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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-[(3S)-3-[[(1S,2S)-2-(hydroxymethyl)cyclopentyl]amino]butyl]phenol —— C16H25NO2
4-[(3S)-3-[[(1S,2S)-2-(hydroxymethyl)cyclopentyl]amino]butyl]phenol
—— 4-[(3R)-3-[[(1R,2S)-2-(hydroxymethyl)cyclopentyl]amino]butyl]phenol —— C16H25NO2
4-[(3R)-3-[[(1R,2S)-2-(hydroxymethyl)cyclopentyl]amino]butyl]phenol
—— 5-((4,6-Dimethyl-1H-pyrimidin-2-ylidene)-hydrazonomethyl)-2-methoxy-phenol —— C14H16N4O2
5-((4,6-Dimethyl-1H-pyrimidin-2-ylidene)-hydrazonomethyl)-2-methoxy-phenol
—— N-[(E)-1-(5-ethylthiophen-2-yl)ethylideneamino]-3,4,5-trihydroxybenzamide —— C15H16N2O4S
N-[(E)-1-(5-ethylthiophen-2-yl)ethylideneamino]-3,4,5-trihydroxybenzamide
—— N-[(E)-1-(3,4-dimethylphenyl)ethylideneamino]-3,4,5-trihydroxybenzamide —— C17H18N2O4
N-[(E)-1-(3,4-dimethylphenyl)ethylideneamino]-3,4,5-trihydroxybenzamide
—— 3,4,5-Trihydroxy-N'-[(E)-(4-nitrophenyl)methylidene]benzohydrazide —— C14H11N3O6
3,4,5-Trihydroxy-N'-[(E)-(4-nitrophenyl)methylidene]benzohydrazide
—— N,N'-bis[(E)-1-(3-hydroxyphenyl)ethylideneamino]octanediamide —— C24H30N4O4
N,N'-bis[(E)-1-(3-hydroxyphenyl)ethylideneamino]octanediamide
—— 3,4-dichloro-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide —— C15H12Cl2N2O3
3,4-dichloro-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide
—— (E)-5-((2-(Benzo[d]thiazol-2-yl)hydrazono)methyl)-2-methoxyphenol —— C15H13N3O2S
(E)-5-((2-(Benzo[d]thiazol-2-yl)hydrazono)methyl)-2-methoxyphenol
—— 2-methoxy-5-[(E)-[[2-(trifluoromethyl)phenyl]hydrazinylidene]methyl]phenol —— C15H13F3N2O2
2-methoxy-5-[(E)-[[2-(trifluoromethyl)phenyl]hydrazinylidene]methyl]phenol
—— N'-[(E)-{3-[(4-Chloro-3,5-dimethylphenoxy)methyl]-4-methoxyphenyl}methylidene]-4-hydroxy-3-methoxybenzohydrazide —— C25H25ClN2O5
N'-[(E)-{3-[(4-Chloro-3,5-dimethylphenoxy)methyl]-4-methoxyphenyl}methylidene]-4-hydroxy-3-methoxybenzohydrazide
—— 2-(2-Bromophenoxy)-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]acetohydrazide —— C16H15BrN2O4
2-(2-Bromophenoxy)-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]acetohydrazide
—— 5-[(E)-N-[[4,6-di(piperidin-1-yl)-1,3,5-triazin-2-yl]amino]-C-methylcarbonimidoyl]benzene-1,3-diol —— C21H29N7O2
5-[(E)-N-[[4,6-di(piperidin-1-yl)-1,3,5-triazin-2-yl]amino]-C-methylcarbonimidoyl]benzene-1,3-diol
—— 2-hydroxy-5-nitro-benzoic acid benzylidenehydrazide 100541-77-3 C14H11N3O4
2-hydroxy-5-nitro-benzoic acid benzylidenehydrazide
—— 1-[(E)-(3-Hydroxy-4-methoxybenzylidene)amino]-3-methylthiourea —— C10H13N3O2S
1-[(E)-(3-Hydroxy-4-methoxybenzylidene)amino]-3-methylthiourea
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(3-hydroxyphenyl)ethylidene]-5-methyl-1H-1,2,3-triazole-4-carbohydrazide —— C14H14N8O3
1-(4-amino-1,2,5-oxadiazol-3-yl)-N'-[(1E)-1-(3-hydroxyphenyl)ethylidene]-5-methyl-1H-1,2,3-triazole-4-carbohydrazide
—— 2-hydroxy-3,5-dinitro-N-[(E)-(4-nitrophenyl)methylideneamino]benzamide —— C14H9N5O8
2-hydroxy-3,5-dinitro-N-[(E)-(4-nitrophenyl)methylideneamino]benzamide
—— 3,4,5-trihydroxy-N'-[(1E)-1-(3-nitrophenyl)ethylidene]benzohydrazide —— C15H13N3O6
3,4,5-trihydroxy-N'-[(1E)-1-(3-nitrophenyl)ethylidene]benzohydrazide
—— 2-methoxy-5-[(E)-[(5-nitropyridin-2-yl)hydrazinylidene]methyl]phenol —— C13H12N4O4
2-methoxy-5-[(E)-[(5-nitropyridin-2-yl)hydrazinylidene]methyl]phenol
—— N-ethyl-3-hydroxy-4-nitro-N-[(1S)-1-pyridin-4-ylpropyl]benzamide —— C17H19N3O4
N-ethyl-3-hydroxy-4-nitro-N-[(1S)-1-pyridin-4-ylpropyl]benzamide
—— 3-hydroxy-4-nitro-N-[(2S)-2-(1,3-thiazol-2-yl)butan-2-yl]benzamide —— C14H15N3O4S
3-hydroxy-4-nitro-N-[(2S)-2-(1,3-thiazol-2-yl)butan-2-yl]benzamide
—— 3-hydroxy-N-methyl-N-[(7S)-2-methyl-4,5,6,7-tetrahydro-1,3-benzothiazol-7-yl]-4-nitrobenzamide —— C16H17N3O4S
3-hydroxy-N-methyl-N-[(7S)-2-methyl-4,5,6,7-tetrahydro-1,3-benzothiazol-7-yl]-4-nitrobenzamide
—— 3-hydroxy-4-nitro-N-[(2R)-2-(1,3-thiazol-2-yl)butan-2-yl]benzamide —— C14H15N3O4S
3-hydroxy-4-nitro-N-[(2R)-2-(1,3-thiazol-2-yl)butan-2-yl]benzamide
—— N-cyclopropyl-N-[(1R)-1-(furan-2-yl)ethyl]-3-hydroxy-4-nitrobenzamide —— C16H16N2O5
N-cyclopropyl-N-[(1R)-1-(furan-2-yl)ethyl]-3-hydroxy-4-nitrobenzamide
—— 3-hydroxy-N-methyl-N-[(7R)-2-methyl-4,5,6,7-tetrahydro-1,3-benzothiazol-7-yl]-4-nitrobenzamide —— C16H17N3O4S
3-hydroxy-N-methyl-N-[(7R)-2-methyl-4,5,6,7-tetrahydro-1,3-benzothiazol-7-yl]-4-nitrobenzamide
—— N-ethyl-3-hydroxy-4-nitro-N-[(1R)-1-pyridin-4-ylpropyl]benzamide —— C17H19N3O4
N-ethyl-3-hydroxy-4-nitro-N-[(1R)-1-pyridin-4-ylpropyl]benzamide
—— N-cyclohexyl-N-(2-hydroxybenzyl)-2-({[(1E)-1-(thiophen-2-yl)ethylidene]amino}oxy)acetamide —— C21H26N2O3S
N-cyclohexyl-N-(2-hydroxybenzyl)-2-({[(1E)-1-(thiophen-2-yl)ethylidene]amino}oxy)acetamide
—— N-[(E)-1-(3-bromophenyl)ethylideneamino]-3,4,5-trihydroxybenzamide —— C15H13BrN2O4
N-[(E)-1-(3-bromophenyl)ethylideneamino]-3,4,5-trihydroxybenzamide
—— ethyl 5-[(2E)-2-(3-hydroxybenzylidene)hydrazinyl]-1,2,3-thiadiazole-4-carboxylate —— C12H12N4O3S
ethyl 5-[(2E)-2-(3-hydroxybenzylidene)hydrazinyl]-1,2,3-thiadiazole-4-carboxylate
—— N-[(E)-1-(3,4-dichlorophenyl)ethylideneamino]-3,4,5-trihydroxybenzamide —— C15H12Cl2N2O4
N-[(E)-1-(3,4-dichlorophenyl)ethylideneamino]-3,4,5-trihydroxybenzamide
—— N,N'-bis[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]octanediamide —— C24H30N4O6
N,N'-bis[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]octanediamide
—— N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-[(3,5-dimethylpyrazol-1-yl)methyl]benzamide —— C21H21BrN4O3
N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-[(3,5-dimethylpyrazol-1-yl)methyl]benzamide
—— 3,4,5-trihydroxy-N-[[4-methoxy-3-[(4-nitropyrazol-1-yl)methyl]phenyl]methylideneamino]benzamide —— C19H17N5O7
3,4,5-trihydroxy-N-[[4-methoxy-3-[(4-nitropyrazol-1-yl)methyl]phenyl]methylideneamino]benzamide
—— 3,4,5-trihydroxy-N-[(E)-1-phenylpentylideneamino]benzamide —— C18H20N2O4
3,4,5-trihydroxy-N-[(E)-1-phenylpentylideneamino]benzamide
—— N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(3,5-dimethylpyrazol-1-yl)acetamide —— C15H17BrN4O3
N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(3,5-dimethylpyrazol-1-yl)acetamide
—— 3-[(E)-[(1H-1,2,4-Triazol-1-YL)imino]methyl]phenol —— C9H8N4O
3-[(E)-[(1H-1,2,4-Triazol-1-YL)imino]methyl]phenol
—— N-(3-Chlorophenyl)-4-(2-(3-HO-4-methoxybenzylidene)hydrazino)-4-oxobutanamide —— C18H18ClN3O4
N-(3-Chlorophenyl)-4-(2-(3-HO-4-methoxybenzylidene)hydrazino)-4-oxobutanamide
—— 3,4,5-trihydroxy-N-[(E)-(3-methylphenyl)methylideneamino]benzamide —— C15H14N2O4
3,4,5-trihydroxy-N-[(E)-(3-methylphenyl)methylideneamino]benzamide
—— [(3S)-4-(2,2-difluoroethyl)-3-ethylpiperazin-1-yl]-(2-hydroxy-5-nitrophenyl)methanone —— C15H19F2N3O4
[(3S)-4-(2,2-difluoroethyl)-3-ethylpiperazin-1-yl]-(2-hydroxy-5-nitrophenyl)methanone
—— N-[(1R)-1-cyano-2,2-dimethylpropyl]-2-hydroxy-5-nitrobenzamide —— C13H15N3O4
N-[(1R)-1-cyano-2,2-dimethylpropyl]-2-hydroxy-5-nitrobenzamide
—— [(3R)-4-(2,2-difluoroethyl)-3-ethylpiperazin-1-yl]-(2-hydroxy-5-nitrophenyl)methanone —— C15H19F2N3O4
[(3R)-4-(2,2-difluoroethyl)-3-ethylpiperazin-1-yl]-(2-hydroxy-5-nitrophenyl)methanone
—— [(2S)-2-(1,5-dimethylpyrazol-4-yl)pyrrolidin-1-yl]-(2-hydroxy-5-nitrophenyl)methanone —— C16H18N4O4
[(2S)-2-(1,5-dimethylpyrazol-4-yl)pyrrolidin-1-yl]-(2-hydroxy-5-nitrophenyl)methanone
—— N-ethyl-2-hydroxy-5-nitro-N-[(1R)-1-pyridin-3-ylethyl]benzamide —— C16H17N3O4
N-ethyl-2-hydroxy-5-nitro-N-[(1R)-1-pyridin-3-ylethyl]benzamide
—— [(3aR,7aS)-1,3,3a,4,7,7a-hexahydroisoindol-2-yl]-(2-hydroxy-5-nitrophenyl)methanone —— C15H16N2O4
[(3aR,7aS)-1,3,3a,4,7,7a-hexahydroisoindol-2-yl]-(2-hydroxy-5-nitrophenyl)methanone
—— N-[(1S)-1-cyano-2,2-dimethylpropyl]-2-hydroxy-5-nitrobenzamide —— C13H15N3O4
N-[(1S)-1-cyano-2,2-dimethylpropyl]-2-hydroxy-5-nitrobenzamide
—— [(3aR,7aR)-1,3,3a,4,7,7a-hexahydroisoindol-2-yl]-(2-hydroxy-5-nitrophenyl)methanone —— C15H16N2O4
[(3aR,7aR)-1,3,3a,4,7,7a-hexahydroisoindol-2-yl]-(2-hydroxy-5-nitrophenyl)methanone
—— [(3aS,7aS)-1,3,3a,4,7,7a-hexahydroisoindol-2-yl]-(2-hydroxy-5-nitrophenyl)methanone —— C15H16N2O4
[(3aS,7aS)-1,3,3a,4,7,7a-hexahydroisoindol-2-yl]-(2-hydroxy-5-nitrophenyl)methanone
—— [(2R)-2-(1,5-dimethylpyrazol-4-yl)pyrrolidin-1-yl]-(2-hydroxy-5-nitrophenyl)methanone —— C16H18N4O4
[(2R)-2-(1,5-dimethylpyrazol-4-yl)pyrrolidin-1-yl]-(2-hydroxy-5-nitrophenyl)methanone
—— N-ethyl-2-hydroxy-5-nitro-N-[(1S)-1-pyridin-3-ylethyl]benzamide —— C16H17N3O4
N-ethyl-2-hydroxy-5-nitro-N-[(1S)-1-pyridin-3-ylethyl]benzamide
—— (2E)-N-benzyl-2-(3-hydroxybenzylidene)hydrazinecarbothioamide —— C15H15N3OS
(2E)-N-benzyl-2-(3-hydroxybenzylidene)hydrazinecarbothioamide