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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-methoxy-4-[(1R)-1-[[(2R)-oxan-2-yl]methylamino]ethyl]phenol —— C15H23NO3
2-methoxy-4-[(1R)-1-[[(2R)-oxan-2-yl]methylamino]ethyl]phenol
—— 2-bromo-6-methoxy-4-[[[(2R)-oxan-2-yl]methylamino]methyl]phenol —— C14H20BrNO3
2-bromo-6-methoxy-4-[[[(2R)-oxan-2-yl]methylamino]methyl]phenol
—— 4-methoxy-2-[(1S)-1-[[(2R)-oxan-2-yl]methylamino]ethyl]phenol —— C15H23NO3
4-methoxy-2-[(1S)-1-[[(2R)-oxan-2-yl]methylamino]ethyl]phenol
—— 2-methoxy-4-[(1S)-1-[[(2R)-oxan-2-yl]methylamino]ethyl]phenol —— C15H23NO3
2-methoxy-4-[(1S)-1-[[(2R)-oxan-2-yl]methylamino]ethyl]phenol
—— 4-[(1S)-1-[[(2R)-oxan-2-yl]methylamino]ethyl]benzene-1,3-diol —— C14H21NO3
4-[(1S)-1-[[(2R)-oxan-2-yl]methylamino]ethyl]benzene-1,3-diol
—— 3-[(1S)-1-[[(2S)-oxan-2-yl]methylamino]ethyl]phenol —— C14H21NO2
3-[(1S)-1-[[(2S)-oxan-2-yl]methylamino]ethyl]phenol
—— 3-[(1R)-1-[[(2S)-oxan-2-yl]methylamino]ethyl]phenol —— C14H21NO2
3-[(1R)-1-[[(2S)-oxan-2-yl]methylamino]ethyl]phenol
—— 2-methoxy-4-[[[(2S)-oxan-2-yl]methylamino]methyl]phenol —— C14H21NO3
2-methoxy-4-[[[(2S)-oxan-2-yl]methylamino]methyl]phenol
—— 4-methoxy-2-[(1R)-1-[[(2S)-oxan-2-yl]methylamino]ethyl]phenol —— C15H23NO3
4-methoxy-2-[(1R)-1-[[(2S)-oxan-2-yl]methylamino]ethyl]phenol
—— 5-[(2-Hydroxy-5-nitrophenyl)methylidene]-3-phenyl-1,3-thiazolidine-2,4-dione —— C16H10N2O5S
5-[(2-Hydroxy-5-nitrophenyl)methylidene]-3-phenyl-1,3-thiazolidine-2,4-dione
—— 4-[(3R)-3-[[(2R)-oxan-2-yl]methylamino]butyl]phenol —— C16H25NO2
4-[(3R)-3-[[(2R)-oxan-2-yl]methylamino]butyl]phenol
—— 5-methoxy-2-[(1S)-1-[[(2R)-oxan-2-yl]methylamino]ethyl]phenol —— C15H23NO3
5-methoxy-2-[(1S)-1-[[(2R)-oxan-2-yl]methylamino]ethyl]phenol
—— 4-[(1R)-1-[[(2R)-oxan-2-yl]methylamino]ethyl]benzene-1,3-diol —— C14H21NO3
4-[(1R)-1-[[(2R)-oxan-2-yl]methylamino]ethyl]benzene-1,3-diol
—— 3-[[2-(3,4-dihydroxyphenyl)ethylamino]methylidene]-1-ethylindol-2-one —— C19H20N2O3
3-[[2-(3,4-dihydroxyphenyl)ethylamino]methylidene]-1-ethylindol-2-one
—— 2-[(1R)-1-[[(2R)-oxan-2-yl]methylamino]ethyl]benzene-1,4-diol —— C14H21NO3
2-[(1R)-1-[[(2R)-oxan-2-yl]methylamino]ethyl]benzene-1,4-diol
—— 4-Ethyl-2-(3-hydroxy-3-methylpent-4-en-1-ynyl)-6-methoxyphenol —— C15H18O3
4-Ethyl-2-(3-hydroxy-3-methylpent-4-en-1-ynyl)-6-methoxyphenol
—— 4-[[Tert-butyl(dimethyl)silyl]oxymethyl]-2-methoxy-6-(2-phenylethynyl)phenol —— C22H28O3Si
4-[[Tert-butyl(dimethyl)silyl]oxymethyl]-2-methoxy-6-(2-phenylethynyl)phenol
—— 5-[(2-Hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C10H9NO2S
5-[(2-Hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— 2-(2-hydroxy-3-nitrophenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C16H15N3O4S
2-(2-hydroxy-3-nitrophenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— 2-(4-Phenylthian-1-ium-1-yl)benzene-1,4-diol —— C17H19O2S+
2-(4-Phenylthian-1-ium-1-yl)benzene-1,4-diol
—— 4,5,6,7-Tetrahydro-1-benzothiophen-4-amine;2,4,6-trinitrophenol —— C14H14N4O7S
4,5,6,7-Tetrahydro-1-benzothiophen-4-amine;2,4,6-trinitrophenol
—— (3Z)-3-[7-(2-hydroxy-3-methoxyphenyl)-1,4-thiazepan-5-ylidene]-6-methylpyran-2,4-dione —— C18H19NO5S
(3Z)-3-[7-(2-hydroxy-3-methoxyphenyl)-1,4-thiazepan-5-ylidene]-6-methylpyran-2,4-dione
—— 2-(1-cyclohexen-1-yl)-N-(2-hydroxy-5-nitrophenyl)acetamide —— C14H16N2O4
2-(1-cyclohexen-1-yl)-N-(2-hydroxy-5-nitrophenyl)acetamide
—— (3Z)-3-[7-(4-hydroxy-3,5-dimethoxyphenyl)-1,4-thiazepan-5-ylidene]-6-methylpyran-2,4-dione —— C19H21NO6S
(3Z)-3-[7-(4-hydroxy-3,5-dimethoxyphenyl)-1,4-thiazepan-5-ylidene]-6-methylpyran-2,4-dione
—— 5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-(hydroxymethyl)-1,3-thiazolidine-2,4-dione —— C12H11NO5S
5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-(hydroxymethyl)-1,3-thiazolidine-2,4-dione
—— 2-(2-Hydroxy-5-nitrophenyl)thiazolidine-4-carboxylic acid —— C10H10N2O5S
2-(2-Hydroxy-5-nitrophenyl)thiazolidine-4-carboxylic acid
—— 2-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-6,7-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-3-one —— C15H16N2O4S
2-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-6,7-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidin-3-one
—— 2-hydroxy-N-[(3-hydroxyphenyl)methylideneamino]acetamide —— C9H10N2O3
2-hydroxy-N-[(3-hydroxyphenyl)methylideneamino]acetamide
—— (2S)-3-[3-(2-hydroxyphenyl)propanoyl-methylamino]-2-methylpropanoic acid —— C14H19NO4
(2S)-3-[3-(2-hydroxyphenyl)propanoyl-methylamino]-2-methylpropanoic acid
—— N'-benzyl-N,N-dimethylmethanimidamide;2,4,6-trinitrophenol —— C16H17N5O7
N'-benzyl-N,N-dimethylmethanimidamide;2,4,6-trinitrophenol
—— N,N-dimethyl-N'-(4-methylphenyl)methanimidamide;2,4,6-trinitrophenol —— C16H17N5O7
N,N-dimethyl-N'-(4-methylphenyl)methanimidamide;2,4,6-trinitrophenol
—— 1,2-dimethyl-5,6-dihydro-4H-pyrimidine;2,4,6-trinitrophenol —— C12H15N5O7
1,2-dimethyl-5,6-dihydro-4H-pyrimidine;2,4,6-trinitrophenol
—— (2R)-3-[3-(2-hydroxyphenyl)propanoyl-methylamino]-2-methylpropanoic acid —— C14H19NO4
(2R)-3-[3-(2-hydroxyphenyl)propanoyl-methylamino]-2-methylpropanoic acid
—— 2-[(1S)-1-(2-thiophen-3-ylethylamino)ethyl]benzene-1,4-diol —— C14H17NO2S
2-[(1S)-1-(2-thiophen-3-ylethylamino)ethyl]benzene-1,4-diol
—— 4-[(1S)-1-(2-thiophen-3-ylethylamino)ethyl]benzene-1,3-diol —— C14H17NO2S
4-[(1S)-1-(2-thiophen-3-ylethylamino)ethyl]benzene-1,3-diol
—— 5-methyl-2-[(1S)-1-(2-thiophen-3-ylethylamino)ethyl]phenol —— C15H19NOS
5-methyl-2-[(1S)-1-(2-thiophen-3-ylethylamino)ethyl]phenol
—— 2-[(1R)-1-(2-thiophen-3-ylethylamino)ethyl]phenol —— C14H17NOS
2-[(1R)-1-(2-thiophen-3-ylethylamino)ethyl]phenol
—— 4-[(1R)-1-[[(2R)-1-pyrrolidin-1-ylpropan-2-yl]amino]ethyl]phenol —— C15H24N2O
4-[(1R)-1-[[(2R)-1-pyrrolidin-1-ylpropan-2-yl]amino]ethyl]phenol
—— 2-[(1S)-1-[[(2S)-1-pyrrolidin-1-ylpropan-2-yl]amino]ethyl]phenol —— C15H24N2O
2-[(1S)-1-[[(2S)-1-pyrrolidin-1-ylpropan-2-yl]amino]ethyl]phenol
—— 2-[(1R)-1-[[(2S)-1-pyrrolidin-1-ylpropan-2-yl]amino]ethyl]phenol —— C15H24N2O
2-[(1R)-1-[[(2S)-1-pyrrolidin-1-ylpropan-2-yl]amino]ethyl]phenol
—— 4-[(1R)-1-(2-thiophen-3-ylethylamino)ethyl]benzene-1,3-diol —— C14H17NO2S
4-[(1R)-1-(2-thiophen-3-ylethylamino)ethyl]benzene-1,3-diol
—— 5-methoxy-2-[[[(3S)-2-methylpentan-3-yl]amino]methyl]phenol —— C14H23NO2
5-methoxy-2-[[[(3S)-2-methylpentan-3-yl]amino]methyl]phenol
—— 4-methyl-2-[(1S)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]phenol —— C15H25NO
4-methyl-2-[(1S)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]phenol
—— 2-bromo-6-methoxy-4-[[[(3S)-2-methylpentan-3-yl]amino]methyl]phenol —— C14H22BrNO2
2-bromo-6-methoxy-4-[[[(3S)-2-methylpentan-3-yl]amino]methyl]phenol
—— 5-methoxy-2-[[[(3R)-2-methylpentan-3-yl]amino]methyl]phenol —— C14H23NO2
5-methoxy-2-[[[(3R)-2-methylpentan-3-yl]amino]methyl]phenol
—— 2-methoxy-4-[(1R)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]phenol —— C15H25NO2
2-methoxy-4-[(1R)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]phenol
—— 5-methyl-2-[(1R)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]phenol —— C15H25NO
5-methyl-2-[(1R)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]phenol
—— 4-methoxy-2-[(1R)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]phenol —— C15H25NO2
4-methoxy-2-[(1R)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]phenol
—— 2-methoxy-6-[[[(3S)-2-methylpentan-3-yl]amino]methyl]phenol —— C14H23NO2
2-methoxy-6-[[[(3S)-2-methylpentan-3-yl]amino]methyl]phenol
—— 5-methyl-2-[(1S)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]phenol —— C15H25NO
5-methyl-2-[(1S)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]phenol