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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
—— (Z)-1-(2-hydroxy-5-nitrophenyl)-3-pyridin-3-ylprop-2-en-1-one —— C14H10N2O4
(Z)-1-(2-hydroxy-5-nitrophenyl)-3-pyridin-3-ylprop-2-en-1-one
—— (2S)-2-(4-hydroxy-3-nitrophenyl)butanenitrile —— C10H10N2O3
(2S)-2-(4-hydroxy-3-nitrophenyl)butanenitrile
—— (2R)-2-(4-hydroxy-3-nitrophenyl)butanenitrile —— C10H10N2O3
(2R)-2-(4-hydroxy-3-nitrophenyl)butanenitrile
—— 2-[(4R)-octan-4-yl]phenol —— C14H22O
2-[(4R)-octan-4-yl]phenol
—— ethyl (2E)-2-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-(2-morpholin-4-yl-2-oxoethyl)-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C21H24N2O7S
ethyl (2E)-2-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-(2-morpholin-4-yl-2-oxoethyl)-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— ethyl (2E)-2-[(5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-(2-morpholin-4-yl-2-oxoethyl)-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C21H24N2O7S
ethyl (2E)-2-[(5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-(2-morpholin-4-yl-2-oxoethyl)-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— 2-Methoxy-6-[[[4-(4-nitroanilino)-6-pyrrolidin-1-yl-1,3,5-triazin-2-yl]hydrazinylidene]methyl]phenol —— C21H22N8O4
2-Methoxy-6-[[[4-(4-nitroanilino)-6-pyrrolidin-1-yl-1,3,5-triazin-2-yl]hydrazinylidene]methyl]phenol
—— [3-(2-hydroxy-4-methoxyphenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl](phenyl)methanone —— C23H20N2O3
[3-(2-hydroxy-4-methoxyphenyl)-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl](phenyl)methanone
—— (5E)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-3-prop-2-enyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C15H15NO2S2
(5E)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-3-prop-2-enyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2R,4S)-2-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-1,3-thiazolidine-4-carboxylic acid —— C14H17NO4S
(2R,4S)-2-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-1,3-thiazolidine-4-carboxylic acid
—— (2S,4S)-2-(5-bromo-2-hydroxy-3-methoxyphenyl)-1,3-thiazolidine-4-carboxylic acid —— C11H12BrNO4S
(2S,4S)-2-(5-bromo-2-hydroxy-3-methoxyphenyl)-1,3-thiazolidine-4-carboxylic acid
—— (2R,4R)-2-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-1,3-thiazolidine-4-carboxylic acid —— C14H17NO4S
(2R,4R)-2-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-1,3-thiazolidine-4-carboxylic acid
—— (2S,4S)-2-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-1,3-thiazolidine-4-carboxylic acid —— C14H17NO4S
(2S,4S)-2-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-1,3-thiazolidine-4-carboxylic acid
—— (2S,4R)-2-(5-bromo-2-hydroxy-3-methoxyphenyl)-1,3-thiazolidine-4-carboxylic acid —— C11H12BrNO4S
(2S,4R)-2-(5-bromo-2-hydroxy-3-methoxyphenyl)-1,3-thiazolidine-4-carboxylic acid
—— (Z)-[4-(4-hydroxy-3-methoxyphenyl)-3H-1,3-thiazol-2-ylidene]-prop-2-enylazanium —— C13H15N2O2S+
(Z)-[4-(4-hydroxy-3-methoxyphenyl)-3H-1,3-thiazol-2-ylidene]-prop-2-enylazanium
—— (5Z)-3-(2-hydroxy-4-nitrophenyl)-2-phenyl-5-[(Z)-3-phenylprop-2-enylidene]imidazol-4-one —— C24H17N3O4
(5Z)-3-(2-hydroxy-4-nitrophenyl)-2-phenyl-5-[(Z)-3-phenylprop-2-enylidene]imidazol-4-one
—— (Z)-2-(1,3-benzothiazol-2-ylsulfanyl)-3-(3-bromo-4-hydroxy-5-methoxyphenyl)prop-2-enenitrile —— C17H11BrN2O2S2
(Z)-2-(1,3-benzothiazol-2-ylsulfanyl)-3-(3-bromo-4-hydroxy-5-methoxyphenyl)prop-2-enenitrile
—— 2-[(E)-{[3-(1H-imidazol-1-yl)propyl]imino}methyl]-4-nitrophenol —— C13H14N4O3
2-[(E)-{[3-(1H-imidazol-1-yl)propyl]imino}methyl]-4-nitrophenol
—— (3E)-3-[(4-hydroxy-3-nitrophenyl)methylidene]-1-methylindol-2-one —— C16H12N2O4
(3E)-3-[(4-hydroxy-3-nitrophenyl)methylidene]-1-methylindol-2-one
—— (3Z)-6-chloro-3-[(4-hydroxy-3-nitrophenyl)methylidene]-1H-indol-2-one —— C15H9ClN2O4
(3Z)-6-chloro-3-[(4-hydroxy-3-nitrophenyl)methylidene]-1H-indol-2-one
—— 5-[(Z)-2-(1,3-benzothiazol-2-yl)ethenyl]-4-bromo-2-methoxyphenol —— C16H12BrNO2S
5-[(Z)-2-(1,3-benzothiazol-2-yl)ethenyl]-4-bromo-2-methoxyphenol
—— N-[(4-hydroxyphenyl)methylideneamino]decanamide —— C17H26N2O2
N-[(4-hydroxyphenyl)methylideneamino]decanamide
—— 2-[[(4-Morpholin-4-yl-6-pyrrolidin-1-yl-1,3,5-triazin-2-yl)hydrazinylidene]methyl]-6-nitrophenol —— C18H22N8O4
2-[[(4-Morpholin-4-yl-6-pyrrolidin-1-yl-1,3,5-triazin-2-yl)hydrazinylidene]methyl]-6-nitrophenol
—— 5-[(4-Hydroxy-3,5-dimethylphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one —— C18H16N2O2S
5-[(4-Hydroxy-3,5-dimethylphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one
—— 2-methoxy-5-[(Z)-2-(5-nitro-1,3-benzothiazol-2-yl)ethenyl]phenol —— C16H12N2O4S
2-methoxy-5-[(Z)-2-(5-nitro-1,3-benzothiazol-2-yl)ethenyl]phenol
—— 1,3-Bis[[2-hydroxy-3-(hydroxymethyl)-5-methylphenyl]methyl]-1,3-diazinan-2-one —— C22H28N2O5
1,3-Bis[[2-hydroxy-3-(hydroxymethyl)-5-methylphenyl]methyl]-1,3-diazinan-2-one
—— 2-({[5-(1,3-benzodioxol-5-yl)-1-(2-methoxyethyl)-1H-imidazol-2-yl]amino}methyl)-6-methoxyphenol —— C21H23N3O5
2-({[5-(1,3-benzodioxol-5-yl)-1-(2-methoxyethyl)-1H-imidazol-2-yl]amino}methyl)-6-methoxyphenol
—— 6-[(Z)-2-(5-bromo-2-hydroxy-3-methylphenyl)ethenyl]-5-nitro-1H-pyrimidine-2,4-dione —— C13H10BrN3O5
6-[(Z)-2-(5-bromo-2-hydroxy-3-methylphenyl)ethenyl]-5-nitro-1H-pyrimidine-2,4-dione
—— 5-[(5-Bromo-2,4-dihydroxyphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one —— C16H11BrN2O3S
5-[(5-Bromo-2,4-dihydroxyphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one
—— Ethyl 3-[[4-(4-hydroxyphenyl)-2-methylbutan-2-yl]amino]-3-oxopropanoate —— C16H23NO4
Ethyl 3-[[4-(4-hydroxyphenyl)-2-methylbutan-2-yl]amino]-3-oxopropanoate
—— 4-(2-Hydroxy-4,6-dimethoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarbonitrile —— C17H17N3O3
4-(2-Hydroxy-4,6-dimethoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarbonitrile
—— 4-[(1R)-2-amino-1-(N-methylanilino)ethyl]-2-methoxy-6-prop-2-enylphenol —— C19H24N2O2
4-[(1R)-2-amino-1-(N-methylanilino)ethyl]-2-methoxy-6-prop-2-enylphenol
—— 2-[[3-(1,3-Benzothiazol-2-yl)-4-chlorophenyl]iminomethyl]-6-nitrophenol —— C20H12ClN3O3S
2-[[3-(1,3-Benzothiazol-2-yl)-4-chlorophenyl]iminomethyl]-6-nitrophenol
—— 3-[[5-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene]amino]benzoic acid —— C19H15BrN2O5S
3-[[5-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene]amino]benzoic acid
—— 3-[2-(Azepan-1-yl)-2-oxoethyl]-5-[(5-chloro-2-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione —— C19H21ClN2O5S
3-[2-(Azepan-1-yl)-2-oxoethyl]-5-[(5-chloro-2-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione
—— 3,4,5-trihydroxy-N-[(3-methyl-1-phenylbutylidene)amino]benzamide —— C18H20N2O4
3,4,5-trihydroxy-N-[(3-methyl-1-phenylbutylidene)amino]benzamide
—— 4-chloro-2-[3-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-phenyl-3,4-dihydropyrazol-5-yl]phenol —— C24H21ClN2O3
4-chloro-2-[3-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-phenyl-3,4-dihydropyrazol-5-yl]phenol
—— 5-[(2-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-(3-bromophenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H11Br2NO3S2
5-[(2-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-(3-bromophenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-[(1R)-2-amino-1-[(2S)-2-methyl-2,3-dihydroindol-1-yl]ethyl]-6-methoxyphenol —— C18H22N2O2
2-[(1R)-2-amino-1-[(2S)-2-methyl-2,3-dihydroindol-1-yl]ethyl]-6-methoxyphenol
—— 5-[(1R)-2-amino-1-[(2S)-2-methyl-2,3-dihydroindol-1-yl]ethyl]-2-methoxyphenol —— C18H22N2O2
5-[(1R)-2-amino-1-[(2S)-2-methyl-2,3-dihydroindol-1-yl]ethyl]-2-methoxyphenol
—— 4-[(1R)-2-amino-1-[(2S)-2-methyl-2,3-dihydroindol-1-yl]ethyl]-2-methoxyphenol —— C18H22N2O2
4-[(1R)-2-amino-1-[(2S)-2-methyl-2,3-dihydroindol-1-yl]ethyl]-2-methoxyphenol
—— 2-[(1R)-2-amino-1-[(2S)-2-methyl-2,3-dihydroindol-1-yl]ethyl]-5-methoxyphenol —— C18H22N2O2
2-[(1R)-2-amino-1-[(2S)-2-methyl-2,3-dihydroindol-1-yl]ethyl]-5-methoxyphenol
—— methyl 5-amino-6-cyano-7-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-8-carboxylate —— C23H17N3O5S
methyl 5-amino-6-cyano-7-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-8-carboxylate
—— 5-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-[(4-bromophenyl)methyl]-1,3-thiazolidine-2,4-dione —— C18H13Br2NO4S
5-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-[(4-bromophenyl)methyl]-1,3-thiazolidine-2,4-dione
—— 4-[(1R)-2-amino-1-morpholin-4-ylethyl]-2-methoxy-6-prop-2-enylphenol —— C16H24N2O3
4-[(1R)-2-amino-1-morpholin-4-ylethyl]-2-methoxy-6-prop-2-enylphenol
—— 4-[(1S)-2-amino-1-morpholin-4-ylethyl]-2-methoxy-6-prop-2-enylphenol —— C16H24N2O3
4-[(1S)-2-amino-1-morpholin-4-ylethyl]-2-methoxy-6-prop-2-enylphenol
—— 5-[(1S)-2-amino-1-(4-hydroxy-N-methylanilino)ethyl]-2-methoxyphenol —— C16H20N2O3
5-[(1S)-2-amino-1-(4-hydroxy-N-methylanilino)ethyl]-2-methoxyphenol
—— 5-[(1R)-2-amino-1-(4-hydroxy-N-methylanilino)ethyl]-2-methoxyphenol —— C16H20N2O3
5-[(1R)-2-amino-1-(4-hydroxy-N-methylanilino)ethyl]-2-methoxyphenol
—— 2-[(1R)-2-amino-1-(4-hydroxy-N-methylanilino)ethyl]-6-methoxyphenol —— C16H20N2O3
2-[(1R)-2-amino-1-(4-hydroxy-N-methylanilino)ethyl]-6-methoxyphenol
—— 2-[(1S)-2-amino-1-(4-hydroxy-N-methylanilino)ethyl]-5-methoxyphenol —— C16H20N2O3
2-[(1S)-2-amino-1-(4-hydroxy-N-methylanilino)ethyl]-5-methoxyphenol