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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-[[4-[(2-Chlorophenyl)methyl]piperazine-1,4-diium-1-yl]methyl]-2,6-dimethoxyphenol —— C20H27ClN2O3+2
4-[[4-[(2-Chlorophenyl)methyl]piperazine-1,4-diium-1-yl]methyl]-2,6-dimethoxyphenol
—— 3,3-Dimethylbutan-2-yl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate —— C19H25ClN2O5
3,3-Dimethylbutan-2-yl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate
—— 2,2,2-Trifluoroethyl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate —— C15H14ClF3N2O5
2,2,2-Trifluoroethyl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate
—— Oxolan-2-ylmethyl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate —— C18H21ClN2O6
Oxolan-2-ylmethyl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate
—— (4-Methoxyphenyl)methyl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate —— C21H21ClN2O6
(4-Methoxyphenyl)methyl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate
—— 4-[3-(2-Methoxyethyl)-2-phenylimino-1,3-thiazol-4-yl]benzene-1,2-diol —— C18H18N2O3S
4-[3-(2-Methoxyethyl)-2-phenylimino-1,3-thiazol-4-yl]benzene-1,2-diol
—— 1-[(3R,4R)-4-chloro-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-4-nitrophenyl)thiourea —— C11H12ClN3O5S2
1-[(3R,4R)-4-chloro-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-4-nitrophenyl)thiourea
—— 1-[(3R,4S)-4-chloro-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-4-nitrophenyl)thiourea —— C11H12ClN3O5S2
1-[(3R,4S)-4-chloro-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-4-nitrophenyl)thiourea
—— 1-[(3S,4S)-4-chloro-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-4-nitrophenyl)thiourea —— C11H12ClN3O5S2
1-[(3S,4S)-4-chloro-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-4-nitrophenyl)thiourea
—— Ethyl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-sulfanylidene-1,3-diazinane-5-carboxylate —— C15H17ClN2O4S
Ethyl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-sulfanylidene-1,3-diazinane-5-carboxylate
—— 1-[(3S)-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-4-nitrophenyl)urea —— C11H13N3O6S
1-[(3S)-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-4-nitrophenyl)urea
—— 2,2,2-Trifluoroethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate —— C15H15F3N2O5
2,2,2-Trifluoroethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate
—— 1-[(3R)-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-4-nitrophenyl)thiourea —— C11H13N3O5S2
1-[(3R)-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-4-nitrophenyl)thiourea
—— 1-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-3-(2-hydroxy-4-nitrophenyl)thiourea —— C11H11N3O5S2
1-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-3-(2-hydroxy-4-nitrophenyl)thiourea
—— 1-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-3-(2-hydroxy-4-nitrophenyl)urea —— C11H11N3O6S
1-[(3R)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-3-(2-hydroxy-4-nitrophenyl)urea
—— 1-[(3R)-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-4-nitrophenyl)urea —— C11H13N3O6S
1-[(3R)-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-4-nitrophenyl)urea
—— 1-(2-hydroxy-4-nitrophenyl)-3-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]urea —— C12H15N3O6S
1-(2-hydroxy-4-nitrophenyl)-3-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]urea
—— 1-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-3-(2-hydroxy-4-nitrophenyl)urea —— C11H11N3O6S
1-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-3-(2-hydroxy-4-nitrophenyl)urea
—— 1-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-3-(2-hydroxy-4-nitrophenyl)thiourea —— C12H15N3O5S2
1-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-3-(2-hydroxy-4-nitrophenyl)thiourea
—— 1-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-3-(2-hydroxy-4-nitrophenyl)thiourea —— C12H15N3O5S2
1-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-3-(2-hydroxy-4-nitrophenyl)thiourea
—— 1-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-3-(2-hydroxy-4-nitrophenyl)thiourea —— C11H11N3O5S2
1-[(3S)-1,1-dioxo-2,3-dihydrothiophen-3-yl]-3-(2-hydroxy-4-nitrophenyl)thiourea
—— 1-(2-hydroxy-4-nitrophenyl)-3-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]thiourea —— C12H15N3O5S2
1-(2-hydroxy-4-nitrophenyl)-3-[(3S)-3-methyl-1,1-dioxothiolan-3-yl]thiourea
—— 1-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-3-(2-hydroxy-4-nitrophenyl)urea —— C12H15N3O6S
1-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-3-(2-hydroxy-4-nitrophenyl)urea
—— 1-(2-hydroxy-4-nitrophenyl)-3-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]thiourea —— C12H15N3O5S2
1-(2-hydroxy-4-nitrophenyl)-3-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]thiourea
—— [4-[(4-Hydroxy-3,5-dimethoxyphenyl)methyl]piperazin-4-ium-1-yl]-(4-methoxyphenyl)methanone —— C21H27N2O5+
[4-[(4-Hydroxy-3,5-dimethoxyphenyl)methyl]piperazin-4-ium-1-yl]-(4-methoxyphenyl)methanone
—— 1-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-3-(2-hydroxy-4-nitrophenyl)urea —— C12H15N3O6S
1-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-3-(2-hydroxy-4-nitrophenyl)urea
—— [4-[(4-Hydroxy-3,5-dimethoxyphenyl)methyl]piperazin-4-ium-1-yl]-(4-nitrophenyl)methanone —— C20H24N3O6+
[4-[(4-Hydroxy-3,5-dimethoxyphenyl)methyl]piperazin-4-ium-1-yl]-(4-nitrophenyl)methanone
—— 1-[4-(3-Bromo-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-sulfanylidene-1,3-diazinan-5-yl]ethanone —— C14H15BrN2O3S
1-[4-(3-Bromo-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-sulfanylidene-1,3-diazinan-5-yl]ethanone
—— 4-[(S)-4,5-dihydro-1H-imidazol-2-yl-(4-methylpiperazin-1-yl)methyl]-2-methoxyphenol —— C16H24N4O2
4-[(S)-4,5-dihydro-1H-imidazol-2-yl-(4-methylpiperazin-1-yl)methyl]-2-methoxyphenol
—— 4-[(R)-4,5-dihydro-1H-imidazol-2-yl-(4-methylpiperazin-1-yl)methyl]-2-methoxyphenol —— C16H24N4O2
4-[(R)-4,5-dihydro-1H-imidazol-2-yl-(4-methylpiperazin-1-yl)methyl]-2-methoxyphenol
—— 3-[(R)-4,5-dihydro-1H-imidazol-2-yl-(4-methylpiperazin-1-yl)methyl]phenol —— C15H22N4O
3-[(R)-4,5-dihydro-1H-imidazol-2-yl-(4-methylpiperazin-1-yl)methyl]phenol
—— diethyl 4-(3-bromo-4-hydroxy-5-methoxyphenyl)-6-methyl-2-methylidene-3,4-dihydro-1H-pyridine-3,5-dicarboxylate —— C20H24BrNO6
diethyl 4-(3-bromo-4-hydroxy-5-methoxyphenyl)-6-methyl-2-methylidene-3,4-dihydro-1H-pyridine-3,5-dicarboxylate
—— diethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-methylidene-3,4-dihydro-1H-pyridine-3,5-dicarboxylate —— C20H25NO6
diethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-methylidene-3,4-dihydro-1H-pyridine-3,5-dicarboxylate
—— 4-bromo-2-[5-(4-methylphenyl)-2,3-dihydro-1H-pyrazol-3-yl]phenol —— C16H15BrN2O
4-bromo-2-[5-(4-methylphenyl)-2,3-dihydro-1H-pyrazol-3-yl]phenol
—— 4-methoxy-2-(5-phenyl-2,3-dihydro-1H-pyrazol-3-yl)phenol —— C16H16N2O2
4-methoxy-2-(5-phenyl-2,3-dihydro-1H-pyrazol-3-yl)phenol
—— 4-methoxy-2-[5-(4-methoxyphenyl)-2,3-dihydro-1H-pyrazol-3-yl]phenol —— C17H18N2O3
4-methoxy-2-[5-(4-methoxyphenyl)-2,3-dihydro-1H-pyrazol-3-yl]phenol
—— 2-[3-(2-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]-4-nitrophenol —— C15H12FN3O3
2-[3-(2-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]-4-nitrophenol
—— 4-chloro-2-(3-thiophen-2-yl-2,3-dihydro-1H-pyrazol-5-yl)phenol —— C13H11ClN2OS
4-chloro-2-(3-thiophen-2-yl-2,3-dihydro-1H-pyrazol-5-yl)phenol
—— 4-fluoro-2-(3-thiophen-2-yl-2,3-dihydro-1H-pyrazol-5-yl)phenol —— C13H11FN2OS
4-fluoro-2-(3-thiophen-2-yl-2,3-dihydro-1H-pyrazol-5-yl)phenol
—— 4-fluoro-2-[3-(4-methylphenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol —— C16H15FN2O
4-fluoro-2-[3-(4-methylphenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol
—— N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(3-methylidene-5-oxopyrazolidin-4-yl)propanamide —— C15H18N4O4
N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(3-methylidene-5-oxopyrazolidin-4-yl)propanamide
—— 4-chloro-2-(3-pyridin-3-yl-2,3-dihydro-1H-pyrazol-5-yl)phenol —— C14H12ClN3O
4-chloro-2-(3-pyridin-3-yl-2,3-dihydro-1H-pyrazol-5-yl)phenol
—— 2-[3-(3,4-dimethoxyphenyl)-2,3-dihydro-1H-pyrazol-5-yl]-5-methoxyphenol —— C18H20N2O4
2-[3-(3,4-dimethoxyphenyl)-2,3-dihydro-1H-pyrazol-5-yl]-5-methoxyphenol
—— 4-[1-[(4-Benzylpiperazin-4-ium-1-yl)amino]ethenyl]-2-methoxyphenol —— C20H26N3O2+
4-[1-[(4-Benzylpiperazin-4-ium-1-yl)amino]ethenyl]-2-methoxyphenol
—— 2-[3-(2-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]-4-methoxyphenol —— C16H15FN2O2
2-[3-(2-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]-4-methoxyphenol
—— 2-Methoxy-4-[1-(1,2,4-triazol-4-ylamino)ethenyl]phenol —— C11H12N4O2
2-Methoxy-4-[1-(1,2,4-triazol-4-ylamino)ethenyl]phenol
—— 4-bromo-2-[3-(2-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol —— C15H12BrFN2O
4-bromo-2-[3-(2-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol
—— 4-[1-[(4-Benzylpiperazin-1-yl)amino]ethenyl]-2-methoxyphenol —— C20H25N3O2
4-[1-[(4-Benzylpiperazin-1-yl)amino]ethenyl]-2-methoxyphenol
—— 4-chloro-2-(3-pyridin-1-ium-3-yl-2,3-dihydro-1H-pyrazol-5-yl)phenol —— C14H13ClN3O+
4-chloro-2-(3-pyridin-1-ium-3-yl-2,3-dihydro-1H-pyrazol-5-yl)phenol
—— 4-chloro-2-[5-(4-methylphenyl)-2,3-dihydro-1H-pyrazol-3-yl]phenol —— C16H15ClN2O
4-chloro-2-[5-(4-methylphenyl)-2,3-dihydro-1H-pyrazol-3-yl]phenol