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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-(3,5-dimethylpyrazol-1-yl)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide —— C14H16N4O2
2-(3,5-dimethylpyrazol-1-yl)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide
—— (2Z)-2-[(2-hydroxy-5-nitroanilino)methylidene]-1-benzothiophen-3-one —— C15H10N2O4S
(2Z)-2-[(2-hydroxy-5-nitroanilino)methylidene]-1-benzothiophen-3-one
—— (5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-2-sulfanylidene-1,3-oxazolidin-4-one —— C12H11NO4S
(5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-2-sulfanylidene-1,3-oxazolidin-4-one
—— ethyl N-[(Z)-(3-hydroxyphenyl)methylideneamino]carbamate —— C10H12N2O3
ethyl N-[(Z)-(3-hydroxyphenyl)methylideneamino]carbamate
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]pyrazine-2-carboxamide —— C13H12N4O3
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]pyrazine-2-carboxamide
—— N-[(Z)-(3-hydroxyphenyl)methylideneamino]-4-methyl-1,2,5-oxadiazole-3-carboxamide —— C11H10N4O3
N-[(Z)-(3-hydroxyphenyl)methylideneamino]-4-methyl-1,2,5-oxadiazole-3-carboxamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-methyl-1,2,5-oxadiazole-3-carboxamide —— C12H12N4O4
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-methyl-1,2,5-oxadiazole-3-carboxamide
—— ethyl N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]carbamate —— C11H14N2O4
ethyl N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]carbamate
—— 2-amino-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-methyl-1,3-thiazole-5-carboxamide —— C13H14N4O3S
2-amino-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-methyl-1,3-thiazole-5-carboxamide
—— N-[(Z)-(3-hydroxyphenyl)methylideneamino]-2-(5-methylpyrazol-1-yl)acetamide —— C13H14N4O2
N-[(Z)-(3-hydroxyphenyl)methylideneamino]-2-(5-methylpyrazol-1-yl)acetamide
—— (5E)-5-[[5-(4-hydroxy-3-nitrophenyl)furan-2-yl]methylidene]-2-sulfanylideneimidazolidin-4-one —— C14H9N3O5S
(5E)-5-[[5-(4-hydroxy-3-nitrophenyl)furan-2-yl]methylidene]-2-sulfanylideneimidazolidin-4-one
—— (4S)-6-amino-3-(3-hydroxyphenyl)-4-phenyl-2,4-dihydro-[1,2]oxazolo[5,4-b]pyridine-5-carbonitrile —— C19H14N4O2
(4S)-6-amino-3-(3-hydroxyphenyl)-4-phenyl-2,4-dihydro-[1,2]oxazolo[5,4-b]pyridine-5-carbonitrile
—— methyl (4Z)-4-[(4-hydroxyphenyl)methylidene]-2-methyl-5-oxo-1-[[(2S)-oxolan-2-yl]methyl]pyrrole-3-carboxylate —— C19H21NO5
methyl (4Z)-4-[(4-hydroxyphenyl)methylidene]-2-methyl-5-oxo-1-[[(2S)-oxolan-2-yl]methyl]pyrrole-3-carboxylate
—— methyl (4Z)-4-[(4-hydroxyphenyl)methylidene]-2-methyl-5-oxo-1-[[(2R)-oxolan-2-yl]methyl]pyrrole-3-carboxylate —— C19H21NO5
methyl (4Z)-4-[(4-hydroxyphenyl)methylidene]-2-methyl-5-oxo-1-[[(2R)-oxolan-2-yl]methyl]pyrrole-3-carboxylate
—— 2-(5-amino-1,3,4-thiadiazol-2-yl)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide —— C11H11N5O2S
2-(5-amino-1,3,4-thiadiazol-2-yl)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide
—— 2-chloro-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide —— C15H13ClN2O3
2-chloro-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide
—— methyl (4Z)-4-(4-hydroxy-3-methoxybenzylidene)-2-methyl-5-oxo-4,5-dihydro-1H-pyrrole-3-carboxylate —— C15H15NO5
methyl (4Z)-4-(4-hydroxy-3-methoxybenzylidene)-2-methyl-5-oxo-4,5-dihydro-1H-pyrrole-3-carboxylate
—— 2-methoxy-5-[(Z)-morpholin-4-yliminomethyl]phenol —— C12H16N2O3
2-methoxy-5-[(Z)-morpholin-4-yliminomethyl]phenol
—— (5E)-5-(4-hydroxy-3-methoxybenzylidene)-1-(prop-2-en-1-yl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione —— C15H14N2O4S
(5E)-5-(4-hydroxy-3-methoxybenzylidene)-1-(prop-2-en-1-yl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
—— (E)-4-(2-hydroxy-5-nitroanilino)-4-oxobut-2-enoic acid —— C10H8N2O6
(E)-4-(2-hydroxy-5-nitroanilino)-4-oxobut-2-enoic acid
—— methyl (5Z)-5-[(3-hydroxyphenyl)methylidene]-2-methyl-4-oxo-1H-pyrrole-3-carboxylate —— C14H13NO4
methyl (5Z)-5-[(3-hydroxyphenyl)methylidene]-2-methyl-4-oxo-1H-pyrrole-3-carboxylate
—— 2,4-dichloro-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide —— C15H12Cl2N2O3
2,4-dichloro-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide
—— (6E)-2,4-dichloro-6-[(2-hydroxy-5-nitroanilino)methylidene]cyclohexa-2,4-dien-1-one —— C13H8Cl2N2O4
(6E)-2,4-dichloro-6-[(2-hydroxy-5-nitroanilino)methylidene]cyclohexa-2,4-dien-1-one
—— (6E)-4-bromo-6-[(2-hydroxy-5-nitroanilino)methylidene]cyclohexa-2,4-dien-1-one —— C13H9BrN2O4
(6E)-4-bromo-6-[(2-hydroxy-5-nitroanilino)methylidene]cyclohexa-2,4-dien-1-one
—— (5E)-2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-5-[(3-hydroxyphenyl)methylidene]-1,3-thiazol-4-one —— C16H18N2O3S
(5E)-2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-5-[(3-hydroxyphenyl)methylidene]-1,3-thiazol-4-one
—— methyl (5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-methyl-4-oxo-1H-pyrrole-3-carboxylate —— C15H15NO5
methyl (5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-methyl-4-oxo-1H-pyrrole-3-carboxylate
—— (5Z)-5-[(4-hydroxyphenyl)methylidene]-2-[(3R)-3-methylpiperidin-1-yl]-1,3-thiazol-4-one —— C16H18N2O2S
(5Z)-5-[(4-hydroxyphenyl)methylidene]-2-[(3R)-3-methylpiperidin-1-yl]-1,3-thiazol-4-one
—— 4-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(trifluoromethyl)-1H-1,2,4-triazole-5-thione —— C11H9F3N4O2S
4-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(trifluoromethyl)-1H-1,2,4-triazole-5-thione
—— (5Z)-5-[(4-hydroxyphenyl)methylidene]-2-[(3S)-3-methylpiperidin-1-yl]-1,3-thiazol-4-one —— C16H18N2O2S
(5Z)-5-[(4-hydroxyphenyl)methylidene]-2-[(3S)-3-methylpiperidin-1-yl]-1,3-thiazol-4-one
—— [(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea —— C9H11N3O2S
[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea
—— (1S,2S)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]-2-phenylcyclopropane-1-carboxamide —— C17H16N2O2
(1S,2S)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]-2-phenylcyclopropane-1-carboxamide
—— 2-methoxy-5-[[[(1R)-3-methyl-1-phenylbutyl]amino]methyl]phenol —— C19H25NO2
2-methoxy-5-[[[(1R)-3-methyl-1-phenylbutyl]amino]methyl]phenol
—— 5-[[[(3R)-2,3-dihydro-1,4-benzodioxin-3-yl]methylamino]methyl]-2-methoxyphenol —— C17H19NO4
5-[[[(3R)-2,3-dihydro-1,4-benzodioxin-3-yl]methylamino]methyl]-2-methoxyphenol
—— N-[(Z)-(3-hydroxyphenyl)methylideneamino]-3-phenylpropanamide —— C16H16N2O2
N-[(Z)-(3-hydroxyphenyl)methylideneamino]-3-phenylpropanamide
—— (6Z)-6-[(2-hydroxy-5-nitroanilino)methylidene]cyclohexa-2,4-dien-1-one —— C13H10N2O4
(6Z)-6-[(2-hydroxy-5-nitroanilino)methylidene]cyclohexa-2,4-dien-1-one
—— 2-(4-chlorophenoxy)-N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]acetamide —— C15H12ClN3O5
2-(4-chlorophenoxy)-N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]acetamide
—— (4Z)-4-[(4-hydroxy-2-methylanilino)methylidene]-5-methyl-2-(4-methylphenyl)pyrazol-3-one —— C19H19N3O2
(4Z)-4-[(4-hydroxy-2-methylanilino)methylidene]-5-methyl-2-(4-methylphenyl)pyrazol-3-one
—— N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-2-(3-methylphenoxy)acetamide —— C16H15N3O5
N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-2-(3-methylphenoxy)acetamide
—— 2-(2,6-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]acetamide —— C17H17N3O5
2-(2,6-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]acetamide
—— 2-(2,6-dimethylphenoxy)-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]acetamide —— C17H17N3O5
2-(2,6-dimethylphenoxy)-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]acetamide
—— 2-(4-chlorophenoxy)-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]acetamide —— C15H12ClN3O5
2-(4-chlorophenoxy)-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]acetamide
—— 2-(3,4-dimethylphenoxy)-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]acetamide —— C17H17N3O5
2-(3,4-dimethylphenoxy)-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]acetamide
—— 2-(3,4-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]acetamide —— C17H17N3O5
2-(3,4-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]acetamide
—— (6E)-2,4-dichloro-6-[(2-hydroxy-5-methylanilino)methylidene]cyclohexa-2,4-dien-1-one —— C14H11Cl2NO2
(6E)-2,4-dichloro-6-[(2-hydroxy-5-methylanilino)methylidene]cyclohexa-2,4-dien-1-one
—— N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]-2,3-dihydro-1,4-benzodioxine-6-carboxamide —— C16H13N3O6
N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]-2,3-dihydro-1,4-benzodioxine-6-carboxamide
—— N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-2-(2-methylphenoxy)acetamide —— C16H15N3O5
N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-2-(2-methylphenoxy)acetamide
—— 3-(3,5-dimethyl-1H-pyrazol-4-yl)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]propanamide —— C16H20N4O3
3-(3,5-dimethyl-1H-pyrazol-4-yl)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]propanamide
—— 2-(3,5-dioxo-2H-1,2,4-triazin-6-yl)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide —— C12H11N5O4
2-(3,5-dioxo-2H-1,2,4-triazin-6-yl)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide
—— 3-(3,5-dimethyl-1H-pyrazol-4-yl)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]propanamide —— C15H18N4O2
3-(3,5-dimethyl-1H-pyrazol-4-yl)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]propanamide
—— N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-2-(4-methylphenoxy)acetamide —— C16H15N3O5
N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-2-(4-methylphenoxy)acetamide