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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-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-methylbenzamide —— C16H16N2O3
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-methylbenzamide
—— 5-methoxy-2-[(1R)-1-[[(1S)-1-thiophen-3-ylethyl]amino]ethyl]phenol —— C15H19NO2S
5-methoxy-2-[(1R)-1-[[(1S)-1-thiophen-3-ylethyl]amino]ethyl]phenol
—— 4-methoxy-2-[(1R)-1-[[(1R)-1-thiophen-3-ylethyl]amino]ethyl]phenol —— C15H19NO2S
4-methoxy-2-[(1R)-1-[[(1R)-1-thiophen-3-ylethyl]amino]ethyl]phenol
—— 4-[[[(1S)-1-thiophen-3-ylethyl]amino]methyl]benzene-1,3-diol —— C13H15NO2S
4-[[[(1S)-1-thiophen-3-ylethyl]amino]methyl]benzene-1,3-diol
—— 5-methoxy-2-[(1S)-1-[[(1S)-1-thiophen-3-ylethyl]amino]ethyl]phenol —— C15H19NO2S
5-methoxy-2-[(1S)-1-[[(1S)-1-thiophen-3-ylethyl]amino]ethyl]phenol
—— 3-chloro-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide —— C15H13ClN2O3
3-chloro-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide
—— 4-methoxy-2-[(1S)-1-[[(1R)-1-thiophen-3-ylethyl]amino]ethyl]phenol —— C15H19NO2S
4-methoxy-2-[(1S)-1-[[(1R)-1-thiophen-3-ylethyl]amino]ethyl]phenol
—— 4-methoxy-2-[(1S)-1-[[(1S)-1-thiophen-3-ylethyl]amino]ethyl]phenol —— C15H19NO2S
4-methoxy-2-[(1S)-1-[[(1S)-1-thiophen-3-ylethyl]amino]ethyl]phenol
—— 4-methoxy-2-[(1R)-1-[[(1S)-1-thiophen-3-ylethyl]amino]ethyl]phenol —— C15H19NO2S
4-methoxy-2-[(1R)-1-[[(1S)-1-thiophen-3-ylethyl]amino]ethyl]phenol
—— 4-[[[(4R)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]methyl]benzene-1,3-diol —— C15H17NO2S
4-[[[(4R)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]methyl]benzene-1,3-diol
—— 5-methoxy-2-[(1S)-1-[[(1R)-1-thiophen-3-ylethyl]amino]ethyl]phenol —— C15H19NO2S
5-methoxy-2-[(1S)-1-[[(1R)-1-thiophen-3-ylethyl]amino]ethyl]phenol
—— 3-[[[(4R)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]methyl]benzene-1,2-diol —— C15H17NO2S
3-[[[(4R)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]methyl]benzene-1,2-diol
—— 5-methoxy-2-[(1R)-1-[[(1R)-1-thiophen-3-ylethyl]amino]ethyl]phenol —— C15H19NO2S
5-methoxy-2-[(1R)-1-[[(1R)-1-thiophen-3-ylethyl]amino]ethyl]phenol
—— 4-[[[(1R)-1-thiophen-3-ylethyl]amino]methyl]benzene-1,3-diol —— C13H15NO2S
4-[[[(1R)-1-thiophen-3-ylethyl]amino]methyl]benzene-1,3-diol
—— 4-[(1R)-1-[[(4R)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]ethyl]phenol —— C16H19NOS
4-[(1R)-1-[[(4R)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]ethyl]phenol
—— methyl (6S)-6-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-3,4-dimethyl-2-oxo-1,6-dihydropyrimidine-5-carboxylate —— C18H22N2O5
methyl (6S)-6-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-3,4-dimethyl-2-oxo-1,6-dihydropyrimidine-5-carboxylate
—— 4-[(1R)-1-[[(4S)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]ethyl]phenol —— C16H19NOS
4-[(1R)-1-[[(4S)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]ethyl]phenol
—— 4-[(1S)-1-[[(4S)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]ethyl]phenol —— C16H19NOS
4-[(1S)-1-[[(4S)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]ethyl]phenol
—— 4-[(1S)-1-[[(4R)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]ethyl]phenol —— C16H19NOS
4-[(1S)-1-[[(4R)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]ethyl]phenol
—— 3-[[[(4S)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]methyl]benzene-1,2-diol —— C15H17NO2S
3-[[[(4S)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]methyl]benzene-1,2-diol
—— 4-[[[(4S)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]methyl]benzene-1,2-diol —— C15H17NO2S
4-[[[(4S)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]methyl]benzene-1,2-diol
—— ethyl (4S)-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C18H22N2O5
ethyl (4S)-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— methyl (4S)-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C17H20N2O5
methyl (4S)-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— 4-[[[(4S)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]methyl]benzene-1,3-diol —— C15H17NO2S
4-[[[(4S)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]methyl]benzene-1,3-diol
—— 4-ethoxy-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide —— C17H18N2O4
4-ethoxy-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide
—— N-[(Z)-(2-chlorophenyl)methylideneamino]-3,4,5-trihydroxybenzamide 329047-62-3 C14H11ClN2O4
N-[(Z)-(2-chlorophenyl)methylideneamino]-3,4,5-trihydroxybenzamide
—— 4-[[[(4R)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]methyl]benzene-1,2-diol —— C15H17NO2S
4-[[[(4R)-4,5,6,7-tetrahydro-1-benzothiophen-4-yl]amino]methyl]benzene-1,2-diol
—— N-[(Z)-furan-2-ylmethylideneamino]-3,4,5-trihydroxybenzamide —— C12H10N2O5
N-[(Z)-furan-2-ylmethylideneamino]-3,4,5-trihydroxybenzamide
—— 3,4,5-trihydroxy-N-[(Z)-pyridin-3-ylmethylideneamino]benzamide —— C13H11N3O4
3,4,5-trihydroxy-N-[(Z)-pyridin-3-ylmethylideneamino]benzamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]pyridine-4-carboxamide —— C14H13N3O3
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]pyridine-4-carboxamide
—— 3-[(1S)-1-[(5-methylpyrazin-2-yl)methylamino]ethyl]phenol —— C14H17N3O
3-[(1S)-1-[(5-methylpyrazin-2-yl)methylamino]ethyl]phenol
—— 2-[(1S)-1-[(5-methylpyrazin-2-yl)methylamino]ethyl]phenol —— C14H17N3O
2-[(1S)-1-[(5-methylpyrazin-2-yl)methylamino]ethyl]phenol
—— 3-[(1R)-1-[(5-methylpyrazin-2-yl)methylamino]ethyl]phenol —— C14H17N3O
3-[(1R)-1-[(5-methylpyrazin-2-yl)methylamino]ethyl]phenol
—— 2-[(1R)-1-[(5-methylpyrazin-2-yl)methylamino]ethyl]phenol —— C14H17N3O
2-[(1R)-1-[(5-methylpyrazin-2-yl)methylamino]ethyl]phenol
—— 2-methoxy-5-[(Z)-1,2,4-triazol-4-yliminomethyl]phenol —— C10H10N4O2
2-methoxy-5-[(Z)-1,2,4-triazol-4-yliminomethyl]phenol
—— N'-[(Z)-(3-Hydroxyphenyl)methylidene]-2-(1-methyl-1H-pyrrol-2-YL)acetohydrazide —— C14H15N3O2
N'-[(Z)-(3-Hydroxyphenyl)methylidene]-2-(1-methyl-1H-pyrrol-2-YL)acetohydrazide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiophene-2-carboxamide —— C13H12N2O3S
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiophene-2-carboxamide
—— 3-[(Z)-[(3,5-Dimethyl-4H-1,2,4-triazol-4-YL)imino]methyl]phenol —— C11H12N4O
3-[(Z)-[(3,5-Dimethyl-4H-1,2,4-triazol-4-YL)imino]methyl]phenol
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-methylfuran-3-carboxamide —— C14H14N2O4
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-methylfuran-3-carboxamide
—— N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]-2-(4-methylphenoxy)acetamide —— C16H15N3O5
N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]-2-(4-methylphenoxy)acetamide
—— N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]-2-(2-methylanilino)acetamide —— C16H16N4O4
N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]-2-(2-methylanilino)acetamide
—— N'-[(Z)-(3-hydroxy-4-nitrophenyl)methylidene]-2-[(4-methylphenyl)amino]acetohydrazide (non-preferred name) —— C16H16N4O4
N'-[(Z)-(3-hydroxy-4-nitrophenyl)methylidene]-2-[(4-methylphenyl)amino]acetohydrazide (non-preferred name)
—— (6Z)-4-chloro-6-[(2-hydroxy-5-methylanilino)methylidene]-3,5-dimethylcyclohexa-2,4-dien-1-one —— C16H16ClNO2
(6Z)-4-chloro-6-[(2-hydroxy-5-methylanilino)methylidene]-3,5-dimethylcyclohexa-2,4-dien-1-one
—— N-[(Z)-(4-cyanophenyl)methylideneamino]-2-hydroxy-5-nitrobenzamide —— C15H10N4O4
N-[(Z)-(4-cyanophenyl)methylideneamino]-2-hydroxy-5-nitrobenzamide
—— N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-2-(4-methylanilino)acetamide —— C16H16N4O4
N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-2-(4-methylanilino)acetamide
—— (5Z)-3-cyclohexyl-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-1-methyl-2-sulfanylideneimidazolidin-4-one —— C18H22N2O3S
(5Z)-3-cyclohexyl-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-1-methyl-2-sulfanylideneimidazolidin-4-one
—— (4E)-2-(4-chlorophenyl)-4-[(4-hydroxy-2-methylanilino)methylidene]-5-methylpyrazol-3-one —— C18H16ClN3O2
(4E)-2-(4-chlorophenyl)-4-[(4-hydroxy-2-methylanilino)methylidene]-5-methylpyrazol-3-one
—— N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-2,3-dihydro-1,4-benzodioxine-6-carboxamide —— C16H13N3O6
N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-2,3-dihydro-1,4-benzodioxine-6-carboxamide
—— (3R)-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-2,3-dihydro-1,4-benzodioxine-3-carboxamide —— C16H13N3O6
(3R)-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]-2,3-dihydro-1,4-benzodioxine-3-carboxamide
—— (2Z)-2-[(5-chloro-2-hydroxy-3-nitrophenyl)methylidene]-1-benzothiophen-3-one —— C15H8ClNO4S
(2Z)-2-[(5-chloro-2-hydroxy-3-nitrophenyl)methylidene]-1-benzothiophen-3-one