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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
—— 2-[(1R)-1-[[(1R,2S,3S)-2,3-dimethylcyclohexyl]amino]ethyl]-5-methylphenol —— C17H27NO
2-[(1R)-1-[[(1R,2S,3S)-2,3-dimethylcyclohexyl]amino]ethyl]-5-methylphenol
—— 4-[(2R)-2,3-dihydroxy-3-methylbutyl]benzene-1,3-diol —— C11H16O4
4-[(2R)-2,3-dihydroxy-3-methylbutyl]benzene-1,3-diol
—— (8R,8aR)-6-amino-8-(3,4-dihydroxyphenyl)-2-methyl-1,3,8,8a-tetrahydroisoquinoline-5,7,7-tricarbonitrile —— C19H17N5O2
(8R,8aR)-6-amino-8-(3,4-dihydroxyphenyl)-2-methyl-1,3,8,8a-tetrahydroisoquinoline-5,7,7-tricarbonitrile
—— 2-methoxy-5-[(1R)-2-[(3-methoxyphenyl)methyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]phenol —— C23H26N2O3
2-methoxy-5-[(1R)-2-[(3-methoxyphenyl)methyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]phenol
—— 5-[(1R)-2-[(4-ethylphenyl)methyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]-2-methoxyphenol —— C24H28N2O2
5-[(1R)-2-[(4-ethylphenyl)methyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]-2-methoxyphenol
—— 2-methoxy-6-[[(1R)-1-(2,3,4-trimethoxyphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol —— C25H30N2O5
2-methoxy-6-[[(1R)-1-(2,3,4-trimethoxyphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol
—— 5-[(1R)-2-[(3-fluorophenyl)methyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]-2-methoxyphenol —— C22H23FN2O2
5-[(1R)-2-[(3-fluorophenyl)methyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]-2-methoxyphenol
—— 2-methoxy-6-[[(1S)-1-(2,3,4-trimethoxyphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol —— C25H30N2O5
2-methoxy-6-[[(1S)-1-(2,3,4-trimethoxyphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol
—— 2-methoxy-6-[[(1R)-1-(2,4,6-trimethylphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol —— C25H30N2O2
2-methoxy-6-[[(1R)-1-(2,4,6-trimethylphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol
—— 2-[[(1R)-1-(2-chloro-5-nitrophenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]-6-methoxyphenol —— C22H22ClN3O4
2-[[(1R)-1-(2-chloro-5-nitrophenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]-6-methoxyphenol
—— 2-methoxy-5-[(1S)-2-[(4-methylphenyl)methyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]phenol —— C23H26N2O2
2-methoxy-5-[(1S)-2-[(4-methylphenyl)methyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]phenol
—— 5-[(1R)-2-[(4-fluorophenyl)methyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]-2-methoxyphenol —— C22H23FN2O2
5-[(1R)-2-[(4-fluorophenyl)methyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]-2-methoxyphenol
—— 2-methoxy-5-[(1S)-2-[(3-methoxyphenyl)methyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]phenol —— C23H26N2O3
2-methoxy-5-[(1S)-2-[(3-methoxyphenyl)methyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]phenol
—— 5-[(1S)-2-[(2,5-difluorophenyl)methyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]-2-methoxyphenol —— C22H22F2N2O2
5-[(1S)-2-[(2,5-difluorophenyl)methyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]-2-methoxyphenol
—— 5-[(1S)-2-benzyl-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]-2-methoxyphenol —— C22H24N2O2
5-[(1S)-2-benzyl-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-1-yl]-2-methoxyphenol
—— 4-[[(1R)-1-(4-ethylphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]-2-methoxyphenol —— C24H28N2O2
4-[[(1R)-1-(4-ethylphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]-2-methoxyphenol
—— 2-methoxy-6-[[(1S)-1-(2-methoxyphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol —— C23H26N2O3
2-methoxy-6-[[(1S)-1-(2-methoxyphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol
—— 2-methoxy-6-[[(1R)-1-(2-methoxyphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol —— C23H26N2O3
2-methoxy-6-[[(1R)-1-(2-methoxyphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol
—— 2-[[(1S)-1-(4-ethylphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]benzene-1,4-diol —— C23H26N2O2
2-[[(1S)-1-(4-ethylphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]benzene-1,4-diol
—— 2-methoxy-6-[[(1R)-1-(4-methylphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol —— C23H26N2O2
2-methoxy-6-[[(1R)-1-(4-methylphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol
—— 2-[[(1S)-1-(4-chlorophenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]-6-methoxyphenol —— C22H23ClN2O2
2-[[(1S)-1-(4-chlorophenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]-6-methoxyphenol
—— 5-[[(1S)-1-(2,4-dimethoxyphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]-2-methoxyphenol —— C24H28N2O4
5-[[(1S)-1-(2,4-dimethoxyphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]-2-methoxyphenol
—— 2-methoxy-5-[[(1R)-1-(4-methylphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol —— C23H26N2O2
2-methoxy-5-[[(1R)-1-(4-methylphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol
—— 2-[[(1S)-1-(3,4-dichlorophenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]-6-methoxyphenol —— C22H22Cl2N2O2
2-[[(1S)-1-(3,4-dichlorophenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]-6-methoxyphenol
—— 2-methoxy-4-[[(1R)-1-[4-(trifluoromethyl)phenyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol —— C23H23F3N2O2
2-methoxy-4-[[(1R)-1-[4-(trifluoromethyl)phenyl]-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol
—— 2-methoxy-6-[[(1R)-1-(3-nitrophenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol —— C22H23N3O4
2-methoxy-6-[[(1R)-1-(3-nitrophenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol
—— 5-[[(1R)-1-(2,4-dimethoxyphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]-2-methoxyphenol —— C24H28N2O4
5-[[(1R)-1-(2,4-dimethoxyphenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]-2-methoxyphenol
—— 2-methoxy-6-[[(1S)-1-(4-nitrophenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol —— C22H23N3O4
2-methoxy-6-[[(1S)-1-(4-nitrophenyl)-1,3,4,5-tetrahydropyrrolo[1,2-a][1,4]diazepin-2-yl]methyl]phenol
—— 3-(2-Hydroxy-5-nitrophenyl)-2-(6-methyl-1H-benzoimidazol-2-yl)propionitrile —— C17H14N4O3
3-(2-Hydroxy-5-nitrophenyl)-2-(6-methyl-1H-benzoimidazol-2-yl)propionitrile
—— 2-[(1R)-1-[(1,1-dioxothian-4-yl)amino]ethyl]-4-methylphenol —— C14H21NO3S
2-[(1R)-1-[(1,1-dioxothian-4-yl)amino]ethyl]-4-methylphenol
—— 3-[(1R)-1-(oxan-4-ylamino)ethyl]phenol —— C13H19NO2
3-[(1R)-1-(oxan-4-ylamino)ethyl]phenol
—— 3-[(1S)-1-(oxan-4-ylamino)ethyl]phenol —— C13H19NO2
3-[(1S)-1-(oxan-4-ylamino)ethyl]phenol
—— 4-[(1S)-1-(oxan-4-ylamino)ethyl]phenol —— C13H19NO2
4-[(1S)-1-(oxan-4-ylamino)ethyl]phenol
—— 2-[(1R)-1-(oxan-4-ylamino)ethyl]phenol —— C13H19NO2
2-[(1R)-1-(oxan-4-ylamino)ethyl]phenol
—— 6-[(1-Phenylethylamino)methyl]tricyclo[8.2.2.2.(4,7)]hexadeca-1(13),4,6,10(14),11,15-hexaen-5-ol —— C25H27NO
6-[(1-Phenylethylamino)methyl]tricyclo[8.2.2.2.(4,7)]hexadeca-1(13),4,6,10(14),11,15-hexaen-5-ol
—— 5-Cyano-6-hydroxy[3.3]paracyclophane —— C17H15NO
5-Cyano-6-hydroxy[3.3]paracyclophane
—— 13-[(1-Phenylethylamino)methyl]tricyclo [8.2.2.24,7] hexadeca-1(13),4,6,10(14),11,15-hexaen-5-ol —— C25H27NO
13-[(1-Phenylethylamino)methyl]tricyclo [8.2.2.24,7] hexadeca-1(13),4,6,10(14),11,15-hexaen-5-ol
—— 2-[(2-Chlorothieno[2,3-d]pyrimidin-4-yl)amino]-4-nitrophenol —— C12H7ClN4O3S
2-[(2-Chlorothieno[2,3-d]pyrimidin-4-yl)amino]-4-nitrophenol
—— 2-Dimethylphosphaniumylethyl(dimethyl)phosphanium;iron;molybdenum;sulfanide;3,4,5,6-tetrachlorobenzene-1,2-diol —— C42H103Cl8Fe6Mo2O4P10S9+
2-Dimethylphosphaniumylethyl(dimethyl)phosphanium;iron;molybdenum;sulfanide;3,4,5,6-tetrachlorobenzene-1,2-diol
—— 2-[(1H-benzotriazol-6-ylamino)methyl]-6-methoxyphenol 890091-91-5 C14H14N4O2
2-[(1H-benzotriazol-6-ylamino)methyl]-6-methoxyphenol
—— 2-[(1H-1,2,3-Benzotriazol-4-ylamino)methyl]-6-methoxyphenol 890091-56-2 C14H14N4O2
2-[(1H-1,2,3-Benzotriazol-4-ylamino)methyl]-6-methoxyphenol
—— 3-[(Z)-[(6-chloropyridazin-3-yl)hydrazinylidene]methyl]phenol —— C11H9ClN4O
3-[(Z)-[(6-chloropyridazin-3-yl)hydrazinylidene]methyl]phenol
—— (2Z,5E)-5-(anilinomethylidene)-2-[[4-(3,4-dihydroxyphenyl)-1,3-thiazol-2-yl]hydrazinylidene]-3-ethyl-1,3-thiazolidin-4-one —— C21H19N5O3S2
(2Z,5E)-5-(anilinomethylidene)-2-[[4-(3,4-dihydroxyphenyl)-1,3-thiazol-2-yl]hydrazinylidene]-3-ethyl-1,3-thiazolidin-4-one
—— 3-[(Z)-[(8-methyl-5H-[1,2,4]triazino[5,6-b]indol-3-yl)hydrazinylidene]methyl]-4-nitrophenol —— C17H13N7O3
3-[(Z)-[(8-methyl-5H-[1,2,4]triazino[5,6-b]indol-3-yl)hydrazinylidene]methyl]-4-nitrophenol
—— 3-[(Z)-[2-(5-Phenyl-1,2,4-triazin-3-YL)hydrazin-1-ylidene]methyl]phenol —— C16H13N5O
3-[(Z)-[2-(5-Phenyl-1,2,4-triazin-3-YL)hydrazin-1-ylidene]methyl]phenol
—— 2-[(1R)-2-amino-1-[(1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethyl]-5-methoxyphenol —— C19H30N2O2
2-[(1R)-2-amino-1-[(1S,5R)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethyl]-5-methoxyphenol
—— 4-[(1R)-2-amino-1-[(3S,5S)-3,5-dimethylpiperidin-1-yl]ethyl]-2-methoxy-6-prop-2-enylphenol —— C19H30N2O2
4-[(1R)-2-amino-1-[(3S,5S)-3,5-dimethylpiperidin-1-yl]ethyl]-2-methoxy-6-prop-2-enylphenol
—— 4-[(1R)-2-amino-1-[(3S)-3-methylpiperidin-1-yl]ethyl]-2-methoxy-6-prop-2-enylphenol —— C18H28N2O2
4-[(1R)-2-amino-1-[(3S)-3-methylpiperidin-1-yl]ethyl]-2-methoxy-6-prop-2-enylphenol
—— 4-[(1R)-2-amino-1-[(2R,6R)-2,6-dimethylpiperidin-1-yl]ethyl]-2-chloro-6-methoxyphenol —— C16H25ClN2O2
4-[(1R)-2-amino-1-[(2R,6R)-2,6-dimethylpiperidin-1-yl]ethyl]-2-chloro-6-methoxyphenol
—— 4-[(1R)-2-amino-1-[(2R,6R)-2,6-dimethylpiperidin-1-yl]ethyl]-2-methoxy-6-prop-2-enylphenol —— C19H30N2O2
4-[(1R)-2-amino-1-[(2R,6R)-2,6-dimethylpiperidin-1-yl]ethyl]-2-methoxy-6-prop-2-enylphenol