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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-[(2S)-heptan-2-yl]-1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methylurea —— C17H28N2O3
3-[(2S)-heptan-2-yl]-1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methylurea
—— 3-[(1R)-1-(2-bromophenyl)ethyl]-1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methylurea —— C18H21BrN2O3
3-[(1R)-1-(2-bromophenyl)ethyl]-1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methylurea
—— 1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methyl-3-[(2R)-4-phenylbutan-2-yl]urea —— C20H26N2O3
1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methyl-3-[(2R)-4-phenylbutan-2-yl]urea
—— 3-[(1S)-1-(3,4-dichlorophenyl)ethyl]-1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methylurea —— C18H20Cl2N2O3
3-[(1S)-1-(3,4-dichlorophenyl)ethyl]-1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methylurea
—— 1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methyl-3-[(1R,2R)-2-methylcyclohexyl]urea —— C17H26N2O3
1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methyl-3-[(1R,2R)-2-methylcyclohexyl]urea
—— 1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methyl-3-[(1S,2R)-2-methylcyclohexyl]urea —— C17H26N2O3
1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methyl-3-[(1S,2R)-2-methylcyclohexyl]urea
—— 2-[(1S)-1-[[(1S)-1-cyclohexylpropyl]amino]ethyl]phenol —— C17H27NO
2-[(1S)-1-[[(1S)-1-cyclohexylpropyl]amino]ethyl]phenol
—— 4-[[[(1R)-1-cyclohexylpropyl]amino]methyl]benzene-1,2-diol —— C16H25NO2
4-[[[(1R)-1-cyclohexylpropyl]amino]methyl]benzene-1,2-diol
—— 4-[[[(1S)-1-cyclohexylpropyl]amino]methyl]benzene-1,2-diol —— C16H25NO2
4-[[[(1S)-1-cyclohexylpropyl]amino]methyl]benzene-1,2-diol
—— 2-[(1R)-1-[[(1S)-1-cyclohexylethyl]amino]ethyl]-4-methylphenol —— C17H27NO
2-[(1R)-1-[[(1S)-1-cyclohexylethyl]amino]ethyl]-4-methylphenol
—— 4-chloro-6-[(2-hydroxy-5-methylanilino)methylidene]-2-nitrocyclohexa-2,4-dien-1-one —— C14H11ClN2O4
4-chloro-6-[(2-hydroxy-5-methylanilino)methylidene]-2-nitrocyclohexa-2,4-dien-1-one
—— 4,5-dibromo-6-[(2-hydroxy-5-methylanilino)methylidene]-2-methoxycyclohexa-2,4-dien-1-one —— C15H13Br2NO3
4,5-dibromo-6-[(2-hydroxy-5-methylanilino)methylidene]-2-methoxycyclohexa-2,4-dien-1-one
—— 3-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]benzene-1,2-diol —— C11H15NO2
3-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]benzene-1,2-diol
—— 3-[[[(1R,2R)-2-methylcyclopropyl]amino]methyl]benzene-1,2-diol —— C11H15NO2
3-[[[(1R,2R)-2-methylcyclopropyl]amino]methyl]benzene-1,2-diol
—— 5-methoxy-2-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
5-methoxy-2-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]phenol
—— 5-methoxy-2-[[[(1S,2R)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
5-methoxy-2-[[[(1S,2R)-2-methylcyclopropyl]amino]methyl]phenol
—— 4-[[[(1S,2R)-2-methylcyclopropyl]amino]methyl]benzene-1,3-diol —— C11H15NO2
4-[[[(1S,2R)-2-methylcyclopropyl]amino]methyl]benzene-1,3-diol
—— 4-[[[(1R,2R)-2-methylcyclopropyl]amino]methyl]benzene-1,2-diol —— C11H15NO2
4-[[[(1R,2R)-2-methylcyclopropyl]amino]methyl]benzene-1,2-diol
—— 4-methoxy-2-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
4-methoxy-2-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]phenol
—— 4-[[[(1S,2R)-2-methylcyclopropyl]amino]methyl]benzene-1,2-diol —— C11H15NO2
4-[[[(1S,2R)-2-methylcyclopropyl]amino]methyl]benzene-1,2-diol
—— 2-methoxy-5-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
2-methoxy-5-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]phenol
—— 2-methoxy-6-[[[(1R,2S)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
2-methoxy-6-[[[(1R,2S)-2-methylcyclopropyl]amino]methyl]phenol
—— 2-methoxy-6-[[[(1R,2R)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
2-methoxy-6-[[[(1R,2R)-2-methylcyclopropyl]amino]methyl]phenol
—— 2-methoxy-6-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
2-methoxy-6-[[[(1S,2S)-2-methylcyclopropyl]amino]methyl]phenol
—— 2-methoxy-5-[[[(1R,2S)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
2-methoxy-5-[[[(1R,2S)-2-methylcyclopropyl]amino]methyl]phenol
—— 2-methoxy-4-[[[(1R,2S)-2-methylcyclopropyl]amino]methyl]phenol —— C12H17NO2
2-methoxy-4-[[[(1R,2S)-2-methylcyclopropyl]amino]methyl]phenol
—— 4-[(5-chloro-2-hydroxyanilino)methylidene]-3-methyl-1H-pyrazol-5-one —— C11H10ClN3O2
4-[(5-chloro-2-hydroxyanilino)methylidene]-3-methyl-1H-pyrazol-5-one
—— 2-bromo-4-[3-[(3-bromo-4-hydroxy-5-methoxyphenyl)methyl]-1H-benzimidazol-2-ylidene]-6-methoxycyclohexa-2,5-dien-1-one —— C22H18Br2N2O4
2-bromo-4-[3-[(3-bromo-4-hydroxy-5-methoxyphenyl)methyl]-1H-benzimidazol-2-ylidene]-6-methoxycyclohexa-2,5-dien-1-one
—— 4-[(5-chloro-2-hydroxyanilino)methylidene]-5-methyl-2-phenylpyrazol-3-one —— C17H14ClN3O2
4-[(5-chloro-2-hydroxyanilino)methylidene]-5-methyl-2-phenylpyrazol-3-one
—— ethyl (3R)-3-hydroxy-3-(3-hydroxy-4-methoxyphenyl)propanoate —— C12H16O5
ethyl (3R)-3-hydroxy-3-(3-hydroxy-4-methoxyphenyl)propanoate
—— 2-[(1S)-1-(cyclobutylamino)ethyl]-4-methoxyphenol —— C13H19NO2
2-[(1S)-1-(cyclobutylamino)ethyl]-4-methoxyphenol
—— 4-[(1R)-1-(cyclobutylamino)ethyl]benzene-1,3-diol —— C12H17NO2
4-[(1R)-1-(cyclobutylamino)ethyl]benzene-1,3-diol
—— 2-[(1S)-1-(cyclobutylamino)ethyl]benzene-1,4-diol —— C12H17NO2
2-[(1S)-1-(cyclobutylamino)ethyl]benzene-1,4-diol
—— 4-[(1R)-1-(cyclobutylamino)ethyl]phenol —— C12H17NO
4-[(1R)-1-(cyclobutylamino)ethyl]phenol
—— 2-[(1S)-1-(cyclobutylamino)ethyl]phenol —— C12H17NO
2-[(1S)-1-(cyclobutylamino)ethyl]phenol
—— (2S)-N-[(4-fluorophenyl)methylideneamino]-2-(2-hydroxy-5-nitroanilino)-2-phenylacetamide —— C21H17FN4O4
(2S)-N-[(4-fluorophenyl)methylideneamino]-2-(2-hydroxy-5-nitroanilino)-2-phenylacetamide
—— 4-bromo-2-[(1S)-1-(ethylamino)ethyl]phenol —— C10H14BrNO
4-bromo-2-[(1S)-1-(ethylamino)ethyl]phenol
—— 4-bromo-2-[(1R)-1-(methylamino)ethyl]phenol —— C9H12BrNO
4-bromo-2-[(1R)-1-(methylamino)ethyl]phenol
—— (2R)-2-(3-hydroxy-4-methoxyphenyl)-2-(prop-2-ynylamino)acetonitrile —— C12H12N2O2
(2R)-2-(3-hydroxy-4-methoxyphenyl)-2-(prop-2-ynylamino)acetonitrile
—— (2R)-2-(4-hydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile —— C11H10N2O
(2R)-2-(4-hydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile
—— 4-(diethylamino)-6-[(2-hydroxy-5-nitroanilino)methylidene]cyclohexa-2,4-dien-1-one —— C17H19N3O4
4-(diethylamino)-6-[(2-hydroxy-5-nitroanilino)methylidene]cyclohexa-2,4-dien-1-one
—— (2R)-2-(4-hydroxy-3-methoxyphenyl)-2-(prop-2-ynylamino)acetonitrile —— C12H12N2O2
(2R)-2-(4-hydroxy-3-methoxyphenyl)-2-(prop-2-ynylamino)acetonitrile
—— (2S)-2-(3-chloro-4-hydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile —— C11H9ClN2O
(2S)-2-(3-chloro-4-hydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile
—— (2R)-2-(3-hydroxyphenyl)-2-(prop-2-enylamino)acetonitrile —— C11H12N2O
(2R)-2-(3-hydroxyphenyl)-2-(prop-2-enylamino)acetonitrile
—— (2S)-4-(4-hydroxyphenyl)-2-methyl-2-(prop-2-enylamino)butanenitrile —— C14H18N2O
(2S)-4-(4-hydroxyphenyl)-2-methyl-2-(prop-2-enylamino)butanenitrile
—— (2S)-2-(3-chloro-4-hydroxyphenyl)-2-(prop-2-enylamino)acetonitrile —— C11H11ClN2O
(2S)-2-(3-chloro-4-hydroxyphenyl)-2-(prop-2-enylamino)acetonitrile
—— (2R)-2-(3-chloro-4-hydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile —— C11H9ClN2O
(2R)-2-(3-chloro-4-hydroxyphenyl)-2-(prop-2-ynylamino)acetonitrile
—— 4-(diethylamino)-6-[(2-hydroxy-3-nitroanilino)methylidene]cyclohexa-2,4-dien-1-one —— C17H19N3O4
4-(diethylamino)-6-[(2-hydroxy-3-nitroanilino)methylidene]cyclohexa-2,4-dien-1-one
—— (2S)-4-(4-hydroxyphenyl)-2-methyl-2-(prop-2-ynylamino)butanenitrile —— C14H16N2O
(2S)-4-(4-hydroxyphenyl)-2-methyl-2-(prop-2-ynylamino)butanenitrile
—— (2R)-2-[4-(2-methoxyethyl)phenoxy]-2-methylbutan-1-amine —— C14H23NO2
(2R)-2-[4-(2-methoxyethyl)phenoxy]-2-methylbutan-1-amine