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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-[(E)-(3-hydroxyphenyl)methylideneamino]acetamide —— C9H10N2O2
N-[(E)-(3-hydroxyphenyl)methylideneamino]acetamide
—— 2-(2,4-dichlorophenoxy)-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]acetohydrazide —— C16H14Cl2N2O4
2-(2,4-dichlorophenoxy)-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]acetohydrazide
—— N-[(E)-(5-ethylthiophen-2-yl)methylideneamino]-3,4,5-trihydroxybenzamide —— C14H14N2O4S
N-[(E)-(5-ethylthiophen-2-yl)methylideneamino]-3,4,5-trihydroxybenzamide
—— Salor-int l211486-1ea —— C13H12N8O3
Salor-int l211486-1ea
—— 5-[(E)-[2-(1H-1,3-Benzodiazol-2-YL)hydrazin-1-ylidene]methyl]-2-methoxyphenol —— C15H14N4O2
5-[(E)-[2-(1H-1,3-Benzodiazol-2-YL)hydrazin-1-ylidene]methyl]-2-methoxyphenol
—— N-[(E)-1-(3-hydroxyphenyl)ethylideneamino]octanamide —— C16H24N2O2
N-[(E)-1-(3-hydroxyphenyl)ethylideneamino]octanamide
—— N'-[(E)-{3-Bromo-4-[(2-chlorophenyl)methoxy]-5-methoxyphenyl}methylidene]-4-hydroxy-3-methoxybenzohydrazide —— C23H20BrClN2O5
N'-[(E)-{3-Bromo-4-[(2-chlorophenyl)methoxy]-5-methoxyphenyl}methylidene]-4-hydroxy-3-methoxybenzohydrazide
—— 3,4,5-trihydroxy-N-[(E)-1-(3-methoxyphenyl)ethylideneamino]benzamide —— C16H16N2O5
3,4,5-trihydroxy-N-[(E)-1-(3-methoxyphenyl)ethylideneamino]benzamide
—— 5-chloro-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-methoxybenzamide —— C16H15ClN2O4
5-chloro-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-methoxybenzamide
—— 3-{(E)-[(4-methylpiperazin-1-yl)imino]methyl}phenol —— C12H17N3O
3-{(E)-[(4-methylpiperazin-1-yl)imino]methyl}phenol
—— 4-bromo-N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-1-[(4-bromophenyl)methyl]pyrazole-3-carboxamide —— C19H15Br3N4O3
4-bromo-N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-1-[(4-bromophenyl)methyl]pyrazole-3-carboxamide
—— N'-[(E)-{3-Bromo-4-[(2-chlorophenyl)methoxy]-5-methoxyphenyl}methylidene]-3,4,5-trihydroxybenzohydrazide —— C22H18BrClN2O6
N'-[(E)-{3-Bromo-4-[(2-chlorophenyl)methoxy]-5-methoxyphenyl}methylidene]-3,4,5-trihydroxybenzohydrazide
—— N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-(pyrazol-1-ylmethyl)benzamide —— C19H17BrN4O3
N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-(pyrazol-1-ylmethyl)benzamide
—— N'-[(E)-(3-hydroxy-4-nitrophenyl)methylidene]-2-(2,3,6-trimethylphenoxy)acetohydrazide —— C18H19N3O5
N'-[(E)-(3-hydroxy-4-nitrophenyl)methylidene]-2-(2,3,6-trimethylphenoxy)acetohydrazide
—— N'-{3-hydroxy-4-nitrobenzylidene}-5-methyl-3-phenyl-4-isoxazolecarbohydrazide —— C18H14N4O5
N'-{3-hydroxy-4-nitrobenzylidene}-5-methyl-3-phenyl-4-isoxazolecarbohydrazide
—— 2-(2-chlorophenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C16H15ClN2O4
2-(2-chlorophenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 2-(4-Ethoxyanilino)-N'-(3-hydroxy-4-methoxybenzylidene)acetohydrazide —— C18H21N3O4
2-(4-Ethoxyanilino)-N'-(3-hydroxy-4-methoxybenzylidene)acetohydrazide
—— 2-(2,3-dimethylphenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C18H20N2O4
2-(2,3-dimethylphenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— N-[(1S)-2-(dimethylamino)-1-phenylethyl]-3-(2-hydroxyphenyl)propanamide —— C19H24N2O2
N-[(1S)-2-(dimethylamino)-1-phenylethyl]-3-(2-hydroxyphenyl)propanamide
—— N-[(1R)-2-(dimethylamino)-1-phenylethyl]-3-(2-hydroxyphenyl)propanamide —— C19H24N2O2
N-[(1R)-2-(dimethylamino)-1-phenylethyl]-3-(2-hydroxyphenyl)propanamide
—— 1-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-phenylthiourea —— C15H15N3O2S
1-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-phenylthiourea
—— methyl N-[(E)-(3-hydroxyphenyl)methylideneamino]carbamate —— C9H10N2O3
methyl N-[(E)-(3-hydroxyphenyl)methylideneamino]carbamate
—— 4-hydroxy-N'-(2-{3-nitro-5-methyl-1H-pyrazol-1-yl}-1-methylethylidene)-3-methoxybenzohydrazide —— C15H17N5O5
4-hydroxy-N'-(2-{3-nitro-5-methyl-1H-pyrazol-1-yl}-1-methylethylidene)-3-methoxybenzohydrazide
—— 1-[(3-Hydroxyphenyl)methylideneamino]-3-[(3-hydroxyphenyl)methylideneamino]thiourea —— C15H14N4O2S
1-[(3-Hydroxyphenyl)methylideneamino]-3-[(3-hydroxyphenyl)methylideneamino]thiourea
—— 2-{[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]amino}-4,5-dimethylthiophene-3-carboxamide —— C15H16N2O3S
2-{[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]amino}-4,5-dimethylthiophene-3-carboxamide
—— 3-[(E)-[(6-chloropyridazin-3-yl)hydrazinylidene]methyl]phenol —— C11H9ClN4O
3-[(E)-[(6-chloropyridazin-3-yl)hydrazinylidene]methyl]phenol
—— 3,4,5-trihydroxy-N-[(E)-[(E)-2-methyl-3-phenylprop-2-enylidene]amino]benzamide —— C17H16N2O4
3,4,5-trihydroxy-N-[(E)-[(E)-2-methyl-3-phenylprop-2-enylidene]amino]benzamide
—— 4-{(2E)-2-[(2E)-butylidenehydrazinylidene]-3-phenyl-2,3-dihydro-1,3-thiazol-4-yl}phenol —— C19H19N3OS
4-{(2E)-2-[(2E)-butylidenehydrazinylidene]-3-phenyl-2,3-dihydro-1,3-thiazol-4-yl}phenol
—— N-(2-chlorophenyl)-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]butanediamide —— C18H18ClN3O4
N-(2-chlorophenyl)-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]butanediamide
—— N-[(E)-(3-chlorophenyl)methylideneamino]-3,4,5-trihydroxybenzamide —— C14H11ClN2O4
N-[(E)-(3-chlorophenyl)methylideneamino]-3,4,5-trihydroxybenzamide
—— 2-(4-chloro-3,5-dimethylphenoxy)-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]acetohydrazide —— C18H19ClN2O4
2-(4-chloro-3,5-dimethylphenoxy)-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]acetohydrazide
—— 5-cyano-6-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]pyridine-2-carboxylic acid —— C16H12N2O4
5-cyano-6-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]pyridine-2-carboxylic acid
—— 3-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(E)-(3-hydroxyphenyl)methylideneamino]-5-(piperidin-1-ylmethyl)triazole-4-carboxamide —— C18H21N9O3
3-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(E)-(3-hydroxyphenyl)methylideneamino]-5-(piperidin-1-ylmethyl)triazole-4-carboxamide
—— 3-[(E)-[7-[(E)-(5-hydroxy-2-nitrophenyl)methylideneamino]-[1,2,4]triazolo[4,3-b][1,2,4]triazol-3-yl]iminomethyl]-4-nitrophenol —— C17H11N9O6
3-[(E)-[7-[(E)-(5-hydroxy-2-nitrophenyl)methylideneamino]-[1,2,4]triazolo[4,3-b][1,2,4]triazol-3-yl]iminomethyl]-4-nitrophenol
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-methyl-3-nitrobenzamide —— C16H15N3O5
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-methyl-3-nitrobenzamide
—— 5-[(E)-[(4,6-dimorpholin-4-yl-1,3,5-triazin-2-yl)hydrazinylidene]methyl]-2-methoxyphenol —— C19H25N7O4
5-[(E)-[(4,6-dimorpholin-4-yl-1,3,5-triazin-2-yl)hydrazinylidene]methyl]-2-methoxyphenol
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]dodecanamide —— C20H32N2O3
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]dodecanamide
—— N'~1~,N'~6~-bis[(1E)-1-(3-hydroxyphenyl)ethylidene]hexanedihydrazide —— C22H26N4O4
N'~1~,N'~6~-bis[(1E)-1-(3-hydroxyphenyl)ethylidene]hexanedihydrazide
—— 4-hydroxy-3-methoxy-N-[(E)-1-(5-nitrotetrazol-2-yl)propan-2-ylideneamino]benzamide —— C12H13N7O5
4-hydroxy-3-methoxy-N-[(E)-1-(5-nitrotetrazol-2-yl)propan-2-ylideneamino]benzamide
—— N'-[(E)-(2-chloro-5-phenylfuran-3-yl)methylidene]-3-(2-hydroxyphenyl)propanehydrazide —— C20H17ClN2O3
N'-[(E)-(2-chloro-5-phenylfuran-3-yl)methylidene]-3-(2-hydroxyphenyl)propanehydrazide
—— 4-(4-chloro-2-methylphenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]butanamide —— C19H21ClN2O4
4-(4-chloro-2-methylphenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]butanamide
—— 2-(1,3-benzoxazol-2-ylsulfanyl)-N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C17H14BrN3O4S
2-(1,3-benzoxazol-2-ylsulfanyl)-N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 3,4,5-trihydroxy-N-[(E)-2-phenylethylideneamino]benzamide —— C15H14N2O4
3,4,5-trihydroxy-N-[(E)-2-phenylethylideneamino]benzamide
—— 2-(4-bromophenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C16H15BrN2O4
2-(4-bromophenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— N-[(E)-butylideneamino]-3,4,5-trihydroxybenzamide —— C11H14N2O4
N-[(E)-butylideneamino]-3,4,5-trihydroxybenzamide
—— N-[(E)-1-(3-aminophenyl)ethylideneamino]-3,4,5-trihydroxybenzamide —— C15H15N3O4
N-[(E)-1-(3-aminophenyl)ethylideneamino]-3,4,5-trihydroxybenzamide
—— 2-methoxy-4-[2-[[(1S,5S,6S)-spiro[2-oxabicyclo[3.2.0]heptane-7,1'-cyclopentane]-6-yl]amino]ethyl]phenol —— C19H27NO3
2-methoxy-4-[2-[[(1S,5S,6S)-spiro[2-oxabicyclo[3.2.0]heptane-7,1'-cyclopentane]-6-yl]amino]ethyl]phenol
—— 2-methoxy-4-[2-[[(1S,5S,6R)-spiro[2-oxabicyclo[3.2.0]heptane-7,1'-cyclopentane]-6-yl]amino]ethyl]phenol —— C19H27NO3
2-methoxy-4-[2-[[(1S,5S,6R)-spiro[2-oxabicyclo[3.2.0]heptane-7,1'-cyclopentane]-6-yl]amino]ethyl]phenol
—— 2-methoxy-4-[2-[[(1S,5R,6S)-spiro[2-oxabicyclo[3.2.0]heptane-7,1'-cyclopentane]-6-yl]amino]ethyl]phenol —— C19H27NO3
2-methoxy-4-[2-[[(1S,5R,6S)-spiro[2-oxabicyclo[3.2.0]heptane-7,1'-cyclopentane]-6-yl]amino]ethyl]phenol
—— 3,4,5-trihydroxy-N-[(E)-(5-nitrofuran-2-yl)methylideneamino]benzamide —— C12H9N3O7
3,4,5-trihydroxy-N-[(E)-(5-nitrofuran-2-yl)methylideneamino]benzamide