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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-[(1S)-1-(2-piperidin-1-ylethylamino)ethyl]phenol —— C15H24N2O
4-[(1S)-1-(2-piperidin-1-ylethylamino)ethyl]phenol
—— 4-[(2-Hydroxy-5-nitrophenyl)methylidene]-2-(2-nitrophenyl)-1,3-oxazol-5-one —— C16H9N3O7
4-[(2-Hydroxy-5-nitrophenyl)methylidene]-2-(2-nitrophenyl)-1,3-oxazol-5-one
—— propan-2-yl 2-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-5-(4-chlorophenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C25H22BrClN2O5S
propan-2-yl 2-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-5-(4-chlorophenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-[(1S)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]-5-methylphenol —— C15H26N2O
2-[(1S)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]-5-methylphenol
—— 5-[[[(2R)-4-(dimethylamino)butan-2-yl]amino]methyl]-2-methoxyphenol —— C14H24N2O2
5-[[[(2R)-4-(dimethylamino)butan-2-yl]amino]methyl]-2-methoxyphenol
—— 3-[[[(2S)-4-(dimethylamino)butan-2-yl]amino]methyl]benzene-1,2-diol —— C13H22N2O2
3-[[[(2S)-4-(dimethylamino)butan-2-yl]amino]methyl]benzene-1,2-diol
—— 3-[(1S)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol —— C14H24N2O
3-[(1S)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol
—— 4-[(1R)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol —— C14H24N2O
4-[(1R)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol
—— 2-[(1R)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol —— C14H24N2O
2-[(1R)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol
—— 2-[(1R)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]-4-methylphenol —— C15H26N2O
2-[(1R)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]-4-methylphenol
—— 2-[(1R)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]-5-methylphenol —— C15H26N2O
2-[(1R)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]-5-methylphenol
—— 2-[(1S)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]benzene-1,4-diol —— C14H24N2O2
2-[(1S)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]benzene-1,4-diol
—— 2-[(1R)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]-5-methylphenol —— C15H26N2O
2-[(1R)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]-5-methylphenol
—— 4-[(1R)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]benzene-1,3-diol —— C14H24N2O2
4-[(1R)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]benzene-1,3-diol
—— 4-[(1S)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol —— C14H24N2O
4-[(1S)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol
—— 3-[(1R)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol —— C14H24N2O
3-[(1R)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol
—— 4-[(1S)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]benzene-1,3-diol —— C14H24N2O2
4-[(1S)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]benzene-1,3-diol
—— 2-[[[(2S)-4-(dimethylamino)butan-2-yl]amino]methyl]-5-methoxyphenol —— C14H24N2O2
2-[[[(2S)-4-(dimethylamino)butan-2-yl]amino]methyl]-5-methoxyphenol
—— 2-[(1R)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]-4-methylphenol —— C15H26N2O
2-[(1R)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]-4-methylphenol
—— 5,11,17,23,29,35-Hexakis(1-methylcyclopentyl)heptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(36),3,5,7(42),9,11,13(41),15,17,19(40),21(39),22,24,27(38),28,30,33(37),34-octadecaene-37,38,39,40,41,42-hexol —— C78H96O6
5,11,17,23,29,35-Hexakis(1-methylcyclopentyl)heptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(36),3,5,7(42),9,11,13(41),15,17,19(40),21(39),22,24,27(38),28,30,33(37),34-octadecaene-37,38,39,40,41,42-hexol
—— 2-[[[(2S)-4-(dimethylamino)butan-2-yl]amino]methyl]-4-methoxyphenol —— C14H24N2O2
2-[[[(2S)-4-(dimethylamino)butan-2-yl]amino]methyl]-4-methoxyphenol
—— 4-[(1S)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]benzene-1,3-diol —— C14H24N2O2
4-[(1S)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]benzene-1,3-diol
—— 4-[(1R)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]benzene-1,3-diol —— C14H24N2O2
4-[(1R)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]benzene-1,3-diol
—— 2-[(1S)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]-4-methylphenol —— C15H26N2O
2-[(1S)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]-4-methylphenol
—— 2-[[[(2R)-4-(dimethylamino)butan-2-yl]amino]methyl]-4-methoxyphenol —— C14H24N2O2
2-[[[(2R)-4-(dimethylamino)butan-2-yl]amino]methyl]-4-methoxyphenol
—— 3-[(1S)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol —— C14H24N2O
3-[(1S)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol
—— 2-[[[(2R)-4-(dimethylamino)butan-2-yl]amino]methyl]-6-methoxyphenol —— C14H24N2O2
2-[[[(2R)-4-(dimethylamino)butan-2-yl]amino]methyl]-6-methoxyphenol
—— 4-[(1S)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol —— C14H24N2O
4-[(1S)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol
—— 4-[(1R)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol —— C14H24N2O
4-[(1R)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol
—— 2-[(1S)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]-5-methylphenol —— C15H26N2O
2-[(1S)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]-5-methylphenol
—— 2-[(1S)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol —— C14H24N2O
2-[(1S)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol
—— 2-[(1S)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]-4-methylphenol —— C15H26N2O
2-[(1S)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]-4-methylphenol
—— 4-[[[(2R)-4-(dimethylamino)butan-2-yl]amino]methyl]benzene-1,2-diol —— C13H22N2O2
4-[[[(2R)-4-(dimethylamino)butan-2-yl]amino]methyl]benzene-1,2-diol
—— 4-[[[(2S)-4-(dimethylamino)butan-2-yl]amino]methyl]benzene-1,2-diol —— C13H22N2O2
4-[[[(2S)-4-(dimethylamino)butan-2-yl]amino]methyl]benzene-1,2-diol
—— 4-[[[(2S)-4-(dimethylamino)butan-2-yl]amino]methyl]benzene-1,3-diol —— C13H22N2O2
4-[[[(2S)-4-(dimethylamino)butan-2-yl]amino]methyl]benzene-1,3-diol
—— 5-[2-(1,3-Benzothiazol-2-yl)ethenyl]-2-methoxyphenol —— C16H13NO2S
5-[2-(1,3-Benzothiazol-2-yl)ethenyl]-2-methoxyphenol
—— 5-chloro-N-[5-[(2,4-dihydroxyphenyl)methylidene]-4-oxo-3-prop-2-enyl-1,3-thiazolidin-2-ylidene]thiophene-2-sulfonamide —— C17H13ClN2O5S3
5-chloro-N-[5-[(2,4-dihydroxyphenyl)methylidene]-4-oxo-3-prop-2-enyl-1,3-thiazolidin-2-ylidene]thiophene-2-sulfonamide
—— 3,4,5-trihydroxy-N-(1-pyridin-3-ylethylideneamino)benzamide —— C14H13N3O4
3,4,5-trihydroxy-N-(1-pyridin-3-ylethylideneamino)benzamide
—— 5-[(2-Hydroxy-3-methoxyphenyl)methylidene]-2-imino-1,3-thiazolidin-4-one —— C11H10N2O3S
5-[(2-Hydroxy-3-methoxyphenyl)methylidene]-2-imino-1,3-thiazolidin-4-one
—— 3-[[[(1R)-1-thiophen-2-ylpropyl]amino]methyl]benzene-1,2-diol —— C14H17NO2S
3-[[[(1R)-1-thiophen-2-ylpropyl]amino]methyl]benzene-1,2-diol
—— 3-[[[(1S)-1-thiophen-2-ylpropyl]amino]methyl]benzene-1,2-diol —— C14H17NO2S
3-[[[(1S)-1-thiophen-2-ylpropyl]amino]methyl]benzene-1,2-diol
—— 2-amino-4-(4-hydroxy-3,5-dinitrophenyl)-7-methyl-5-oxo-4H-pyrano[3,2-c]pyran-3-carbonitrile —— C16H10N4O8
2-amino-4-(4-hydroxy-3,5-dinitrophenyl)-7-methyl-5-oxo-4H-pyrano[3,2-c]pyran-3-carbonitrile
—— 4-[(1R)-1-[[(1R)-1-thiophen-2-ylpropyl]amino]ethyl]phenol —— C15H19NOS
4-[(1R)-1-[[(1R)-1-thiophen-2-ylpropyl]amino]ethyl]phenol
—— 4-[[[(1R)-1-thiophen-2-ylpropyl]amino]methyl]benzene-1,3-diol —— C14H17NO2S
4-[[[(1R)-1-thiophen-2-ylpropyl]amino]methyl]benzene-1,3-diol
—— 2-[(1S)-1-[[(1R)-1-thiophen-2-ylpropyl]amino]ethyl]phenol —— C15H19NOS
2-[(1S)-1-[[(1R)-1-thiophen-2-ylpropyl]amino]ethyl]phenol
—— 2-[(1R)-1-[[(1S)-1-thiophen-2-ylpropyl]amino]ethyl]phenol —— C15H19NOS
2-[(1R)-1-[[(1S)-1-thiophen-2-ylpropyl]amino]ethyl]phenol
—— 4-[(1S)-1-[[(1R)-1-thiophen-2-ylpropyl]amino]ethyl]phenol —— C15H19NOS
4-[(1S)-1-[[(1R)-1-thiophen-2-ylpropyl]amino]ethyl]phenol
—— Methyl 1-cyclohexyl-4-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-methyl-5-oxopyrrole-3-carboxylate —— C21H25NO5
Methyl 1-cyclohexyl-4-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-methyl-5-oxopyrrole-3-carboxylate
—— 4-(5-Pentyl-1,3-dioxan-2-yl)phenol —— C15H22O3
4-(5-Pentyl-1,3-dioxan-2-yl)phenol
—— 2-Methoxy-5-[[[4-(4-methoxyanilino)-6-(4-nitroanilino)-1,3,5-triazin-2-yl]hydrazinylidene]methyl]phenol —— C24H22N8O5
2-Methoxy-5-[[[4-(4-methoxyanilino)-6-(4-nitroanilino)-1,3,5-triazin-2-yl]hydrazinylidene]methyl]phenol