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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
—— methyl (4Z)-4-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-methyl-5-oxo-1-propylpyrrole-3-carboxylate —— C18H21NO5
methyl (4Z)-4-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-methyl-5-oxo-1-propylpyrrole-3-carboxylate
—— methyl (4Z)-4-[(2-hydroxyphenyl)methylidene]-2-methyl-5-oxo-1-propylpyrrole-3-carboxylate —— C17H19NO4
methyl (4Z)-4-[(2-hydroxyphenyl)methylidene]-2-methyl-5-oxo-1-propylpyrrole-3-carboxylate
—— 2-(2,5-dimethylphenoxy)-N'-[(Z)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide —— C17H17N3O5
2-(2,5-dimethylphenoxy)-N'-[(Z)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide
—— 2-(2,5-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C18H20N2O4
2-(2,5-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 2-(4-chloro-3-methylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C17H17ClN2O4
2-(4-chloro-3-methylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 2-(2,3-dimethylphenoxy)-N'-[(Z)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide —— C17H17N3O5
2-(2,3-dimethylphenoxy)-N'-[(Z)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide
—— (5E)-2-amino-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4,6-dimethylcyclopenta[b]pyridine-3,7-dicarbonitrile —— C20H16N4O2
(5E)-2-amino-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4,6-dimethylcyclopenta[b]pyridine-3,7-dicarbonitrile
—— 5-(2-hydroxy-5-nitrobenzylidene)-1,3-dimethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione —— C13H11N3O5S
5-(2-hydroxy-5-nitrobenzylidene)-1,3-dimethyl-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
—— 4-cyano-2-fluoro-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide —— C16H12FN3O3
4-cyano-2-fluoro-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide
—— (2R)-2-ethyl-5-(2-hydroxy-5-nitroanilino)-5-oxopentanoic acid —— C13H16N2O6
(2R)-2-ethyl-5-(2-hydroxy-5-nitroanilino)-5-oxopentanoic acid
—— N'-[(Z)-(3-hydroxyphenyl)methylidene]-2-(thiophen-2-yl)acetohydrazide —— C13H12N2O2S
N'-[(Z)-(3-hydroxyphenyl)methylidene]-2-(thiophen-2-yl)acetohydrazide
—— 2-(5-aminotetrazol-1-yl)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide —— C10H11N7O2
2-(5-aminotetrazol-1-yl)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide
—— 2-(5-aminotetrazol-2-yl)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide —— C10H11N7O2
2-(5-aminotetrazol-2-yl)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]acetamide
—— N-[(Z)-(3-hydroxyphenyl)methylideneamino]-2-(1,2,4-triazol-1-yl)acetamide —— C11H11N5O2
N-[(Z)-(3-hydroxyphenyl)methylideneamino]-2-(1,2,4-triazol-1-yl)acetamide
—— 3-(furan-2-yl)-4-[(Z)-(3-hydroxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione —— C13H10N4O2S
3-(furan-2-yl)-4-[(Z)-(3-hydroxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione
—— 2-(3,4-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C18H20N2O4
2-(3,4-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]cyclopropanecarboxamide —— C12H14N2O3
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]cyclopropanecarboxamide
—— 2-bromo-4-[(1S)-1-(ethylamino)ethyl]phenol —— C10H14BrNO
2-bromo-4-[(1S)-1-(ethylamino)ethyl]phenol
—— 2-bromo-4-[(1R)-1-(methylamino)ethyl]phenol —— C9H12BrNO
2-bromo-4-[(1R)-1-(methylamino)ethyl]phenol
—— 2-chloro-4-[(1R)-1-(ethylamino)ethyl]phenol —— C10H14ClNO
2-chloro-4-[(1R)-1-(ethylamino)ethyl]phenol
—— 2-chloro-4-[(1S)-1-(methylamino)ethyl]phenol —— C9H12ClNO
2-chloro-4-[(1S)-1-(methylamino)ethyl]phenol
—— 2-bromo-4-[(1S)-1-(methylamino)ethyl]phenol —— C9H12BrNO
2-bromo-4-[(1S)-1-(methylamino)ethyl]phenol
—— 2-chloro-4-[(1S)-1-(ethylamino)ethyl]phenol —— C10H14ClNO
2-chloro-4-[(1S)-1-(ethylamino)ethyl]phenol
—— 2-bromo-4-[(1R)-1-(ethylamino)ethyl]phenol —— C10H14BrNO
2-bromo-4-[(1R)-1-(ethylamino)ethyl]phenol
—— 4-[(1S)-1-(5-bromo-2-chloroanilino)ethyl]benzene-1,3-diol —— C14H13BrClNO2
4-[(1S)-1-(5-bromo-2-chloroanilino)ethyl]benzene-1,3-diol
—— (5E)-2-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-5-[(2-hydroxyphenyl)methylidene]-1,3-thiazol-4-one —— C16H18N2O3S
(5E)-2-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-5-[(2-hydroxyphenyl)methylidene]-1,3-thiazol-4-one
—— 4-[(1R)-1-(5-bromo-2-chloroanilino)ethyl]benzene-1,3-diol —— C14H13BrClNO2
4-[(1R)-1-(5-bromo-2-chloroanilino)ethyl]benzene-1,3-diol
—— 2-imino-1,3-dimethyl-5-(2,3,4-trihydroxybenzylidene)dihydropyrimidine-4,6(1H,5H)-dione —— C13H13N3O5
2-imino-1,3-dimethyl-5-(2,3,4-trihydroxybenzylidene)dihydropyrimidine-4,6(1H,5H)-dione
—— 3-(3,5-dimethylpyrazol-1-yl)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]propanamide —— C16H20N4O3
3-(3,5-dimethylpyrazol-1-yl)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]propanamide
—— 2-[(1R)-1-[(1-propan-2-ylpyrazol-4-yl)amino]ethyl]benzene-1,4-diol —— C14H19N3O2
2-[(1R)-1-[(1-propan-2-ylpyrazol-4-yl)amino]ethyl]benzene-1,4-diol
—— 2-[(1S)-1-[(1-propan-2-ylpyrazol-4-yl)amino]ethyl]benzene-1,4-diol —— C14H19N3O2
2-[(1S)-1-[(1-propan-2-ylpyrazol-4-yl)amino]ethyl]benzene-1,4-diol
—— 5-methyl-2-[(1S)-1-[(1-propan-2-ylpyrazol-4-yl)amino]ethyl]phenol —— C15H21N3O
5-methyl-2-[(1S)-1-[(1-propan-2-ylpyrazol-4-yl)amino]ethyl]phenol
—— 5-methyl-2-[(1R)-1-[(1-propan-2-ylpyrazol-4-yl)amino]ethyl]phenol —— C15H21N3O
5-methyl-2-[(1R)-1-[(1-propan-2-ylpyrazol-4-yl)amino]ethyl]phenol
—— 3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-8-methyl-5H-pyrimido[5,4-b]indol-4-one —— C19H16N4O3
3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-8-methyl-5H-pyrimido[5,4-b]indol-4-one
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide —— C15H14N2O3
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide
—— 1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(4-methylphenyl)thiourea —— C16H17N3O2S
1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(4-methylphenyl)thiourea
—— (5Z)-5-(4-hydroxy-3-methoxybenzylidene)-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione —— C13H12N2O5
(5Z)-5-(4-hydroxy-3-methoxybenzylidene)-1-methylpyrimidine-2,4,6(1H,3H,5H)-trione
—— methyl N-[(Z)-(3-hydroxyphenyl)methylideneamino]carbamate —— C9H10N2O3
methyl N-[(Z)-(3-hydroxyphenyl)methylideneamino]carbamate
—— methyl N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]carbamate —— C10H12N2O4
methyl N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]carbamate
—— 2-(2,6-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C18H20N2O4
2-(2,6-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-phenylthiourea —— C15H15N3O2S
1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-phenylthiourea
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-methoxybenzamide —— C16H16N2O4
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-methoxybenzamide
—— 5-(3-chloro-4-hydroxy-5-methoxybenzylidene)-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione —— C12H9ClN2O4S
5-(3-chloro-4-hydroxy-5-methoxybenzylidene)-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione
—— 4-hydroxy-3-methoxy-N-[(Z)-1-(5-methyl-3-nitropyrazol-1-yl)propan-2-ylideneamino]benzamide —— C15H17N5O5
4-hydroxy-3-methoxy-N-[(Z)-1-(5-methyl-3-nitropyrazol-1-yl)propan-2-ylideneamino]benzamide
—— 5-(4-Hydroxy-3,5-dimethoxybenzylidene)-3-propyl-2-thioxo-4-imidazolidinone —— C15H18N2O4S
5-(4-Hydroxy-3,5-dimethoxybenzylidene)-3-propyl-2-thioxo-4-imidazolidinone
—— (5E)-5-(4-hydroxy-3-methoxybenzylidene)-1-phenylpyrimidine-2,4,6(1H,3H,5H)-trione —— C18H14N2O5
(5E)-5-(4-hydroxy-3-methoxybenzylidene)-1-phenylpyrimidine-2,4,6(1H,3H,5H)-trione
—— 1-(4-Bromophenyl)-3-(4-hydroxy-2-methylanilino)-2-buten-1-one —— C17H16BrNO2
1-(4-Bromophenyl)-3-(4-hydroxy-2-methylanilino)-2-buten-1-one
—— 2-[2-[(2S)-butan-2-yl]phenoxy]-N-(2-hydroxy-5-nitrophenyl)acetamide —— C18H20N2O5
2-[2-[(2S)-butan-2-yl]phenoxy]-N-(2-hydroxy-5-nitrophenyl)acetamide
—— (5Z)-3-ethyl-5-(4-hydroxy-3-nitrobenzylidene)-1-methyl-2-thioxoimidazolidin-4-one —— C13H13N3O4S
(5Z)-3-ethyl-5-(4-hydroxy-3-nitrobenzylidene)-1-methyl-2-thioxoimidazolidin-4-one
—— (1R,6S)-4-chloro-6-[(2-hydroxy-5-nitrophenyl)carbamoyl]cyclohex-3-ene-1-carboxylic acid —— C14H13ClN2O6
(1R,6S)-4-chloro-6-[(2-hydroxy-5-nitrophenyl)carbamoyl]cyclohex-3-ene-1-carboxylic acid