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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
—— N,N'-bis[(E)-(3-hydroxyphenyl)methylideneamino]heptanediamide —— C21H24N4O4
N,N'-bis[(E)-(3-hydroxyphenyl)methylideneamino]heptanediamide
—— N-[(E)-1-[4-(cyclopropanecarbonylamino)phenyl]ethylideneamino]-3,4,5-trihydroxybenzamide —— C19H19N3O5
N-[(E)-1-[4-(cyclopropanecarbonylamino)phenyl]ethylideneamino]-3,4,5-trihydroxybenzamide
—— Diphenyltin(2+);(2-hydroxyphenyl)-[2-(2-hydroxyphenyl)azanidylethyl]azanide —— C26H24N2O2Sn
Diphenyltin(2+);(2-hydroxyphenyl)-[2-(2-hydroxyphenyl)azanidylethyl]azanide
—— 2-methoxy-5-[(E)-methoxyiminomethyl]phenol —— C9H11NO3
2-methoxy-5-[(E)-methoxyiminomethyl]phenol
—— 4-methoxy-2-[(1S)-1-[4-(2-methylimidazol-1-yl)butylamino]ethyl]phenol —— C17H25N3O2
4-methoxy-2-[(1S)-1-[4-(2-methylimidazol-1-yl)butylamino]ethyl]phenol
—— 4-methoxy-2-[(1S)-1-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethylamino)ethyl]phenol —— C17H24N4O2
4-methoxy-2-[(1S)-1-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethylamino)ethyl]phenol
—— 4-methoxy-2-[(1R)-1-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethylamino)ethyl]phenol —— C17H24N4O2
4-methoxy-2-[(1R)-1-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethylamino)ethyl]phenol
—— (3E)-3-[(2,4-dihydroxyphenyl)hydrazinylidene]pyridine-2,6-dione —— C11H9N3O4
(3E)-3-[(2,4-dihydroxyphenyl)hydrazinylidene]pyridine-2,6-dione
—— Aminocarbonic acid, [[2-fluoro-5-hydroxy-4-methoxy]phenylmethylene]-hydrazide —— C9H10FN3O3
Aminocarbonic acid, [[2-fluoro-5-hydroxy-4-methoxy]phenylmethylene]-hydrazide
—— 2-methoxy-5-[[(2R)-2-propyl-2-(trifluoromethyl)pyrrolidin-1-yl]methyl]phenol —— C16H22F3NO2
2-methoxy-5-[[(2R)-2-propyl-2-(trifluoromethyl)pyrrolidin-1-yl]methyl]phenol
—— 2-methoxy-5-[[(2S)-2-propyl-2-(trifluoromethyl)pyrrolidin-1-yl]methyl]phenol —— C16H22F3NO2
2-methoxy-5-[[(2S)-2-propyl-2-(trifluoromethyl)pyrrolidin-1-yl]methyl]phenol
—— 2-{[(E)-(2,4,6-tribromo-3-hydroxyphenyl)methylidene]amino}-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile —— C16H11Br3N2OS
2-{[(E)-(2,4,6-tribromo-3-hydroxyphenyl)methylidene]amino}-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile
—— 2-(2-bromo-4-chlorophenoxy)-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide —— C15H11BrClN3O5
2-(2-bromo-4-chlorophenoxy)-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide
—— 2-(2,4-dichlorophenoxy)-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide —— C15H11Cl2N3O5
2-(2,4-dichlorophenoxy)-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide
—— 2-hydroxy-N'-[(E)-(3-hydroxy-4-nitrophenyl)methylidene]-2-phenylacetohydrazide —— C15H13N3O5
2-hydroxy-N'-[(E)-(3-hydroxy-4-nitrophenyl)methylidene]-2-phenylacetohydrazide
—— 2-methoxy-5-[(E)-(2-{4-[(4-methoxyphenyl)amino]-6-[(4-nitrophenyl)amino]-1,3,5-triazin-2-yl}hydrazinylidene)methyl]phenol —— C24H22N8O5
2-methoxy-5-[(E)-(2-{4-[(4-methoxyphenyl)amino]-6-[(4-nitrophenyl)amino]-1,3,5-triazin-2-yl}hydrazinylidene)methyl]phenol
—— (2E,5Z)-2-[(2E)-(4-chlorobenzylidene)hydrazinylidene]-5-(5-chloro-2-hydroxybenzylidene)-1,3-thiazolidin-4-one —— C17H11Cl2N3O2S
(2E,5Z)-2-[(2E)-(4-chlorobenzylidene)hydrazinylidene]-5-(5-chloro-2-hydroxybenzylidene)-1,3-thiazolidin-4-one
—— 2-(2-tert-butylphenoxy)-N-[(E)-(5-hydroxy-2-nitrophenyl)methylideneamino]acetamide —— C19H21N3O5
2-(2-tert-butylphenoxy)-N-[(E)-(5-hydroxy-2-nitrophenyl)methylideneamino]acetamide
—— (Z)-2-(4,6-dimethylpyrimidin-2-yl)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enenitrile —— C16H15N3O2
(Z)-2-(4,6-dimethylpyrimidin-2-yl)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enenitrile
—— 6-bromo-3-[(E)-[(4,6-dianilino-1,3,5-triazin-2-yl)hydrazinylidene]methyl]-2-methoxyphenol —— C23H20BrN7O2
6-bromo-3-[(E)-[(4,6-dianilino-1,3,5-triazin-2-yl)hydrazinylidene]methyl]-2-methoxyphenol
—— 3-[(E)-[(8-methyl-5H-[1,2,4]triazino[5,6-b]indol-3-yl)hydrazinylidene]methyl]-4-nitrophenol —— C17H13N7O3
3-[(E)-[(8-methyl-5H-[1,2,4]triazino[5,6-b]indol-3-yl)hydrazinylidene]methyl]-4-nitrophenol
—— 6-Methyl-nicotinic acid (3-hydroxy-4-methoxy-benzylidene)-hydrazide —— C15H15N3O3
6-Methyl-nicotinic acid (3-hydroxy-4-methoxy-benzylidene)-hydrazide
—— 3-Hydroxy-4-methoxybenzaldehyde [4,6-di(1-piperidinyl)-1,3,5-triazin-2-yl]hydrazone —— C21H29N7O2
3-Hydroxy-4-methoxybenzaldehyde [4,6-di(1-piperidinyl)-1,3,5-triazin-2-yl]hydrazone
—— 5-[(E)-1-chloro-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-N-[(4-fluorophenyl)methyl]-1,3,4-thiadiazole-2-carboxamide —— C19H15ClFN3O3S
5-[(E)-1-chloro-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-N-[(4-fluorophenyl)methyl]-1,3,4-thiadiazole-2-carboxamide
—— 5-[(E)-1-chloro-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-N-[(4-methylphenyl)methyl]-1,3,4-thiadiazole-2-carboxamide —— C20H18ClN3O3S
5-[(E)-1-chloro-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-N-[(4-methylphenyl)methyl]-1,3,4-thiadiazole-2-carboxamide
—— 4-acetyl-3-ethyl-N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-5-methyl-1H-pyrrole-2-carboxamide —— C19H24N2O4
4-acetyl-3-ethyl-N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-5-methyl-1H-pyrrole-2-carboxamide
—— (E)-N’-(3‑hydroxy-4-methoxybenzylidene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide 350046-93-4 C17H16N2O5
(E)-N’-(3‑hydroxy-4-methoxybenzylidene)-2,3-dihydrobenzo[b][1,4]dioxine-2-carbohydrazide
—— 4-acetyl-3-ethyl-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-5-methyl-1H-pyrrole-2-carboxamide —— C19H24N2O4
4-acetyl-3-ethyl-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-5-methyl-1H-pyrrole-2-carboxamide
—— N'-[(E)-(3-Hydroxyphenyl)methylidene]-2-phenylcyclopropanecarbohydrazide —— C17H16N2O2
N'-[(E)-(3-Hydroxyphenyl)methylidene]-2-phenylcyclopropanecarbohydrazide
—— N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide —— C16H13N3O6
N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]bicyclo[4.1.0]heptane-7-carboxamide —— C16H20N2O3
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]bicyclo[4.1.0]heptane-7-carboxamide
—— 3-[(E)-2H-tetrazol-5-yliminomethyl]phenol —— C8H7N5O
3-[(E)-2H-tetrazol-5-yliminomethyl]phenol
—— N'',N'''-bis[(E)-(3-hydroxyphenyl)methylidene]carbonic dihydrazide —— C15H14N4O3
N'',N'''-bis[(E)-(3-hydroxyphenyl)methylidene]carbonic dihydrazide
—— (2Z,5E)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C18H15NO5S
(2Z,5E)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (Z)-2-(5-chloro-1,3-benzothiazol-2-yl)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enenitrile —— C17H11ClN2O2S
(Z)-2-(5-chloro-1,3-benzothiazol-2-yl)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enenitrile
—— (2Z,5E)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C18H15NO5S
(2Z,5E)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (2E,5E)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C18H15NO5S
(2E,5E)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (2E,5Z)-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-2-[2-(furan-2-yl)-2-oxoethylidene]-3-methyl-1,3-thiazolidin-4-one —— C18H14ClNO5S
(2E,5Z)-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-2-[2-(furan-2-yl)-2-oxoethylidene]-3-methyl-1,3-thiazolidin-4-one
—— (2E,5E)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C18H15NO5S
(2E,5E)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (2Z,5E)-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-2-[2-(furan-2-yl)-2-oxoethylidene]-3-methyl-1,3-thiazolidin-4-one —— C18H14ClNO5S
(2Z,5E)-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-2-[2-(furan-2-yl)-2-oxoethylidene]-3-methyl-1,3-thiazolidin-4-one
—— (2E,5Z)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C18H15NO5S
(2E,5Z)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (2E,5Z)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C18H15NO5S
(2E,5Z)-2-[2-(furan-2-yl)-2-oxoethylidene]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (2E,5E)-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-2-[2-(furan-2-yl)-2-oxoethylidene]-3-methyl-1,3-thiazolidin-4-one —— C18H14ClNO5S
(2E,5E)-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-2-[2-(furan-2-yl)-2-oxoethylidene]-3-methyl-1,3-thiazolidin-4-one
—— butyl N'-[(E)-benzylideneamino]carbamimidothioate;2,4,6-trinitrophenol —— C18H20N6O7S
butyl N'-[(E)-benzylideneamino]carbamimidothioate;2,4,6-trinitrophenol
—— 5-[(2E)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-6-methyl-2H-1,2,4-triazin-3-one —— C12H13N5O3
5-[(2E)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-6-methyl-2H-1,2,4-triazin-3-one
—— 5-[(E)-[(4,5-diphenyl-1,3-thiazol-2-yl)hydrazinylidene]methyl]-2-methoxyphenol —— C23H19N3O2S
5-[(E)-[(4,5-diphenyl-1,3-thiazol-2-yl)hydrazinylidene]methyl]-2-methoxyphenol
—— N'-[(1E)-1-(3-hydroxyphenyl)ethylidene]methoxycarbohydrazide —— C10H12N2O3
N'-[(1E)-1-(3-hydroxyphenyl)ethylidene]methoxycarbohydrazide
—— 4-[(3E)-3-(hydroxyimino)-2-[(1E)-1-(hydroxyimino)ethyl]butyl]phenol —— C12H16N2O3
4-[(3E)-3-(hydroxyimino)-2-[(1E)-1-(hydroxyimino)ethyl]butyl]phenol
—— 2-(3,4-dimethylphenoxy)-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide —— C17H17N3O5
2-(3,4-dimethylphenoxy)-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide
—— N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]-2-(3-methylphenoxy)acetohydrazide —— C16H15N3O5
N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]-2-(3-methylphenoxy)acetohydrazide