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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
—— (2S)-2-chloro-N-[(2-hydroxyphenyl)methyl]propanamide —— C10H12ClNO2
(2S)-2-chloro-N-[(2-hydroxyphenyl)methyl]propanamide
—— (2R)-2-chloro-N-[(2-hydroxyphenyl)methyl]propanamide —— C10H12ClNO2
(2R)-2-chloro-N-[(2-hydroxyphenyl)methyl]propanamide
—— (2R)-2-chloro-N-[2-(5-chloro-2-hydroxyphenyl)ethyl]propanamide —— C11H13Cl2NO2
(2R)-2-chloro-N-[2-(5-chloro-2-hydroxyphenyl)ethyl]propanamide
—— 5-[(4-Hydroxy-3,5-dimethylphenyl)methylidene]-3-methyl-2-methylimino-1,3-thiazolidin-4-one —— C14H16N2O2S
5-[(4-Hydroxy-3,5-dimethylphenyl)methylidene]-3-methyl-2-methylimino-1,3-thiazolidin-4-one
—— 5-(chloromethyl)-N-[(2-hydroxy-4-methoxyphenyl)methyl]furan-2-carboxamide —— C14H14ClNO4
5-(chloromethyl)-N-[(2-hydroxy-4-methoxyphenyl)methyl]furan-2-carboxamide
—— 3-bromo-N-[2-(5-chloro-2-hydroxyphenyl)ethyl]propanamide —— C11H13BrClNO2
3-bromo-N-[2-(5-chloro-2-hydroxyphenyl)ethyl]propanamide
—— (2R)-2-chloro-N-[2-(2-hydroxy-4-methoxyphenyl)ethyl]propanamide —— C12H16ClNO3
(2R)-2-chloro-N-[2-(2-hydroxy-4-methoxyphenyl)ethyl]propanamide
—— 3-bromo-N-[(2,4-dihydroxyphenyl)methyl]-N-methylpropanamide —— C11H14BrNO3
3-bromo-N-[(2,4-dihydroxyphenyl)methyl]-N-methylpropanamide
—— 2-bromo-N-[2-(4-hydroxyphenyl)ethyl]-2-methylpropanamide —— C12H16BrNO2
2-bromo-N-[2-(4-hydroxyphenyl)ethyl]-2-methylpropanamide
—— (2R)-2-chloro-N-[(3-chloro-4-hydroxy-5-methoxyphenyl)methyl]-N-methylpropanamide —— C12H15Cl2NO3
(2R)-2-chloro-N-[(3-chloro-4-hydroxy-5-methoxyphenyl)methyl]-N-methylpropanamide
—— (2R)-2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]-3-methylbutanamide —— C13H18BrNO3
(2R)-2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]-3-methylbutanamide
—— (2R)-2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methylpropanamide —— C12H16BrNO3
(2R)-2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methylpropanamide
—— (2S)-2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methylpropanamide —— C12H16BrNO3
(2S)-2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methylpropanamide
—— 3-chloro-N-[(2-hydroxy-4-methoxyphenyl)methyl]-N,2,2-trimethylpropanamide —— C14H20ClNO3
3-chloro-N-[(2-hydroxy-4-methoxyphenyl)methyl]-N,2,2-trimethylpropanamide
—— (2S)-2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]propanamide —— C11H14BrNO3
(2S)-2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]propanamide
—— 3-chloro-N-[(3-hydroxyphenyl)methyl]-N-pyridin-2-ylpropanamide —— C15H15ClN2O2
3-chloro-N-[(3-hydroxyphenyl)methyl]-N-pyridin-2-ylpropanamide
—— (2R)-2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]propanamide —— C11H14BrNO3
(2R)-2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]propanamide
—— (2R)-N-[(5-bromo-2-hydroxyphenyl)methyl]-2-chloro-N-methylpropanamide —— C11H13BrClNO2
(2R)-N-[(5-bromo-2-hydroxyphenyl)methyl]-2-chloro-N-methylpropanamide
—— (2S)-2-chloro-N-[(2-hydroxy-4-methoxyphenyl)methyl]-N-methylpropanamide —— C12H16ClNO3
(2S)-2-chloro-N-[(2-hydroxy-4-methoxyphenyl)methyl]-N-methylpropanamide
—— (2R)-2-chloro-N-[(2-hydroxy-4-methoxyphenyl)methyl]-N-methylpropanamide —— C12H16ClNO3
(2R)-2-chloro-N-[(2-hydroxy-4-methoxyphenyl)methyl]-N-methylpropanamide
—— 3-chloro-N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-2,2-dimethylpropanamide —— C14H20ClNO3
3-chloro-N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-2,2-dimethylpropanamide
—— (2S)-N-[(5-bromo-2-hydroxyphenyl)methyl]-2-chloro-N-methylpropanamide —— C11H13BrClNO2
(2S)-N-[(5-bromo-2-hydroxyphenyl)methyl]-2-chloro-N-methylpropanamide
—— (2S)-2-chloro-N-[(2,4-dihydroxyphenyl)methyl]-N-methylpropanamide —— C11H14ClNO3
(2S)-2-chloro-N-[(2,4-dihydroxyphenyl)methyl]-N-methylpropanamide
—— (2R)-2-chloro-N-[(2,4-dihydroxyphenyl)methyl]-N-methylpropanamide —— C11H14ClNO3
(2R)-2-chloro-N-[(2,4-dihydroxyphenyl)methyl]-N-methylpropanamide
—— 2-bromo-N-[(4-hydroxy-3-methoxyphenyl)methyl]-N,2-dimethylpropanamide —— C13H18BrNO3
2-bromo-N-[(4-hydroxy-3-methoxyphenyl)methyl]-N,2-dimethylpropanamide
—— (2S)-2-bromo-N-[(2-hydroxyphenyl)methyl]-3-methylbutanamide —— C12H16BrNO2
(2S)-2-bromo-N-[(2-hydroxyphenyl)methyl]-3-methylbutanamide
—— (2R)-2-bromo-N-[(2-hydroxyphenyl)methyl]-3-methylbutanamide —— C12H16BrNO2
(2R)-2-bromo-N-[(2-hydroxyphenyl)methyl]-3-methylbutanamide
—— 4-(chloromethyl)-N-[(2,4-dihydroxyphenyl)methyl]-N,5-dimethylfuran-2-carboxamide —— C15H16ClNO4
4-(chloromethyl)-N-[(2,4-dihydroxyphenyl)methyl]-N,5-dimethylfuran-2-carboxamide
—— (2S)-2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]propanamide —— C11H14ClNO3
(2S)-2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]propanamide
—— (2R)-2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]propanamide —— C11H14ClNO3
(2R)-2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]propanamide
—— (2S)-2-bromo-N-[(2-hydroxy-4-methoxyphenyl)methyl]-3-methylbutanamide —— C13H18BrNO3
(2S)-2-bromo-N-[(2-hydroxy-4-methoxyphenyl)methyl]-3-methylbutanamide
—— 3-chloro-N-[(3-chloro-4-hydroxy-5-methoxyphenyl)methyl]-N-methylpropanamide —— C12H15Cl2NO3
3-chloro-N-[(3-chloro-4-hydroxy-5-methoxyphenyl)methyl]-N-methylpropanamide
—— (2R)-2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methyl-2-phenylacetamide —— C17H18ClNO3
(2R)-2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methyl-2-phenylacetamide
—— 3-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methylpropanamide —— C12H16BrNO3
3-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methylpropanamide
—— (2R)-2-bromo-N-[(2-hydroxy-4-methoxyphenyl)methyl]-3-methylbutanamide —— C13H18BrNO3
(2R)-2-bromo-N-[(2-hydroxy-4-methoxyphenyl)methyl]-3-methylbutanamide
—— 3-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]propanamide —— C11H14BrNO3
3-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]propanamide
—— 5-[(1R)-1-chloroethyl]-N-[(3-hydroxy-4-methoxyphenyl)methyl]furan-2-carboxamide —— C15H16ClNO4
5-[(1R)-1-chloroethyl]-N-[(3-hydroxy-4-methoxyphenyl)methyl]furan-2-carboxamide
—— (2R)-2-bromo-N-[(4-hydroxyphenyl)methyl]-N-methylpropanamide —— C11H14BrNO2
(2R)-2-bromo-N-[(4-hydroxyphenyl)methyl]-N-methylpropanamide
—— 5-[(1S)-1-chloroethyl]-N-[(3-hydroxy-4-methoxyphenyl)methyl]furan-2-carboxamide —— C15H16ClNO4
5-[(1S)-1-chloroethyl]-N-[(3-hydroxy-4-methoxyphenyl)methyl]furan-2-carboxamide
—— 3-chloro-N-[(5-chloro-2-hydroxyphenyl)methyl]-N,2,2-trimethylpropanamide —— C13H17Cl2NO2
3-chloro-N-[(5-chloro-2-hydroxyphenyl)methyl]-N,2,2-trimethylpropanamide
—— Bis(2-hydroxyethyl)-[(4-hydroxy-3-nitrophenyl)methyl]azanium —— C11H17N2O5+
Bis(2-hydroxyethyl)-[(4-hydroxy-3-nitrophenyl)methyl]azanium
—— (NE)-N-[5-[(2-hydroxy-5-nitrophenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]-1-phenylmethanesulfonamide —— C17H13N3O6S2
(NE)-N-[5-[(2-hydroxy-5-nitrophenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]-1-phenylmethanesulfonamide
—— N-[(5-bromo-2-hydroxyphenyl)methyl]-3-chloro-N-methylpropanamide —— C11H13BrClNO2
N-[(5-bromo-2-hydroxyphenyl)methyl]-3-chloro-N-methylpropanamide
—— (2S)-2-bromo-N-[(2-hydroxy-3-methoxyphenyl)methyl]-N-methylpropanamide —— C12H16BrNO3
(2S)-2-bromo-N-[(2-hydroxy-3-methoxyphenyl)methyl]-N-methylpropanamide
—— 3-chloro-N-[(4-hydroxy-3-nitrophenyl)methyl]-N,2,2-trimethylpropanamide —— C13H17ClN2O4
3-chloro-N-[(4-hydroxy-3-nitrophenyl)methyl]-N,2,2-trimethylpropanamide
—— 3-chloro-N-[2-(2-hydroxy-4-methoxyphenyl)ethyl]-2,2-dimethylpropanamide —— C14H20ClNO3
3-chloro-N-[2-(2-hydroxy-4-methoxyphenyl)ethyl]-2,2-dimethylpropanamide
—— (2R)-2-chloro-N-[(4-hydroxy-3-nitrophenyl)methyl]-N-methylpropanamide —— C11H13ClN2O4
(2R)-2-chloro-N-[(4-hydroxy-3-nitrophenyl)methyl]-N-methylpropanamide
—— (2R)-2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methylpropanamide —— C12H16ClNO3
(2R)-2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methylpropanamide
—— (2S)-2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methylpropanamide —— C12H16ClNO3
(2S)-2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methylpropanamide
—— 4-chloro-N-[(3-hydroxyphenyl)methyl]-N-pyridin-2-ylbutanamide —— C16H17ClN2O2
4-chloro-N-[(3-hydroxyphenyl)methyl]-N-pyridin-2-ylbutanamide