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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
—— 2-[(1R)-1-[(5-bromopyridin-1-ium-2-yl)amino]ethyl]-4-chlorophenol —— C13H13BrClN2O+
2-[(1R)-1-[(5-bromopyridin-1-ium-2-yl)amino]ethyl]-4-chlorophenol
—— 2-[(1S)-1-[(5-bromopyridin-1-ium-2-yl)amino]ethyl]-4-chlorophenol —— C13H13BrClN2O+
2-[(1S)-1-[(5-bromopyridin-1-ium-2-yl)amino]ethyl]-4-chlorophenol
—— (6R)-2-[(2-hydroxy-5-methylanilino)methylidene]-6-methylcyclohexan-1-one —— C15H19NO2
(6R)-2-[(2-hydroxy-5-methylanilino)methylidene]-6-methylcyclohexan-1-one
—— 2-[(2R,4R,5R)-3,4-dimethyl-5-phenyl-1,3-oxazolidin-3-ium-2-yl]phenol —— C17H20NO2+
2-[(2R,4R,5R)-3,4-dimethyl-5-phenyl-1,3-oxazolidin-3-ium-2-yl]phenol
—— (4-Ethylpiperazin-4-ium-1-yl)-(3-hydroxyphenyl)methanethione —— C13H19N2OS+
(4-Ethylpiperazin-4-ium-1-yl)-(3-hydroxyphenyl)methanethione
—— 2-[(1S,2R,5R)-4,4,8-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol —— C17H22O2
2-[(1S,2R,5R)-4,4,8-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol
—— 4-[(1S,2S,5R)-5-(hydroxymethyl)-8-methyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol —— C16H20O3
4-[(1S,2S,5R)-5-(hydroxymethyl)-8-methyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol
—— (4R,4aS,5R,8aS)-4-(4-hydroxy-3-methoxyphenyl)-3,5,8-trimethyl-1,4,4a,5,6,8a-hexahydropyrimido[4,5-d]pyrimidine-2,7-dione —— C16H22N4O4
(4R,4aS,5R,8aS)-4-(4-hydroxy-3-methoxyphenyl)-3,5,8-trimethyl-1,4,4a,5,6,8a-hexahydropyrimido[4,5-d]pyrimidine-2,7-dione
—— (4S,4aS,5R,8aS)-4-(4-hydroxy-3-methoxyphenyl)-3,5,8-trimethyl-1,4,4a,5,6,8a-hexahydropyrimido[4,5-d]pyrimidine-2,7-dione —— C16H22N4O4
(4S,4aS,5R,8aS)-4-(4-hydroxy-3-methoxyphenyl)-3,5,8-trimethyl-1,4,4a,5,6,8a-hexahydropyrimido[4,5-d]pyrimidine-2,7-dione
—— 2-(3,4-Dihydroxyphenyl)-5,7-diethyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-6-one —— C18H26N2O3+2
2-(3,4-Dihydroxyphenyl)-5,7-diethyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-6-one
—— 2-(3,4-Dihydroxyphenyl)-5,7-dipropyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-6-one —— C20H30N2O3+2
2-(3,4-Dihydroxyphenyl)-5,7-dipropyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-6-one
—— 2-Amino-1,3-dimethyl-5-[(2,3,4-trihydroxyphenyl)methylidene]pyrimidin-1-ium-4,6-dione —— C13H14N3O5+
2-Amino-1,3-dimethyl-5-[(2,3,4-trihydroxyphenyl)methylidene]pyrimidin-1-ium-4,6-dione
—— 3,4,5-trihydroxy-N-[(1-methylpiperidin-1-ium-4-ylidene)amino]benzamide —— C13H18N3O4+
3,4,5-trihydroxy-N-[(1-methylpiperidin-1-ium-4-ylidene)amino]benzamide
—— 3-Chloro-4-hydroxyphenylacetate —— C8H6ClO3-
3-Chloro-4-hydroxyphenylacetate
—— dimethyl (4R)-4-(2-hydroxy-3-methoxyphenyl)-2,6-dimethyl-3,4-dihydropyridine-3,5-dicarboxylate —— C18H21NO6
dimethyl (4R)-4-(2-hydroxy-3-methoxyphenyl)-2,6-dimethyl-3,4-dihydropyridine-3,5-dicarboxylate
—— 3-Hydroxyphenylacetate —— C8H7O3-
3-Hydroxyphenylacetate
—— dimethyl (4R)-4-(4-hydroxy-3-methoxyphenyl)-2,6-dimethyl-3,4-dihydropyridine-3,5-dicarboxylate —— C18H21NO6
dimethyl (4R)-4-(4-hydroxy-3-methoxyphenyl)-2,6-dimethyl-3,4-dihydropyridine-3,5-dicarboxylate
—— (3,4-Dihydroxyphenyl)methylazanium —— C7H10NO2+
(3,4-Dihydroxyphenyl)methylazanium
—— (2R)-2-(3,4-dihydroxyphenyl)-2-hydroxyacetate —— C8H7O5-
(2R)-2-(3,4-dihydroxyphenyl)-2-hydroxyacetate
—— (2S)-2-(3,4-dihydroxyphenyl)-2-hydroxyacetate —— C8H7O5-
(2S)-2-(3,4-dihydroxyphenyl)-2-hydroxyacetate
—— ethyl (5E)-5-[(3-hydroxyphenyl)methylidene]-2-methyl-4-oxo-3H-pyrrole-3-carboxylate —— C15H15NO4
ethyl (5E)-5-[(3-hydroxyphenyl)methylidene]-2-methyl-4-oxo-3H-pyrrole-3-carboxylate
—— 2-[1-(3,4-Dihydroxyphenyl)cyclopentyl]ethyl-dimethylazanium —— C15H24NO2+
2-[1-(3,4-Dihydroxyphenyl)cyclopentyl]ethyl-dimethylazanium
—— 2-(2,4-Dihydroxyphenyl)-5,7-dipropyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-6-one —— C20H30N2O3+2
2-(2,4-Dihydroxyphenyl)-5,7-dipropyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-6-one
—— 1-[4-[(4-Hydroxy-3,5-dimethoxyphenyl)methyl]piperazin-4-ium-1-yl]-3-methylbutan-1-one —— C18H29N2O4+
1-[4-[(4-Hydroxy-3,5-dimethoxyphenyl)methyl]piperazin-4-ium-1-yl]-3-methylbutan-1-one
—— [(3S,4R)-4-hydroxy-4-(3-hydroxyphenyl)thian-3-yl]methyl-dimethylazanium —— C14H22NO2S+
[(3S,4R)-4-hydroxy-4-(3-hydroxyphenyl)thian-3-yl]methyl-dimethylazanium
—— [(3R,4R)-4-hydroxy-4-(3-hydroxyphenyl)thian-3-yl]methyl-dimethylazanium —— C14H22NO2S+
[(3R,4R)-4-hydroxy-4-(3-hydroxyphenyl)thian-3-yl]methyl-dimethylazanium
—— (2Z,5Z)-2,5-bis[(2-hydroxyphenyl)methylidene]cyclopentan-1-one —— C19H16O3
(2Z,5Z)-2,5-bis[(2-hydroxyphenyl)methylidene]cyclopentan-1-one
—— [(3R,4S)-4-hydroxy-4-(3-hydroxyphenyl)thian-3-yl]methyl-dimethylazanium —— C14H22NO2S+
[(3R,4S)-4-hydroxy-4-(3-hydroxyphenyl)thian-3-yl]methyl-dimethylazanium
—— 2-(3-Hydroxy-4-methoxyphenyl)-5,7-dimethyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-6-one —— C17H24N2O3+2
2-(3-Hydroxy-4-methoxyphenyl)-5,7-dimethyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-6-one
—— 3-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)inden-1-one —— C16H12O4
3-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)inden-1-one
—— 4-[(4-Benzylpiperazine-1,4-diium-1-yl)methyl]-2-methoxyphenol —— C19H26N2O2+2
4-[(4-Benzylpiperazine-1,4-diium-1-yl)methyl]-2-methoxyphenol
—— 4-[[4-[(2R)-butan-2-yl]piperazine-1,4-diium-1-yl]methyl]-2,6-dimethoxyphenol —— C17H30N2O3+2
4-[[4-[(2R)-butan-2-yl]piperazine-1,4-diium-1-yl]methyl]-2,6-dimethoxyphenol
—— 2,6-Dimethoxy-4-[[4-(pyridin-2-ylmethyl)piperazine-1,4-diium-1-yl]methyl]phenol —— C19H27N3O3+2
2,6-Dimethoxy-4-[[4-(pyridin-2-ylmethyl)piperazine-1,4-diium-1-yl]methyl]phenol
—— 2-[(1S,2S,5R)-4,4,8-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol —— C17H22O2
2-[(1S,2S,5R)-4,4,8-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol
—— 4-Bromo-2-[(4-ethylpiperazine-1,4-diium-1-yl)methyl]-6-methoxyphenol —— C14H23BrN2O2+2
4-Bromo-2-[(4-ethylpiperazine-1,4-diium-1-yl)methyl]-6-methoxyphenol
—— 2-Methoxy-6-[(4-methylpiperazine-1,4-diium-1-yl)methyl]phenol —— C13H22N2O2+2
2-Methoxy-6-[(4-methylpiperazine-1,4-diium-1-yl)methyl]phenol
—— 2-[(4-Benzylpiperazine-1,4-diium-1-yl)methyl]-6-methoxyphenol —— C19H26N2O2+2
2-[(4-Benzylpiperazine-1,4-diium-1-yl)methyl]-6-methoxyphenol
—— 4-[(2R)-5-benzyl-2,3-dihydro-1,3,4-thiadiazol-2-yl]benzene-1,3-diol —— C15H14N2O2S
4-[(2R)-5-benzyl-2,3-dihydro-1,3,4-thiadiazol-2-yl]benzene-1,3-diol
—— 4-[[(2R)-2-nitro-3-(1,3-thiazol-2-ylimino)propylidene]amino]phenol —— C12H10N4O3S
4-[[(2R)-2-nitro-3-(1,3-thiazol-2-ylimino)propylidene]amino]phenol
—— (2R)-2-(azepan-1-ium-1-yl)-2-(4-hydroxy-3-methoxyphenyl)acetonitrile —— C15H21N2O2+
(2R)-2-(azepan-1-ium-1-yl)-2-(4-hydroxy-3-methoxyphenyl)acetonitrile
—— (2R)-2-(4-hydroxy-3-methoxyphenyl)-2-morpholin-4-ium-4-ylacetonitrile —— C13H17N2O3+
(2R)-2-(4-hydroxy-3-methoxyphenyl)-2-morpholin-4-ium-4-ylacetonitrile
—— (2S)-2-(azepan-1-ium-1-yl)-2-(4-hydroxy-3-methoxyphenyl)acetonitrile —— C15H21N2O2+
(2S)-2-(azepan-1-ium-1-yl)-2-(4-hydroxy-3-methoxyphenyl)acetonitrile
—— (2S)-2-(4-hydroxy-3-methoxyphenyl)-2-morpholin-4-ium-4-ylacetonitrile —— C13H17N2O3+
(2S)-2-(4-hydroxy-3-methoxyphenyl)-2-morpholin-4-ium-4-ylacetonitrile
—— 4-Methoxy-2-[[4-[(4-methoxyphenyl)methyl]piperazine-1,4-diium-1-yl]methyl]phenol —— C20H28N2O3+2
4-Methoxy-2-[[4-[(4-methoxyphenyl)methyl]piperazine-1,4-diium-1-yl]methyl]phenol
—— (2S)-2-(4-hydroxyphenyl)-2-piperidin-1-ium-1-ylacetonitrile —— C13H17N2O+
(2S)-2-(4-hydroxyphenyl)-2-piperidin-1-ium-1-ylacetonitrile
—— (2R)-2-(4-hydroxyphenyl)-2-piperidin-1-ium-1-ylacetonitrile —— C13H17N2O+
(2R)-2-(4-hydroxyphenyl)-2-piperidin-1-ium-1-ylacetonitrile
—— 4-(Azocan-1-ium-1-ylmethyl)-2,6-dimethoxyphenol —— C16H26NO3+
4-(Azocan-1-ium-1-ylmethyl)-2,6-dimethoxyphenol
—— 2-Bromo-4-[(4-ethylpiperazine-1,4-diium-1-yl)methyl]-6-methoxyphenol —— C14H23BrN2O2+2
2-Bromo-4-[(4-ethylpiperazine-1,4-diium-1-yl)methyl]-6-methoxyphenol
—— (2R)-2-hydroxy-N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]-2-phenylacetamide —— C15H13N3O5
(2R)-2-hydroxy-N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]-2-phenylacetamide
—— cyclopropylmethyl-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-propylazanium —— C17H28NO+
cyclopropylmethyl-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-propylazanium