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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-hydroxybut-3-ynyl]-2-methoxyphenol —— C11H12O3
4-[(1S)-1-hydroxybut-3-ynyl]-2-methoxyphenol
—— 4-[(1R)-1-hydroxybut-3-ynyl]-2-methoxyphenol —— C11H12O3
4-[(1R)-1-hydroxybut-3-ynyl]-2-methoxyphenol
—— (1R,2R)-2-(3-hydroxyphenyl)-N-[2-(3-propan-2-yl-5-sulfanylidene-1H-1,2,4-triazol-4-yl)ethyl]cyclopropane-1-carboxamide —— C17H22N4O2S
(1R,2R)-2-(3-hydroxyphenyl)-N-[2-(3-propan-2-yl-5-sulfanylidene-1H-1,2,4-triazol-4-yl)ethyl]cyclopropane-1-carboxamide
—— (1R,2S)-2-(3-hydroxyphenyl)-N-[2-(3-propan-2-yl-5-sulfanylidene-1H-1,2,4-triazol-4-yl)ethyl]cyclopropane-1-carboxamide —— C17H22N4O2S
(1R,2S)-2-(3-hydroxyphenyl)-N-[2-(3-propan-2-yl-5-sulfanylidene-1H-1,2,4-triazol-4-yl)ethyl]cyclopropane-1-carboxamide
—— (1S,2S)-2-(3-hydroxyphenyl)-N-[2-(3-propan-2-yl-5-sulfanylidene-1H-1,2,4-triazol-4-yl)ethyl]cyclopropane-1-carboxamide —— C17H22N4O2S
(1S,2S)-2-(3-hydroxyphenyl)-N-[2-(3-propan-2-yl-5-sulfanylidene-1H-1,2,4-triazol-4-yl)ethyl]cyclopropane-1-carboxamide
—— N-[(1R,3S)-3-ethoxyspiro[3.4]octan-1-yl]-3-hydroxy-4-nitrobenzamide —— C17H22N2O5
N-[(1R,3S)-3-ethoxyspiro[3.4]octan-1-yl]-3-hydroxy-4-nitrobenzamide
—— N-[(1R,3R)-3-ethoxyspiro[3.4]octan-1-yl]-3-hydroxy-4-nitrobenzamide —— C17H22N2O5
N-[(1R,3R)-3-ethoxyspiro[3.4]octan-1-yl]-3-hydroxy-4-nitrobenzamide
—— N-[(1S,3S)-3-ethoxyspiro[3.4]octan-1-yl]-3-hydroxy-4-nitrobenzamide —— C17H22N2O5
N-[(1S,3S)-3-ethoxyspiro[3.4]octan-1-yl]-3-hydroxy-4-nitrobenzamide
—— N-[(1S,3R)-3-ethoxyspiro[3.4]octan-1-yl]-3-hydroxy-4-nitrobenzamide —— C17H22N2O5
N-[(1S,3R)-3-ethoxyspiro[3.4]octan-1-yl]-3-hydroxy-4-nitrobenzamide
—— (4R)-6-amino-4-(3-hydroxyphenyl)-3-methyl-4H-pyrano[2,3-c][1,2]thiazole-5-carbonitrile —— C14H11N3O2S
(4R)-6-amino-4-(3-hydroxyphenyl)-3-methyl-4H-pyrano[2,3-c][1,2]thiazole-5-carbonitrile
—— (4S)-6-amino-4-(3-hydroxyphenyl)-3-methyl-4H-pyrano[2,3-c][1,2]thiazole-5-carbonitrile —— C14H11N3O2S
(4S)-6-amino-4-(3-hydroxyphenyl)-3-methyl-4H-pyrano[2,3-c][1,2]thiazole-5-carbonitrile
—— (5Z)-5-[(3-bromo-4-hydroxyphenyl)methylidene]-3-[(2S)-butan-2-yl]-1,3-thiazolidine-2,4-dione —— C14H14BrNO3S
(5Z)-5-[(3-bromo-4-hydroxyphenyl)methylidene]-3-[(2S)-butan-2-yl]-1,3-thiazolidine-2,4-dione
—— (5Z)-2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazol-4-one —— C17H20N2O4S
(5Z)-2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazol-4-one
—— tert-butyl (4R)-4-(2-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C17H22N2O5
tert-butyl (4R)-4-(2-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— methyl (2R)-3,3,3-trifluoro-2-hydroxy-2-(4-hydroxy-3-methylphenyl)propanoate —— C11H11F3O4
methyl (2R)-3,3,3-trifluoro-2-hydroxy-2-(4-hydroxy-3-methylphenyl)propanoate
—— (2R)-3-(4-chlorophenyl)-2-(3-hydroxy-4-methoxyphenyl)-1,3-thiazolidin-4-one —— C16H14ClNO3S
(2R)-3-(4-chlorophenyl)-2-(3-hydroxy-4-methoxyphenyl)-1,3-thiazolidin-4-one
—— methyl (2S)-3,3,3-trifluoro-2-hydroxy-2-(4-hydroxy-3-methylphenyl)propanoate —— C11H11F3O4
methyl (2S)-3,3,3-trifluoro-2-hydroxy-2-(4-hydroxy-3-methylphenyl)propanoate
—— tert-butyl (4S)-4-(2-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C17H22N2O5
tert-butyl (4S)-4-(2-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— (2S)-3-(4-chlorophenyl)-2-(3-hydroxy-4-methoxyphenyl)-1,3-thiazolidin-4-one —— C16H14ClNO3S
(2S)-3-(4-chlorophenyl)-2-(3-hydroxy-4-methoxyphenyl)-1,3-thiazolidin-4-one
—— (2R)-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C17H14N2O3S
(2R)-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— (2S)-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C17H14N2O3S
(2S)-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— 1-[(3S)-3-(2-hydroxyphenyl)-5-thiophen-3-yl-3,4-dihydropyrazol-2-yl]ethanone —— C15H14N2O2S
1-[(3S)-3-(2-hydroxyphenyl)-5-thiophen-3-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 1-[(3R)-3-(2-hydroxyphenyl)-5-thiophen-3-yl-3,4-dihydropyrazol-2-yl]ethanone —— C15H14N2O2S
1-[(3R)-3-(2-hydroxyphenyl)-5-thiophen-3-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 4-(4-hydroxyphenyl)-N-[(2R)-1-[(3R)-3-methylpiperidin-1-yl]propan-2-yl]butanamide —— C19H30N2O2
4-(4-hydroxyphenyl)-N-[(2R)-1-[(3R)-3-methylpiperidin-1-yl]propan-2-yl]butanamide
—— 4-(4-hydroxyphenyl)-N-[(2R)-1-[(3S)-3-methylpiperidin-1-yl]propan-2-yl]butanamide —— C19H30N2O2
4-(4-hydroxyphenyl)-N-[(2R)-1-[(3S)-3-methylpiperidin-1-yl]propan-2-yl]butanamide
—— 1-[(3R)-5-(2-chlorophenyl)-3-(3-hydroxy-4-methoxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C18H17ClN2O3
1-[(3R)-5-(2-chlorophenyl)-3-(3-hydroxy-4-methoxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 1-[(3S)-5-(2-chlorophenyl)-3-(3-hydroxy-4-methoxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C18H17ClN2O3
1-[(3S)-5-(2-chlorophenyl)-3-(3-hydroxy-4-methoxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— N-[(1R,2R)-2-ethylsulfanylcyclopentyl]-3-(2-hydroxyphenyl)propanamide —— C16H23NO2S
N-[(1R,2R)-2-ethylsulfanylcyclopentyl]-3-(2-hydroxyphenyl)propanamide
—— N-[(1R,2S)-2-ethylsulfanylcyclopentyl]-3-(2-hydroxyphenyl)propanamide —— C16H23NO2S
N-[(1R,2S)-2-ethylsulfanylcyclopentyl]-3-(2-hydroxyphenyl)propanamide
—— N-[(1S,2R)-2-ethylsulfanylcyclopentyl]-3-(2-hydroxyphenyl)propanamide —— C16H23NO2S
N-[(1S,2R)-2-ethylsulfanylcyclopentyl]-3-(2-hydroxyphenyl)propanamide
—— 3-(2-hydroxyphenyl)-N-methyl-N-[(1S,2R)-2-methylsulfonylcyclopentyl]propanamide —— C16H23NO4S
3-(2-hydroxyphenyl)-N-methyl-N-[(1S,2R)-2-methylsulfonylcyclopentyl]propanamide
—— 3-(2-hydroxyphenyl)-N-methyl-N-[(1S,2S)-2-methylsulfonylcyclopentyl]propanamide —— C16H23NO4S
3-(2-hydroxyphenyl)-N-methyl-N-[(1S,2S)-2-methylsulfonylcyclopentyl]propanamide
—— 3-(2-hydroxyphenyl)-N-methyl-N-[(1R,2S)-2-methylsulfonylcyclopentyl]propanamide —— C16H23NO4S
3-(2-hydroxyphenyl)-N-methyl-N-[(1R,2S)-2-methylsulfonylcyclopentyl]propanamide
—— 3-(2-hydroxyphenyl)-N-methyl-N-[(1R,2R)-2-methylsulfonylcyclopentyl]propanamide —— C16H23NO4S
3-(2-hydroxyphenyl)-N-methyl-N-[(1R,2R)-2-methylsulfonylcyclopentyl]propanamide
—— 3-[(1R,3R)-3-ethylsulfanylcyclopentyl]-1-[(2-hydroxyphenyl)methyl]-1-methylurea —— C16H24N2O2S
3-[(1R,3R)-3-ethylsulfanylcyclopentyl]-1-[(2-hydroxyphenyl)methyl]-1-methylurea
—— 3-[(1S,3R)-3-ethylsulfanylcyclopentyl]-1-[(2-hydroxyphenyl)methyl]-1-methylurea —— C16H24N2O2S
3-[(1S,3R)-3-ethylsulfanylcyclopentyl]-1-[(2-hydroxyphenyl)methyl]-1-methylurea
—— 3-[(1S,3S)-3-ethylsulfanylcyclopentyl]-1-[(2-hydroxyphenyl)methyl]-1-methylurea —— C16H24N2O2S
3-[(1S,3S)-3-ethylsulfanylcyclopentyl]-1-[(2-hydroxyphenyl)methyl]-1-methylurea
—— 3-[(1R,3S)-3-ethylsulfanylcyclopentyl]-1-[(2-hydroxyphenyl)methyl]-1-methylurea —— C16H24N2O2S
3-[(1R,3S)-3-ethylsulfanylcyclopentyl]-1-[(2-hydroxyphenyl)methyl]-1-methylurea
—— 3-hydroxy-4-nitro-N-[(1R,2R)-2-pyrazol-1-ylcyclohexyl]benzamide —— C16H18N4O4
3-hydroxy-4-nitro-N-[(1R,2R)-2-pyrazol-1-ylcyclohexyl]benzamide
—— 3-hydroxy-4-nitro-N-[(1S,2R)-2-pyrazol-1-ylcyclohexyl]benzamide —— C16H18N4O4
3-hydroxy-4-nitro-N-[(1S,2R)-2-pyrazol-1-ylcyclohexyl]benzamide
—— 3-hydroxy-4-nitro-N-[(1R,2S)-2-pyrazol-1-ylcyclohexyl]benzamide —— C16H18N4O4
3-hydroxy-4-nitro-N-[(1R,2S)-2-pyrazol-1-ylcyclohexyl]benzamide
—— 3-hydroxy-4-nitro-N-[(1S,2S)-2-pyrazol-1-ylcyclohexyl]benzamide —— C16H18N4O4
3-hydroxy-4-nitro-N-[(1S,2S)-2-pyrazol-1-ylcyclohexyl]benzamide
—— 3-[2-(Azepan-1-yl)-2-oxoethyl]-5-[(2-hydroxy-5-nitrophenyl)methylidene]-1,3-thiazolidine-2,4-dione —— C18H19N3O6S
3-[2-(Azepan-1-yl)-2-oxoethyl]-5-[(2-hydroxy-5-nitrophenyl)methylidene]-1,3-thiazolidine-2,4-dione
—— (3S)-3-chloro-4-(5-chloro-2-hydroxyphenyl)butanoic acid —— C10H10Cl2O3
(3S)-3-chloro-4-(5-chloro-2-hydroxyphenyl)butanoic acid
—— (3R)-3-bromo-4-(5-chloro-2-hydroxyphenyl)butanoic acid —— C10H10BrClO3
(3R)-3-bromo-4-(5-chloro-2-hydroxyphenyl)butanoic acid
—— (3S)-3-bromo-4-(5-chloro-2-hydroxyphenyl)butanoic acid —— C10H10BrClO3
(3S)-3-bromo-4-(5-chloro-2-hydroxyphenyl)butanoic acid
—— (3R)-3-chloro-4-(5-chloro-2-hydroxyphenyl)butanoic acid —— C10H10Cl2O3
(3R)-3-chloro-4-(5-chloro-2-hydroxyphenyl)butanoic acid
—— (2S)-2-(hydroxymethyl)-3-(3-hydroxyphenyl)propanenitrile —— C10H11NO2
(2S)-2-(hydroxymethyl)-3-(3-hydroxyphenyl)propanenitrile
—— (2R)-2-(hydroxymethyl)-3-(3-hydroxyphenyl)propanenitrile —— C10H11NO2
(2R)-2-(hydroxymethyl)-3-(3-hydroxyphenyl)propanenitrile
—— (2R)-2-[(3-bromo-4-hydroxy-5-methoxyphenyl)methyl]-3-hydroxypropanenitrile —— C11H12BrNO3
(2R)-2-[(3-bromo-4-hydroxy-5-methoxyphenyl)methyl]-3-hydroxypropanenitrile