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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
—— N-(4-Hydroxybenzyl)-N-methylacetamide 886493-61-4 C10H13NO2
N-(4-Hydroxybenzyl)-N-methylacetamide
—— 3,5-Dinitro-4-methyl-salicylaldehyd 90196-51-3 C8H6N2O6
3,5-Dinitro-4-methyl-salicylaldehyd
—— 4-[(3R)-3-(3-propan-2-yloxypropylamino)butyl]phenol —— C16H27NO2
4-[(3R)-3-(3-propan-2-yloxypropylamino)butyl]phenol
—— 2-(2-Hydrazinyl-1,3-thiazol-4-yl)benzene-1,4-diol —— C9H9N3O2S
2-(2-Hydrazinyl-1,3-thiazol-4-yl)benzene-1,4-diol
—— (2R)-2-(4-hydroxyphenoxy)propanehydrazide —— C9H12N2O3
(2R)-2-(4-hydroxyphenoxy)propanehydrazide
—— N-cyclopropyl-6-[(3S)-3-[(2-hydroxy-5-methoxyphenyl)methylamino]pyrrolidin-1-yl]pyridine-3-carboxamide —— C21H26N4O3
N-cyclopropyl-6-[(3S)-3-[(2-hydroxy-5-methoxyphenyl)methylamino]pyrrolidin-1-yl]pyridine-3-carboxamide
—— N-cyclopropyl-6-[(3R)-3-[(2-hydroxy-5-methoxyphenyl)methylamino]pyrrolidin-1-yl]pyridine-3-carboxamide —— C21H26N4O3
N-cyclopropyl-6-[(3R)-3-[(2-hydroxy-5-methoxyphenyl)methylamino]pyrrolidin-1-yl]pyridine-3-carboxamide
—— N-cyclopropyl-6-[(3R)-3-[(2-hydroxy-4-methoxyphenyl)methylamino]pyrrolidin-1-yl]pyridine-3-carboxamide —— C21H26N4O3
N-cyclopropyl-6-[(3R)-3-[(2-hydroxy-4-methoxyphenyl)methylamino]pyrrolidin-1-yl]pyridine-3-carboxamide
—— N-cyclopropyl-6-[(3S)-3-[(2-hydroxy-3-methoxyphenyl)methylamino]pyrrolidin-1-yl]pyridine-3-carboxamide —— C21H26N4O3
N-cyclopropyl-6-[(3S)-3-[(2-hydroxy-3-methoxyphenyl)methylamino]pyrrolidin-1-yl]pyridine-3-carboxamide
—— N-cyclopropyl-6-[(3S)-3-[(2-hydroxy-4-methoxyphenyl)methylamino]pyrrolidin-1-yl]pyridine-3-carboxamide —— C21H26N4O3
N-cyclopropyl-6-[(3S)-3-[(2-hydroxy-4-methoxyphenyl)methylamino]pyrrolidin-1-yl]pyridine-3-carboxamide
—— N-cyclopropyl-6-[(3R)-3-[(2-hydroxy-3-methoxyphenyl)methylamino]pyrrolidin-1-yl]pyridine-3-carboxamide —— C21H26N4O3
N-cyclopropyl-6-[(3R)-3-[(2-hydroxy-3-methoxyphenyl)methylamino]pyrrolidin-1-yl]pyridine-3-carboxamide
—— methyl (5S)-2-[(2-hydroxyphenyl)methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C22H18N2O4S
methyl (5S)-2-[(2-hydroxyphenyl)methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— methyl (5R)-2-[(2-hydroxyphenyl)methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C22H18N2O4S
methyl (5R)-2-[(2-hydroxyphenyl)methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (4S)-5-acetyl-4-(2,4-dihydroxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C13H14N2O4
(4S)-5-acetyl-4-(2,4-dihydroxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4R)-N-(2-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C19H18FN3O3S
(4R)-N-(2-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— (4S)-N-(2-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C19H18FN3O3S
(4S)-N-(2-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— ethyl (4R,5S,6S)-6-(3,4-dihydroxyphenyl)-4-hydroxy-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate —— C14H15F3N2O5S
ethyl (4R,5S,6S)-6-(3,4-dihydroxyphenyl)-4-hydroxy-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate
—— ethyl (4R,5R,6R)-4-hydroxy-6-(3-hydroxyphenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate —— C14H15F3N2O4S
ethyl (4R,5R,6R)-4-hydroxy-6-(3-hydroxyphenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate
—— ethyl (4R,5R,6R)-4-hydroxy-6-(2-hydroxy-5-nitrophenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate —— C14H14F3N3O6S
ethyl (4R,5R,6R)-4-hydroxy-6-(2-hydroxy-5-nitrophenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate
—— ethyl (4R,5R,6S)-4-hydroxy-6-(4-hydroxy-3-methoxyphenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate —— C15H17F3N2O5S
ethyl (4R,5R,6S)-4-hydroxy-6-(4-hydroxy-3-methoxyphenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate
—— ethyl (4R,5S,6S)-4-hydroxy-6-(2-hydroxy-5-nitrophenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate —— C14H14F3N3O6S
ethyl (4R,5S,6S)-4-hydroxy-6-(2-hydroxy-5-nitrophenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate
—— ethyl (4R,5S,6S)-4-hydroxy-6-(3-hydroxyphenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate —— C14H15F3N2O4S
ethyl (4R,5S,6S)-4-hydroxy-6-(3-hydroxyphenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate
—— (4-hydroxy-3-methoxyphenyl)methyl-[(1R)-1-phenylethyl]azanium —— C16H20NO2+
(4-hydroxy-3-methoxyphenyl)methyl-[(1R)-1-phenylethyl]azanium
—— (3-hydroxy-4-methoxyphenyl)methyl-[(1S)-1-phenylethyl]azanium —— C16H20NO2+
(3-hydroxy-4-methoxyphenyl)methyl-[(1S)-1-phenylethyl]azanium
—— 2-methoxy-4-[[[(1S)-1-phenylethyl]amino]methyl]phenol —— C16H19NO2
2-methoxy-4-[[[(1S)-1-phenylethyl]amino]methyl]phenol
—— 2-methoxy-5-[[[(1S)-1-phenylethyl]amino]methyl]phenol —— C16H19NO2
2-methoxy-5-[[[(1S)-1-phenylethyl]amino]methyl]phenol
—— (3-hydroxy-4-methoxyphenyl)methyl-[(1R)-1-phenylethyl]azanium —— C16H20NO2+
(3-hydroxy-4-methoxyphenyl)methyl-[(1R)-1-phenylethyl]azanium
—— 2-methoxy-5-[[[(1R)-1-phenylethyl]amino]methyl]phenol —— C16H19NO2
2-methoxy-5-[[[(1R)-1-phenylethyl]amino]methyl]phenol
—— 2-[(5S)-2-(benzylidenehydrazinylidene)-3-(4-hydroxyphenyl)-4-oxo-1,3-thiazolidin-5-yl]acetic acid —— C18H15N3O4S
2-[(5S)-2-(benzylidenehydrazinylidene)-3-(4-hydroxyphenyl)-4-oxo-1,3-thiazolidin-5-yl]acetic acid
—— (4-hydroxy-3,5-dimethoxyphenyl)methyl-[(1R)-1-phenylethyl]azanium —— C17H22NO3+
(4-hydroxy-3,5-dimethoxyphenyl)methyl-[(1R)-1-phenylethyl]azanium
—— 2-(4-methoxyphenyl)ethyl 3-(4-oxo-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-2-yl)propanoate —— C22H24N2O4S
2-(4-methoxyphenyl)ethyl 3-(4-oxo-5,6,7,8-tetrahydro-3H-[1]benzothiolo[2,3-d]pyrimidin-2-yl)propanoate
—— 1-[(3S)-3-(2-hydroxy-5-nitrophenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]propan-1-one —— C16H15N3O4S
1-[(3S)-3-(2-hydroxy-5-nitrophenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]propan-1-one
—— 1-[(3S)-3-(3-hydroxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C15H14N2O2S
1-[(3S)-3-(3-hydroxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 1-[(3R)-3-(2-hydroxy-5-nitrophenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]propan-1-one —— C16H15N3O4S
1-[(3R)-3-(2-hydroxy-5-nitrophenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]propan-1-one
—— 1-[(3R)-3-(2-hydroxy-5-nitrophenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C15H13N3O4S
1-[(3R)-3-(2-hydroxy-5-nitrophenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 1-[(3R)-3-(2-hydroxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C15H14N2O2S
1-[(3R)-3-(2-hydroxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— furan-2-yl-[(3R)-3-(2-hydroxy-5-nitrophenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]methanone —— C18H13N3O5S
furan-2-yl-[(3R)-3-(2-hydroxy-5-nitrophenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]methanone
—— 4-(2-(3-Aminophenyl)thiazol-4-yl)benzene-1,2-diol —— C15H12N2O2S
4-(2-(3-Aminophenyl)thiazol-4-yl)benzene-1,2-diol
—— (4-Hydroxy-3,5-dimethoxyphenyl)methyl-(pyridin-3-ylmethyl)azanium —— C15H19N2O3+
(4-Hydroxy-3,5-dimethoxyphenyl)methyl-(pyridin-3-ylmethyl)azanium
—— (4R)-6-amino-4-(2-hydroxyphenyl)-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile —— C14H12N4O2
(4R)-6-amino-4-(2-hydroxyphenyl)-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
—— methyl (4R)-6-amino-4-(4-hydroxyphenyl)-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carboxylate —— C15H15N3O4
methyl (4R)-6-amino-4-(4-hydroxyphenyl)-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carboxylate
—— methyl (4S)-6-amino-4-(4-hydroxyphenyl)-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carboxylate —— C15H15N3O4
methyl (4S)-6-amino-4-(4-hydroxyphenyl)-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carboxylate
—— (4S)-6-amino-4-(2-hydroxyphenyl)-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile —— C14H12N4O2
(4S)-6-amino-4-(2-hydroxyphenyl)-3-methyl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
—— 4-[(1R,4aS)-3,4,4a,5,6,7,8,9-octahydro-1H-pyrido[1,2-c][1,3]oxazin-9-ium-1-yl]phenol —— C14H20NO2+
4-[(1R,4aS)-3,4,4a,5,6,7,8,9-octahydro-1H-pyrido[1,2-c][1,3]oxazin-9-ium-1-yl]phenol
—— 4-[(1R,4aS)-1,3,4,4a,5,6,7,8-octahydropyrido[1,2-c][1,3]oxazin-1-yl]phenol —— C14H19NO2
4-[(1R,4aS)-1,3,4,4a,5,6,7,8-octahydropyrido[1,2-c][1,3]oxazin-1-yl]phenol
—— 4-[(1S,4aS)-3,4,4a,5,6,7,8,9-octahydro-1H-pyrido[1,2-c][1,3]oxazin-9-ium-1-yl]phenol —— C14H20NO2+
4-[(1S,4aS)-3,4,4a,5,6,7,8,9-octahydro-1H-pyrido[1,2-c][1,3]oxazin-9-ium-1-yl]phenol
—— 4-[(1S,4aS)-1,3,4,4a,5,6,7,8-octahydropyrido[1,2-c][1,3]oxazin-1-yl]phenol —— C14H19NO2
4-[(1S,4aS)-1,3,4,4a,5,6,7,8-octahydropyrido[1,2-c][1,3]oxazin-1-yl]phenol
—— 2,6-dimethoxy-4-[[(2S)-2-(3-propan-2-yl-1,2-oxazol-5-yl)pyrrolidin-1-yl]methyl]phenol —— C19H26N2O4
2,6-dimethoxy-4-[[(2S)-2-(3-propan-2-yl-1,2-oxazol-5-yl)pyrrolidin-1-yl]methyl]phenol
—— 2-methoxy-6-[[(2R)-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidin-1-yl]methyl]phenol —— C16H20N2O3
2-methoxy-6-[[(2R)-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidin-1-yl]methyl]phenol
—— 2-methoxy-4-[[(2S)-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidin-1-yl]methyl]phenol —— C16H20N2O3
2-methoxy-4-[[(2S)-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidin-1-yl]methyl]phenol