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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-{(1E)-2-[3-(trifluoromethyl)phenyl]-2-azavinyl}-4-nitrophenol —— C14H9F3N2O3
2-{(1E)-2-[3-(trifluoromethyl)phenyl]-2-azavinyl}-4-nitrophenol
—— 4-[(1R)-1-[2-(furan-2-yl)ethylamino]ethyl]benzene-1,3-diol —— C14H17NO3
4-[(1R)-1-[2-(furan-2-yl)ethylamino]ethyl]benzene-1,3-diol
—— 4-[(1S)-1-[2-(furan-2-yl)ethylamino]ethyl]benzene-1,3-diol —— C14H17NO3
4-[(1S)-1-[2-(furan-2-yl)ethylamino]ethyl]benzene-1,3-diol
—— 3-[(1R)-1-[2-(furan-2-yl)ethylamino]ethyl]phenol —— C14H17NO2
3-[(1R)-1-[2-(furan-2-yl)ethylamino]ethyl]phenol
—— 2-[(1R)-1-[2-(furan-2-yl)ethylamino]ethyl]-5-methylphenol —— C15H19NO2
2-[(1R)-1-[2-(furan-2-yl)ethylamino]ethyl]-5-methylphenol
—— 2-[(1R)-1-[2-(furan-2-yl)ethylamino]ethyl]-4-methylphenol —— C15H19NO2
2-[(1R)-1-[2-(furan-2-yl)ethylamino]ethyl]-4-methylphenol
—— 2-[(1S)-1-[2-(furan-2-yl)ethylamino]ethyl]-4-methylphenol —— C15H19NO2
2-[(1S)-1-[2-(furan-2-yl)ethylamino]ethyl]-4-methylphenol
—— (5Z)-3-(3-hydroxyphenyl)-5-[3-(3-hydroxyphenyl)-4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H10N2O4S4
(5Z)-3-(3-hydroxyphenyl)-5-[3-(3-hydroxyphenyl)-4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— Manganese(3+);[2-[2-[(2-oxoniophenyl)methylideneamino]ethyliminomethyl]phenyl]oxidanium —— C16H18MnN2O2+5
Manganese(3+);[2-[2-[(2-oxoniophenyl)methylideneamino]ethyliminomethyl]phenyl]oxidanium
—— 2-[5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-3-phenyl-1,3-thiazolidin-2-ylidene]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)acetonitrile —— C26H23N5O3S
2-[5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-3-phenyl-1,3-thiazolidin-2-ylidene]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)acetonitrile
—— 3,4,5-trihydroxy-N-[(2-methyl-3-phenylprop-2-enylidene)amino]benzamide —— C17H16N2O4
3,4,5-trihydroxy-N-[(2-methyl-3-phenylprop-2-enylidene)amino]benzamide
—— N-(4-hydroxyphenyl)-N-methyl-N'-thiophen-2-ylsulfonylbenzenecarboximidamide —— C18H16N2O3S2
N-(4-hydroxyphenyl)-N-methyl-N'-thiophen-2-ylsulfonylbenzenecarboximidamide
—— 2-thiophen-2-yl-N-[(2,4,6-tribromo-3-hydroxyphenyl)methylideneamino]acetamide —— C13H9Br3N2O2S
2-thiophen-2-yl-N-[(2,4,6-tribromo-3-hydroxyphenyl)methylideneamino]acetamide
—— (5E)-2-(5-chloro-2-hydroxyanilino)-5-[(Z)-3-(furan-2-yl)prop-2-enylidene]-1,3-thiazol-4-one —— C16H11ClN2O3S
(5E)-2-(5-chloro-2-hydroxyanilino)-5-[(Z)-3-(furan-2-yl)prop-2-enylidene]-1,3-thiazol-4-one
—— 4-Bromo-2-(5,7-dimethyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-2-yl)phenol —— C16H23BrN2O+2
4-Bromo-2-(5,7-dimethyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-2-yl)phenol
—— (5E)-2-[2-chloro-5-(trifluoromethyl)anilino]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazol-4-one —— C18H12ClF3N2O3S
(5E)-2-[2-chloro-5-(trifluoromethyl)anilino]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazol-4-one
—— 5-[(5-Bromo-2-hydroxyphenyl)methylidene]-3-(2-methoxyethyl)-2-phenylimino-1,3-thiazolidin-4-one —— C19H17BrN2O3S
5-[(5-Bromo-2-hydroxyphenyl)methylidene]-3-(2-methoxyethyl)-2-phenylimino-1,3-thiazolidin-4-one
—— N-(2-hydroxy-5-nitrophenyl)-2-[(5E)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide —— C21H17N3O5S2
N-(2-hydroxy-5-nitrophenyl)-2-[(5E)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide
—— N-(2-hydroxy-5-nitrophenyl)-2-[(5Z)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide —— C21H17N3O5S2
N-(2-hydroxy-5-nitrophenyl)-2-[(5Z)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide
—— N-(2-hydroxy-4-nitrophenyl)-2-[(5Z)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide —— C21H17N3O5S2
N-(2-hydroxy-4-nitrophenyl)-2-[(5Z)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide
—— N-(2-hydroxy-5-nitrophenyl)-4-[(5E)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide —— C23H21N3O5S2
N-(2-hydroxy-5-nitrophenyl)-4-[(5E)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide
—— N-(2-hydroxy-5-nitrophenyl)-4-[(5Z)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide —— C23H21N3O5S2
N-(2-hydroxy-5-nitrophenyl)-4-[(5Z)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide
—— N-(2-hydroxy-4-nitrophenyl)-4-[(5Z)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide —— C23H21N3O5S2
N-(2-hydroxy-4-nitrophenyl)-4-[(5Z)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide
—— N-(2-hydroxy-5-nitrophenyl)-4-[(5Z)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide —— C22H19N3O5S2
N-(2-hydroxy-5-nitrophenyl)-4-[(5Z)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide
—— N-(2-hydroxy-4-nitrophenyl)-2-[(5E)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide —— C20H15N3O5S2
N-(2-hydroxy-4-nitrophenyl)-2-[(5E)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide
—— N-(2-hydroxy-5-nitrophenyl)-2-[(5Z)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide —— C20H15N3O5S2
N-(2-hydroxy-5-nitrophenyl)-2-[(5Z)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide
—— N-(2-hydroxy-5-nitrophenyl)-4-[(5E)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide —— C22H19N3O5S2
N-(2-hydroxy-5-nitrophenyl)-4-[(5E)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide
—— [(4-hydroxy-3-methoxyphenyl)methylideneamino] N-(3-chlorophenyl)carbamate —— C15H13ClN2O4
[(4-hydroxy-3-methoxyphenyl)methylideneamino] N-(3-chlorophenyl)carbamate
—— 6-[(5E)-5-(1,3-benzodioxol-5-ylmethylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-4-nitrophenyl)hexanamide —— C23H21N3O7S2
6-[(5E)-5-(1,3-benzodioxol-5-ylmethylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-4-nitrophenyl)hexanamide
—— N-(2-hydroxy-5-nitrophenyl)-6-[(5E)-5-[(4-methylphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanamide —— C23H23N3O5S2
N-(2-hydroxy-5-nitrophenyl)-6-[(5E)-5-[(4-methylphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanamide
—— 6-[(5E)-5-benzylidene-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)hexanamide —— C22H21N3O5S2
6-[(5E)-5-benzylidene-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)hexanamide
—— N-(2-hydroxy-5-nitrophenyl)-6-[(5E)-5-[(4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanamide —— C23H23N3O6S2
N-(2-hydroxy-5-nitrophenyl)-6-[(5E)-5-[(4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanamide
—— 6-[(5E)-5-(1,3-benzodioxol-5-ylmethylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)hexanamide —— C23H21N3O7S2
6-[(5E)-5-(1,3-benzodioxol-5-ylmethylidene)-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)hexanamide
—— N-(2-hydroxy-4-nitrophenyl)-6-[(5E)-5-[(4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanamide —— C23H23N3O6S2
N-(2-hydroxy-4-nitrophenyl)-6-[(5E)-5-[(4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanamide
—— 2-Bromo-6-methoxy-4-[[(4-nitrophenyl)hydrazinylidene]methyl]phenol —— C14H12BrN3O4
2-Bromo-6-methoxy-4-[[(4-nitrophenyl)hydrazinylidene]methyl]phenol
—— 6-[(5E)-5-[(4-chlorophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)hexanamide —— C22H20ClN3O5S2
6-[(5E)-5-[(4-chlorophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)hexanamide
—— N-(2-hydroxy-4-nitrophenyl)-6-[(5E)-5-[(4-methylphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanamide —— C23H23N3O5S2
N-(2-hydroxy-4-nitrophenyl)-6-[(5E)-5-[(4-methylphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanamide
—— 4-Bromo-2-[[cyclopropylmethyl(propyl)amino]methyl]-6-methoxyphenol —— C15H22BrNO2
4-Bromo-2-[[cyclopropylmethyl(propyl)amino]methyl]-6-methoxyphenol
—— (5E)-3-amino-5-[(2-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C10H8N2O2S2
(5E)-3-amino-5-[(2-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 4-[(5E)-5-[(3,4-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-4-nitrophenyl)butanamide —— C22H21N3O7S2
4-[(5E)-5-[(3,4-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-4-nitrophenyl)butanamide
—— Diethyl 4-(6-BR-2-HO-3-meo-PH)-2,6-DI-ME-1,4-dihydro-3,5-pyridinedicarboxylate —— C20H24BrNO6
Diethyl 4-(6-BR-2-HO-3-meo-PH)-2,6-DI-ME-1,4-dihydro-3,5-pyridinedicarboxylate
—— 4-methyl-2-[(1R)-1-(2-methylanilino)ethyl]phenol —— C16H19NO
4-methyl-2-[(1R)-1-(2-methylanilino)ethyl]phenol
—— 2-[(1S)-1-(3-chloroanilino)ethyl]-4-methylphenol —— C15H16ClNO
2-[(1S)-1-(3-chloroanilino)ethyl]-4-methylphenol
—— 4-methyl-2-[(1S)-1-(3-pyrrolidin-1-ylpropylamino)ethyl]phenol —— C16H26N2O
4-methyl-2-[(1S)-1-(3-pyrrolidin-1-ylpropylamino)ethyl]phenol
—— 4-methyl-2-[(1S)-1-(pyridin-3-ylmethylamino)ethyl]phenol —— C15H18N2O
4-methyl-2-[(1S)-1-(pyridin-3-ylmethylamino)ethyl]phenol
—— 2-[(1R)-1-(cyclohexylmethylamino)ethyl]-4-methylphenol —— C16H25NO
2-[(1R)-1-(cyclohexylmethylamino)ethyl]-4-methylphenol
—— 2-[(1R)-1-(4-fluoroanilino)ethyl]-4-methylphenol —— C15H16FNO
2-[(1R)-1-(4-fluoroanilino)ethyl]-4-methylphenol
—— 4-methyl-2-[(1S)-1-[(1-methylpiperidin-4-yl)amino]ethyl]phenol —— C15H24N2O
4-methyl-2-[(1S)-1-[(1-methylpiperidin-4-yl)amino]ethyl]phenol
—— 4-methyl-2-[(1R)-1-[[(1R,2S)-2-methylcyclohexyl]amino]ethyl]phenol —— C16H25NO
4-methyl-2-[(1R)-1-[[(1R,2S)-2-methylcyclohexyl]amino]ethyl]phenol
—— 4-methyl-2-[(1S)-1-[[(1R)-1-[(2S)-oxolan-2-yl]ethyl]amino]ethyl]phenol —— C15H23NO2
4-methyl-2-[(1S)-1-[[(1R)-1-[(2S)-oxolan-2-yl]ethyl]amino]ethyl]phenol