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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-[(1S)-1-[[(3R)-1-ethylpyrrolidin-3-yl]methylamino]ethyl]phenol —— C15H24N2O
2-[(1S)-1-[[(3R)-1-ethylpyrrolidin-3-yl]methylamino]ethyl]phenol
—— 2-[(1S)-1-[[(3S)-1-ethylpyrrolidin-3-yl]methylamino]ethyl]phenol —— C15H24N2O
2-[(1S)-1-[[(3S)-1-ethylpyrrolidin-3-yl]methylamino]ethyl]phenol
—— 4-[[[(3R)-1-ethylpyrrolidin-3-yl]methylamino]methyl]benzene-1,2-diol —— C14H22N2O2
4-[[[(3R)-1-ethylpyrrolidin-3-yl]methylamino]methyl]benzene-1,2-diol
—— 4-[[[(3S)-1-ethylpyrrolidin-3-yl]methylamino]methyl]benzene-1,2-diol —— C14H22N2O2
4-[[[(3S)-1-ethylpyrrolidin-3-yl]methylamino]methyl]benzene-1,2-diol
—— 2-[(1S)-1-[[(3S)-1-ethylpyrrolidin-3-yl]methylamino]ethyl]benzene-1,4-diol —— C15H24N2O2
2-[(1S)-1-[[(3S)-1-ethylpyrrolidin-3-yl]methylamino]ethyl]benzene-1,4-diol
—— 3-(Furan-2-ylmethylideneamino)-5-[(2-hydroxy-5-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C15H9N3O5S2
3-(Furan-2-ylmethylideneamino)-5-[(2-hydroxy-5-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-((4-Methoxybenzyl)oxy)-2-methylphenol —— C15H16O3
3-((4-Methoxybenzyl)oxy)-2-methylphenol
—— ethyl 2-[(2-hydroxy-3,5-dinitrophenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C17H14N4O8S
ethyl 2-[(2-hydroxy-3,5-dinitrophenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-[(2-Hydroxy-5-methylphenyl)methylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile —— C17H16N2OS
2-[(2-Hydroxy-5-methylphenyl)methylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile
—— 5-[(2,3-Dibromo-6-hydroxy-5-methoxyphenyl)methylideneamino]-1,3-dihydrobenzimidazol-2-one —— C15H11Br2N3O3
5-[(2,3-Dibromo-6-hydroxy-5-methoxyphenyl)methylideneamino]-1,3-dihydrobenzimidazol-2-one
—— 2-(4-Hydroxyphenyl)-3-(3-propan-2-yloxypropyl)-1,3-thiazinan-4-one —— C16H23NO3S
2-(4-Hydroxyphenyl)-3-(3-propan-2-yloxypropyl)-1,3-thiazinan-4-one
—— 2-{(1Z)-N-[(Z)-decyl]ethanimidoyl}phenol —— C18H29NO
2-{(1Z)-N-[(Z)-decyl]ethanimidoyl}phenol
—— N-[5-[(3,4-dihydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]adamantane-1-carboxamide —— C21H22N2O4S2
N-[5-[(3,4-dihydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]adamantane-1-carboxamide
—— 3-fluoro-N-[[(2R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-N-(2-methoxyethyl)benzamide —— C23H29FN2O5
3-fluoro-N-[[(2R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-N-(2-methoxyethyl)benzamide
—— N-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-4-methoxy-N-(2-methoxyethyl)benzamide —— C24H32N2O6
N-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-4-methoxy-N-(2-methoxyethyl)benzamide
—— N-[[(2R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-3,4-dimethoxy-N-(2-methylpropyl)benzamide —— C26H36N2O6
N-[[(2R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-3,4-dimethoxy-N-(2-methylpropyl)benzamide
—— N-[(2S)-butan-2-yl]-N-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-1,3-benzodioxole-5-carboxamide —— C25H32N2O6
N-[(2S)-butan-2-yl]-N-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-1,3-benzodioxole-5-carboxamide
—— N-[(2R)-butan-2-yl]-N-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-1,3-benzodioxole-5-carboxamide —— C25H32N2O6
N-[(2R)-butan-2-yl]-N-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-1,3-benzodioxole-5-carboxamide
—— N-[[(2R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-4-methoxy-N-(2-methoxyethyl)benzamide —— C24H32N2O6
N-[[(2R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-4-methoxy-N-(2-methoxyethyl)benzamide
—— N-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-3,4-dimethoxy-N-(2-methylpropyl)benzamide —— C26H36N2O6
N-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-3,4-dimethoxy-N-(2-methylpropyl)benzamide
—— 6-Ethenyl-5-(3-fluoro-4-hydroxyphenyl)-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione —— C22H23FO3
6-Ethenyl-5-(3-fluoro-4-hydroxyphenyl)-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione
—— 8a-bromo-7-ethenyl-8-(3-hydroxy-4-methoxyphenyl)-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H19BrO4
8a-bromo-7-ethenyl-8-(3-hydroxy-4-methoxyphenyl)-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— 4-[[5-[[[(2S)-butan-2-yl]amino]methyl]-1,2,4-oxadiazol-3-yl]methyl]phenol —— C14H19N3O2
4-[[5-[[[(2S)-butan-2-yl]amino]methyl]-1,2,4-oxadiazol-3-yl]methyl]phenol
—— methyl N-[(2,3-dibromo-6-hydroxy-5-methoxyphenyl)methylideneamino]carbamate —— C10H10Br2N2O4
methyl N-[(2,3-dibromo-6-hydroxy-5-methoxyphenyl)methylideneamino]carbamate
—— 4-[[5-[[[(2R)-butan-2-yl]amino]methyl]-1,2,4-oxadiazol-3-yl]methyl]phenol —— C14H19N3O2
4-[[5-[[[(2R)-butan-2-yl]amino]methyl]-1,2,4-oxadiazol-3-yl]methyl]phenol
—— 5-[[5-(4-Hydroxy-3-nitrophenyl)furan-2-yl]methylidene]-2-sulfanylideneimidazolidin-4-one —— C14H9N3O5S
5-[[5-(4-Hydroxy-3-nitrophenyl)furan-2-yl]methylidene]-2-sulfanylideneimidazolidin-4-one
—— 3-[2-(3,4-Dihydroxyphenyl)ethyl]-2-(2,3,4-trimethoxyphenyl)-1,3-thiazolidin-4-one —— C20H23NO6S
3-[2-(3,4-Dihydroxyphenyl)ethyl]-2-(2,3,4-trimethoxyphenyl)-1,3-thiazolidin-4-one
—— N-(3-chloro-4-methoxyphenyl)-2-[5-[(4-hydroxy-3-nitrophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C19H14ClN3O7S
N-(3-chloro-4-methoxyphenyl)-2-[5-[(4-hydroxy-3-nitrophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— 2-methoxyethyl 5-(4-chlorophenyl)-2-[(4-hydroxy-3-nitrophenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H20ClN3O7S
2-methoxyethyl 5-(4-chlorophenyl)-2-[(4-hydroxy-3-nitrophenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-[(3-Bromo-4-hydroxyphenyl)methylidene]-4-(5-ethyl-1,3,4-thiadiazol-2-yl)-5-iminothiolan-3-one —— C15H12BrN3O2S2
2-[(3-Bromo-4-hydroxyphenyl)methylidene]-4-(5-ethyl-1,3,4-thiadiazol-2-yl)-5-iminothiolan-3-one
—— 2-(5-Hydroxy-2-nitrophenyl)-7-(2-methylbutan-2-yl)-1,2,5,6,7,8-hexahydro[1]benzothieno[2,3-d]pyrimidin-4-ol —— C21H25N3O4S
2-(5-Hydroxy-2-nitrophenyl)-7-(2-methylbutan-2-yl)-1,2,5,6,7,8-hexahydro[1]benzothieno[2,3-d]pyrimidin-4-ol
—— 1-(4-Chlorophenyl)-4-[(2-hydroxy-5-nitrophenyl)methylidene]pyrazolidine-3,5-dione —— C16H10ClN3O5
1-(4-Chlorophenyl)-4-[(2-hydroxy-5-nitrophenyl)methylidene]pyrazolidine-3,5-dione
—— 3-[(2-hydroxy-5-methyl-3-nitrophenyl)methylidene]-5,6-dimethoxy-1H-indol-2-one —— C18H16N2O6
3-[(2-hydroxy-5-methyl-3-nitrophenyl)methylidene]-5,6-dimethoxy-1H-indol-2-one
—— 5-[(2-Hydroxy-5-nitrophenyl)methylidene]-3-[(2-methoxyphenyl)methylideneamino]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H13N3O5S2
5-[(2-Hydroxy-5-nitrophenyl)methylidene]-3-[(2-methoxyphenyl)methylideneamino]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-(4-Hydroxy-3,5-dimethoxyphenyl)-7-(2-methylbutan-2-yl)-1,2,5,6,7,8-hexahydro[1]benzothieno[2,3-d]pyrimidin-4-ol —— C23H30N2O4S
2-(4-Hydroxy-3,5-dimethoxyphenyl)-7-(2-methylbutan-2-yl)-1,2,5,6,7,8-hexahydro[1]benzothieno[2,3-d]pyrimidin-4-ol
—— N-(3-chloro-4-methoxyphenyl)-2-[5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C21H19ClN2O7S
N-(3-chloro-4-methoxyphenyl)-2-[5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— 2-[(1R)-1-(2,2-dimethoxyethylamino)ethyl]-4-methylphenol —— C13H21NO3
2-[(1R)-1-(2,2-dimethoxyethylamino)ethyl]-4-methylphenol
—— 2-[(1R)-1-(2,2-dimethoxyethylamino)ethyl]-4-methoxyphenol —— C13H21NO4
2-[(1R)-1-(2,2-dimethoxyethylamino)ethyl]-4-methoxyphenol
—— 4-[(1R)-1-(2,2-dimethoxyethylamino)ethyl]benzene-1,3-diol —— C12H19NO4
4-[(1R)-1-(2,2-dimethoxyethylamino)ethyl]benzene-1,3-diol
—— N-(2,5-dichlorophenyl)-N'-(2-hydroxy-4-nitrophenyl)urea —— C13H9Cl2N3O4
N-(2,5-dichlorophenyl)-N'-(2-hydroxy-4-nitrophenyl)urea
—— 4-[[[(7R)-7-bicyclo[4.2.0]octa-1,3,5-trienyl]methylamino]methyl]benzene-1,2-diol —— C16H17NO2
4-[[[(7R)-7-bicyclo[4.2.0]octa-1,3,5-trienyl]methylamino]methyl]benzene-1,2-diol
—— 4-[(1S)-1-(2,2-dimethoxyethylamino)ethyl]benzene-1,3-diol —— C12H19NO4
4-[(1S)-1-(2,2-dimethoxyethylamino)ethyl]benzene-1,3-diol
—— 2-methoxy-4-[(1R)-1-[(1-methylpyrazol-3-yl)amino]ethyl]phenol —— C13H17N3O2
2-methoxy-4-[(1R)-1-[(1-methylpyrazol-3-yl)amino]ethyl]phenol
—— 3-Benzyl-2-benzylimino-5-[(2,3-dibromo-4-hydroxy-5-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C25H20Br2N2O3S
3-Benzyl-2-benzylimino-5-[(2,3-dibromo-4-hydroxy-5-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— 4-methoxy-2-[(1R)-1-[(1-methylpyrazol-3-yl)amino]ethyl]phenol —— C13H17N3O2
4-methoxy-2-[(1R)-1-[(1-methylpyrazol-3-yl)amino]ethyl]phenol
—— 2-methoxy-4-[(1S)-1-[(1-methylpyrazol-3-yl)amino]ethyl]phenol —— C13H17N3O2
2-methoxy-4-[(1S)-1-[(1-methylpyrazol-3-yl)amino]ethyl]phenol
—— 4-methoxy-2-[(1S)-1-[(1-methylpyrazol-3-yl)amino]ethyl]phenol —— C13H17N3O2
4-methoxy-2-[(1S)-1-[(1-methylpyrazol-3-yl)amino]ethyl]phenol
—— 3-[(4-Bromophenyl)methyl]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione —— C18H14BrNO4S
3-[(4-Bromophenyl)methyl]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione
—— ethyl 5-(4-chlorophenyl)-2-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C27H25ClN2O5S
ethyl 5-(4-chlorophenyl)-2-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— N-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-N-(2-methoxyethyl)-2-phenylacetamide —— C24H32N2O5
N-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]-N-(2-methoxyethyl)-2-phenylacetamide