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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
—— (2E)-3-[(4-hydroxy-2-methylphenyl)amino]-1-phenylbut-2-en-1-one —— C17H17NO2
(2E)-3-[(4-hydroxy-2-methylphenyl)amino]-1-phenylbut-2-en-1-one
—— (1S,6R)-4-chloro-6-[(2-hydroxy-5-nitrophenyl)carbamoyl]cyclohex-3-ene-1-carboxylic acid —— C14H13ClN2O6
(1S,6R)-4-chloro-6-[(2-hydroxy-5-nitrophenyl)carbamoyl]cyclohex-3-ene-1-carboxylic acid
—— 2-[2-[(2R)-butan-2-yl]phenoxy]-N-(2-hydroxy-5-nitrophenyl)acetamide —— C18H20N2O5
2-[2-[(2R)-butan-2-yl]phenoxy]-N-(2-hydroxy-5-nitrophenyl)acetamide
—— 3-[1-(4-Hydroxy-phenyl)-meth-(E)-ylidene]-5-phenyl-3H-furan-2-one —— C17H12O3
3-[1-(4-Hydroxy-phenyl)-meth-(E)-ylidene]-5-phenyl-3H-furan-2-one
—— (1S,6S)-4-chloro-6-[(2-hydroxy-5-nitrophenyl)carbamoyl]cyclohex-3-ene-1-carboxylic acid —— C14H13ClN2O6
(1S,6S)-4-chloro-6-[(2-hydroxy-5-nitrophenyl)carbamoyl]cyclohex-3-ene-1-carboxylic acid
—— (5Z)-5-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-3-methyl-2-sulfanylideneimidazolidin-4-one —— C15H16N2O3S
(5Z)-5-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-3-methyl-2-sulfanylideneimidazolidin-4-one
—— (5Z)-5-(3-bromo-4-hydroxy-5-methoxybenzylidene)-3-methyl-2-thioxoimidazolidin-4-one —— C12H11BrN2O3S
(5Z)-5-(3-bromo-4-hydroxy-5-methoxybenzylidene)-3-methyl-2-thioxoimidazolidin-4-one
—— (E)-3-(4-hydroxy-2-methylanilino)-1-(4-methoxyphenyl)but-2-en-1-one —— C18H19NO3
(E)-3-(4-hydroxy-2-methylanilino)-1-(4-methoxyphenyl)but-2-en-1-one
—— 5-(4-Hydroxy-3-methoxybenzylidene)-3-methyl-2-thioxo-4-imidazolidinone —— C12H12N2O3S
5-(4-Hydroxy-3-methoxybenzylidene)-3-methyl-2-thioxo-4-imidazolidinone
—— (5Z)-5-(3-chloro-4-hydroxy-5-methoxybenzylidene)-3-methyl-2-thioxoimidazolidin-4-one —— C12H11ClN2O3S
(5Z)-5-(3-chloro-4-hydroxy-5-methoxybenzylidene)-3-methyl-2-thioxoimidazolidin-4-one
—— (5Z)-5-(3-hydroxy-4-methoxybenzylidene)-3-methyl-2-thioxoimidazolidin-4-one —— C12H12N2O3S
(5Z)-5-(3-hydroxy-4-methoxybenzylidene)-3-methyl-2-thioxoimidazolidin-4-one
—— (2E)-1-(4-chlorophenyl)-3-[(4-hydroxy-2-methylphenyl)amino]but-2-en-1-one —— C17H16ClNO2
(2E)-1-(4-chlorophenyl)-3-[(4-hydroxy-2-methylphenyl)amino]but-2-en-1-one
—— 5-chloro-2-hydroxy-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]benzamide —— C14H10ClN3O5
5-chloro-2-hydroxy-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]benzamide
—— 5-(4-Hydroxy-3-nitrobenzylidene)-3-methyl-2-thioxo-4-imidazolidinone —— C11H9N3O4S
5-(4-Hydroxy-3-nitrobenzylidene)-3-methyl-2-thioxo-4-imidazolidinone
—— (5E)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-1-prop-2-enyl-1,3-diazinane-2,4,6-trione —— C16H16N2O6
(5E)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-1-prop-2-enyl-1,3-diazinane-2,4,6-trione
—— (5Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione —— C14H14N2O6
(5Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione
—— N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]pyridine-2-carboxamide —— C13H10N4O4
N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]pyridine-2-carboxamide
—— N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]pyridine-2-carboxamide —— C13H10N4O4
N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]pyridine-2-carboxamide
—— N-[(Z)-1-(5-chlorothiophen-2-yl)ethylideneamino]-4-hydroxy-3-methoxybenzamide 5531-52-2 C14H13ClN2O3S
N-[(Z)-1-(5-chlorothiophen-2-yl)ethylideneamino]-4-hydroxy-3-methoxybenzamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(4-methylanilino)acetamide —— C17H19N3O3
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(4-methylanilino)acetamide
—— 2-methoxy-5-[(Z)-(4-methylpiperazin-1-yl)iminomethyl]phenol —— C13H19N3O2
2-methoxy-5-[(Z)-(4-methylpiperazin-1-yl)iminomethyl]phenol
—— N'-(3-hydroxy-4-methoxybenzylidene)-6-oxo-1,6-dihydro-3-pyridazinecarbohydrazide —— C13H12N4O4
N'-(3-hydroxy-4-methoxybenzylidene)-6-oxo-1,6-dihydro-3-pyridazinecarbohydrazide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-methylanilino)acetamide —— C17H19N3O3
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-methylanilino)acetamide
—— N-[(Z)-[(1S)-cyclohex-3-en-1-yl]methylideneamino]-4-hydroxy-3-methoxybenzamide —— C15H18N2O3
N-[(Z)-[(1S)-cyclohex-3-en-1-yl]methylideneamino]-4-hydroxy-3-methoxybenzamide
—— 4-hydroxy-3-methoxy-N-[(Z)-thiophen-2-ylmethylideneamino]benzamide —— C13H12N2O3S
4-hydroxy-3-methoxy-N-[(Z)-thiophen-2-ylmethylideneamino]benzamide
—— 2-hydroxy-5-nitro-N-[(Z)-pyridin-4-ylmethylideneamino]benzamide —— C13H10N4O4
2-hydroxy-5-nitro-N-[(Z)-pyridin-4-ylmethylideneamino]benzamide
—— 5-[(Z)-[3-(3,5-dimethylpyrazol-1-yl)-5-methyl-1,2,4-triazol-4-yl]iminomethyl]-2-methoxyphenol —— C16H18N6O2
5-[(Z)-[3-(3,5-dimethylpyrazol-1-yl)-5-methyl-1,2,4-triazol-4-yl]iminomethyl]-2-methoxyphenol
—— 2-amino-4-(4-hydroxy-3-methoxyphenyl)-6-(4-oxocyclohexa-2,5-dien-1-ylidene)-1H-pyridine-3-carbonitrile —— C19H15N3O3
2-amino-4-(4-hydroxy-3-methoxyphenyl)-6-(4-oxocyclohexa-2,5-dien-1-ylidene)-1H-pyridine-3-carbonitrile
—— 3-ethyl-4-[(Z)-(3-hydroxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione —— C11H12N4OS
3-ethyl-4-[(Z)-(3-hydroxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione
—— N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-5-methyl-1H-pyrazole-3-carboxamide —— C12H11N5O4
N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-5-methyl-1H-pyrazole-3-carboxamide
—— N-[(Z)-(3,4-dichlorophenyl)methylideneamino]-3,4,5-trihydroxybenzamide —— C14H10Cl2N2O4
N-[(Z)-(3,4-dichlorophenyl)methylideneamino]-3,4,5-trihydroxybenzamide
—— N-[(Z)-1-(4-chlorophenyl)propylideneamino]-3,4,5-trihydroxybenzamide —— C16H15ClN2O4
N-[(Z)-1-(4-chlorophenyl)propylideneamino]-3,4,5-trihydroxybenzamide
—— 3-(3,4-dihydroxyphenyl)-N-[(Z)-(5-methylfuran-2-yl)methylideneamino]propanamide —— C15H16N2O4
3-(3,4-dihydroxyphenyl)-N-[(Z)-(5-methylfuran-2-yl)methylideneamino]propanamide
—— N-[(Z)-(2,3-dichlorophenyl)methylideneamino]-3,4,5-trihydroxybenzamide —— C14H10Cl2N2O4
N-[(Z)-(2,3-dichlorophenyl)methylideneamino]-3,4,5-trihydroxybenzamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]pyridine-2-carboxamide —— C14H13N3O3
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]pyridine-2-carboxamide
—— 2-Methoxy-3-[(1,3,4-thiadiazol-2-ylimino)methyl]phenol —— C10H9N3O2S
2-Methoxy-3-[(1,3,4-thiadiazol-2-ylimino)methyl]phenol
—— ethyl (2Z)-2-[(2-hydroxy-5-nitrophenyl)hydrazinylidene]-3-oxobutanoate —— C12H13N3O6
ethyl (2Z)-2-[(2-hydroxy-5-nitrophenyl)hydrazinylidene]-3-oxobutanoate
—— (2E)-2-[(2-hydroxy-5-nitrophenyl)hydrazinylidene]-3-oxobutanamide —— C10H10N4O5
(2E)-2-[(2-hydroxy-5-nitrophenyl)hydrazinylidene]-3-oxobutanamide
—— 3-[(1S)-1-[[(3S)-thian-3-yl]amino]ethyl]phenol —— C13H19NOS
3-[(1S)-1-[[(3S)-thian-3-yl]amino]ethyl]phenol
—— 3-[(1R)-1-[[(3S)-thian-3-yl]amino]ethyl]phenol —— C13H19NOS
3-[(1R)-1-[[(3S)-thian-3-yl]amino]ethyl]phenol
—— 2-methoxy-5-[[(3S)-thian-3-yl]amino]phenol —— C12H17NO2S
2-methoxy-5-[[(3S)-thian-3-yl]amino]phenol
—— 3-[(1R)-1-[[(3R)-thian-3-yl]amino]ethyl]phenol —— C13H19NOS
3-[(1R)-1-[[(3R)-thian-3-yl]amino]ethyl]phenol
—— 2-methoxy-5-[[(3R)-thian-3-yl]amino]phenol —— C12H17NO2S
2-methoxy-5-[[(3R)-thian-3-yl]amino]phenol
—— 3-[(1S)-1-[[(3R)-thian-3-yl]amino]ethyl]phenol —— C13H19NOS
3-[(1S)-1-[[(3R)-thian-3-yl]amino]ethyl]phenol
—— (2E,6S)-2-[(4-hydroxyphenyl)methylidene]-6-methylcyclohexan-1-one —— C14H16O2
(2E,6S)-2-[(4-hydroxyphenyl)methylidene]-6-methylcyclohexan-1-one
—— N-[(Z)-(3-hydroxyphenyl)methylideneamino]-5-methyl-3-phenyl-1,2-oxazole-4-carboxamide —— C18H15N3O3
N-[(Z)-(3-hydroxyphenyl)methylideneamino]-5-methyl-3-phenyl-1,2-oxazole-4-carboxamide
—— (6E)-6-[(2-hydroxy-5-methylanilino)methylidene]-4-methylcyclohexa-2,4-dien-1-one —— C15H15NO2
(6E)-6-[(2-hydroxy-5-methylanilino)methylidene]-4-methylcyclohexa-2,4-dien-1-one
—— (4Z)-4-[(2-hydroxy-5-nitrophenyl)methylidene]-2-phenyl-1,3-oxazol-5-one —— C16H10N2O5
(4Z)-4-[(2-hydroxy-5-nitrophenyl)methylidene]-2-phenyl-1,3-oxazol-5-one
—— (2E,5E)-2,5-bis(2-hydroxybenzylidene)cyclopentanone 61390-20-3 C19H16O3
(2E,5E)-2,5-bis(2-hydroxybenzylidene)cyclopentanone
—— 3,4,5-trihydroxy-N'-[(Z)-(3-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]benzohydrazide —— C15H14N2O6
3,4,5-trihydroxy-N'-[(Z)-(3-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]benzohydrazide