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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-methoxy-5-[[[(1R,2R)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
2-methoxy-5-[[[(1R,2R)-2-methylcyclopropyl]amino]methyl]phenol
—— 4-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]benzene-1,3-diol —— C11H15NO2
4-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]benzene-1,3-diol
—— 2-methoxy-4-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
2-methoxy-4-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]phenol
—— 4-methoxy-2-[[[(1R,2S)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
4-methoxy-2-[[[(1R,2S)-2-methylcyclopropyl]amino]methyl]phenol
—— 2-methoxy-6-[[[(1S,2R)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
2-methoxy-6-[[[(1S,2R)-2-methylcyclopropyl]amino]methyl]phenol
—— 4-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]benzene-1,2-diol —— C11H15NO2
4-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]benzene-1,2-diol
—— 2-methoxy-4-[[[(1R,2R)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
2-methoxy-4-[[[(1R,2R)-2-methylcyclopropyl]amino]methyl]phenol
—— 3,4,5-trihydroxy-N-[(2-hydroxy-3-methoxyphenyl)methylideneamino]benzamide —— C15H14N2O6
3,4,5-trihydroxy-N-[(2-hydroxy-3-methoxyphenyl)methylideneamino]benzamide
—— 2-methoxy-5-[[[(1S,2R)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
2-methoxy-5-[[[(1S,2R)-2-methylcyclopropyl]amino]methyl]phenol
—— 2-methoxy-4-[[[(1S,2R)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
2-methoxy-4-[[[(1S,2R)-2-methylcyclopropyl]amino]methyl]phenol
—— Butyl 4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate —— C18H24N2O6
Butyl 4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
—— 3-Cyclohexyl-2-cyclohexylimino-5-[(4-hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C22H28N2O2S
3-Cyclohexyl-2-cyclohexylimino-5-[(4-hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— methyl (2R)-2-[(S)-(3-chloro-4-hydroxyphenyl)-hydroxymethyl]-3-methylbutanoate —— C13H17ClO4
methyl (2R)-2-[(S)-(3-chloro-4-hydroxyphenyl)-hydroxymethyl]-3-methylbutanoate
—— methyl (2S)-2-[(S)-(3-chloro-4-hydroxyphenyl)-hydroxymethyl]-3-methylbutanoate —— C13H17ClO4
methyl (2S)-2-[(S)-(3-chloro-4-hydroxyphenyl)-hydroxymethyl]-3-methylbutanoate
—— methyl (2R)-2-[(R)-(3-chloro-4-hydroxyphenyl)-hydroxymethyl]-3-methylbutanoate —— C13H17ClO4
methyl (2R)-2-[(R)-(3-chloro-4-hydroxyphenyl)-hydroxymethyl]-3-methylbutanoate
—— ethyl (2R)-2-[(R)-(3-chloro-4-hydroxyphenyl)-hydroxymethyl]butanoate —— C13H17ClO4
ethyl (2R)-2-[(R)-(3-chloro-4-hydroxyphenyl)-hydroxymethyl]butanoate
—— ethyl (2S)-2-[(R)-(3-chloro-4-hydroxyphenyl)-hydroxymethyl]butanoate —— C13H17ClO4
ethyl (2S)-2-[(R)-(3-chloro-4-hydroxyphenyl)-hydroxymethyl]butanoate
—— ethyl (3S)-3-hydroxy-3-(4-hydroxy-3,5-dimethylphenyl)propanoate —— C13H18O4
ethyl (3S)-3-hydroxy-3-(4-hydroxy-3,5-dimethylphenyl)propanoate
—— ethyl (2S)-2-[(S)-(3-chloro-4-hydroxyphenyl)-hydroxymethyl]butanoate —— C13H17ClO4
ethyl (2S)-2-[(S)-(3-chloro-4-hydroxyphenyl)-hydroxymethyl]butanoate
—— 4-Amino-3-[2-[(5-bromo-2-hydroxyphenyl)methylidene]hydrazinyl]-6-tert-butyl-1,2,4-triazin-5-one —— C14H17BrN6O2
4-Amino-3-[2-[(5-bromo-2-hydroxyphenyl)methylidene]hydrazinyl]-6-tert-butyl-1,2,4-triazin-5-one
—— methyl (2S,3R)-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-methylbutanoate —— C13H18O5
methyl (2S,3R)-3-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-2-methylbutanoate
—— 4-[(1S)-1-(cyclobutylamino)ethyl]phenol —— C12H17NO
4-[(1S)-1-(cyclobutylamino)ethyl]phenol
—— 4-[(1R)-1-(cyclobutylamino)ethyl]-2-methoxyphenol —— C13H19NO2
4-[(1R)-1-(cyclobutylamino)ethyl]-2-methoxyphenol
—— 2-[(1R)-1-(cyclobutylamino)ethyl]benzene-1,4-diol —— C12H17NO2
2-[(1R)-1-(cyclobutylamino)ethyl]benzene-1,4-diol
—— 4-[(1S)-1-(cyclobutylamino)ethyl]-2-methoxyphenol —— C13H19NO2
4-[(1S)-1-(cyclobutylamino)ethyl]-2-methoxyphenol
—— 2-[(1R)-1-(cyclobutylamino)ethyl]phenol —— C12H17NO
2-[(1R)-1-(cyclobutylamino)ethyl]phenol
—— 2-[(1R)-1-(cyclobutylamino)ethyl]-5-methoxyphenol —— C13H19NO2
2-[(1R)-1-(cyclobutylamino)ethyl]-5-methoxyphenol
—— 4-[(1S)-1-(cyclobutylamino)ethyl]benzene-1,3-diol —— C12H17NO2
4-[(1S)-1-(cyclobutylamino)ethyl]benzene-1,3-diol
—— N-tert-butyl-2-hydroxy-3,5-dinitrobenzamide —— C11H13N3O6
N-tert-butyl-2-hydroxy-3,5-dinitrobenzamide
—— 3-[(1S)-1-(oxan-4-ylmethylamino)ethyl]phenol —— C14H21NO2
3-[(1S)-1-(oxan-4-ylmethylamino)ethyl]phenol
—— 3-[(1R)-1-(oxan-4-ylmethylamino)ethyl]phenol —— C14H21NO2
3-[(1R)-1-(oxan-4-ylmethylamino)ethyl]phenol
—— 4-(6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazol-4-ium-3-yl)benzene-1,2-diol —— C11H11N2O2S+
4-(6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazol-4-ium-3-yl)benzene-1,2-diol
—— Cyclohexyl 4-(4-hydroxy-3-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate —— C19H24N2O5
Cyclohexyl 4-(4-hydroxy-3-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate
—— ethyl 2-[(5-bromo-2-hydroxy-3-methoxyphenyl)methylidene]-5-(3-methoxy-4-propan-2-yloxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C28H29BrN2O7S
ethyl 2-[(5-bromo-2-hydroxy-3-methoxyphenyl)methylidene]-5-(3-methoxy-4-propan-2-yloxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-amino-4-(4-hydroxy-3-methoxyphenyl)-4a,5,6,7-tetrahydro-4H-naphthalene-1,3,3-tricarbonitrile —— C20H18N4O2
2-amino-4-(4-hydroxy-3-methoxyphenyl)-4a,5,6,7-tetrahydro-4H-naphthalene-1,3,3-tricarbonitrile
—— 4-bromo-2-[(1R)-1-(ethylamino)ethyl]phenol —— C10H14BrNO
4-bromo-2-[(1R)-1-(ethylamino)ethyl]phenol
—— 2-[(3-Chloro-2-methylphenyl)iminomethyl]-6-methylphenol —— C15H14ClNO
2-[(3-Chloro-2-methylphenyl)iminomethyl]-6-methylphenol
—— 4-chloro-2-[C-[5-(5-chloro-2-hydroxyphenyl)-5-hydroxyiminopentyl]-N-hydroxycarbonimidoyl]phenol —— C18H18Cl2N2O4
4-chloro-2-[C-[5-(5-chloro-2-hydroxyphenyl)-5-hydroxyiminopentyl]-N-hydroxycarbonimidoyl]phenol
—— 5-chloro-N-cyclohexyl-2-hydroxy-3-nitrobenzamide —— C13H15ClN2O4
5-chloro-N-cyclohexyl-2-hydroxy-3-nitrobenzamide
—— 6-Amino-4-(3,5-dibromo-4-hydroxyphenyl)-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile —— C14H10Br2N4O2
6-Amino-4-(3,5-dibromo-4-hydroxyphenyl)-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
—— (2S)-2-(4-hydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile —— C11H10N2O
(2S)-2-(4-hydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile
—— (2R)-2-(3,4-dihydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile —— C11H10N2O2
(2R)-2-(3,4-dihydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile
—— (2S)-2-(3,4-dihydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile —— C11H10N2O2
(2S)-2-(3,4-dihydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile
—— (2S)-2-(3-hydroxyphenyl)-2-(prop-2-enylamino)acetonitrile —— C11H12N2O
(2S)-2-(3-hydroxyphenyl)-2-(prop-2-enylamino)acetonitrile
—— (2R)-2-(4-hydroxy-3,5-dimethylphenyl)-2-(prop-2-enylamino)acetonitrile —— C13H16N2O
(2R)-2-(4-hydroxy-3,5-dimethylphenyl)-2-(prop-2-enylamino)acetonitrile
—— (2R)-2-(3-hydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile —— C11H10N2O
(2R)-2-(3-hydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile
—— (2S)-2-(3-hydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile —— C11H10N2O
(2S)-2-(3-hydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile
—— 4-[(2-Hydroxy-3-nitrophenyl)methylidene]-1-phenylpyrazolidine-3,5-dione —— C16H11N3O5
4-[(2-Hydroxy-3-nitrophenyl)methylidene]-1-phenylpyrazolidine-3,5-dione
—— (2S)-2-(4-hydroxy-3,5-dimethylphenyl)-2-(prop-2-enylamino)acetonitrile —— C13H16N2O
(2S)-2-(4-hydroxy-3,5-dimethylphenyl)-2-(prop-2-enylamino)acetonitrile
—— (2R)-4-(4-hydroxyphenyl)-2-methyl-2-(prop-2-enylamino)butanenitrile —— C14H18N2O
(2R)-4-(4-hydroxyphenyl)-2-methyl-2-(prop-2-enylamino)butanenitrile