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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
—— 4-[(R)-(1-benzyltetrazol-5-yl)-(4-methylpiperidin-1-ium-1-yl)methyl]phenol —— C21H26N5O+
4-[(R)-(1-benzyltetrazol-5-yl)-(4-methylpiperidin-1-ium-1-yl)methyl]phenol
—— (2S)-5-(2-hydroxy-4-nitroanilino)-5-oxo-2-propan-2-ylpentanoate —— C14H17N2O6-
(2S)-5-(2-hydroxy-4-nitroanilino)-5-oxo-2-propan-2-ylpentanoate
—— (2S)-5-(2-hydroxy-4-nitroanilino)-5-oxo-2-propan-2-ylpentanoic acid —— C14H18N2O6
(2S)-5-(2-hydroxy-4-nitroanilino)-5-oxo-2-propan-2-ylpentanoic acid
—— (2R)-5-(2-hydroxy-4-nitroanilino)-5-oxo-2-propan-2-ylpentanoate —— C14H17N2O6-
(2R)-5-(2-hydroxy-4-nitroanilino)-5-oxo-2-propan-2-ylpentanoate
—— (2R)-5-(2-hydroxy-4-nitroanilino)-5-oxo-2-propan-2-ylpentanoic acid —— C14H18N2O6
(2R)-5-(2-hydroxy-4-nitroanilino)-5-oxo-2-propan-2-ylpentanoic acid
—— 2-hydroxy-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]benzamide —— C14H11N3O5
2-hydroxy-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]benzamide
—— 2-[[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]carbamoyl]phenolate —— C14H10N3O5-
2-[[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]carbamoyl]phenolate
—— 2-chloro-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-methylbenzamide —— C16H15ClN2O3
2-chloro-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-methylbenzamide
—— 2-chloro-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-4-methylbenzamide —— C15H12ClN3O4
2-chloro-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-4-methylbenzamide
—— ethyl (4S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C16H20N2O6
ethyl (4S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— (1R,3S)-3-[2-(4-hydroxyphenyl)ethylcarbamoyl]-2,2-dimethylcyclopropane-1-carboxylic acid —— C15H19NO4
(1R,3S)-3-[2-(4-hydroxyphenyl)ethylcarbamoyl]-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1S,3R)-3-[2-(4-hydroxyphenyl)ethylcarbamoyl]-2,2-dimethylcyclopropane-1-carboxylic acid —— C15H19NO4
(1S,3R)-3-[2-(4-hydroxyphenyl)ethylcarbamoyl]-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1R,3R)-3-[2-(4-hydroxyphenyl)ethylcarbamoyl]-2,2-dimethylcyclopropane-1-carboxylic acid —— C15H19NO4
(1R,3R)-3-[2-(4-hydroxyphenyl)ethylcarbamoyl]-2,2-dimethylcyclopropane-1-carboxylic acid
—— benzyl (7S)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C20H19N5O4
benzyl (7S)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— methyl (4R)-4-(2-bromo-3-hydroxy-4-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C14H15BrN2O5
methyl (4R)-4-(2-bromo-3-hydroxy-4-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— benzyl (7R)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C20H19N5O4
benzyl (7R)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— 3-(2-chloropyridin-3-yl)-1-ethyl-1-[(1R)-1-(3-hydroxyphenyl)ethyl]urea —— C16H18ClN3O2
3-(2-chloropyridin-3-yl)-1-ethyl-1-[(1R)-1-(3-hydroxyphenyl)ethyl]urea
—— 1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methyl-3-[2-[(2R)-2-methyl-2,3-dihydroindol-1-yl]ethyl]urea —— C21H27N3O3
1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methyl-3-[2-[(2R)-2-methyl-2,3-dihydroindol-1-yl]ethyl]urea
—— (4E)-4-[(2-hydroxy-4-nitroanilino)methylidene]-5-methyl-2-phenylpyrazol-3-one —— C17H14N4O4
(4E)-4-[(2-hydroxy-4-nitroanilino)methylidene]-5-methyl-2-phenylpyrazol-3-one
—— 2-[Ethoxy(phenyl)phosphoryl]phenol —— C14H15O3P
2-[Ethoxy(phenyl)phosphoryl]phenol
—— 2-[Ethoxy(phenyl)phosphoryl]phenol —— C14H15O3P
2-[Ethoxy(phenyl)phosphoryl]phenol
—— (E)-4-Chloro-N'-(5-hydroxy-2-nitrobenzylidene)benzohydrazide —— C14H10ClN3O4
(E)-4-Chloro-N'-(5-hydroxy-2-nitrobenzylidene)benzohydrazide
—— N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]benzamide —— C14H11N3O4
N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]benzamide
—— 4-chloro-N-[(3-hydroxy-4-nitrophenyl)methylideneamino]benzamide —— C14H10ClN3O4
4-chloro-N-[(3-hydroxy-4-nitrophenyl)methylideneamino]benzamide
—— ethyl (5Z)-5-[(4-hydroxyphenyl)methylidene]-2-methyl-4-oxo-3H-pyrrole-3-carboxylate —— C15H15NO4
ethyl (5Z)-5-[(4-hydroxyphenyl)methylidene]-2-methyl-4-oxo-3H-pyrrole-3-carboxylate
—— 2-[2-(3,3-Dimethyl-1-octadecylindol-1-ium-2-yl)ethenyl]-4,6-dinitrophenol —— C36H52N3O5+
2-[2-(3,3-Dimethyl-1-octadecylindol-1-ium-2-yl)ethenyl]-4,6-dinitrophenol
—— 2-[(E)-2-(1-dodecyl-3,3-dimethylindol-1-ium-2-yl)ethenyl]-4,6-dinitrophenol —— C30H40N3O5+
2-[(E)-2-(1-dodecyl-3,3-dimethylindol-1-ium-2-yl)ethenyl]-4,6-dinitrophenol
—— 1-butyl-3-[(1R)-1-(3-hydroxyphenyl)ethyl]urea —— C13H20N2O2
1-butyl-3-[(1R)-1-(3-hydroxyphenyl)ethyl]urea
—— 1-butyl-3-[(1S)-1-(3-hydroxyphenyl)ethyl]urea —— C13H20N2O2
1-butyl-3-[(1S)-1-(3-hydroxyphenyl)ethyl]urea
—— 1-[(1S)-1-(3-hydroxyphenyl)ethyl]-3-propylurea —— C12H18N2O2
1-[(1S)-1-(3-hydroxyphenyl)ethyl]-3-propylurea
—— 1-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-[(1S)-1-(3-hydroxyphenyl)ethyl]urea —— C17H23N3O2S
1-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-[(1S)-1-(3-hydroxyphenyl)ethyl]urea
—— 1-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-[(1R)-1-(3-hydroxyphenyl)ethyl]urea —— C17H23N3O2S
1-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-[(1R)-1-(3-hydroxyphenyl)ethyl]urea
—— 1-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-[(1S)-1-(3-hydroxyphenyl)ethyl]urea —— C17H23N3O2S
1-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-[(1S)-1-(3-hydroxyphenyl)ethyl]urea
—— 1-[(1S)-1-(3-hydroxyphenyl)ethyl]-3-(3-methoxypropyl)urea —— C13H20N2O3
1-[(1S)-1-(3-hydroxyphenyl)ethyl]-3-(3-methoxypropyl)urea
—— 1-[(1R)-1-(3-hydroxyphenyl)ethyl]-3-propylurea —— C12H18N2O2
1-[(1R)-1-(3-hydroxyphenyl)ethyl]-3-propylurea
—— (1S,2S)-N-[2-(4-hydroxyphenyl)ethyl]-2-(1-methylpyrazol-4-yl)cyclopropane-1-carboxamide —— C16H19N3O2
(1S,2S)-N-[2-(4-hydroxyphenyl)ethyl]-2-(1-methylpyrazol-4-yl)cyclopropane-1-carboxamide
—— (1R,2R)-N-[2-(4-hydroxyphenyl)ethyl]-2-(1-methylpyrazol-4-yl)cyclopropane-1-carboxamide —— C16H19N3O2
(1R,2R)-N-[2-(4-hydroxyphenyl)ethyl]-2-(1-methylpyrazol-4-yl)cyclopropane-1-carboxamide
—— (1R,2S)-N-[(3-hydroxyphenyl)methyl]-2-(1-methylpyrazol-4-yl)cyclopropane-1-carboxamide —— C15H17N3O2
(1R,2S)-N-[(3-hydroxyphenyl)methyl]-2-(1-methylpyrazol-4-yl)cyclopropane-1-carboxamide
—— (1S,2R)-N-[(3-hydroxyphenyl)methyl]-2-(1-methylpyrazol-4-yl)cyclopropane-1-carboxamide —— C15H17N3O2
(1S,2R)-N-[(3-hydroxyphenyl)methyl]-2-(1-methylpyrazol-4-yl)cyclopropane-1-carboxamide
—— (1R,2S)-N-[2-(4-hydroxyphenyl)ethyl]-2-(1-methylpyrazol-4-yl)cyclopropane-1-carboxamide —— C16H19N3O2
(1R,2S)-N-[2-(4-hydroxyphenyl)ethyl]-2-(1-methylpyrazol-4-yl)cyclopropane-1-carboxamide
—— (1S,2S)-N-[(3-hydroxyphenyl)methyl]-2-(1-methylpyrazol-4-yl)cyclopropane-1-carboxamide —— C15H17N3O2
(1S,2S)-N-[(3-hydroxyphenyl)methyl]-2-(1-methylpyrazol-4-yl)cyclopropane-1-carboxamide
—— [4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]-[(1R,2R)-2-(1-methylpyrazol-4-yl)cyclopropyl]methanone —— C19H21N3O2
[4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]-[(1R,2R)-2-(1-methylpyrazol-4-yl)cyclopropyl]methanone
—— [4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]-[(1S,2R)-2-(1-methylpyrazol-4-yl)cyclopropyl]methanone —— C19H21N3O2
[4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]-[(1S,2R)-2-(1-methylpyrazol-4-yl)cyclopropyl]methanone
—— 2-(4-Methoxyphenyl)ethyl 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C19H21N3O4S
2-(4-Methoxyphenyl)ethyl 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— prop-2-enyl (7S)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C16H17N5O4
prop-2-enyl (7S)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— (2R,7S)-7-tert-butyl-2-(5-chloro-2-hydroxy-3-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C21H25ClN2O3S
(2R,7S)-7-tert-butyl-2-(5-chloro-2-hydroxy-3-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— (2R,7R)-7-tert-butyl-2-(5-chloro-2-hydroxy-3-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C21H25ClN2O3S
(2R,7R)-7-tert-butyl-2-(5-chloro-2-hydroxy-3-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— (2S,7S)-7-tert-butyl-2-(5-chloro-2-hydroxy-3-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C21H25ClN2O3S
(2S,7S)-7-tert-butyl-2-(5-chloro-2-hydroxy-3-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— (2S,7R)-7-tert-butyl-2-(5-chloro-2-hydroxy-3-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C21H25ClN2O3S
(2S,7R)-7-tert-butyl-2-(5-chloro-2-hydroxy-3-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— ethyl (7R)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C15H17N5O4
ethyl (7R)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate