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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
—— (6R)-5-acetyl-6-(3-chloro-4-hydroxy-5-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C15H17ClN2O4
(6R)-5-acetyl-6-(3-chloro-4-hydroxy-5-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6R)-5-acetyl-6-(2,4-dihydroxy-5-nitrophenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C14H15N3O6
(6R)-5-acetyl-6-(2,4-dihydroxy-5-nitrophenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6R)-5-acetyl-6-(3-bromo-4-hydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C14H15BrN2O3
(6R)-5-acetyl-6-(3-bromo-4-hydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6S)-5-acetyl-6-(4-hydroxy-3,5-dimethoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C16H20N2O5
(6S)-5-acetyl-6-(4-hydroxy-3,5-dimethoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6R)-5-acetyl-6-(3-hydroxy-4-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C15H18N2O4
(6R)-5-acetyl-6-(3-hydroxy-4-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6R)-5-acetyl-6-(4-hydroxy-3-nitrophenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C14H15N3O5
(6R)-5-acetyl-6-(4-hydroxy-3-nitrophenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6S)-5-acetyl-6-(3-hydroxy-4-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C15H18N2O4
(6S)-5-acetyl-6-(3-hydroxy-4-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6S)-5-benzoyl-6-(2-hydroxy-3-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C20H20N2O4
(6S)-5-benzoyl-6-(2-hydroxy-3-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6S)-5-benzoyl-6-(4-hydroxy-3-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C20H20N2O4
(6S)-5-benzoyl-6-(4-hydroxy-3-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6R)-5-acetyl-6-(3-chloro-4-hydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C14H15ClN2O3
(6R)-5-acetyl-6-(3-chloro-4-hydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6R)-5-acetyl-6-(5-chloro-2-hydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C14H15ClN2O3
(6R)-5-acetyl-6-(5-chloro-2-hydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6R)-5-benzoyl-6-(3-hydroxy-4-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C20H20N2O4
(6R)-5-benzoyl-6-(3-hydroxy-4-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6S)-5-acetyl-6-(4-hydroxy-3-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C15H18N2O4
(6S)-5-acetyl-6-(4-hydroxy-3-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6S)-5-acetyl-6-(4-hydroxy-3-nitrophenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C14H15N3O5
(6S)-5-acetyl-6-(4-hydroxy-3-nitrophenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6S)-5-acetyl-6-(3-chloro-4-hydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C14H15ClN2O3
(6S)-5-acetyl-6-(3-chloro-4-hydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6R)-5-benzoyl-6-(2-hydroxy-3-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C20H20N2O4
(6R)-5-benzoyl-6-(2-hydroxy-3-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6S)-5-acetyl-6-(5-chloro-2-hydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C14H15ClN2O3
(6S)-5-acetyl-6-(5-chloro-2-hydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6S)-5-acetyl-6-(2-hydroxy-3-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C15H18N2O4
(6S)-5-acetyl-6-(2-hydroxy-3-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6R)-5-acetyl-6-(2-hydroxy-3-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C15H18N2O4
(6R)-5-acetyl-6-(2-hydroxy-3-methoxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6R)-5-benzoyl-6-(2,4-dihydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C19H18N2O4
(6R)-5-benzoyl-6-(2,4-dihydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6R)-5-acetyl-6-(2,4-dihydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C14H16N2O4
(6R)-5-acetyl-6-(2,4-dihydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6S)-5-acetyl-6-(2,4-dihydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C14H16N2O4
(6S)-5-acetyl-6-(2,4-dihydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (6S)-5-benzoyl-6-(2,4-dihydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one —— C19H18N2O4
(6S)-5-benzoyl-6-(2,4-dihydroxyphenyl)-3,4-dimethyl-1,6-dihydropyrimidin-2-one
—— (4S)-5-acetyl-4-(5-bromo-2-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C14H15BrN2O4
(4S)-5-acetyl-4-(5-bromo-2-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4R)-5-acetyl-4-(5-bromo-2-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C14H15BrN2O4
(4R)-5-acetyl-4-(5-bromo-2-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4S)-5-acetyl-4-(2-bromo-3-hydroxy-4-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C14H15BrN2O4
(4S)-5-acetyl-4-(2-bromo-3-hydroxy-4-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— 2-(4-methoxyphenyl)ethyl 1H-pyrrole-2-carboxylate —— C14H15NO3
2-(4-methoxyphenyl)ethyl 1H-pyrrole-2-carboxylate
—— (4S)-5-acetyl-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C15H18N2O5
(4S)-5-acetyl-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4S)-5-acetyl-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C17H20N2O4
(4S)-5-acetyl-4-(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4S)-5-acetyl-4-(2-chloro-3-hydroxy-4-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C14H15ClN2O4
(4S)-5-acetyl-4-(2-chloro-3-hydroxy-4-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4R)-5-acetyl-4-(2,4-dihydroxy-5-nitrophenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C13H13N3O6
(4R)-5-acetyl-4-(2,4-dihydroxy-5-nitrophenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4R)-5-acetyl-4-(3-bromo-4-hydroxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C13H13BrN2O3
(4R)-5-acetyl-4-(3-bromo-4-hydroxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4S)-5-acetyl-4-(4-hydroxy-3-nitrophenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C13H13N3O5
(4S)-5-acetyl-4-(4-hydroxy-3-nitrophenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4S)-5-acetyl-4-(5-chloro-2-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C14H15ClN2O4
(4S)-5-acetyl-4-(5-chloro-2-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4R)-5-acetyl-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C15H18N2O5
(4R)-5-acetyl-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4S)-5-acetyl-4-(2,4-dihydroxy-5-nitrophenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C13H13N3O6
(4S)-5-acetyl-4-(2,4-dihydroxy-5-nitrophenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4R)-5-acetyl-4-(2-chloro-3-hydroxy-4-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C14H15ClN2O4
(4R)-5-acetyl-4-(2-chloro-3-hydroxy-4-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4R)-5-acetyl-4-(5-chloro-2-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C14H15ClN2O4
(4R)-5-acetyl-4-(5-chloro-2-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4S)-5-benzoyl-4-(4-hydroxy-3-nitrophenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C18H15N3O5
(4S)-5-benzoyl-4-(4-hydroxy-3-nitrophenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— propan-2-yl (6S)-6-(2-hydroxy-3-methoxyphenyl)-3,4-dimethyl-2-sulfanylidene-1,6-dihydropyrimidine-5-carboxylate —— C17H22N2O4S
propan-2-yl (6S)-6-(2-hydroxy-3-methoxyphenyl)-3,4-dimethyl-2-sulfanylidene-1,6-dihydropyrimidine-5-carboxylate
—— (4S)-5-benzoyl-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C19H18N2O4
(4S)-5-benzoyl-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4R)-5-acetyl-4-(3-chloro-4-hydroxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C13H13ClN2O3
(4R)-5-acetyl-4-(3-chloro-4-hydroxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4R)-5-benzoyl-4-(4-hydroxy-3-nitrophenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C18H15N3O5
(4R)-5-benzoyl-4-(4-hydroxy-3-nitrophenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— methyl (6R)-4-ethyl-6-(4-hydroxy-3-methoxyphenyl)-3-methyl-2-sulfanylidene-1,6-dihydropyrimidine-5-carboxylate —— C16H20N2O4S
methyl (6R)-4-ethyl-6-(4-hydroxy-3-methoxyphenyl)-3-methyl-2-sulfanylidene-1,6-dihydropyrimidine-5-carboxylate
—— (4S)-5-benzoyl-4-(2-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C19H18N2O4
(4S)-5-benzoyl-4-(2-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4R)-5-acetyl-4-(4-hydroxy-3-nitrophenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C13H13N3O5
(4R)-5-acetyl-4-(4-hydroxy-3-nitrophenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— propan-2-yl (6R)-6-(4-hydroxy-3-methoxyphenyl)-3,4-dimethyl-2-sulfanylidene-1,6-dihydropyrimidine-5-carboxylate —— C17H22N2O4S
propan-2-yl (6R)-6-(4-hydroxy-3-methoxyphenyl)-3,4-dimethyl-2-sulfanylidene-1,6-dihydropyrimidine-5-carboxylate
—— (4R)-5-benzoyl-4-(2,4-dihydroxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C18H16N2O4
(4R)-5-benzoyl-4-(2,4-dihydroxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— methyl (6R)-6-(4-hydroxy-3-methoxyphenyl)-3-methyl-4-propyl-2-sulfanylidene-1,6-dihydropyrimidine-5-carboxylate —— C17H22N2O4S
methyl (6R)-6-(4-hydroxy-3-methoxyphenyl)-3-methyl-4-propyl-2-sulfanylidene-1,6-dihydropyrimidine-5-carboxylate
—— methyl (6R)-6-(2,4-dihydroxy-5-nitrophenyl)-3,4-dimethyl-2-sulfanylidene-1,6-dihydropyrimidine-5-carboxylate —— C14H15N3O6S
methyl (6R)-6-(2,4-dihydroxy-5-nitrophenyl)-3,4-dimethyl-2-sulfanylidene-1,6-dihydropyrimidine-5-carboxylate