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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-hydroxy-4-nitro-N-[(2S)-oxan-2-yl]oxybenzamide —— C12H14N2O6
3-hydroxy-4-nitro-N-[(2S)-oxan-2-yl]oxybenzamide
—— 3-hydroxy-4-nitro-N-[(2R)-oxan-2-yl]oxybenzamide —— C12H14N2O6
3-hydroxy-4-nitro-N-[(2R)-oxan-2-yl]oxybenzamide
—— 1-[(3S)-1,1-dioxothiolan-3-yl]-3-[2-(3-hydroxyphenyl)ethyl]urea —— C13H18N2O4S
1-[(3S)-1,1-dioxothiolan-3-yl]-3-[2-(3-hydroxyphenyl)ethyl]urea
—— 1-[(3R)-1,1-dioxothiolan-3-yl]-3-[2-(3-hydroxyphenyl)ethyl]urea —— C13H18N2O4S
1-[(3R)-1,1-dioxothiolan-3-yl]-3-[2-(3-hydroxyphenyl)ethyl]urea
—— (4S)-N-(3,4-dimethylphenyl)-4-(4-hydroxy-3-nitrophenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C20H20N4O4S
(4S)-N-(3,4-dimethylphenyl)-4-(4-hydroxy-3-nitrophenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— 2-[(2R,6R)-4-phenyl-2-propan-2-yl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol —— C19H23N2O+
2-[(2R,6R)-4-phenyl-2-propan-2-yl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol
—— 2-[(2S,6R)-4-phenyl-2-propan-2-yl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol —— C19H23N2O+
2-[(2S,6R)-4-phenyl-2-propan-2-yl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol
—— 2-[(2S)-4-phenyl-5-aza-1-azoniaspiro[5.5]undec-4-en-2-yl]phenol —— C21H25N2O+
2-[(2S)-4-phenyl-5-aza-1-azoniaspiro[5.5]undec-4-en-2-yl]phenol
—— 4-bromo-2-[(2R,6R)-2-(furan-2-yl)-4-phenyl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol —— C20H18BrN2O2+
4-bromo-2-[(2R,6R)-2-(furan-2-yl)-4-phenyl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol
—— 2-[(2R)-4-phenyl-5-aza-1-azoniaspiro[5.5]undec-4-en-2-yl]phenol —— C21H25N2O+
2-[(2R)-4-phenyl-5-aza-1-azoniaspiro[5.5]undec-4-en-2-yl]phenol
—— 4-bromo-2-[(2R,6S)-2-(furan-2-yl)-4-phenyl-1,2,5,6-tetrahydropyrimidin-6-yl]phenol —— C20H17BrN2O2
4-bromo-2-[(2R,6S)-2-(furan-2-yl)-4-phenyl-1,2,5,6-tetrahydropyrimidin-6-yl]phenol
—— 4-bromo-2-[(2S,6S)-2-(furan-2-yl)-4-phenyl-1,2,5,6-tetrahydropyrimidin-6-yl]phenol —— C20H17BrN2O2
4-bromo-2-[(2S,6S)-2-(furan-2-yl)-4-phenyl-1,2,5,6-tetrahydropyrimidin-6-yl]phenol
—— 2-[(2R,6R)-4-phenyl-2-thiophen-2-yl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol —— C20H19N2OS+
2-[(2R,6R)-4-phenyl-2-thiophen-2-yl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol
—— 2-[(2R,6R)-4-phenyl-2-propyl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol —— C19H23N2O+
2-[(2R,6R)-4-phenyl-2-propyl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol
—— 4-bromo-2-[(2R,6R)-2-(furan-2-yl)-4-phenyl-1,2,5,6-tetrahydropyrimidin-6-yl]phenol —— C20H17BrN2O2
4-bromo-2-[(2R,6R)-2-(furan-2-yl)-4-phenyl-1,2,5,6-tetrahydropyrimidin-6-yl]phenol
—— 2-[(2R,6S)-4-phenyl-2-propyl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol —— C19H23N2O+
2-[(2R,6S)-4-phenyl-2-propyl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol
—— 2-[(2S,6S)-4-phenyl-2-propyl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol —— C19H23N2O+
2-[(2S,6S)-4-phenyl-2-propyl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol
—— 4-bromo-2-[(2S,6R)-2-(furan-2-yl)-4-phenyl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol —— C20H18BrN2O2+
4-bromo-2-[(2S,6R)-2-(furan-2-yl)-4-phenyl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol
—— 4-bromo-2-[(2S,6S)-2-(furan-2-yl)-4-phenyl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol —— C20H18BrN2O2+
4-bromo-2-[(2S,6S)-2-(furan-2-yl)-4-phenyl-1,2,5,6-tetrahydropyrimidin-1-ium-6-yl]phenol
—— 2-[(2E,5R)-2-[(E)-benzylidenehydrazinylidene]-3-(4-hydroxyphenyl)-4-oxo-1,3-thiazolidin-5-yl]acetic acid —— C18H15N3O4S
2-[(2E,5R)-2-[(E)-benzylidenehydrazinylidene]-3-(4-hydroxyphenyl)-4-oxo-1,3-thiazolidin-5-yl]acetic acid
—— 2-[(2E,5R)-2-[(E)-benzylidenehydrazinylidene]-3-(4-hydroxyphenyl)-4-oxo-1,3-thiazolidin-5-yl]acetate —— C18H14N3O4S-
2-[(2E,5R)-2-[(E)-benzylidenehydrazinylidene]-3-(4-hydroxyphenyl)-4-oxo-1,3-thiazolidin-5-yl]acetate
—— 2,6-Dimethoxy-4-[[4-(3-phenylpropyl)piperazine-1,4-diium-1-yl]methyl]phenol —— C22H32N2O3+2
2,6-Dimethoxy-4-[[4-(3-phenylpropyl)piperazine-1,4-diium-1-yl]methyl]phenol
—— 4-[[4-[[(1R)-cyclohex-3-en-1-yl]methyl]piperazine-1,4-diium-1-yl]methyl]-2,6-dimethoxyphenol —— C20H32N2O3+2
4-[[4-[[(1R)-cyclohex-3-en-1-yl]methyl]piperazine-1,4-diium-1-yl]methyl]-2,6-dimethoxyphenol
—— Cycloheptyl-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]azanium —— C16H26NO3+
Cycloheptyl-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]azanium
—— 1-[2-(3-hydroxyphenyl)ethyl]-3-[(1S)-1-pyridin-3-ylethyl]urea —— C16H19N3O2
1-[2-(3-hydroxyphenyl)ethyl]-3-[(1S)-1-pyridin-3-ylethyl]urea
—— 1-[2-(3-hydroxyphenyl)ethyl]-3-[(1R)-1-pyridin-3-ylethyl]urea —— C16H19N3O2
1-[2-(3-hydroxyphenyl)ethyl]-3-[(1R)-1-pyridin-3-ylethyl]urea
—— methyl (7S)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C14H15N5O4
methyl (7S)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— 5-[[[(1R)-2,3-dihydro-1H-inden-1-yl]amino]methyl]-2-nitrophenol —— C16H16N2O3
5-[[[(1R)-2,3-dihydro-1H-inden-1-yl]amino]methyl]-2-nitrophenol
—— 5-[[[(1S)-2,3-dihydro-1H-inden-1-yl]amino]methyl]-2-nitrophenol —— C16H16N2O3
5-[[[(1S)-2,3-dihydro-1H-inden-1-yl]amino]methyl]-2-nitrophenol
—— 1-[(2S)-2-(dimethylamino)-2-thiophen-3-ylethyl]-3-[2-(3-hydroxyphenyl)ethyl]urea —— C17H23N3O2S
1-[(2S)-2-(dimethylamino)-2-thiophen-3-ylethyl]-3-[2-(3-hydroxyphenyl)ethyl]urea
—— 1-[(2S)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-3-[2-(3-hydroxyphenyl)ethyl]urea —— C17H23N3O3
1-[(2S)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-3-[2-(3-hydroxyphenyl)ethyl]urea
—— 1-[(2R)-2-(dimethylamino)-2-thiophen-3-ylethyl]-3-[2-(3-hydroxyphenyl)ethyl]urea —— C17H23N3O2S
1-[(2R)-2-(dimethylamino)-2-thiophen-3-ylethyl]-3-[2-(3-hydroxyphenyl)ethyl]urea
—— 1-[(2R)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-3-[2-(3-hydroxyphenyl)ethyl]urea —— C17H23N3O3
1-[(2R)-2-(dimethylamino)-2-(furan-2-yl)ethyl]-3-[2-(3-hydroxyphenyl)ethyl]urea
—— (1S,4Z,8S)-N-(2-hydroxy-4-nitrophenyl)bicyclo[6.1.0]non-4-ene-9-carboxamide —— C16H18N2O4
(1S,4Z,8S)-N-(2-hydroxy-4-nitrophenyl)bicyclo[6.1.0]non-4-ene-9-carboxamide
—— (1S,4Z,8R)-N-(2-hydroxy-4-nitrophenyl)bicyclo[6.1.0]non-4-ene-9-carboxamide —— C16H18N2O4
(1S,4Z,8R)-N-(2-hydroxy-4-nitrophenyl)bicyclo[6.1.0]non-4-ene-9-carboxamide
—— 3-(5-chloro-2-hydroxyanilino)-1,2,4-triazin-5(4H)-one —— C9H7ClN4O2
3-(5-chloro-2-hydroxyanilino)-1,2,4-triazin-5(4H)-one
—— 3-[(4-Hydroxy-2-methylphenyl)amino]-1,2,4-triazin-5-ol —— C10H10N4O2
3-[(4-Hydroxy-2-methylphenyl)amino]-1,2,4-triazin-5-ol
—— 2-(3-hydroxy-4-methyl-anilino)-4-propyl-1H-pyrimidin-6-one —— C14H17N3O2
2-(3-hydroxy-4-methyl-anilino)-4-propyl-1H-pyrimidin-6-one
—— 3-[(2-Hydroxy-5-methylphenyl)amino]-6-methyl-1,2,4-triazin-5-ol —— C11H12N4O2
3-[(2-Hydroxy-5-methylphenyl)amino]-6-methyl-1,2,4-triazin-5-ol
—— 1-[4-[(4-Hydroxy-3,5-dimethoxyphenyl)methyl]piperazin-4-ium-1-yl]-2-phenylethanone —— C21H27N2O4+
1-[4-[(4-Hydroxy-3,5-dimethoxyphenyl)methyl]piperazin-4-ium-1-yl]-2-phenylethanone
—— butyl (4R)-4-(4-hydroxy-3-nitrophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C16H19N3O6
butyl (4R)-4-(4-hydroxy-3-nitrophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— pentyl (4S)-4-(4-hydroxy-3-nitrophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C17H21N3O6
pentyl (4S)-4-(4-hydroxy-3-nitrophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— butyl (4S)-4-(4-hydroxy-3-nitrophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C16H19N3O6
butyl (4S)-4-(4-hydroxy-3-nitrophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— (3S)-4,4,4-trifluoro-N-[(3-hydroxyphenyl)methyl]-N-methyl-3-phenylbutanamide —— C18H18F3NO2
(3S)-4,4,4-trifluoro-N-[(3-hydroxyphenyl)methyl]-N-methyl-3-phenylbutanamide
—— (3R)-4,4,4-trifluoro-N-[(3-hydroxyphenyl)methyl]-N-methyl-3-phenylbutanamide —— C18H18F3NO2
(3R)-4,4,4-trifluoro-N-[(3-hydroxyphenyl)methyl]-N-methyl-3-phenylbutanamide
—— N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-2,5-dimethylpyrazole-3-carboxamide —— C15H19N3O3
N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-2,5-dimethylpyrazole-3-carboxamide
—— N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-2,5-dimethylpyrazole-3-carboxamide —— C15H19N3O3
N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-2,5-dimethylpyrazole-3-carboxamide
—— (2Z)-2-(1,3-benzothiazol-2-yl)-3-(3-chloro-5-hydroxy-4-methoxyphenyl)prop-2-enenitrile —— C17H11ClN2O2S
(2Z)-2-(1,3-benzothiazol-2-yl)-3-(3-chloro-5-hydroxy-4-methoxyphenyl)prop-2-enenitrile
—— 3-hydroxy-N-[(1S,2R)-2-(2-methoxyphenyl)cyclopropyl]-4-nitrobenzamide —— C17H16N2O5
3-hydroxy-N-[(1S,2R)-2-(2-methoxyphenyl)cyclopropyl]-4-nitrobenzamide
—— bis(prop-2-enyl) (4R)-4-(4-hydroxy-3-methoxyphenyl)-2,6-dimethyl-3,4-dihydropyridine-3,5-dicarboxylate —— C22H25NO6
bis(prop-2-enyl) (4R)-4-(4-hydroxy-3-methoxyphenyl)-2,6-dimethyl-3,4-dihydropyridine-3,5-dicarboxylate