)-1-(4-hydroxyphenyl)ethyl]-N-methylpropane-1-sulfonamide —— C12H19NO3S
N-[(1R)-1-(4-hydroxyphenyl)ethyl]-N-methylpropane-1-sulfonamide
—— 1,1-difluoro-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylmethanesulfonamide —— C10H13F2NO3S
1,1-difluoro-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylmethanesulfonamide
—— N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methyl-2-pyrazol-1-ylacetamide —— C14H17N3O2
N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methyl-2-pyrazol-1-ylacetamide
—— 2-ethyl-N-[(1R)-1-(4-hydroxyphenyl)ethyl]-N-methylbutanamide —— C15H23NO2
2-ethyl-N-[(1R)-1-(4-hydroxyphenyl)ethyl]-N-methylbutanamide
—— 2-[(1S)-1-[diethylsulfamoyl(methyl)amino]ethyl]phenol —— C13H22N2O3S
2-[(1S)-1-[diethylsulfamoyl(methyl)amino]ethyl]phenol
—— N-[(1S)-1-(4-hydroxyphenyl)ethyl]-N-methyl-2-pyrazol-1-ylacetamide —— C14H17N3O2
N-[(1S)-1-(4-hydroxyphenyl)ethyl]-N-methyl-2-pyrazol-1-ylacetamide
—— N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylpropane-1-sulfonamide —— C12H19NO3S
N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylpropane-1-sulfonamide
—— N-[(1S)-1-(4-hydroxyphenyl)ethyl]-N-methylcyclohexanecarboxamide —— C16H23NO2
N-[(1S)-1-(4-hydroxyphenyl)ethyl]-N-methylcyclohexanecarboxamide
—— 2-[(E)-2-(2-nitrophenyl)ethenyl]pyridine;2,4,6-trinitrophenol —— C19H13N5O9
2-[(E)-2-(2-nitrophenyl)ethenyl]pyridine;2,4,6-trinitrophenol
—— N-[(1R)-1-(4-hydroxyphenyl)ethyl]-N,2,2-trimethylpropanamide —— C14H21NO2
N-[(1R)-1-(4-hydroxyphenyl)ethyl]-N,2,2-trimethylpropanamide
—— 2-[(1S)-1-[[(2S)-2-(dimethylamino)propyl]amino]ethyl]-5-methylphenol —— C14H24N2O
2-[(1S)-1-[[(2S)-2-(dimethylamino)propyl]amino]ethyl]-5-methylphenol
—— (1S,2R)-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N,2-dimethylcyclopropane-1-carboxamide —— C14H19NO2
(1S,2R)-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N,2-dimethylcyclopropane-1-carboxamide
—— (1R,2S)-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N,2-dimethylcyclopropane-1-carboxamide —— C14H19NO2
(1R,2S)-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N,2-dimethylcyclopropane-1-carboxamide
—— 5-[[[(2S)-2-(dimethylamino)propyl]amino]methyl]-2-methoxyphenol —— C13H22N2O2
5-[[[(2S)-2-(dimethylamino)propyl]amino]methyl]-2-methoxyphenol
—— (2S)-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methyloxolane-2-carboxamide —— C14H19NO3
(2S)-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methyloxolane-2-carboxamide
—— 2-[(1R)-1-[[(2S)-2-(dimethylamino)propyl]amino]ethyl]-5-methoxyphenol —— C14H24N2O2
2-[(1R)-1-[[(2S)-2-(dimethylamino)propyl]amino]ethyl]-5-methoxyphenol
—— 4-[(1S)-1-[[(2R)-2-(dimethylamino)propyl]amino]ethyl]benzene-1,3-diol —— C13H22N2O2
4-[(1S)-1-[[(2R)-2-(dimethylamino)propyl]amino]ethyl]benzene-1,3-diol
—— 4-[(1S)-1-[[(2S)-2-(dimethylamino)propyl]amino]ethyl]-2-methoxyphenol —— C14H24N2O2
4-[(1S)-1-[[(2S)-2-(dimethylamino)propyl]amino]ethyl]-2-methoxyphenol
—— N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N,3,3-trimethylbutanamide —— C15H23NO2
N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N,3,3-trimethylbutanamide
—— (2R)-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N,2-dimethylbutanamide —— C14H21NO2
(2R)-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N,2-dimethylbutanamide
—— 2-[[[(2S)-2-(dimethylamino)propyl]amino]methyl]-6-methoxyphenol —— C13H22N2O2
2-[[[(2S)-2-(dimethylamino)propyl]amino]methyl]-6-methoxyphenol
—— 2-[(1R)-1-[[(2R)-2-(dimethylamino)propyl]amino]ethyl]-5-methylphenol —— C14H24N2O
2-[(1R)-1-[[(2R)-2-(dimethylamino)propyl]amino]ethyl]-5-methylphenol
—— 2-[(1S)-1-[[(2R)-2-(dimethylamino)propyl]amino]ethyl]-4-methoxyphenol —— C14H24N2O2
2-[(1S)-1-[[(2R)-2-(dimethylamino)propyl]amino]ethyl]-4-methoxyphenol
—— 2-[(1S)-1-[[(2R)-2-(dimethylamino)propyl]amino]ethyl]-5-methoxyphenol —— C14H24N2O2
2-[(1S)-1-[[(2R)-2-(dimethylamino)propyl]amino]ethyl]-5-methoxyphenol
—— 4-[[[(2R)-2-(dimethylamino)propyl]amino]methyl]-2,6-dimethoxyphenol —— C14H24N2O3
4-[[[(2R)-2-(dimethylamino)propyl]amino]methyl]-2,6-dimethoxyphenol
—— (2R)-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methyloxolane-2-carboxamide —— C14H19NO3
(2R)-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methyloxolane-2-carboxamide
—— N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methylpentanamide —— C14H21NO2
N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methylpentanamide
—— 2-cyclopentyl-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methylacetamide —— C16H23NO2
2-cyclopentyl-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methylacetamide
—— N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylpentanamide —— C14H21NO2
N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylpentanamide
—— 2-cyclopentyl-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylacetamide —— C16H23NO2
2-cyclopentyl-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylacetamide
—— (1S)-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylcyclohex-3-ene-1-carboxamide —— C16H21NO2
(1S)-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylcyclohex-3-ene-1-carboxamide
—— 2-[(1R)-1-(1,4-diazepan-1-yl)ethyl]-4-methylphenol —— C14H22N2O
2-[(1R)-1-(1,4-diazepan-1-yl)ethyl]-4-methylphenol
—— 2-[(1S)-1-(1,4-diazepan-1-yl)ethyl]-4-methoxyphenol —— C14H22N2O2
2-[(1S)-1-(1,4-diazepan-1-yl)ethyl]-4-methoxyphenol
—— (2R)-2-(azepan-1-yl)-2-(3-hydroxy-4-methoxyphenyl)acetonitrile —— C15H20N2O2
(2R)-2-(azepan-1-yl)-2-(3-hydroxy-4-methoxyphenyl)acetonitrile
—— 4-[(1R)-1-(1,4-diazepan-1-yl)ethyl]-2-methoxyphenol —— C14H22N2O2
4-[(1R)-1-(1,4-diazepan-1-yl)ethyl]-2-methoxyphenol
—— 2-[(1S)-1-piperazin-1-ylethyl]benzene-1,4-diol —— C12H18N2O2
2-[(1S)-1-piperazin-1-ylethyl]benzene-1,4-diol
—— (2R)-2-(azepan-1-yl)-2-(3,4-dihydroxyphenyl)acetonitrile —— C14H18N2O2
(2R)-2-(azepan-1-yl)-2-(3,4-dihydroxyphenyl)acetonitrile