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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
—— (4Z)-2-(1,3-benzothiazol-2-yl)-4-[1-(2-hydroxy-5-nitroanilino)ethylidene]-5-(trifluoromethyl)pyrazol-3-one —— C19H12F3N5O4S
(4Z)-2-(1,3-benzothiazol-2-yl)-4-[1-(2-hydroxy-5-nitroanilino)ethylidene]-5-(trifluoromethyl)pyrazol-3-one
—— (4Z)-4-[(5-chloro-2-hydroxyanilino)methylidene]-2-(4-fluorophenyl)-5-methylpyrazol-3-one —— C17H13ClFN3O2
(4Z)-4-[(5-chloro-2-hydroxyanilino)methylidene]-2-(4-fluorophenyl)-5-methylpyrazol-3-one
—— (5E)-5-[(2,4-dihydroxyphenyl)methylidene]-3-(2-methylphenyl)-2-(2-methylphenyl)imino-1,3-thiazolidin-4-one —— C24H20N2O3S
(5E)-5-[(2,4-dihydroxyphenyl)methylidene]-3-(2-methylphenyl)-2-(2-methylphenyl)imino-1,3-thiazolidin-4-one
—— N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]-5-methyl-3-phenyl-1,2-oxazole-4-carboxamide —— C18H14N4O5
N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]-5-methyl-3-phenyl-1,2-oxazole-4-carboxamide
—— 3,4,5-trihydroxy-N-[(Z)-(4-methoxyphenyl)methylideneamino]benzamide —— C15H14N2O5
3,4,5-trihydroxy-N-[(Z)-(4-methoxyphenyl)methylideneamino]benzamide
—— (4Z)-1-(3-chlorophenyl)-4-(2,4-dihydroxybenzylidene)pyrazolidine-3,5-dione —— C16H11ClN2O4
(4Z)-1-(3-chlorophenyl)-4-(2,4-dihydroxybenzylidene)pyrazolidine-3,5-dione
—— (6E)-4-benzyl-6-[(2-hydroxy-5-methylanilino)methylidene]-2-nitrocyclohexa-2,4-dien-1-one —— C21H18N2O4
(6E)-4-benzyl-6-[(2-hydroxy-5-methylanilino)methylidene]-2-nitrocyclohexa-2,4-dien-1-one
—— (5E)-3-ethyl-2-ethylimino-5-[(2-hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C14H16N2O2S
(5E)-3-ethyl-2-ethylimino-5-[(2-hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— 5-(3,5-Dibromo-2-hydroxybenzylidene)-3-isopropyl-1,3-thiazolidine-2,4-dione —— C13H11Br2NO3S
5-(3,5-Dibromo-2-hydroxybenzylidene)-3-isopropyl-1,3-thiazolidine-2,4-dione
—— (5Z)-5-[(2,4-dihydroxy-6-methylphenyl)methylidene]-2-(4-methylphenyl)-1,3-thiazol-4-one —— C18H15NO3S
(5Z)-5-[(2,4-dihydroxy-6-methylphenyl)methylidene]-2-(4-methylphenyl)-1,3-thiazol-4-one
—— 5-(5-Bromo-3-chloro-2-hydroxybenzylidene)-2-(phenylimino)-1,3-thiazolidin-4-one —— C16H10BrClN2O2S
5-(5-Bromo-3-chloro-2-hydroxybenzylidene)-2-(phenylimino)-1,3-thiazolidin-4-one
—— (5E)-5-[(3-Hydroxyphenyl)methylidene]-3-(prop-2-EN-1-YL)-2-sulfanylidene-1,3-thiazolidin-4-one —— C13H11NO2S2
(5E)-5-[(3-Hydroxyphenyl)methylidene]-3-(prop-2-EN-1-YL)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 4-[[(1R,2S)-2-aminocyclohexyl]methyl]-2-chloro-6-methoxyphenol —— C14H20ClNO2
4-[[(1R,2S)-2-aminocyclohexyl]methyl]-2-chloro-6-methoxyphenol
—— 4-[[(1S,2R)-2-aminocyclohexyl]methyl]-2-chlorophenol —— C13H18ClNO
4-[[(1S,2R)-2-aminocyclohexyl]methyl]-2-chlorophenol
—— 2-[[(1R,2S)-2-aminocyclohexyl]methyl]-6-methoxyphenol —— C14H21NO2
2-[[(1R,2S)-2-aminocyclohexyl]methyl]-6-methoxyphenol
—— 2-[[(1S,2R)-2-aminocyclohexyl]methyl]-6-methoxyphenol —— C14H21NO2
2-[[(1S,2R)-2-aminocyclohexyl]methyl]-6-methoxyphenol
—— 2-[[(1R,2R)-2-aminocyclohexyl]methyl]-6-methoxyphenol —— C14H21NO2
2-[[(1R,2R)-2-aminocyclohexyl]methyl]-6-methoxyphenol
—— 2-[[(1S,2R)-2-aminocyclohexyl]methyl]phenol —— C13H19NO
2-[[(1S,2R)-2-aminocyclohexyl]methyl]phenol
—— 3-[(Z)-[(E)-(3-amino-4-methyl-1,3-thiazol-2-ylidene)hydrazinylidene]methyl]phenol —— C11H12N4OS
3-[(Z)-[(E)-(3-amino-4-methyl-1,3-thiazol-2-ylidene)hydrazinylidene]methyl]phenol
—— 2-[[(1S,2S)-2-aminocyclohexyl]methyl]phenol —— C13H19NO
2-[[(1S,2S)-2-aminocyclohexyl]methyl]phenol
—— 4-[[(1S,2S)-2-aminocyclohexyl]methyl]-2-chlorophenol —— C13H18ClNO
4-[[(1S,2S)-2-aminocyclohexyl]methyl]-2-chlorophenol
—— 3-Chloro-4-hydroxy-5-methoxybenzamide —— C8H8ClNO3
3-Chloro-4-hydroxy-5-methoxybenzamide
—— 4-[[(1S,2S)-2-aminocyclohexyl]methyl]-2-chloro-6-methoxyphenol —— C14H20ClNO2
4-[[(1S,2S)-2-aminocyclohexyl]methyl]-2-chloro-6-methoxyphenol
—— 2-[[(1R,2R)-2-aminocyclohexyl]methyl]phenol —— C13H19NO
2-[[(1R,2R)-2-aminocyclohexyl]methyl]phenol
—— 2-[[(1R,2S)-2-aminocyclohexyl]methyl]phenol —— C13H19NO
2-[[(1R,2S)-2-aminocyclohexyl]methyl]phenol
—— 4-[[(1R,2R)-2-aminocyclohexyl]methyl]-2-chlorophenol —— C13H18ClNO
4-[[(1R,2R)-2-aminocyclohexyl]methyl]-2-chlorophenol
—— 4-[[(1R,2S)-2-aminocyclohexyl]methyl]-2-chlorophenol —— C13H18ClNO
4-[[(1R,2S)-2-aminocyclohexyl]methyl]-2-chlorophenol
—— (2S)-2-[(3-chloro-4-hydroxyphenyl)methyl]cyclohexan-1-one —— C13H15ClO2
(2S)-2-[(3-chloro-4-hydroxyphenyl)methyl]cyclohexan-1-one
—— 4-[[(1S,2R)-2-aminocyclohexyl]methyl]-2-chloro-6-methoxyphenol —— C14H20ClNO2
4-[[(1S,2R)-2-aminocyclohexyl]methyl]-2-chloro-6-methoxyphenol
—— 4-[[(1R,2R)-2-aminocyclohexyl]methyl]-2-chloro-6-methoxyphenol —— C14H20ClNO2
4-[[(1R,2R)-2-aminocyclohexyl]methyl]-2-chloro-6-methoxyphenol
—— 2-[[(1S,2S)-2-aminocyclohexyl]methyl]-6-methoxyphenol —— C14H21NO2
2-[[(1S,2S)-2-aminocyclohexyl]methyl]-6-methoxyphenol
—— (2R)-2-[(3-chloro-4-hydroxyphenyl)methyl]cyclohexan-1-one —— C13H15ClO2
(2R)-2-[(3-chloro-4-hydroxyphenyl)methyl]cyclohexan-1-one
—— (2R)-2-[(3-chloro-4-hydroxy-5-methoxyphenyl)methyl]cyclohexan-1-one —— C14H17ClO3
(2R)-2-[(3-chloro-4-hydroxy-5-methoxyphenyl)methyl]cyclohexan-1-one
—— (2S)-2-[(2-hydroxy-3-methoxyphenyl)methyl]cyclohexan-1-one —— C14H18O3
(2S)-2-[(2-hydroxy-3-methoxyphenyl)methyl]cyclohexan-1-one
—— (2R)-2-[(2-hydroxy-3-methoxyphenyl)methyl]cyclohexan-1-one —— C14H18O3
(2R)-2-[(2-hydroxy-3-methoxyphenyl)methyl]cyclohexan-1-one
—— (2R)-2-[(2-hydroxyphenyl)methyl]cyclohexan-1-one —— C13H16O2
(2R)-2-[(2-hydroxyphenyl)methyl]cyclohexan-1-one
—— (2S)-2-[(3-chloro-4-hydroxy-5-methoxyphenyl)methyl]cyclohexan-1-one —— C14H17ClO3
(2S)-2-[(3-chloro-4-hydroxy-5-methoxyphenyl)methyl]cyclohexan-1-one
—— (2S)-4-(3-chloro-4-hydroxyphenyl)butane-1,2-diol —— C10H13ClO3
(2S)-4-(3-chloro-4-hydroxyphenyl)butane-1,2-diol
—— (2R)-4-(3-chloro-4-hydroxyphenyl)butane-1,2-diol —— C10H13ClO3
(2R)-4-(3-chloro-4-hydroxyphenyl)butane-1,2-diol
—— (2S)-4-(2-hydroxy-3-methoxyphenyl)butane-1,2-diol —— C11H16O4
(2S)-4-(2-hydroxy-3-methoxyphenyl)butane-1,2-diol
—— 2-chloro-4-[(3S)-3-hydroxy-3-thiophen-2-ylpropyl]-6-methoxyphenol —— C14H15ClO3S
2-chloro-4-[(3S)-3-hydroxy-3-thiophen-2-ylpropyl]-6-methoxyphenol
—— (2R)-4-(2-hydroxy-3-methoxyphenyl)butane-1,2-diol —— C11H16O4
(2R)-4-(2-hydroxy-3-methoxyphenyl)butane-1,2-diol
—— (2R)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)butane-1,2-diol —— C11H15ClO4
(2R)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)butane-1,2-diol
—— (2R)-4-(2-hydroxyphenyl)butane-1,2-diol —— C10H14O3
(2R)-4-(2-hydroxyphenyl)butane-1,2-diol
—— (2S)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)butane-1,2-diol —— C11H15ClO4
(2S)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)butane-1,2-diol
—— 2-chloro-4-[(3S)-3-hydroxy-3-thiophen-2-ylpropyl]phenol —— C13H13ClO2S
2-chloro-4-[(3S)-3-hydroxy-3-thiophen-2-ylpropyl]phenol
—— 2-chloro-4-[(3R)-3-hydroxy-3-thiophen-2-ylpropyl]-6-methoxyphenol —— C14H15ClO3S
2-chloro-4-[(3R)-3-hydroxy-3-thiophen-2-ylpropyl]-6-methoxyphenol
—— 2-[(3S)-3-hydroxy-3-thiophen-2-ylpropyl]-6-methoxyphenol —— C14H16O3S
2-[(3S)-3-hydroxy-3-thiophen-2-ylpropyl]-6-methoxyphenol
—— 2-[(3R)-3-hydroxy-3-thiophen-2-ylpropyl]-6-methoxyphenol —— C14H16O3S
2-[(3R)-3-hydroxy-3-thiophen-2-ylpropyl]-6-methoxyphenol
—— 2-[(3S)-3-hydroxy-3-thiophen-2-ylpropyl]phenol —— C13H14O2S
2-[(3S)-3-hydroxy-3-thiophen-2-ylpropyl]phenol