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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-bromo-N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]propanamide —— C12H16BrNO3
3-bromo-N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]propanamide
—— (2S)-2-chloro-N-[2-(2-hydroxy-4-methoxyphenyl)ethyl]-2-phenylacetamide —— C17H18ClNO3
(2S)-2-chloro-N-[2-(2-hydroxy-4-methoxyphenyl)ethyl]-2-phenylacetamide
—— 3-bromo-N-[(5-chloro-2-hydroxyphenyl)methyl]-N-methylpropanamide —— C11H13BrClNO2
3-bromo-N-[(5-chloro-2-hydroxyphenyl)methyl]-N-methylpropanamide
—— (2S)-2-bromo-N-[2-(5-chloro-2-hydroxyphenyl)ethyl]propanamide —— C11H13BrClNO2
(2S)-2-bromo-N-[2-(5-chloro-2-hydroxyphenyl)ethyl]propanamide
—— 3-chloro-N-[2-(5-chloro-2-hydroxyphenyl)ethyl]-2,2-dimethylpropanamide —— C13H17Cl2NO2
3-chloro-N-[2-(5-chloro-2-hydroxyphenyl)ethyl]-2,2-dimethylpropanamide
—— (2S)-2-bromo-N-[(5-chloro-2-hydroxyphenyl)methyl]propanamide —— C10H11BrClNO2
(2S)-2-bromo-N-[(5-chloro-2-hydroxyphenyl)methyl]propanamide
—— 3-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N,2,2-trimethylpropanamide —— C14H20ClNO3
3-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N,2,2-trimethylpropanamide
—— 5-(chloromethyl)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-N-methylfuran-2-carboxamide —— C15H16ClNO4
5-(chloromethyl)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-N-methylfuran-2-carboxamide
—— 2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methylacetamide —— C11H14BrNO3
2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methylacetamide
—— 2-bromo-N-[(2-hydroxy-3-methoxyphenyl)methyl]-N,2-dimethylpropanamide —— C13H18BrNO3
2-bromo-N-[(2-hydroxy-3-methoxyphenyl)methyl]-N,2-dimethylpropanamide
—— 5-[(1R)-1-chloroethyl]-N-[(2,4-dihydroxyphenyl)methyl]-N-methylfuran-2-carboxamide —— C15H16ClNO4
5-[(1R)-1-chloroethyl]-N-[(2,4-dihydroxyphenyl)methyl]-N-methylfuran-2-carboxamide
—— (2S)-2-chloro-N-[(3-chloro-4-hydroxy-5-methoxyphenyl)methyl]-N-methylpropanamide —— C12H15Cl2NO3
(2S)-2-chloro-N-[(3-chloro-4-hydroxy-5-methoxyphenyl)methyl]-N-methylpropanamide
—— (2S)-2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]-3-methylbutanamide —— C13H18BrNO3
(2S)-2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]-3-methylbutanamide
—— (2S)-2-chloro-N-[2-(2-hydroxy-4-methoxyphenyl)ethyl]propanamide —— C12H16ClNO3
(2S)-2-chloro-N-[2-(2-hydroxy-4-methoxyphenyl)ethyl]propanamide
—— (2R)-2-chloro-N-[(4-hydroxy-3-methoxyphenyl)methyl]-N-methyl-2-phenylacetamide —— C17H18ClNO3
(2R)-2-chloro-N-[(4-hydroxy-3-methoxyphenyl)methyl]-N-methyl-2-phenylacetamide
—— (2S)-2-chloro-N-[(4-hydroxy-3-methoxyphenyl)methyl]-N-methyl-2-phenylacetamide —— C17H18ClNO3
(2S)-2-chloro-N-[(4-hydroxy-3-methoxyphenyl)methyl]-N-methyl-2-phenylacetamide
—— 2-bromo-N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]acetamide —— C11H14BrNO3
2-bromo-N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]acetamide
—— 3-bromo-N-[2-(2-hydroxy-4-methoxyphenyl)ethyl]propanamide —— C12H16BrNO3
3-bromo-N-[2-(2-hydroxy-4-methoxyphenyl)ethyl]propanamide
—— 5-(chloromethyl)-N-[(2,4-dihydroxyphenyl)methyl]-N-methylfuran-2-carboxamide —— C14H14ClNO4
5-(chloromethyl)-N-[(2,4-dihydroxyphenyl)methyl]-N-methylfuran-2-carboxamide
—— 2-bromo-N-[2-(5-chloro-2-hydroxyphenyl)ethyl]acetamide —— C10H11BrClNO2
2-bromo-N-[2-(5-chloro-2-hydroxyphenyl)ethyl]acetamide
—— (2R)-2-bromo-N-[(2-hydroxy-3-methoxyphenyl)methyl]-N-methylpropanamide —— C12H16BrNO3
(2R)-2-bromo-N-[(2-hydroxy-3-methoxyphenyl)methyl]-N-methylpropanamide
—— 2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N,2-dimethylpropanamide —— C13H18BrNO3
2-bromo-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N,2-dimethylpropanamide
—— (2S)-2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]-2-phenylacetamide —— C16H16ClNO3
(2S)-2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]-2-phenylacetamide
—— (2S)-2-bromo-N-[(4-hydroxyphenyl)methyl]-N-methylpropanamide —— C11H14BrNO2
(2S)-2-bromo-N-[(4-hydroxyphenyl)methyl]-N-methylpropanamide
—— (2S)-2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methyl-2-phenylacetamide —— C17H18ClNO3
(2S)-2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methyl-2-phenylacetamide
—— 5-(chloromethyl)-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methylfuran-2-carboxamide —— C15H16ClNO4
5-(chloromethyl)-N-[(3-hydroxy-4-methoxyphenyl)methyl]-N-methylfuran-2-carboxamide
—— (2S)-2-chloro-N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-2-phenylacetamide —— C17H18ClNO3
(2S)-2-chloro-N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-2-phenylacetamide
—— 2-bromo-N-[2-(2-hydroxy-4-methoxyphenyl)ethyl]acetamide —— C11H14BrNO3
2-bromo-N-[2-(2-hydroxy-4-methoxyphenyl)ethyl]acetamide
—— (2S)-2-chloro-N-[(2-hydroxy-3-methoxyphenyl)methyl]-N-methylpropanamide —— C12H16ClNO3
(2S)-2-chloro-N-[(2-hydroxy-3-methoxyphenyl)methyl]-N-methylpropanamide
—— 2-bromo-N-[(2-hydroxy-4-methoxyphenyl)methyl]-N-methylacetamide —— C11H14BrNO3
2-bromo-N-[(2-hydroxy-4-methoxyphenyl)methyl]-N-methylacetamide
—— (2S)-2-bromo-N-[(2,4-dihydroxyphenyl)methyl]-N,3-dimethylbutanamide —— C13H18BrNO3
(2S)-2-bromo-N-[(2,4-dihydroxyphenyl)methyl]-N,3-dimethylbutanamide
—— 3-chloro-N-[(2-hydroxy-3-methoxyphenyl)methyl]-N,2,2-trimethylpropanamide —— C14H20ClNO3
3-chloro-N-[(2-hydroxy-3-methoxyphenyl)methyl]-N,2,2-trimethylpropanamide
—— (2R)-2-bromo-N-[(4-hydroxy-3-nitrophenyl)methyl]-N-methylpropanamide —— C11H13BrN2O4
(2R)-2-bromo-N-[(4-hydroxy-3-nitrophenyl)methyl]-N-methylpropanamide
—— 4-chloro-N-[(4-hydroxy-3-nitrophenyl)methyl]-N-methylbutanamide —— C12H15ClN2O4
4-chloro-N-[(4-hydroxy-3-nitrophenyl)methyl]-N-methylbutanamide
—— (2R)-2-bromo-N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]propanamide —— C12H16BrNO3
(2R)-2-bromo-N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]propanamide
—— (4R,5S)-1-benzyl-4-(4-hydroxyphenyl)-6-imino-3-methyl-4,5-dihydropyrano[2,3-c]pyrazole-5-carbonitrile —— C21H18N4O2
(4R,5S)-1-benzyl-4-(4-hydroxyphenyl)-6-imino-3-methyl-4,5-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
—— 2-[(1R)-2-(diethylamino)-1-hydroxyethyl]phenol —— C12H19NO2
2-[(1R)-2-(diethylamino)-1-hydroxyethyl]phenol
—— 3-[(1S)-2-(diethylamino)-1-hydroxyethyl]phenol —— C12H19NO2
3-[(1S)-2-(diethylamino)-1-hydroxyethyl]phenol
—— 4-[(1S)-1-hydroxy-2-morpholin-4-ylethyl]phenol —— C12H17NO3
4-[(1S)-1-hydroxy-2-morpholin-4-ylethyl]phenol
—— 3-[2-(4-methoxy-3-propan-2-ylphenyl)ethoxy]benzoic acid —— C19H22O4
3-[2-(4-methoxy-3-propan-2-ylphenyl)ethoxy]benzoic acid
—— (5Z)-3-[(3S)-1,1-dioxothiolan-3-yl]-5-[(3-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C14H13NO4S3
(5Z)-3-[(3S)-1,1-dioxothiolan-3-yl]-5-[(3-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-[2-(3,4-dimethoxyphenyl)ethoxy]benzoic acid —— C17H18O5
3-[2-(3,4-dimethoxyphenyl)ethoxy]benzoic acid
—— 4-[2-(3-fluoro-4-methoxyphenyl)ethoxy]benzoic acid —— C16H15FO4
4-[2-(3-fluoro-4-methoxyphenyl)ethoxy]benzoic acid
—— 2-[2-(4-methoxy-3-propan-2-ylphenyl)ethoxy]aniline —— C18H23NO2
2-[2-(4-methoxy-3-propan-2-ylphenyl)ethoxy]aniline
—— 3-[2-(2,4-dimethoxyphenyl)ethoxy]benzaldehyde —— C17H18O4
3-[2-(2,4-dimethoxyphenyl)ethoxy]benzaldehyde
—— 3-[2-(3-chloro-4-methoxyphenyl)ethoxy]aniline —— C15H16ClNO2
3-[2-(3-chloro-4-methoxyphenyl)ethoxy]aniline
—— 2-[2-(3-chloro-4-methoxyphenyl)ethoxy]aniline —— C15H16ClNO2
2-[2-(3-chloro-4-methoxyphenyl)ethoxy]aniline
—— 3-[2-(3-fluoro-4-methoxyphenyl)ethoxy]benzaldehyde —— C16H15FO3
3-[2-(3-fluoro-4-methoxyphenyl)ethoxy]benzaldehyde
—— [2-[2-(4-ethoxyphenyl)ethoxy]phenyl]methanol —— C17H20O3
[2-[2-(4-ethoxyphenyl)ethoxy]phenyl]methanol
—— 4-[2-(3-Chlorophenoxy)ethoxy]phenol —— C14H13ClO3
4-[2-(3-Chlorophenoxy)ethoxy]phenol