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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-(3-ethylanilino)ethyl]-4-methylphenol —— C17H21NO
2-[(1R)-1-(3-ethylanilino)ethyl]-4-methylphenol
—— 2-[(1R)-1-[2-(diethylamino)ethylamino]ethyl]-4-methylphenol —— C15H26N2O
2-[(1R)-1-[2-(diethylamino)ethylamino]ethyl]-4-methylphenol
—— 2-[(1R)-1-(cycloheptylamino)ethyl]-4-methylphenol —— C16H25NO
2-[(1R)-1-(cycloheptylamino)ethyl]-4-methylphenol
—— 2-[(1S)-1-(2,4-dimethylanilino)ethyl]-4-methylphenol —— C17H21NO
2-[(1S)-1-(2,4-dimethylanilino)ethyl]-4-methylphenol
—— 4-methyl-2-[(1S)-1-(pyridin-2-ylmethylamino)ethyl]phenol —— C15H18N2O
4-methyl-2-[(1S)-1-(pyridin-2-ylmethylamino)ethyl]phenol
—— 2-[(1R)-1-(3-fluoro-4-methylanilino)ethyl]-4-methylphenol —— C16H18FNO
2-[(1R)-1-(3-fluoro-4-methylanilino)ethyl]-4-methylphenol
—— 4-methyl-2-[(1R)-1-(3-propan-2-yloxypropylamino)ethyl]phenol —— C15H25NO2
4-methyl-2-[(1R)-1-(3-propan-2-yloxypropylamino)ethyl]phenol
—— 2-[(1S)-1-(2-hydroxyethylamino)ethyl]-4-methylphenol —— C11H17NO2
2-[(1S)-1-(2-hydroxyethylamino)ethyl]-4-methylphenol
—— 4-methyl-2-[(1R)-1-(3-methylsulfanylanilino)ethyl]phenol —— C16H19NOS
4-methyl-2-[(1R)-1-(3-methylsulfanylanilino)ethyl]phenol
—— 2-[(1S)-1-(3,4-difluoroanilino)ethyl]-4-methylphenol —— C15H15F2NO
2-[(1S)-1-(3,4-difluoroanilino)ethyl]-4-methylphenol
—— 2-[(1R)-1-(3-ethenoxypropylamino)ethyl]-4-methylphenol —— C14H21NO2
2-[(1R)-1-(3-ethenoxypropylamino)ethyl]-4-methylphenol
—— 4-methyl-2-[(1R)-1-[[(1S,2S)-2-methylcyclohexyl]amino]ethyl]phenol —— C16H25NO
4-methyl-2-[(1R)-1-[[(1S,2S)-2-methylcyclohexyl]amino]ethyl]phenol
—— 2-[(1S)-1-(3,5-difluoroanilino)ethyl]-4-methylphenol —— C15H15F2NO
2-[(1S)-1-(3,5-difluoroanilino)ethyl]-4-methylphenol
—— 2-[(1R)-1-[[3-(dimethylamino)-2,2-dimethylpropyl]amino]ethyl]-4-methylphenol —— C16H28N2O
2-[(1R)-1-[[3-(dimethylamino)-2,2-dimethylpropyl]amino]ethyl]-4-methylphenol
—— 2-[(1S)-1-(cyclopentylmethylamino)ethyl]-4-methylphenol —— C15H23NO
2-[(1S)-1-(cyclopentylmethylamino)ethyl]-4-methylphenol
—— 2-[(1R)-1-(3-ethynylanilino)ethyl]-4-methylphenol —— C17H17NO
2-[(1R)-1-(3-ethynylanilino)ethyl]-4-methylphenol
—— 2-[(1R)-1-(2-chloro-4-fluoroanilino)ethyl]-4-methylphenol —— C15H15ClFNO
2-[(1R)-1-(2-chloro-4-fluoroanilino)ethyl]-4-methylphenol
—— 4-methyl-2-[(1R)-1-[[(1R)-1-thiophen-2-ylethyl]amino]ethyl]phenol —— C15H19NOS
4-methyl-2-[(1R)-1-[[(1R)-1-thiophen-2-ylethyl]amino]ethyl]phenol
—— 2-[(1R)-1-(2-bromoanilino)ethyl]-4-methylphenol —— C15H16BrNO
2-[(1R)-1-(2-bromoanilino)ethyl]-4-methylphenol
—— 2-[(1S)-1-(3-ethenoxypropylamino)ethyl]-4-methylphenol —— C14H21NO2
2-[(1S)-1-(3-ethenoxypropylamino)ethyl]-4-methylphenol
—— 7-ethenyl-8-(4-hydroxy-2-methoxyphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H22O4
7-ethenyl-8-(4-hydroxy-2-methoxyphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— N-(2-hydroxy-5-nitrophenyl)-4-[(5E)-5-[(3-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide —— C21H19N3O6S2
N-(2-hydroxy-5-nitrophenyl)-4-[(5E)-5-[(3-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide
—— 6-(2,4-dihydroxyphenyl)-1,4,4,6-tetramethyltetrahydro-2(1H)-pyrimidinethione —— C14H20N2O2S
6-(2,4-dihydroxyphenyl)-1,4,4,6-tetramethyltetrahydro-2(1H)-pyrimidinethione
—— 3-(3,4-dihydroxyphenyl)-N-[[3-methoxy-4-(2-morpholin-4-ylethoxy)phenyl]methylideneamino]propanamide —— C23H29N3O6
3-(3,4-dihydroxyphenyl)-N-[[3-methoxy-4-(2-morpholin-4-ylethoxy)phenyl]methylideneamino]propanamide
—— 7-ethenyl-8-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C24H26O4
7-ethenyl-8-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— 5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-3-[(4-methylanilino)methyl]-2-sulfanylidene-1,3-thiazolidin-4-one —— C19H18N2O3S2
5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-3-[(4-methylanilino)methyl]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-Methoxy-5-[[(2,4,6-trichlorophenyl)hydrazinylidene]methyl]phenol —— C14H11Cl3N2O2
2-Methoxy-5-[[(2,4,6-trichlorophenyl)hydrazinylidene]methyl]phenol
—— 4-Hydroxy-5-nitrobenzene-1,3-disulfonate —— C6H3NO9S2-2
4-Hydroxy-5-nitrobenzene-1,3-disulfonate
—— 5-[[[(2R)-1-hydroxypropan-2-yl]amino]methyl]-2-methoxyphenol —— C11H17NO3
5-[[[(2R)-1-hydroxypropan-2-yl]amino]methyl]-2-methoxyphenol
—— 5-[[[(2S)-1-hydroxypropan-2-yl]amino]methyl]-2-methoxyphenol —— C11H17NO3
5-[[[(2S)-1-hydroxypropan-2-yl]amino]methyl]-2-methoxyphenol
—— 4-[[[(2R)-1-hydroxypropan-2-yl]amino]methyl]benzene-1,2-diol —— C10H15NO3
4-[[[(2R)-1-hydroxypropan-2-yl]amino]methyl]benzene-1,2-diol
—— 4-[(1S)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]phenol —— C11H17NO2
4-[(1S)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]phenol
—— 4-[[[(2R)-1-hydroxypropan-2-yl]amino]methyl]benzene-1,3-diol —— C10H15NO3
4-[[[(2R)-1-hydroxypropan-2-yl]amino]methyl]benzene-1,3-diol
—— 4-[(1S)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]benzene-1,3-diol —— C11H17NO3
4-[(1S)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]benzene-1,3-diol
—— 4-[(1R)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]benzene-1,3-diol —— C11H17NO3
4-[(1R)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]benzene-1,3-diol
—— 2-[(2E)-2-[(3-hydroxy-4-methoxyphenyl)methylidenehydrazinylidene]-4-oxo-1,3-thiazolidin-5-yl]acetic acid —— C13H13N3O5S
2-[(2E)-2-[(3-hydroxy-4-methoxyphenyl)methylidenehydrazinylidene]-4-oxo-1,3-thiazolidin-5-yl]acetic acid
—— 4-[(1S)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]benzene-1,3-diol —— C11H17NO3
4-[(1S)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]benzene-1,3-diol
—— 2-[(1R)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]phenol —— C11H17NO2
2-[(1R)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]phenol
—— 3-[(1S)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]phenol —— C11H17NO2
3-[(1S)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]phenol
—— 3-[(1R)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]phenol —— C11H17NO2
3-[(1R)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]phenol
—— 2-[(1S)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]phenol —— C11H17NO2
2-[(1S)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]phenol
—— 2-[[[(2S)-1-hydroxypropan-2-yl]amino]methyl]-6-methoxyphenol —— C11H17NO3
2-[[[(2S)-1-hydroxypropan-2-yl]amino]methyl]-6-methoxyphenol
—— 2-[[[(2R)-1-hydroxypropan-2-yl]amino]methyl]-6-methoxyphenol —— C11H17NO3
2-[[[(2R)-1-hydroxypropan-2-yl]amino]methyl]-6-methoxyphenol
—— 3-[(1S)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]phenol —— C11H17NO2
3-[(1S)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]phenol
—— 3-[(1R)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]phenol —— C11H17NO2
3-[(1R)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]phenol
—— 2-[(1S)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]benzene-1,4-diol —— C11H17NO3
2-[(1S)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]benzene-1,4-diol
—— 2-[(1R)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]benzene-1,4-diol —— C11H17NO3
2-[(1R)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]benzene-1,4-diol
—— 2-[(1R)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]benzene-1,4-diol —— C11H17NO3
2-[(1R)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]benzene-1,4-diol
—— 8a-bromo-8-(3-bromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H18Br2O4
8a-bromo-8-(3-bromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— 4-[2-(Pyridin-1-ium-2-ylamino)-1,3-thiazol-4-yl]phenol —— C14H12N3OS+
4-[2-(Pyridin-1-ium-2-ylamino)-1,3-thiazol-4-yl]phenol