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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
—— 3,4,5-trihydroxy-N-[(1-propan-2-ylpiperidin-1-ium-4-ylidene)amino]benzamide —— C15H22N3O4+
3,4,5-trihydroxy-N-[(1-propan-2-ylpiperidin-1-ium-4-ylidene)amino]benzamide
—— (R)-synephrine —— C9H14NO2+
(R)-synephrine
—— [(2R)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]azanium —— C8H12NO2+
[(2R)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]azanium
—— 5-[(S)-carboxy(hydroxy)methyl]-2-methoxyphenolate —— C9H9O5-
5-[(S)-carboxy(hydroxy)methyl]-2-methoxyphenolate
—— (4-Hydroxy-3-methoxyphenyl)acetate —— C9H9O4-
(4-Hydroxy-3-methoxyphenyl)acetate
—— 5-Bromo-2-(5,7-dimethyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-2-yl)phenol —— C16H23BrN2O+2
5-Bromo-2-(5,7-dimethyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-2-yl)phenol
—— [(3S,4S)-4-hydroxy-4-(3-hydroxyphenyl)thian-3-yl]methyl-dimethylazanium —— C14H22NO2S+
[(3S,4S)-4-hydroxy-4-(3-hydroxyphenyl)thian-3-yl]methyl-dimethylazanium
—— 4-[(2R)-1,3-oxazolidin-3-ium-2-yl]phenol —— C9H12NO2+
4-[(2R)-1,3-oxazolidin-3-ium-2-yl]phenol
—— 4-(6-Hydroxy-5,7-dimethyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-2-yl)benzene-1,3-diol —— C16H24N2O3+2
4-(6-Hydroxy-5,7-dimethyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-2-yl)benzene-1,3-diol
—— 4-[[4-[(2S)-butan-2-yl]piperazine-1,4-diium-1-yl]methyl]-2,6-dimethoxyphenol —— C17H30N2O3+2
4-[[4-[(2S)-butan-2-yl]piperazine-1,4-diium-1-yl]methyl]-2,6-dimethoxyphenol
—— 2-[(4R,5R)-4-nitro-3-phenyl-4,5-dihydro-1,2-oxazol-5-yl]phenol —— C15H12N2O4
2-[(4R,5R)-4-nitro-3-phenyl-4,5-dihydro-1,2-oxazol-5-yl]phenol
—— 2-[(4-Ethylpiperazine-1,4-diium-1-yl)methyl]-4-methoxyphenol —— C14H24N2O2+2
2-[(4-Ethylpiperazine-1,4-diium-1-yl)methyl]-4-methoxyphenol
—— (2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-N'-propan-2-ylethanimidamide —— C11H16N2O3
(2R)-2-(3,4-dihydroxyphenyl)-2-hydroxy-N'-propan-2-ylethanimidamide
—— (2S)-2-(3,4-dihydroxyphenyl)-2-hydroxy-N'-propan-2-ylethanimidamide —— C11H16N2O3
(2S)-2-(3,4-dihydroxyphenyl)-2-hydroxy-N'-propan-2-ylethanimidamide
—— (2S)-2-hydroxy-N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]-2-phenylacetamide —— C15H13N3O5
(2S)-2-hydroxy-N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]-2-phenylacetamide
—— 2-Methoxy-4-[(4-methyl-1,4-diazepane-1,4-diium-1-yl)methyl]phenol —— C14H24N2O2+2
2-Methoxy-4-[(4-methyl-1,4-diazepane-1,4-diium-1-yl)methyl]phenol
—— (2R)-2-(4-hydroxy-3-methoxyphenyl)-3-(2-piperidin-1-ium-1-ylethyl)-1,3-thiazolidin-4-one —— C17H25N2O3S+
(2R)-2-(4-hydroxy-3-methoxyphenyl)-3-(2-piperidin-1-ium-1-ylethyl)-1,3-thiazolidin-4-one
—— 2-[(1R,2R,5S)-5-(hydroxymethyl)-8-methyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol —— C16H20O3
2-[(1R,2R,5S)-5-(hydroxymethyl)-8-methyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol
—— 2-methoxy-4-[(2R,5S)-5-(4-nitrophenyl)-1,3-oxazolidin-3-ium-2-yl]phenol —— C16H17N2O5+
2-methoxy-4-[(2R,5S)-5-(4-nitrophenyl)-1,3-oxazolidin-3-ium-2-yl]phenol
—— (2S)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetate —— C9H9O5-
(2S)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetate
—— 3-[2-(4-hydroxyphenyl)ethyl]-4-[(1S)-1-phenylethyl]-1H-1,2,4-triazole-5-thione —— C18H19N3OS
3-[2-(4-hydroxyphenyl)ethyl]-4-[(1S)-1-phenylethyl]-1H-1,2,4-triazole-5-thione
—— (2S)-2-(2-hydroxyphenyl)-6-methylsulfanyl-4-oxo-2,3-dihydro-1,3-thiazine-5-carbonitrile —— C12H10N2O2S2
(2S)-2-(2-hydroxyphenyl)-6-methylsulfanyl-4-oxo-2,3-dihydro-1,3-thiazine-5-carbonitrile
—— DL-2-Amino-4-phosphonobutyricacid —— C8H12NO3+
DL-2-Amino-4-phosphonobutyricacid
—— (4S,7R)-7-(3-hydroxyphenyl)-6-imino-3-methyl-4-phenyl-5,7-dihydro-4H-1,2-benzoxazole-5-carbonitrile —— C21H17N3O2
(4S,7R)-7-(3-hydroxyphenyl)-6-imino-3-methyl-4-phenyl-5,7-dihydro-4H-1,2-benzoxazole-5-carbonitrile
—— 2-[(1R)-1-(2-aminophenyl)sulfanyl-2-nitroethyl]-6-methoxyphenol —— C15H16N2O4S
2-[(1R)-1-(2-aminophenyl)sulfanyl-2-nitroethyl]-6-methoxyphenol
—— 2-[(6S)-3,4,4,5-tetramethyl-5,6-dihydro-1,2,5-oxadiazin-5-ium-6-yl]phenol —— C13H19N2O2+
2-[(6S)-3,4,4,5-tetramethyl-5,6-dihydro-1,2,5-oxadiazin-5-ium-6-yl]phenol
—— [(2S)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]azanium —— C8H12NO2+
[(2S)-2-hydroxy-2-(4-hydroxyphenyl)ethyl]azanium
—— N-ethyl-N-[(1R)-1-(3-hydroxyphenyl)ethyl]-2-propan-2-yl-1H-imidazole-5-sulfonamide —— C16H23N3O3S
N-ethyl-N-[(1R)-1-(3-hydroxyphenyl)ethyl]-2-propan-2-yl-1H-imidazole-5-sulfonamide
—— (Z)-2-cyano-3-(2,5-dimethyl-1-propylpyrrol-3-yl)-N-[(2R)-3-hydroxy-2-[(3-hydroxy-4-methoxyphenyl)methyl]propyl]prop-2-enamide —— C24H31N3O4
(Z)-2-cyano-3-(2,5-dimethyl-1-propylpyrrol-3-yl)-N-[(2R)-3-hydroxy-2-[(3-hydroxy-4-methoxyphenyl)methyl]propyl]prop-2-enamide
—— (Z)-2-cyano-3-(2,5-dimethyl-1-propylpyrrol-3-yl)-N-[(2S)-3-hydroxy-2-[(3-hydroxy-4-methoxyphenyl)methyl]propyl]prop-2-enamide —— C24H31N3O4
(Z)-2-cyano-3-(2,5-dimethyl-1-propylpyrrol-3-yl)-N-[(2S)-3-hydroxy-2-[(3-hydroxy-4-methoxyphenyl)methyl]propyl]prop-2-enamide
—— N-ethyl-N-[(1S)-1-(3-hydroxyphenyl)ethyl]-2-propan-2-yl-1H-imidazole-5-sulfonamide —— C16H23N3O3S
N-ethyl-N-[(1S)-1-(3-hydroxyphenyl)ethyl]-2-propan-2-yl-1H-imidazole-5-sulfonamide
—— (2Z,5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-prop-2-enyl-2-(1,3-thiazol-2-ylimino)-1,3-thiazolidin-4-one —— C17H15N3O3S2
(2Z,5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-prop-2-enyl-2-(1,3-thiazol-2-ylimino)-1,3-thiazolidin-4-one
—— 4-(2-amino-1,2,2-trideuterio-1-hydroxy-ethyl)-benzene-1,2-diol 111997-30-9 C8H11NO3
4-(2-amino-1,2,2-trideuterio-1-hydroxy-ethyl)-benzene-1,2-diol
—— 2-hydroxy-3-[[3-methyl-5-oxo-1-(3-sulfophenyl)pyrazol-4-ylidene]methylamino]-5-nitrobenzenesulfonic acid —— C17H14N4O10S2
2-hydroxy-3-[[3-methyl-5-oxo-1-(3-sulfophenyl)pyrazol-4-ylidene]methylamino]-5-nitrobenzenesulfonic acid
—— 2-(4-chlorophenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C16H15ClN2O4
2-(4-chlorophenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 2-(2,5-dimethylphenoxy)-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]acetohydrazide —— C18H20N2O4
2-(2,5-dimethylphenoxy)-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]acetohydrazide
—— 1-[(3R)-5-(furan-2-yl)-3-(4-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]butan-1-one —— C17H18N2O3
1-[(3R)-5-(furan-2-yl)-3-(4-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]butan-1-one
—— 1-[(3S)-5-(furan-2-yl)-3-(4-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]butan-1-one —— C17H18N2O3
1-[(3S)-5-(furan-2-yl)-3-(4-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]butan-1-one
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3,4,5-trimethoxybenzamide —— C18H20N2O6
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3,4,5-trimethoxybenzamide
—— 2-fluoro-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide —— C15H13FN2O3
2-fluoro-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide
—— 2-hydroxy-N-methyl-3-nitro-N-[(1S)-1-pyridin-4-ylpropyl]benzamide —— C16H17N3O4
2-hydroxy-N-methyl-3-nitro-N-[(1S)-1-pyridin-4-ylpropyl]benzamide
—— 2-hydroxy-N-methyl-3-nitro-N-[(1R)-1-pyridin-4-ylpropyl]benzamide —— C16H17N3O4
2-hydroxy-N-methyl-3-nitro-N-[(1R)-1-pyridin-4-ylpropyl]benzamide
—— 1-cyclohexyl-3-[(E)-(3-hydroxyphenyl)methylideneamino]urea —— C14H19N3O2
1-cyclohexyl-3-[(E)-(3-hydroxyphenyl)methylideneamino]urea
—— (3E)-3-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-oxoindolizine-1-carbonitrile —— C17H12N2O3
(3E)-3-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-oxoindolizine-1-carbonitrile
—— 5-bromo-N'-[(E)-(3-hydroxy-4-nitrophenyl)methylidene]pyridine-3-carbohydrazide —— C13H9BrN4O4
5-bromo-N'-[(E)-(3-hydroxy-4-nitrophenyl)methylidene]pyridine-3-carbohydrazide
—— (2Z)-2-[(2E)-benzylidenehydrazinylidene]-3-(4-hydroxyphenyl)-1,3-thiazolidin-4-one —— C16H13N3O2S
(2Z)-2-[(2E)-benzylidenehydrazinylidene]-3-(4-hydroxyphenyl)-1,3-thiazolidin-4-one
—— N'-[(E)-(3-hydroxyphenyl)methylidene]cyclopropanecarbohydrazide —— C11H12N2O2
N'-[(E)-(3-hydroxyphenyl)methylidene]cyclopropanecarbohydrazide
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2,5-dimethylfuran-3-carboxamide —— C15H16N2O4
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2,5-dimethylfuran-3-carboxamide
—— 5-[(E)-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-thiophen-2-yltriazole-4-carbonyl]hydrazinylidene]methyl]-2-methoxyphenolate —— C17H14N8O4S
5-[(E)-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-thiophen-2-yltriazole-4-carbonyl]hydrazinylidene]methyl]-2-methoxyphenolate
—— 5-[(E)-[3-[(4-bromophenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-yl]iminomethyl]-2-methoxyphenol —— C20H21BrN4O2S
5-[(E)-[3-[(4-bromophenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-yl]iminomethyl]-2-methoxyphenol