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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
—— 3-[(1S)-1-[[(1S)-1-(5-bromothiophen-2-yl)ethyl]amino]ethyl]phenol —— C14H16BrNOS
3-[(1S)-1-[[(1S)-1-(5-bromothiophen-2-yl)ethyl]amino]ethyl]phenol
—— 4-[[(1R)-1-(5-bromothiophen-2-yl)ethyl]amino]-3-nitrophenol —— C12H11BrN2O3S
4-[[(1R)-1-(5-bromothiophen-2-yl)ethyl]amino]-3-nitrophenol
—— 5-[[(1S)-1-(5-bromothiophen-2-yl)ethyl]amino]-2-methoxyphenol —— C13H14BrNO2S
5-[[(1S)-1-(5-bromothiophen-2-yl)ethyl]amino]-2-methoxyphenol
—— 4-[(3R)-3-[[(1R)-1-(5-bromothiophen-2-yl)ethyl]amino]butyl]phenol —— C16H20BrNOS
4-[(3R)-3-[[(1R)-1-(5-bromothiophen-2-yl)ethyl]amino]butyl]phenol
—— 4-[[(1S)-1-(5-bromothiophen-2-yl)ethyl]amino]-3-nitrophenol —— C12H11BrN2O3S
4-[[(1S)-1-(5-bromothiophen-2-yl)ethyl]amino]-3-nitrophenol
—— 5-[[(1R)-1-(5-bromothiophen-2-yl)ethyl]amino]-2-methoxyphenol —— C13H14BrNO2S
5-[[(1R)-1-(5-bromothiophen-2-yl)ethyl]amino]-2-methoxyphenol
—— 4-[(3R)-3-[[(1S)-1-(5-bromothiophen-2-yl)ethyl]amino]butyl]phenol —— C16H20BrNOS
4-[(3R)-3-[[(1S)-1-(5-bromothiophen-2-yl)ethyl]amino]butyl]phenol
—— 4-[(3S)-3-[[(1S)-1-(5-bromothiophen-2-yl)ethyl]amino]butyl]phenol —— C16H20BrNOS
4-[(3S)-3-[[(1S)-1-(5-bromothiophen-2-yl)ethyl]amino]butyl]phenol
—— 2-[1-(2-Hydroxy-4-methoxyphenyl)ethylideneamino]guanidine —— C10H14N4O2
2-[1-(2-Hydroxy-4-methoxyphenyl)ethylideneamino]guanidine
—— 4-[[4-(4-Fluorophenyl)-2-methylimino-1,3-thiazol-3-yl]iminomethyl]benzene-1,2-diol —— C17H14FN3O2S
4-[[4-(4-Fluorophenyl)-2-methylimino-1,3-thiazol-3-yl]iminomethyl]benzene-1,2-diol
—— 2-[2-(4-Bromophenyl)-6-(4-chlorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-4-chlorophenol —— C22H18BrCl2N2O+
2-[2-(4-Bromophenyl)-6-(4-chlorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-4-chlorophenol
—— 2-[2,6-Bis(4-chlorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-4-chlorophenol —— C22H17Cl3N2O
2-[2,6-Bis(4-chlorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-4-chlorophenol
—— 2-[2-(2,4-Dichlorophenyl)-6-(4-methoxyphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol —— C24H22Cl2N2O3
2-[2-(2,4-Dichlorophenyl)-6-(4-methoxyphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol
—— 2-[2-(4-Bromophenyl)-6-(4-chlorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-4-chlorophenol —— C22H17BrCl2N2O
2-[2-(4-Bromophenyl)-6-(4-chlorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-4-chlorophenol
—— 2-[6-(4-chlorophenyl)-2-hexyl-2-methyl-3,4-dihydro-1H-pyrimidin-4-yl]-6-methoxyphenol —— C24H31ClN2O2
2-[6-(4-chlorophenyl)-2-hexyl-2-methyl-3,4-dihydro-1H-pyrimidin-4-yl]-6-methoxyphenol
—— 2-[6-(4-chlorophenyl)-2-methyl-2-propyl-3,4-dihydro-1H-pyrimidin-4-yl]-6-methoxyphenol —— C21H25ClN2O2
2-[6-(4-chlorophenyl)-2-methyl-2-propyl-3,4-dihydro-1H-pyrimidin-4-yl]-6-methoxyphenol
—— 2-[2-(2,4-Dichlorophenyl)-6-(4-methoxyphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-6-methoxyphenol —— C24H23Cl2N2O3+
2-[2-(2,4-Dichlorophenyl)-6-(4-methoxyphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-6-methoxyphenol
—— 2-[6-(4-chlorophenyl)-2-methyl-2-propyl-3,4-dihydro-1H-pyrimidin-3-ium-4-yl]-6-methoxyphenol —— C21H26ClN2O2+
2-[6-(4-chlorophenyl)-2-methyl-2-propyl-3,4-dihydro-1H-pyrimidin-3-ium-4-yl]-6-methoxyphenol
—— 2-[6-(4-chlorophenyl)-2-hexyl-2-methyl-3,4-dihydro-1H-pyrimidin-3-ium-4-yl]-6-methoxyphenol —— C24H32ClN2O2+
2-[6-(4-chlorophenyl)-2-hexyl-2-methyl-3,4-dihydro-1H-pyrimidin-3-ium-4-yl]-6-methoxyphenol
—— 2-[6-(4-Chlorophenyl)-2-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-6-methoxyphenol —— C24H24ClN2O2+
2-[6-(4-Chlorophenyl)-2-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-6-methoxyphenol
—— 2-[2,6-Bis(4-chlorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-6-methoxyphenol —— C23H21Cl2N2O2+
2-[2,6-Bis(4-chlorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-6-methoxyphenol
—— 2-[6-(4-Chlorophenyl)-2-(4-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-6-methoxyphenol —— C23H21ClFN2O2+
2-[6-(4-Chlorophenyl)-2-(4-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-6-methoxyphenol
—— 2-[6-(4-Chlorophenyl)-2-(2-methoxyphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol —— C24H23ClN2O3
2-[6-(4-Chlorophenyl)-2-(2-methoxyphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol
—— 2-[6-(4-Chlorophenyl)-2-propyl-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-6-methoxyphenol —— C20H24ClN2O2+
2-[6-(4-Chlorophenyl)-2-propyl-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-6-methoxyphenol
—— 2-[6-(4-Chlorophenyl)-2-(2-methoxyphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-6-methoxyphenol —— C24H24ClN2O3+
2-[6-(4-Chlorophenyl)-2-(2-methoxyphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-6-methoxyphenol
—— 2-[6-(4-Chlorophenyl)-2-propyl-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol —— C20H23ClN2O2
2-[6-(4-Chlorophenyl)-2-propyl-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol
—— 2-[6-(4-Chlorophenyl)-2-(4-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol —— C23H20ClFN2O2
2-[6-(4-Chlorophenyl)-2-(4-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol
—— 2-[2-hexyl-6-(4-methoxyphenyl)-2-methyl-3,4-dihydro-1H-pyrimidin-3-ium-4-yl]-6-methoxyphenol —— C25H35N2O3+
2-[2-hexyl-6-(4-methoxyphenyl)-2-methyl-3,4-dihydro-1H-pyrimidin-3-ium-4-yl]-6-methoxyphenol
—— 2-[2-hexyl-6-(4-methoxyphenyl)-2-methyl-3,4-dihydro-1H-pyrimidin-4-yl]-6-methoxyphenol —— C25H34N2O3
2-[2-hexyl-6-(4-methoxyphenyl)-2-methyl-3,4-dihydro-1H-pyrimidin-4-yl]-6-methoxyphenol
—— 2-[6-(4-Chlorophenyl)-2-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol —— C24H23ClN2O2
2-[6-(4-Chlorophenyl)-2-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol
—— (2S)-N-[(4-hydroxyphenyl)methyl]-N-methyloxolane-2-carboxamide —— C13H17NO3
(2S)-N-[(4-hydroxyphenyl)methyl]-N-methyloxolane-2-carboxamide
—— (2S)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(1,2,4-triazol-1-yl)propanamide —— C13H16N4O2
(2S)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(1,2,4-triazol-1-yl)propanamide
—— 5-[[[(2S)-1,4-dioxan-2-yl]methylamino]methyl]-2-methoxyphenol —— C13H19NO4
5-[[[(2S)-1,4-dioxan-2-yl]methylamino]methyl]-2-methoxyphenol
—— 4-[[[(2R)-1,4-dioxan-2-yl]methylamino]methyl]benzene-1,2-diol —— C12H17NO4
4-[[[(2R)-1,4-dioxan-2-yl]methylamino]methyl]benzene-1,2-diol
—— 4-[[[(2S)-1,4-dioxan-2-yl]methylamino]methyl]benzene-1,2-diol —— C12H17NO4
4-[[[(2S)-1,4-dioxan-2-yl]methylamino]methyl]benzene-1,2-diol
—— 2-bromo-4-[[[(2R)-1,4-dioxan-2-yl]methylamino]methyl]-6-methoxyphenol —— C13H18BrNO4
2-bromo-4-[[[(2R)-1,4-dioxan-2-yl]methylamino]methyl]-6-methoxyphenol
—— 5-[[[(2R)-1,4-dioxan-2-yl]methylamino]methyl]-2-methoxyphenol —— C13H19NO4
5-[[[(2R)-1,4-dioxan-2-yl]methylamino]methyl]-2-methoxyphenol
—— 2-bromo-4-[[[(2S)-1,4-dioxan-2-yl]methylamino]methyl]-6-methoxyphenol —— C13H18BrNO4
2-bromo-4-[[[(2S)-1,4-dioxan-2-yl]methylamino]methyl]-6-methoxyphenol
—— 4-[(5-Chloro-2-hydroxy-3-nitrophenyl)methylidene]-1-phenylpyrazolidine-3,5-dione —— C16H10ClN3O5
4-[(5-Chloro-2-hydroxy-3-nitrophenyl)methylidene]-1-phenylpyrazolidine-3,5-dione
—— N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methyl-1H-pyrazole-4-sulfonamide —— C12H15N3O3S
N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methyl-1H-pyrazole-4-sulfonamide
—— N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methyl-1H-pyrazole-4-sulfonamide —— C12H15N3O3S
N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methyl-1H-pyrazole-4-sulfonamide
—— 2,3,4a,8a-Tetrachloro-6-ethenyl-5-(2-hydroxy-3-methylphenyl)-5,8-dihydronaphthalene-1,4-dione —— C19H14Cl4O3
2,3,4a,8a-Tetrachloro-6-ethenyl-5-(2-hydroxy-3-methylphenyl)-5,8-dihydronaphthalene-1,4-dione
—— N-(cyclododecylideneamino)-3,4,5-trihydroxybenzamide —— C19H28N2O4
N-(cyclododecylideneamino)-3,4,5-trihydroxybenzamide
—— 4-Chloro-2-[6-(4-ethylphenyl)-2-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol —— C25H26ClN2O+
4-Chloro-2-[6-(4-ethylphenyl)-2-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol
—— 4-Chloro-2-[6-(4-ethylphenyl)-2-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol —— C25H25ClN2O
4-Chloro-2-[6-(4-ethylphenyl)-2-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol
—— 4-[(4-Hydroxy-3,5-dimethoxyphenyl)methylidene]-1-(4-methylphenyl)pyrazolidine-3,5-dione —— C19H18N2O5
4-[(4-Hydroxy-3,5-dimethoxyphenyl)methylidene]-1-(4-methylphenyl)pyrazolidine-3,5-dione
—— 4-[[[(3R)-1,1-dioxothiolan-3-yl]methylamino]methyl]benzene-1,2-diol —— C12H17NO4S
4-[[[(3R)-1,1-dioxothiolan-3-yl]methylamino]methyl]benzene-1,2-diol
—— 4-[[[(3S)-1,1-dioxothiolan-3-yl]methylamino]methyl]benzene-1,2-diol —— C12H17NO4S
4-[[[(3S)-1,1-dioxothiolan-3-yl]methylamino]methyl]benzene-1,2-diol
—— 5-[[[(3S)-1,1-dioxothiolan-3-yl]methylamino]methyl]-2-methoxyphenol —— C13H19NO4S
5-[[[(3S)-1,1-dioxothiolan-3-yl]methylamino]methyl]-2-methoxyphenol
—— 4-[[[(3S)-1,1-dioxothiolan-3-yl]methylamino]methyl]-2,6-dimethoxyphenol —— C14H21NO5S
4-[[[(3S)-1,1-dioxothiolan-3-yl]methylamino]methyl]-2,6-dimethoxyphenol