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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-methoxy-2-[[[(1S)-1-(5-methylfuran-2-yl)ethyl]amino]methyl]phenol —— C15H19NO3
4-methoxy-2-[[[(1S)-1-(5-methylfuran-2-yl)ethyl]amino]methyl]phenol
—— 4-methyl-2-[(1R)-1-[[(1R)-1-(5-methylfuran-2-yl)ethyl]amino]ethyl]phenol —— C16H21NO2
4-methyl-2-[(1R)-1-[[(1R)-1-(5-methylfuran-2-yl)ethyl]amino]ethyl]phenol
—— 5-methyl-2-[(1S)-1-(2-methylsulfanylanilino)ethyl]phenol —— C16H19NOS
5-methyl-2-[(1S)-1-(2-methylsulfanylanilino)ethyl]phenol
—— 4-[(1R)-1-(2,4-dibromoanilino)ethyl]benzene-1,3-diol —— C14H13Br2NO2
4-[(1R)-1-(2,4-dibromoanilino)ethyl]benzene-1,3-diol
—— 4-[(1S)-1-(2-methylsulfanylanilino)ethyl]benzene-1,3-diol —— C15H17NO2S
4-[(1S)-1-(2-methylsulfanylanilino)ethyl]benzene-1,3-diol
—— 2-[(1S)-1-(2-methylsulfanylanilino)ethyl]benzene-1,4-diol —— C15H17NO2S
2-[(1S)-1-(2-methylsulfanylanilino)ethyl]benzene-1,4-diol
—— N-[1-(2-hydroxy-4-methoxyphenyl)ethylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxamide —— C18H20N2O3S
N-[1-(2-hydroxy-4-methoxyphenyl)ethylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxamide
—— 5-methyl-2-[(1R)-1-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]ethyl]phenol —— C14H21NO3S
5-methyl-2-[(1R)-1-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]ethyl]phenol
—— 4-[(1R)-1-[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]amino]ethyl]benzene-1,3-diol —— C13H19NO4S
4-[(1R)-1-[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]amino]ethyl]benzene-1,3-diol
—— 2-methoxy-6-[[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]amino]methyl]phenol —— C13H19NO4S
2-methoxy-6-[[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]amino]methyl]phenol
—— 2-methoxy-6-[[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]methyl]phenol —— C13H19NO4S
2-methoxy-6-[[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]methyl]phenol
—— 4-[(1R)-1-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]ethyl]benzene-1,3-diol —— C13H19NO4S
4-[(1R)-1-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]ethyl]benzene-1,3-diol
—— 4-[(1S)-1-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]ethyl]benzene-1,3-diol —— C13H19NO4S
4-[(1S)-1-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]ethyl]benzene-1,3-diol
—— 5-[(4-Hydroxy-3,5-dimethylphenyl)methylidene]-3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H15NO2S2
5-[(4-Hydroxy-3,5-dimethylphenyl)methylidene]-3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— ethyl 2-[(4-hydroxy-3-nitrophenyl)methylidene]-5-(3-methoxy-4-propan-2-yloxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C27H27N3O8S
ethyl 2-[(4-hydroxy-3-nitrophenyl)methylidene]-5-(3-methoxy-4-propan-2-yloxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 5-methyl-2-[(1S)-1-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]ethyl]phenol —— C14H21NO3S
5-methyl-2-[(1S)-1-[[(3R)-3-methyl-1,1-dioxothiolan-3-yl]amino]ethyl]phenol
—— 4-[[(3-Phenyl-3,4-dihydropyrazol-5-ylidene)hydrazinylidene]methyl]benzene-1,3-diol —— C16H14N4O2
4-[[(3-Phenyl-3,4-dihydropyrazol-5-ylidene)hydrazinylidene]methyl]benzene-1,3-diol
—— 4-[(1S)-1-[[(2S)-1-morpholin-4-ylpropan-2-yl]amino]ethyl]phenol —— C15H24N2O2
4-[(1S)-1-[[(2S)-1-morpholin-4-ylpropan-2-yl]amino]ethyl]phenol
—— 4-[[[(2S)-1-morpholin-4-ylpropan-2-yl]amino]methyl]benzene-1,2-diol —— C14H22N2O3
4-[[[(2S)-1-morpholin-4-ylpropan-2-yl]amino]methyl]benzene-1,2-diol
—— (2R)-2-(cyclopropylamino)-2-(4-hydroxyphenyl)acetonitrile —— C11H12N2O
(2R)-2-(cyclopropylamino)-2-(4-hydroxyphenyl)acetonitrile
—— (2S)-2-(cyclopropylamino)-2-(4-hydroxyphenyl)acetonitrile —— C11H12N2O
(2S)-2-(cyclopropylamino)-2-(4-hydroxyphenyl)acetonitrile
—— (2R)-2-(cyclopropylamino)-2-(3,4-dihydroxyphenyl)acetonitrile —— C11H12N2O2
(2R)-2-(cyclopropylamino)-2-(3,4-dihydroxyphenyl)acetonitrile
—— 3-Ethyl-2-(4-ethylphenyl)imino-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C21H22N2O3S
3-Ethyl-2-(4-ethylphenyl)imino-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— (2S)-2-(cyclopropylamino)-2-(4-hydroxy-3-methoxyphenyl)acetonitrile —— C12H14N2O2
(2S)-2-(cyclopropylamino)-2-(4-hydroxy-3-methoxyphenyl)acetonitrile
—— (2S)-2-(cyclopropylamino)-2-(3-hydroxy-4-methoxyphenyl)acetonitrile —— C12H14N2O2
(2S)-2-(cyclopropylamino)-2-(3-hydroxy-4-methoxyphenyl)acetonitrile
—— (2S)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-2-(cyclopropylamino)acetonitrile —— C12H13BrN2O2
(2S)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-2-(cyclopropylamino)acetonitrile
—— (2R)-2-(4-hydroxy-3-methoxyphenyl)-2-(propan-2-ylamino)acetonitrile —— C12H16N2O2
(2R)-2-(4-hydroxy-3-methoxyphenyl)-2-(propan-2-ylamino)acetonitrile
—— (2S)-2-(3-hydroxyphenyl)-2-(propan-2-ylamino)acetonitrile —— C11H14N2O
(2S)-2-(3-hydroxyphenyl)-2-(propan-2-ylamino)acetonitrile
—— (2S)-2-(cyclopropylamino)-2-(4-hydroxy-3,5-dimethylphenyl)acetonitrile —— C13H16N2O
(2S)-2-(cyclopropylamino)-2-(4-hydroxy-3,5-dimethylphenyl)acetonitrile
—— (2R)-2-(cyclopropylamino)-2-(3-hydroxyphenyl)acetonitrile —— C11H12N2O
(2R)-2-(cyclopropylamino)-2-(3-hydroxyphenyl)acetonitrile
—— (2R)-2-(3-hydroxyphenyl)-2-(propan-2-ylamino)acetonitrile —— C11H14N2O
(2R)-2-(3-hydroxyphenyl)-2-(propan-2-ylamino)acetonitrile
—— (2R)-2-(cyclopropylamino)-2-(4-hydroxy-3,5-dimethylphenyl)acetonitrile —— C13H16N2O
(2R)-2-(cyclopropylamino)-2-(4-hydroxy-3,5-dimethylphenyl)acetonitrile
—— (2R)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-2-(cyclopropylamino)acetonitrile —— C12H13BrN2O2
(2R)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-2-(cyclopropylamino)acetonitrile
—— (2S)-2-(cyclopropylamino)-2-(3,4-dihydroxyphenyl)acetonitrile —— C11H12N2O2
(2S)-2-(cyclopropylamino)-2-(3,4-dihydroxyphenyl)acetonitrile
—— (2S)-4-(4-hydroxyphenyl)-2-methyl-2-(propan-2-ylamino)butanenitrile —— C14H20N2O
(2S)-4-(4-hydroxyphenyl)-2-methyl-2-(propan-2-ylamino)butanenitrile
—— (2S)-2-(3-hydroxy-4-methoxyphenyl)-2-(propan-2-ylamino)acetonitrile —— C12H16N2O2
(2S)-2-(3-hydroxy-4-methoxyphenyl)-2-(propan-2-ylamino)acetonitrile
—— (2R)-2-(3-hydroxy-4-methoxyphenyl)-2-(propan-2-ylamino)acetonitrile —— C12H16N2O2
(2R)-2-(3-hydroxy-4-methoxyphenyl)-2-(propan-2-ylamino)acetonitrile
—— (2R)-4-(4-hydroxyphenyl)-2-methyl-2-(propan-2-ylamino)butanenitrile —— C14H20N2O
(2R)-4-(4-hydroxyphenyl)-2-methyl-2-(propan-2-ylamino)butanenitrile
—— 3-[(2-Bromophenyl)methyl]-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione —— C19H16BrNO5S
3-[(2-Bromophenyl)methyl]-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione
—— (2Z)-2-[(4-hydroxyphenyl)methylidenehydrazinylidene]-5-methyl-1,3-thiazolidin-4-one —— C11H11N3O2S
(2Z)-2-[(4-hydroxyphenyl)methylidenehydrazinylidene]-5-methyl-1,3-thiazolidin-4-one
—— N-[(2R)-butan-2-yl]-4-hydroxy-3-nitrobenzenesulfonamide —— C10H14N2O5S
N-[(2R)-butan-2-yl]-4-hydroxy-3-nitrobenzenesulfonamide
—— (2S)-2-(4-hydroxyphenoxy)-1-pyrrolidin-1-ylpropan-1-one —— C13H17NO3
(2S)-2-(4-hydroxyphenoxy)-1-pyrrolidin-1-ylpropan-1-one
—— (2R)-2-(4-hydroxyphenoxy)-N-propan-2-ylpropanamide —— C12H17NO3
(2R)-2-(4-hydroxyphenoxy)-N-propan-2-ylpropanamide
—— (2S)-2-(4-hydroxyphenoxy)-N-propan-2-ylpropanamide —— C12H17NO3
(2S)-2-(4-hydroxyphenoxy)-N-propan-2-ylpropanamide
—— (2S)-2-(4-hydroxyphenoxy)-N-(2-methoxyethyl)propanamide —— C12H17NO4
(2S)-2-(4-hydroxyphenoxy)-N-(2-methoxyethyl)propanamide
—— (2R)-2-(4-hydroxyphenoxy)-N-(2-methoxyethyl)propanamide —— C12H17NO4
(2R)-2-(4-hydroxyphenoxy)-N-(2-methoxyethyl)propanamide
—— (2R)-2-(4-hydroxyphenoxy)-1-pyrrolidin-1-ylpropan-1-one —— C13H17NO3
(2R)-2-(4-hydroxyphenoxy)-1-pyrrolidin-1-ylpropan-1-one
—— N-[5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-4-methoxybenzamide —— C20H18N2O6S2
N-[5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-4-methoxybenzamide
—— 5-[(5-Bromo-3-chloro-2-hydroxyphenyl)methylidene]-3-ethyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C12H9BrClNO2S2
5-[(5-Bromo-3-chloro-2-hydroxyphenyl)methylidene]-3-ethyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-[5-[(5-Bromo-2-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid —— C14H12BrNO5S2
3-[5-[(5-Bromo-2-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid