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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-[(Z)-(2-hydroxyethylhydrazinylidene)methyl]phenol —— C9H12N2O2
3-[(Z)-(2-hydroxyethylhydrazinylidene)methyl]phenol
—— 6-amino-2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-1H-pyrimidin-4-one —— C12H13N5O3
6-amino-2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-1H-pyrimidin-4-one
—— 2-bromo-6-methoxy-3-[(Z)-[(4-methylphenyl)hydrazinylidene]methyl]phenol —— C15H15BrN2O2
2-bromo-6-methoxy-3-[(Z)-[(4-methylphenyl)hydrazinylidene]methyl]phenol
—— 6-butyl-2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-1H-pyrimidin-4-one —— C16H20N4O3
6-butyl-2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-1H-pyrimidin-4-one
—— 2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-4-propan-2-yl-1H-pyrimidin-6-one —— C15H18N4O3
2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-4-propan-2-yl-1H-pyrimidin-6-one
—— 5-[(Z)-[(3,4-dimethylphenyl)hydrazinylidene]methyl]-2-methoxyphenol —— C16H18N2O2
5-[(Z)-[(3,4-dimethylphenyl)hydrazinylidene]methyl]-2-methoxyphenol
—— 2-chloro-3-[(Z)-[(3-chloro-4-methylphenyl)hydrazinylidene]methyl]-6-methoxyphenol —— C15H14Cl2N2O2
2-chloro-3-[(Z)-[(3-chloro-4-methylphenyl)hydrazinylidene]methyl]-6-methoxyphenol
—— 5-[(Z)-(2-hydroxyethylhydrazinylidene)methyl]-2-methoxyphenol —— C10H14N2O3
5-[(Z)-(2-hydroxyethylhydrazinylidene)methyl]-2-methoxyphenol
—— 3-[(Z)-(benzylhydrazinylidene)methyl]-2-chloro-6-methoxyphenol —— C15H15ClN2O2
3-[(Z)-(benzylhydrazinylidene)methyl]-2-chloro-6-methoxyphenol
—— 4-ethyl-2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-1H-pyrimidin-6-one —— C14H16N4O3
4-ethyl-2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-1H-pyrimidin-6-one
—— 2-chloro-6-methoxy-3-[(Z)-(pyridin-2-ylhydrazinylidene)methyl]phenol —— C13H12ClN3O2
2-chloro-6-methoxy-3-[(Z)-(pyridin-2-ylhydrazinylidene)methyl]phenol
—— 2-chloro-3-[(Z)-[(3,4-dimethylphenyl)hydrazinylidene]methyl]-6-methoxyphenol —— C16H17ClN2O2
2-chloro-3-[(Z)-[(3,4-dimethylphenyl)hydrazinylidene]methyl]-6-methoxyphenol
—— 2-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-4-ethyl-1H-pyrimidin-6-one —— C14H15ClN4O3
2-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-4-ethyl-1H-pyrimidin-6-one
—— 2-chloro-6-methoxy-3-[(Z)-[(4-methylphenyl)hydrazinylidene]methyl]phenol —— C15H15ClN2O2
2-chloro-6-methoxy-3-[(Z)-[(4-methylphenyl)hydrazinylidene]methyl]phenol
—— 2-[2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-6-methyl-4-oxo-1H-pyrimidin-5-yl]acetic acid —— C15H16N4O5
2-[2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-6-methyl-4-oxo-1H-pyrimidin-5-yl]acetic acid
—— 6-amino-2-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-1H-pyrimidin-4-one —— C12H12ClN5O3
6-amino-2-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-1H-pyrimidin-4-one
—— 6-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]pyridine-3-carboxylic acid —— C14H12ClN3O4
6-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]pyridine-3-carboxylic acid
—— 6-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]pyridine-2-carboxylic acid —— C14H13N3O4
6-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]pyridine-2-carboxylic acid
—— 6-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]pyridine-2-carboxylic acid —— C14H12ClN3O4
6-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]pyridine-2-carboxylic acid
—— 2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]pyridine-3-carboxylic acid —— C14H13N3O4
2-[(2Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]pyridine-3-carboxylic acid
—— 2-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]pyridine-3-carboxylic acid —— C14H12ClN3O4
2-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]pyridine-3-carboxylic acid
—— 2-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]benzoic acid —— C15H13ClN2O4
2-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]benzoic acid
—— 4-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]benzoic acid —— C15H13ClN2O4
4-[(2Z)-2-[(2-chloro-3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]benzoic acid
—— (4R)-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C15H16N2O4S
(4R)-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4R)-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-5-methoxy-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C16H18N2O5S
(4R)-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-5-methoxy-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4R)-5-cyano-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C16H15N3O4S
(4R)-5-cyano-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4S)-5-chloro-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C15H15ClN2O4S
(4S)-5-chloro-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4R)-5-chloro-4-(5-chloro-2-hydroxy-3-methoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C12H10Cl2N2O4S
(4R)-5-chloro-4-(5-chloro-2-hydroxy-3-methoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4R)-5-cyano-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C14H13N3O5S
(4R)-5-cyano-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4S)-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-5-methoxy-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C16H18N2O5S
(4S)-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-5-methoxy-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4S)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-5-cyano-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C13H10ClN3O4S
(4S)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-5-cyano-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4S)-5-chloro-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C13H13ClN2O5S
(4S)-5-chloro-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4R)-4-(2,4-dihydroxy-5-nitrophenyl)-5-methoxy-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C12H11N3O7S
(4R)-4-(2,4-dihydroxy-5-nitrophenyl)-5-methoxy-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4S)-5-cyano-4-(2,4-dihydroxy-5-nitrophenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C12H8N4O6S
(4S)-5-cyano-4-(2,4-dihydroxy-5-nitrophenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4S)-5-chloro-4-(5-chloro-2-hydroxy-3-methoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C12H10Cl2N2O4S
(4S)-5-chloro-4-(5-chloro-2-hydroxy-3-methoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4S)-5-chloro-4-(2-chloro-3-hydroxy-4-methoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C12H10Cl2N2O4S
(4S)-5-chloro-4-(2-chloro-3-hydroxy-4-methoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4R)-5-chloro-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C12H10Cl2N2O4S
(4R)-5-chloro-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4R)-5-chloro-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C13H13ClN2O5S
(4R)-5-chloro-4-(4-hydroxy-3,5-dimethoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4S)-4-(2-chloro-3-hydroxy-4-methoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C12H11ClN2O4S
(4S)-4-(2-chloro-3-hydroxy-4-methoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4S)-4-(4-hydroxy-3-nitrophenyl)-5-methoxy-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C12H11N3O6S
(4S)-4-(4-hydroxy-3-nitrophenyl)-5-methoxy-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4S)-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C15H16N2O4S
(4S)-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4R)-4-(4-hydroxy-3-nitrophenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C11H9N3O5S
(4R)-4-(4-hydroxy-3-nitrophenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4R)-5-cyano-4-(2,4-dihydroxy-5-nitrophenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C12H8N4O6S
(4R)-5-cyano-4-(2,4-dihydroxy-5-nitrophenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4S)-4-(5-chloro-2-hydroxy-3-methoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C12H11ClN2O4S
(4S)-4-(5-chloro-2-hydroxy-3-methoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4S)-4-(2,4-dihydroxy-5-nitrophenyl)-5-methoxy-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C12H11N3O7S
(4S)-4-(2,4-dihydroxy-5-nitrophenyl)-5-methoxy-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4S)-4-(5-chloro-2-hydroxy-3-methoxyphenyl)-5-cyano-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C13H10ClN3O4S
(4S)-4-(5-chloro-2-hydroxy-3-methoxyphenyl)-5-cyano-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4R)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-5-methoxy-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C13H13ClN2O5S
(4R)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-5-methoxy-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4R)-4-(2,4-dihydroxy-5-nitrophenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C11H9N3O6S
(4R)-4-(2,4-dihydroxy-5-nitrophenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4S)-5-chloro-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C12H10Cl2N2O4S
(4S)-5-chloro-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid
—— (4R)-4-(4-hydroxy-3,5-dimethoxyphenyl)-5-methoxy-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid —— C14H16N2O6S
(4R)-4-(4-hydroxy-3,5-dimethoxyphenyl)-5-methoxy-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-6-carboxylic acid