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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
—— (5E)-2-(2-chlorophenyl)imino-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C17H13ClN2O3S
(5E)-2-(2-chlorophenyl)imino-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— N-[(1R)-1-(3-fluoro-4-hydroxyphenyl)ethyl]-2-(3-methyl-2,4-dioxo-1H-pyrimidin-5-yl)acetamide —— C15H16FN3O4
N-[(1R)-1-(3-fluoro-4-hydroxyphenyl)ethyl]-2-(3-methyl-2,4-dioxo-1H-pyrimidin-5-yl)acetamide
—— N-[(1S)-1-(3-fluoro-4-hydroxyphenyl)ethyl]-2-(3-methyl-2,4-dioxo-1H-pyrimidin-5-yl)acetamide —— C15H16FN3O4
N-[(1S)-1-(3-fluoro-4-hydroxyphenyl)ethyl]-2-(3-methyl-2,4-dioxo-1H-pyrimidin-5-yl)acetamide
—— 3-[[(3S)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]methyl]-4-methoxyphenol —— C20H32N2O2
3-[[(3S)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]methyl]-4-methoxyphenol
—— 3-[[(3R)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]methyl]-4-methoxyphenol —— C20H32N2O2
3-[[(3R)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]methyl]-4-methoxyphenol
—— (4S)-2-amino-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-methyl-1,4-dihydroimidazol-3-ium-5-one —— C12H16N3O3+
(4S)-2-amino-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-methyl-1,4-dihydroimidazol-3-ium-5-one
—— 4-fluoro-2-[(1S)-1-hydroxy-3-piperazin-1-ylpropyl]phenol —— C13H19FN2O2
4-fluoro-2-[(1S)-1-hydroxy-3-piperazin-1-ylpropyl]phenol
—— 4-fluoro-2-[(1R)-1-hydroxy-3-piperazin-1-ylpropyl]phenol —— C13H19FN2O2
4-fluoro-2-[(1R)-1-hydroxy-3-piperazin-1-ylpropyl]phenol
—— 4-fluoro-2-[(1R)-1-hydroxy-2-piperazin-1-ylethyl]phenol —— C12H17FN2O2
4-fluoro-2-[(1R)-1-hydroxy-2-piperazin-1-ylethyl]phenol
—— 4-fluoro-2-[(1S)-1-hydroxy-2-piperazin-1-ylethyl]phenol —— C12H17FN2O2
4-fluoro-2-[(1S)-1-hydroxy-2-piperazin-1-ylethyl]phenol
—— 3-chloro-4-(1-hydroxyethyl)phenol —— C8H9ClO2
3-chloro-4-(1-hydroxyethyl)phenol
—— 3-chloro-4-[(1R)-1-hydroxy-2-piperazin-1-ylethyl]phenol —— C12H17ClN2O2
3-chloro-4-[(1R)-1-hydroxy-2-piperazin-1-ylethyl]phenol
—— 3-chloro-4-[(1S)-1-hydroxy-2-piperazin-1-ylethyl]phenol —— C12H17ClN2O2
3-chloro-4-[(1S)-1-hydroxy-2-piperazin-1-ylethyl]phenol
—— 3-chloro-4-[(1R)-1-hydroxy-3-piperazin-1-ylpropyl]phenol —— C13H19ClN2O2
3-chloro-4-[(1R)-1-hydroxy-3-piperazin-1-ylpropyl]phenol
—— 3-chloro-4-[(1S)-1-hydroxy-3-piperazin-1-ylpropyl]phenol —— C13H19ClN2O2
3-chloro-4-[(1S)-1-hydroxy-3-piperazin-1-ylpropyl]phenol
—— 3-ethyl-4-[(1S)-1-hydroxyethyl]phenol —— C10H14O2
3-ethyl-4-[(1S)-1-hydroxyethyl]phenol
—— 4-[(1S)-1-aminoethyl]-3-ethylphenol —— C10H15NO
4-[(1S)-1-aminoethyl]-3-ethylphenol
—— 3-ethyl-4-[(1R)-1-hydroxy-3-piperazin-1-ylpropyl]phenol —— C15H24N2O2
3-ethyl-4-[(1R)-1-hydroxy-3-piperazin-1-ylpropyl]phenol
—— 3-ethyl-4-[(1S)-1-hydroxy-2-piperazin-1-ylethyl]phenol —— C14H22N2O2
3-ethyl-4-[(1S)-1-hydroxy-2-piperazin-1-ylethyl]phenol
—— 3-ethyl-4-[(1R)-1-hydroxyethyl]phenol —— C10H14O2
3-ethyl-4-[(1R)-1-hydroxyethyl]phenol
—— 3-ethyl-4-[(1S)-1-hydroxy-3-piperazin-1-ylpropyl]phenol —— C15H24N2O2
3-ethyl-4-[(1S)-1-hydroxy-3-piperazin-1-ylpropyl]phenol
—— 4-[(1S)-1-hydroxyethyl]-3,5-dimethylphenol —— C10H14O2
4-[(1S)-1-hydroxyethyl]-3,5-dimethylphenol
—— 4-[(1S)-1-hydroxy-2-piperazin-1-ylethyl]-3,5-dimethylphenol —— C14H22N2O2
4-[(1S)-1-hydroxy-2-piperazin-1-ylethyl]-3,5-dimethylphenol
—— 4-[(1R)-1-aminoethyl]-2,3-dimethylphenol —— C10H15NO
4-[(1R)-1-aminoethyl]-2,3-dimethylphenol
—— 4-[(1S)-1-hydroxy-3-piperazin-1-ylpropyl]-3,5-dimethylphenol —— C15H24N2O2
4-[(1S)-1-hydroxy-3-piperazin-1-ylpropyl]-3,5-dimethylphenol
—— 4-[(1R)-1-hydroxy-3-piperazin-1-ylpropyl]-2,3-dimethylphenol —— C15H24N2O2
4-[(1R)-1-hydroxy-3-piperazin-1-ylpropyl]-2,3-dimethylphenol
—— 4-[(1S)-1-aminoethyl]-2,3-dimethylphenol —— C10H15NO
4-[(1S)-1-aminoethyl]-2,3-dimethylphenol
—— 4-[(1S)-1-hydroxyethyl]-2,3-dimethylphenol —— C10H14O2
4-[(1S)-1-hydroxyethyl]-2,3-dimethylphenol
—— 4-[(1R)-1-hydroxy-2-piperazin-1-ylethyl]-3,5-dimethylphenol —— C14H22N2O2
4-[(1R)-1-hydroxy-2-piperazin-1-ylethyl]-3,5-dimethylphenol
—— 4-[(1R)-1-hydroxy-2-piperazin-1-ylethyl]-2,3-dimethylphenol —— C14H22N2O2
4-[(1R)-1-hydroxy-2-piperazin-1-ylethyl]-2,3-dimethylphenol
—— 4-[(1R)-1-aminoethyl]-3,5-dimethylphenol —— C10H15NO
4-[(1R)-1-aminoethyl]-3,5-dimethylphenol
—— 4-[(1S)-1-hydroxy-3-piperazin-1-ylpropyl]-2,3-dimethylphenol —— C15H24N2O2
4-[(1S)-1-hydroxy-3-piperazin-1-ylpropyl]-2,3-dimethylphenol
—— 4-[(1S)-1-aminoethyl]-3,5-dimethylphenol —— C10H15NO
4-[(1S)-1-aminoethyl]-3,5-dimethylphenol
—— 4-[(1S)-1-hydroxy-2-piperazin-1-ylethyl]-2,3-dimethylphenol —— C14H22N2O2
4-[(1S)-1-hydroxy-2-piperazin-1-ylethyl]-2,3-dimethylphenol
—— 4-[(1R)-1-hydroxy-3-piperazin-1-ylpropyl]-3,5-dimethylphenol —— C15H24N2O2
4-[(1R)-1-hydroxy-3-piperazin-1-ylpropyl]-3,5-dimethylphenol
—— 4-[(1R)-1-hydroxyethyl]-2,3-dimethylphenol —— C10H14O2
4-[(1R)-1-hydroxyethyl]-2,3-dimethylphenol
—— 4-[(1S)-1-hydroxy-3-piperazin-1-ylpropyl]-2,3,5-trimethylphenol —— C16H26N2O2
4-[(1S)-1-hydroxy-3-piperazin-1-ylpropyl]-2,3,5-trimethylphenol
—— 4-[(1S)-1-aminoethyl]-2,3,5-trimethylphenol —— C11H17NO
4-[(1S)-1-aminoethyl]-2,3,5-trimethylphenol
—— 4-[(1R)-1-hydroxyethyl]-2,3,5-trimethylphenol —— C11H16O2
4-[(1R)-1-hydroxyethyl]-2,3,5-trimethylphenol
—— 4-[(1R)-1-hydroxy-3-piperazin-1-ylpropyl]-2,3,5-trimethylphenol —— C16H26N2O2
4-[(1R)-1-hydroxy-3-piperazin-1-ylpropyl]-2,3,5-trimethylphenol
—— 4-[(1S)-1-hydroxy-2-piperazin-1-ylethyl]-2,3,5-trimethylphenol —— C15H24N2O2
4-[(1S)-1-hydroxy-2-piperazin-1-ylethyl]-2,3,5-trimethylphenol
—— 4-[(1R)-1-hydroxy-2-piperazin-1-ylethyl]-2,3,5-trimethylphenol —— C15H24N2O2
4-[(1R)-1-hydroxy-2-piperazin-1-ylethyl]-2,3,5-trimethylphenol
—— 4-[(1S)-1-hydroxyethyl]-2,3,5-trimethylphenol —— C11H16O2
4-[(1S)-1-hydroxyethyl]-2,3,5-trimethylphenol
—— 4-[(1R,2S)-1-hydroxy-2-methyl-3-piperazin-1-ylpropyl]-2-methoxyphenol —— C15H24N2O3
4-[(1R,2S)-1-hydroxy-2-methyl-3-piperazin-1-ylpropyl]-2-methoxyphenol
—— 4-[(1R)-1-aminoethyl]-2,3,5-trimethylphenol —— C11H17NO
4-[(1R)-1-aminoethyl]-2,3,5-trimethylphenol
—— 4-[(1R)-1-hydroxy-3-piperazin-1-ylpropyl]-2-methoxyphenol —— C14H22N2O3
4-[(1R)-1-hydroxy-3-piperazin-1-ylpropyl]-2-methoxyphenol
—— 2-[(1R,2R)-1-hydroxy-2-methyl-3-piperazin-1-ylpropyl]-4-propan-2-yloxyphenol —— C17H28N2O3
2-[(1R,2R)-1-hydroxy-2-methyl-3-piperazin-1-ylpropyl]-4-propan-2-yloxyphenol
—— 2-[(1R,2R)-1-hydroxy-2-methyl-3-piperazin-1-ylpropyl]-4-(2-methylpropoxy)phenol —— C18H30N2O3
2-[(1R,2R)-1-hydroxy-2-methyl-3-piperazin-1-ylpropyl]-4-(2-methylpropoxy)phenol
—— 4-[(1S,2R)-1-hydroxy-2-methyl-3-piperazin-1-ylpropyl]-2-methoxyphenol —— C15H24N2O3
4-[(1S,2R)-1-hydroxy-2-methyl-3-piperazin-1-ylpropyl]-2-methoxyphenol
—— 2-[(1R,2S)-1-hydroxy-2-methyl-3-piperazin-1-ylpropyl]-4-(2-methylpropoxy)phenol —— C18H30N2O3
2-[(1R,2S)-1-hydroxy-2-methyl-3-piperazin-1-ylpropyl]-4-(2-methylpropoxy)phenol