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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-[[(1R)-1-(3-hydroxyphenyl)ethyl]amino]-2,6-dimethylphenol —— C16H19NO2
3-[[(1R)-1-(3-hydroxyphenyl)ethyl]amino]-2,6-dimethylphenol
—— 4-[[[(1R)-1-(2,5-dimethylthiophen-3-yl)ethyl]amino]methyl]benzene-1,3-diol —— C15H19NO2S
4-[[[(1R)-1-(2,5-dimethylthiophen-3-yl)ethyl]amino]methyl]benzene-1,3-diol
—— 3-[[(1S)-1-(2-bromophenyl)ethyl]amino]-2,6-dimethylphenol —— C16H18BrNO
3-[[(1S)-1-(2-bromophenyl)ethyl]amino]-2,6-dimethylphenol
—— 3-[[(1S)-1-(2,5-dimethylfuran-3-yl)ethyl]amino]-2,6-dimethylphenol —— C16H21NO2
3-[[(1S)-1-(2,5-dimethylfuran-3-yl)ethyl]amino]-2,6-dimethylphenol
—— 3-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-2,6-dimethylphenol —— C16H18FNO
3-[[(1S)-1-(4-fluorophenyl)ethyl]amino]-2,6-dimethylphenol
—— 4-[[[(1S)-1-(2,5-dimethylthiophen-3-yl)ethyl]amino]methyl]benzene-1,3-diol —— C15H19NO2S
4-[[[(1S)-1-(2,5-dimethylthiophen-3-yl)ethyl]amino]methyl]benzene-1,3-diol
—— 3-[[(1S)-1-(4-bromophenyl)ethyl]amino]-2,6-dimethylphenol —— C16H18BrNO
3-[[(1S)-1-(4-bromophenyl)ethyl]amino]-2,6-dimethylphenol
—— tert-butyl N-[(5-bromo-2-hydroxy-3-nitrophenyl)methylideneamino]carbamate —— C12H14BrN3O5
tert-butyl N-[(5-bromo-2-hydroxy-3-nitrophenyl)methylideneamino]carbamate
—— 3-[(1R)-1-[[4-(trifluoromethyl)cyclohexyl]amino]ethyl]phenol —— C15H20F3NO
3-[(1R)-1-[[4-(trifluoromethyl)cyclohexyl]amino]ethyl]phenol
—— [amino(sulfoniumylidene)methyl]-[(Z)-(3-methoxy-2-oxoniophenyl)methylideneamino]azanide;chloroplatinum(1+) —— C9H12ClN3O2PtS+2
[amino(sulfoniumylidene)methyl]-[(Z)-(3-methoxy-2-oxoniophenyl)methylideneamino]azanide;chloroplatinum(1+)
—— 2-[(1R)-1-(5-bromo-2-methylanilino)ethyl]-5-methylphenol —— C16H18BrNO
2-[(1R)-1-(5-bromo-2-methylanilino)ethyl]-5-methylphenol
—— N,N'-bis[(3-hydroxy-4-methoxyphenyl)methylideneamino]heptanediamide —— C23H28N4O6
N,N'-bis[(3-hydroxy-4-methoxyphenyl)methylideneamino]heptanediamide
—— 2-[[4-(4-fluorophenyl)-3,6-dihydro-2H-pyridin-1-yl]methyl]-4-methoxyphenol —— C19H20FNO2
2-[[4-(4-fluorophenyl)-3,6-dihydro-2H-pyridin-1-yl]methyl]-4-methoxyphenol
—— N-[(2-hydroxy-5-methoxyphenyl)methylideneamino]furan-2-carboxamide —— C13H12N2O4
N-[(2-hydroxy-5-methoxyphenyl)methylideneamino]furan-2-carboxamide
—— 4-[(3-Chloro-4-hydroxy-5-methoxyphenyl)methylidene]-1-(3,4-dichlorophenyl)pyrazolidine-3,5-dione —— C17H11Cl3N2O4
4-[(3-Chloro-4-hydroxy-5-methoxyphenyl)methylidene]-1-(3,4-dichlorophenyl)pyrazolidine-3,5-dione
—— 3-[(1S)-1-[[(1R)-2-methyl-1-thiophen-2-ylpropyl]amino]ethyl]phenol —— C16H21NOS
3-[(1S)-1-[[(1R)-2-methyl-1-thiophen-2-ylpropyl]amino]ethyl]phenol
—— 3-[(1S)-1-[[(1S)-2-methyl-1-thiophen-2-ylpropyl]amino]ethyl]phenol —— C16H21NOS
3-[(1S)-1-[[(1S)-2-methyl-1-thiophen-2-ylpropyl]amino]ethyl]phenol
—— 2-[(1R)-1-(4-chloro-3-fluoroanilino)ethyl]-5-methylphenol —— C15H15ClFNO
2-[(1R)-1-(4-chloro-3-fluoroanilino)ethyl]-5-methylphenol
—— 4-[(1S)-1-(4-chloro-3-fluoroanilino)ethyl]benzene-1,3-diol —— C14H13ClFNO2
4-[(1S)-1-(4-chloro-3-fluoroanilino)ethyl]benzene-1,3-diol
—— 3-[(1R)-1-[[(1S)-2-methyl-1-thiophen-2-ylpropyl]amino]ethyl]phenol —— C16H21NOS
3-[(1R)-1-[[(1S)-2-methyl-1-thiophen-2-ylpropyl]amino]ethyl]phenol
—— N-[1-(3-hydroxyphenyl)ethylideneamino]dodecanamide —— C20H32N2O2
N-[1-(3-hydroxyphenyl)ethylideneamino]dodecanamide
—— N'-[(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-N-(2,4-dimethylphenyl)butanediamide —— C20H22BrN3O4
N'-[(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-N-(2,4-dimethylphenyl)butanediamide
—— 2-[(1S)-1-(4-chloro-3-fluoroanilino)ethyl]-5-methylphenol —— C15H15ClFNO
2-[(1S)-1-(4-chloro-3-fluoroanilino)ethyl]-5-methylphenol
—— (2,4-Diethyl-3,6-dihydroxy-phenyl)-phosphonic acid dimethyl ester —— C12H19O5P
(2,4-Diethyl-3,6-dihydroxy-phenyl)-phosphonic acid dimethyl ester
—— 5-tert-butyl-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]-1H-pyrazole-3-carboxamide —— C16H20N4O3
5-tert-butyl-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]-1H-pyrazole-3-carboxamide
—— 2-Methylpropyl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate —— C17H21ClN2O5
2-Methylpropyl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate
—— 6-Amino-4-(3-hydroxyphenyl)-3-(4-pyridinyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile —— C18H13N5O2
6-Amino-4-(3-hydroxyphenyl)-3-(4-pyridinyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
—— 5-[(5-Chloro-2-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylideneimidazolidin-4-one —— C11H9ClN2O3S
5-[(5-Chloro-2-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylideneimidazolidin-4-one
—— Ethyl 5-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-methylidene-4-oxopyrrolidine-3-carboxylate —— C16H17NO5
Ethyl 5-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-methylidene-4-oxopyrrolidine-3-carboxylate
—— Methyl 1-cyclohexyl-4-[(4-hydroxyphenyl)methylidene]-2-methyl-5-oxopyrrole-3-carboxylate —— C20H23NO4
Methyl 1-cyclohexyl-4-[(4-hydroxyphenyl)methylidene]-2-methyl-5-oxopyrrole-3-carboxylate
—— 2-[(1S)-1-[[(1S,2R)-2-ethylcyclohexyl]amino]ethyl]-4-methylphenol —— C17H27NO
2-[(1S)-1-[[(1S,2R)-2-ethylcyclohexyl]amino]ethyl]-4-methylphenol
—— 2-[(1S)-1-[[(1S,2R)-2-ethylcyclohexyl]amino]ethyl]-5-methylphenol —— C17H27NO
2-[(1S)-1-[[(1S,2R)-2-ethylcyclohexyl]amino]ethyl]-5-methylphenol
—— 2-[(1S)-1-[[(1R,2S)-2-ethylcyclohexyl]amino]ethyl]-4-methylphenol —— C17H27NO
2-[(1S)-1-[[(1R,2S)-2-ethylcyclohexyl]amino]ethyl]-4-methylphenol
—— 2-[(1S)-1-[[(1S,2S)-2-ethylcyclohexyl]amino]ethyl]-4-methylphenol —— C17H27NO
2-[(1S)-1-[[(1S,2S)-2-ethylcyclohexyl]amino]ethyl]-4-methylphenol
—— 2-[(1S)-1-[[(1R,2S)-2-ethylcyclohexyl]amino]ethyl]-5-methylphenol —— C17H27NO
2-[(1S)-1-[[(1R,2S)-2-ethylcyclohexyl]amino]ethyl]-5-methylphenol
—— 4-[[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-2-methoxyphenol —— C16H25NO2
4-[[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-2-methoxyphenol
—— 2-[(1S)-1-[[(1R,2R,3S)-2,3-dimethylcyclohexyl]amino]ethyl]-4-methoxyphenol —— C17H27NO2
2-[(1S)-1-[[(1R,2R,3S)-2,3-dimethylcyclohexyl]amino]ethyl]-4-methoxyphenol
—— 2-bromo-4-[[[(1S,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-6-methoxyphenol —— C16H24BrNO2
2-bromo-4-[[[(1S,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-6-methoxyphenol
—— 4-[(1S)-1-[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]ethyl]-2-methoxyphenol —— C17H27NO2
4-[(1S)-1-[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]ethyl]-2-methoxyphenol
—— 5-[[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-2-methoxyphenol —— C16H25NO2
5-[[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-2-methoxyphenol
—— 2-[[[(1S,2R,3S)-2,3-dimethylcyclohexyl]amino]methyl]-6-methoxyphenol —— C16H25NO2
2-[[[(1S,2R,3S)-2,3-dimethylcyclohexyl]amino]methyl]-6-methoxyphenol
—— 5-[[[(1S,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-2-methoxyphenol —— C16H25NO2
5-[[[(1S,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-2-methoxyphenol
—— 2-bromo-4-[[[(1R,2R,3S)-2,3-dimethylcyclohexyl]amino]methyl]-6-methoxyphenol —— C16H24BrNO2
2-bromo-4-[[[(1R,2R,3S)-2,3-dimethylcyclohexyl]amino]methyl]-6-methoxyphenol
—— 2-[(1S)-1-[[(1S,2R,3R)-2,3-dimethylcyclohexyl]amino]ethyl]-4-methoxyphenol —— C17H27NO2
2-[(1S)-1-[[(1S,2R,3R)-2,3-dimethylcyclohexyl]amino]ethyl]-4-methoxyphenol
—— 4-[(1S)-1-[[(1R,2R,3S)-2,3-dimethylcyclohexyl]amino]ethyl]-2-methoxyphenol —— C17H27NO2
4-[(1S)-1-[[(1R,2R,3S)-2,3-dimethylcyclohexyl]amino]ethyl]-2-methoxyphenol
—— 4-[[[(1S,2R,3S)-2,3-dimethylcyclohexyl]amino]methyl]-2-methoxyphenol —— C16H25NO2
4-[[[(1S,2R,3S)-2,3-dimethylcyclohexyl]amino]methyl]-2-methoxyphenol
—— 2-methoxy-4-[(1S)-1-[[(1R,2R)-2-methylcyclohexyl]amino]ethyl]phenol —— C16H25NO2
2-methoxy-4-[(1S)-1-[[(1R,2R)-2-methylcyclohexyl]amino]ethyl]phenol
—— 2-[(1S)-1-[[(1S,2R,3S)-2,3-dimethylcyclohexyl]amino]ethyl]-4-methoxyphenol —— C17H27NO2
2-[(1S)-1-[[(1S,2R,3S)-2,3-dimethylcyclohexyl]amino]ethyl]-4-methoxyphenol
—— 2-bromo-4-[[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-6-methoxyphenol —— C16H24BrNO2
2-bromo-4-[[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-6-methoxyphenol
—— 2-methoxy-4-[1-(2-methyl-1H-indol-3-yl)-2-nitroethyl]phenol —— C18H18N2O4
2-methoxy-4-[1-(2-methyl-1H-indol-3-yl)-2-nitroethyl]phenol