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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-[(1S)-1-(cyclopropylamino)ethyl]-4-fluorophenol —— C11H14FNO
2-[(1S)-1-(cyclopropylamino)ethyl]-4-fluorophenol
—— 4-fluoro-2-[(1R)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]phenol —— C11H16FNO2
4-fluoro-2-[(1R)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]phenol
—— 4-fluoro-2-[(1S)-1-(2-methoxyethylamino)ethyl]phenol —— C11H16FNO2
4-fluoro-2-[(1S)-1-(2-methoxyethylamino)ethyl]phenol
—— 4-fluoro-2-[(1S)-1-(3-hydroxypropylamino)ethyl]phenol —— C11H16FNO2
4-fluoro-2-[(1S)-1-(3-hydroxypropylamino)ethyl]phenol
—— 4-fluoro-2-[(1S)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol —— C11H16FNO2
4-fluoro-2-[(1S)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol
—— 4-fluoro-2-[(1S)-1-(propan-2-ylamino)ethyl]phenol —— C11H16FNO
4-fluoro-2-[(1S)-1-(propan-2-ylamino)ethyl]phenol
—— 2-[(1R)-1-(butylamino)ethyl]-4-fluorophenol —— C12H18FNO
2-[(1R)-1-(butylamino)ethyl]-4-fluorophenol
—— 4-fluoro-2-[(1R)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol —— C11H16FNO2
4-fluoro-2-[(1R)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]phenol
—— 4-fluoro-2-[(1R)-1-(3-hydroxypropylamino)ethyl]phenol —— C11H16FNO2
4-fluoro-2-[(1R)-1-(3-hydroxypropylamino)ethyl]phenol
—— 4-fluoro-2-[(1S)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]phenol —— C11H16FNO2
4-fluoro-2-[(1S)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]phenol
—— 2-[(1R)-1-[[(2R)-butan-2-yl]amino]ethyl]-4-fluorophenol —— C12H18FNO
2-[(1R)-1-[[(2R)-butan-2-yl]amino]ethyl]-4-fluorophenol
—— 4-fluoro-2-[(1R)-1-(2-methylpropylamino)ethyl]phenol —— C12H18FNO
4-fluoro-2-[(1R)-1-(2-methylpropylamino)ethyl]phenol
—— 2-[(1R)-1-[[(2S)-butan-2-yl]amino]ethyl]-4-fluorophenol —— C12H18FNO
2-[(1R)-1-[[(2S)-butan-2-yl]amino]ethyl]-4-fluorophenol
—— 4-fluoro-2-[(1R)-1-(2-methoxyethylamino)ethyl]phenol —— C11H16FNO2
4-fluoro-2-[(1R)-1-(2-methoxyethylamino)ethyl]phenol
—— 2-[(1S)-1-[[(2S)-butan-2-yl]amino]ethyl]-4-fluorophenol —— C12H18FNO
2-[(1S)-1-[[(2S)-butan-2-yl]amino]ethyl]-4-fluorophenol
—— 4-fluoro-2-[(1S)-1-(2-hydroxyethylamino)ethyl]phenol —— C10H14FNO2
4-fluoro-2-[(1S)-1-(2-hydroxyethylamino)ethyl]phenol
—— 4-fluoro-2-[(1S)-1-(2-methylpropylamino)ethyl]phenol —— C12H18FNO
4-fluoro-2-[(1S)-1-(2-methylpropylamino)ethyl]phenol
—— 4-fluoro-2-[(1R)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]phenol —— C11H16FNO2
4-fluoro-2-[(1R)-1-[[(2R)-1-hydroxypropan-2-yl]amino]ethyl]phenol
—— 4-fluoro-2-[(1R)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]phenol —— C11H16FNO2
4-fluoro-2-[(1R)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]phenol
—— 2-(4-Hydroxy-3-methoxy-2,5,6-trimethylphenyl)-2-methylpropanoic acid —— C14H20O4
2-(4-Hydroxy-3-methoxy-2,5,6-trimethylphenyl)-2-methylpropanoic acid
—— (2R)-2-hydroxy-2-(4-hydroxy-3-methoxy-2,5,6-trimethylphenyl)acetic acid —— C12H16O5
(2R)-2-hydroxy-2-(4-hydroxy-3-methoxy-2,5,6-trimethylphenyl)acetic acid
—— (2S)-2-hydroxy-2-(4-hydroxy-3-methoxy-2,5,6-trimethylphenyl)acetic acid —— C12H16O5
(2S)-2-hydroxy-2-(4-hydroxy-3-methoxy-2,5,6-trimethylphenyl)acetic acid
—— methyl (3S)-3-(3,4-dihydroxy-5-methoxyphenyl)-3-(3-methyl-5-oxo-1,2-dihydropyrazol-4-yl)propanoate —— C15H18N2O6
methyl (3S)-3-(3,4-dihydroxy-5-methoxyphenyl)-3-(3-methyl-5-oxo-1,2-dihydropyrazol-4-yl)propanoate
—— methyl (3R)-3-(3,4-dihydroxy-5-methoxyphenyl)-3-(3-methyl-5-oxo-1,2-dihydropyrazol-4-yl)propanoate —— C15H18N2O6
methyl (3R)-3-(3,4-dihydroxy-5-methoxyphenyl)-3-(3-methyl-5-oxo-1,2-dihydropyrazol-4-yl)propanoate
—— methyl (3R)-3-(3-hydroxy-4-methoxyphenyl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate —— C23H22O7S
methyl (3R)-3-(3-hydroxy-4-methoxyphenyl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate
—— methyl (3S)-3-(3-hydroxy-4-methoxyphenyl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate —— C23H22O7S
methyl (3S)-3-(3-hydroxy-4-methoxyphenyl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate
—— methyl (3S)-3-(4-hydroxy-3-methoxyphenyl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate —— C23H22O7S
methyl (3S)-3-(4-hydroxy-3-methoxyphenyl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate
—— methyl (3R)-3-(4-hydroxy-3-methoxyphenyl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate —— C23H22O7S
methyl (3R)-3-(4-hydroxy-3-methoxyphenyl)-3-[3-hydroxy-4-oxo-6-(phenylsulfanylmethyl)pyran-2-yl]propanoate
—— 3-[(1S)-1-[ethyl-[[(3R)-1-methylsulfonylpiperidin-3-yl]methyl]amino]ethyl]phenol —— C17H28N2O3S
3-[(1S)-1-[ethyl-[[(3R)-1-methylsulfonylpiperidin-3-yl]methyl]amino]ethyl]phenol
—— 3-[(1S)-1-[ethyl-[[(3S)-1-methylsulfonylpiperidin-3-yl]methyl]amino]ethyl]phenol —— C17H28N2O3S
3-[(1S)-1-[ethyl-[[(3S)-1-methylsulfonylpiperidin-3-yl]methyl]amino]ethyl]phenol
—— (2S)-2-[(3R)-3,5-diphenyl-3,4-dihydropyrazol-2-yl]-2-(4-hydroxy-3-methoxyphenyl)acetonitrile —— C24H21N3O2
(2S)-2-[(3R)-3,5-diphenyl-3,4-dihydropyrazol-2-yl]-2-(4-hydroxy-3-methoxyphenyl)acetonitrile
—— propan-2-yl (7R)-7-(3-bromo-4-hydroxy-5-methoxyphenyl)-5-methyl-4,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate —— C17H19BrN4O4
propan-2-yl (7R)-7-(3-bromo-4-hydroxy-5-methoxyphenyl)-5-methyl-4,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate
—— 1-[(4S,5S,6S)-6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-2,4,5,7-tetrahydroindazol-5-yl]ethanone —— C18H22N2O4
1-[(4S,5S,6S)-6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-2,4,5,7-tetrahydroindazol-5-yl]ethanone
—— 4-[(1R,2S,5R)-4,4,8-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol —— C17H22O2
4-[(1R,2S,5R)-4,4,8-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol
—— (2R)-2-(4-hydroxy-3-methoxyphenyl)-2-[(3R)-5-methyl-3-phenyl-3,4-dihydropyrazol-2-yl]acetonitrile —— C19H19N3O2
(2R)-2-(4-hydroxy-3-methoxyphenyl)-2-[(3R)-5-methyl-3-phenyl-3,4-dihydropyrazol-2-yl]acetonitrile
—— (4S)-2-amino-4-(3,4-dihydroxyphenyl)-7,7-dimethyl-5-oxo-6,8-dihydro-4H-chromene-3-carbonitrile —— C18H18N2O4
(4S)-2-amino-4-(3,4-dihydroxyphenyl)-7,7-dimethyl-5-oxo-6,8-dihydro-4H-chromene-3-carbonitrile
—— propan-2-yl (4R)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C16H20N2O4S
propan-2-yl (4R)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— (4R)-5,5-dichloro-4-hydroxy-1-(3-hydroxy-5-methoxyphenyl)pentan-2-one —— C12H14Cl2O4
(4R)-5,5-dichloro-4-hydroxy-1-(3-hydroxy-5-methoxyphenyl)pentan-2-one
—— (2S)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetonitrile —— C9H9NO3
(2S)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetonitrile
—— 3,4,5-trihydroxy-N'-[(E)-(3-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]benzohydrazide —— C15H14N2O6
3,4,5-trihydroxy-N'-[(E)-(3-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]benzohydrazide
—— (4E)-4-[(3-hydroxy-4-methoxyphenyl)methylidene]-5-methyl-2-phenylpyrazol-3-one —— C18H16N2O3
(4E)-4-[(3-hydroxy-4-methoxyphenyl)methylidene]-5-methyl-2-phenylpyrazol-3-one
—— (5Z)-5-[(5-bromo-2-hydroxyphenyl)methylidene]-3-(4-methylphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H12BrNO2S2
(5Z)-5-[(5-bromo-2-hydroxyphenyl)methylidene]-3-(4-methylphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-chloro-N-[(5Z)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-4-methylbenzamide —— C20H17ClN2O5S2
2-chloro-N-[(5Z)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-4-methylbenzamide
—— (4E)-1-(4-chlorophenyl)-4-(2-hydroxy-5-nitrobenzylidene)pyrazolidine-3,5-dione —— C16H10ClN3O5
(4E)-1-(4-chlorophenyl)-4-(2-hydroxy-5-nitrobenzylidene)pyrazolidine-3,5-dione
—— 3-(3,4-Dimethylphenyl)-2-[(3,4-dimethylphenyl)imino]-5-(2-hydroxy-3-methoxybenzylidene)-1,3-thiazolidin-4-one —— C27H26N2O3S
3-(3,4-Dimethylphenyl)-2-[(3,4-dimethylphenyl)imino]-5-(2-hydroxy-3-methoxybenzylidene)-1,3-thiazolidin-4-one
—— (5Z)-3-(4-butylphenyl)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C21H21NO3S2
(5Z)-3-(4-butylphenyl)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5Z)-3-(2,5-dimethylphenyl)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C19H17NO3S2
(5Z)-3-(2,5-dimethylphenyl)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-[[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]amino]benzoic acid —— C18H14N2O5S
2-[[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]amino]benzoic acid
—— (5Z)-3-tert-butyl-5-[(3,4-dihydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C14H15NO3S2
(5Z)-3-tert-butyl-5-[(3,4-dihydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5Z)-3-(4-butylphenyl)-5-[(2-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C20H19NO2S2
(5Z)-3-(4-butylphenyl)-5-[(2-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one