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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-(4-methoxyphenyl)ethyl (E)-3-(1,3-benzothiazol-2-yl)prop-2-enoate —— C19H17NO3S
2-(4-methoxyphenyl)ethyl (E)-3-(1,3-benzothiazol-2-yl)prop-2-enoate
—— ethyl (2R)-3-(3-fluoro-4-hydroxyphenyl)-2-hydroxypropanoate —— C11H13FO4
ethyl (2R)-3-(3-fluoro-4-hydroxyphenyl)-2-hydroxypropanoate
—— ethyl (2S)-3-(3-fluoro-4-hydroxyphenyl)-2-hydroxypropanoate —— C11H13FO4
ethyl (2S)-3-(3-fluoro-4-hydroxyphenyl)-2-hydroxypropanoate
—— ethyl (2R)-3-(2-fluoro-4-hydroxyphenyl)-2-hydroxypropanoate —— C11H13FO4
ethyl (2R)-3-(2-fluoro-4-hydroxyphenyl)-2-hydroxypropanoate
—— ethyl (2S)-2-hydroxy-3-(2-hydroxy-5-methylphenyl)propanoate —— C12H16O4
ethyl (2S)-2-hydroxy-3-(2-hydroxy-5-methylphenyl)propanoate
—— ethyl (2S)-3-(3-chloro-4-hydroxyphenyl)-2-hydroxypropanoate —— C11H13ClO4
ethyl (2S)-3-(3-chloro-4-hydroxyphenyl)-2-hydroxypropanoate
—— ethyl (2R)-3-(5-chloro-2-hydroxyphenyl)-2-hydroxypropanoate —— C11H13ClO4
ethyl (2R)-3-(5-chloro-2-hydroxyphenyl)-2-hydroxypropanoate
—— ethyl (2R)-3-(3-chloro-4-hydroxyphenyl)-2-hydroxypropanoate —— C11H13ClO4
ethyl (2R)-3-(3-chloro-4-hydroxyphenyl)-2-hydroxypropanoate
—— ethyl (2R)-3-(4-chloro-2-hydroxy-5-methylphenyl)-2-hydroxypropanoate —— C12H15ClO4
ethyl (2R)-3-(4-chloro-2-hydroxy-5-methylphenyl)-2-hydroxypropanoate
—— ethyl (2S)-3-(5-chloro-2-hydroxyphenyl)-2-hydroxypropanoate —— C11H13ClO4
ethyl (2S)-3-(5-chloro-2-hydroxyphenyl)-2-hydroxypropanoate
—— ethyl (2R)-2-hydroxy-3-(2-hydroxy-5-methylphenyl)propanoate —— C12H16O4
ethyl (2R)-2-hydroxy-3-(2-hydroxy-5-methylphenyl)propanoate
—— ethyl (2R)-3-(5-fluoro-2-hydroxyphenyl)-2-hydroxypropanoate —— C11H13FO4
ethyl (2R)-3-(5-fluoro-2-hydroxyphenyl)-2-hydroxypropanoate
—— ethyl (2S)-3-(2-fluoro-4-hydroxyphenyl)-2-hydroxypropanoate —— C11H13FO4
ethyl (2S)-3-(2-fluoro-4-hydroxyphenyl)-2-hydroxypropanoate
—— (2S)-2-(3-fluoro-4-hydroxyphenyl)-2-hydroxyacetic acid —— C8H7FO4
(2S)-2-(3-fluoro-4-hydroxyphenyl)-2-hydroxyacetic acid
—— (2R)-2-(4-chloro-2-hydroxy-5-methylphenyl)-2-hydroxyacetic acid —— C9H9ClO4
(2R)-2-(4-chloro-2-hydroxy-5-methylphenyl)-2-hydroxyacetic acid
—— (2S)-2-(2-fluoro-4-hydroxyphenyl)-2-hydroxyacetic acid —— C8H7FO4
(2S)-2-(2-fluoro-4-hydroxyphenyl)-2-hydroxyacetic acid
—— (2S)-2-(5-chloro-2-hydroxyphenyl)-2-hydroxyacetic acid —— C8H7ClO4
(2S)-2-(5-chloro-2-hydroxyphenyl)-2-hydroxyacetic acid
—— (2S)-2-(4-chloro-2-hydroxy-5-methylphenyl)-2-hydroxyacetic acid —— C9H9ClO4
(2S)-2-(4-chloro-2-hydroxy-5-methylphenyl)-2-hydroxyacetic acid
—— (2S)-2-hydroxy-2-(2-hydroxy-5-methylphenyl)acetic acid —— C9H10O4
(2S)-2-hydroxy-2-(2-hydroxy-5-methylphenyl)acetic acid
—— ethyl (2S)-2-(3-fluoro-4-hydroxyphenyl)-2-hydroxyacetate —— C10H11FO4
ethyl (2S)-2-(3-fluoro-4-hydroxyphenyl)-2-hydroxyacetate
—— (2R)-2-(5-fluoro-2-hydroxyphenyl)-2-hydroxyacetic acid —— C8H7FO4
(2R)-2-(5-fluoro-2-hydroxyphenyl)-2-hydroxyacetic acid
—— ethyl (2R)-2-(3-fluoro-4-hydroxyphenyl)-2-hydroxyacetate —— C10H11FO4
ethyl (2R)-2-(3-fluoro-4-hydroxyphenyl)-2-hydroxyacetate
—— ethyl (2R)-2-(4-chloro-2-hydroxy-5-methylphenyl)-2-hydroxyacetate —— C11H13ClO4
ethyl (2R)-2-(4-chloro-2-hydroxy-5-methylphenyl)-2-hydroxyacetate
—— ethyl (2S)-2-(4-chloro-2-hydroxy-5-methylphenyl)-2-hydroxyacetate —— C11H13ClO4
ethyl (2S)-2-(4-chloro-2-hydroxy-5-methylphenyl)-2-hydroxyacetate
—— ethyl (2S)-2-(5-chloro-2-hydroxyphenyl)-2-hydroxyacetate —— C10H11ClO4
ethyl (2S)-2-(5-chloro-2-hydroxyphenyl)-2-hydroxyacetate
—— ethyl (2R)-2-(2-fluoro-4-hydroxyphenyl)-2-hydroxyacetate —— C10H11FO4
ethyl (2R)-2-(2-fluoro-4-hydroxyphenyl)-2-hydroxyacetate
—— ethyl (2S)-2-(2-fluoro-4-hydroxyphenyl)-2-hydroxyacetate —— C10H11FO4
ethyl (2S)-2-(2-fluoro-4-hydroxyphenyl)-2-hydroxyacetate
—— ethyl (2S)-2-hydroxy-2-(2-hydroxyphenyl)acetate —— C10H12O4
ethyl (2S)-2-hydroxy-2-(2-hydroxyphenyl)acetate
—— ethyl (2S)-2-hydroxy-2-(2-hydroxy-5-methylphenyl)acetate —— C11H14O4
ethyl (2S)-2-hydroxy-2-(2-hydroxy-5-methylphenyl)acetate
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-(phenoxymethyl)benzamide —— C22H20N2O4
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-(phenoxymethyl)benzamide
—— 1-[2-(4-hydroxyphenyl)ethyl]-3-[(1R)-1-pyridin-4-ylpropyl]urea —— C17H21N3O2
1-[2-(4-hydroxyphenyl)ethyl]-3-[(1R)-1-pyridin-4-ylpropyl]urea
—— 1-[2-(4-hydroxyphenyl)ethyl]-3-[(1S)-1-pyridin-4-ylpropyl]urea —— C17H21N3O2
1-[2-(4-hydroxyphenyl)ethyl]-3-[(1S)-1-pyridin-4-ylpropyl]urea
—— N-[(1S)-1-(1-adamantyl)ethyl]-3-(2-hydroxyphenyl)propanamide —— C21H29NO2
N-[(1S)-1-(1-adamantyl)ethyl]-3-(2-hydroxyphenyl)propanamide
—— (2S)-2-(5-chloro-2-hydroxyphenyl)-3,3,3-trifluoro-2-hydroxypropanoic acid —— C9H6ClF3O4
(2S)-2-(5-chloro-2-hydroxyphenyl)-3,3,3-trifluoro-2-hydroxypropanoic acid
—— (2R)-3,3,3-trifluoro-2-hydroxy-2-(2-hydroxy-4-nitrophenyl)propanoic acid —— C9H6F3NO6
(2R)-3,3,3-trifluoro-2-hydroxy-2-(2-hydroxy-4-nitrophenyl)propanoic acid
—— (2R)-2-(3-chloro-4-hydroxyphenyl)-3,3,3-trifluoro-2-hydroxypropanoic acid —— C9H6ClF3O4
(2R)-2-(3-chloro-4-hydroxyphenyl)-3,3,3-trifluoro-2-hydroxypropanoic acid
—— (2S)-2-(3-chloro-4-hydroxyphenyl)-3,3,3-trifluoro-2-hydroxypropanoic acid —— C9H6ClF3O4
(2S)-2-(3-chloro-4-hydroxyphenyl)-3,3,3-trifluoro-2-hydroxypropanoic acid
—— (2R)-2-(4-chloro-2-hydroxy-5-methylphenyl)-3,3,3-trifluoro-2-hydroxypropanoic acid —— C10H8ClF3O4
(2R)-2-(4-chloro-2-hydroxy-5-methylphenyl)-3,3,3-trifluoro-2-hydroxypropanoic acid
—— (2S)-3,3,3-trifluoro-2-hydroxy-2-(2-hydroxy-4-nitrophenyl)propanoic acid —— C9H6F3NO6
(2S)-3,3,3-trifluoro-2-hydroxy-2-(2-hydroxy-4-nitrophenyl)propanoic acid
—— (2S)-2-(4-chloro-2-hydroxy-5-methylphenyl)-3,3,3-trifluoro-2-hydroxypropanoic acid —— C10H8ClF3O4
(2S)-2-(4-chloro-2-hydroxy-5-methylphenyl)-3,3,3-trifluoro-2-hydroxypropanoic acid
—— ethyl (2R)-3,3,3-trifluoro-2-hydroxy-2-(4-hydroxyphenyl)propanoate —— C11H11F3O4
ethyl (2R)-3,3,3-trifluoro-2-hydroxy-2-(4-hydroxyphenyl)propanoate
—— ethyl (2R)-3,3,3-trifluoro-2-hydroxy-2-(2-hydroxy-5-methylphenyl)propanoate —— C12H13F3O4
ethyl (2R)-3,3,3-trifluoro-2-hydroxy-2-(2-hydroxy-5-methylphenyl)propanoate
—— ethyl (2S)-3,3,3-trifluoro-2-(5-fluoro-2-hydroxyphenyl)-2-hydroxypropanoate —— C11H10F4O4
ethyl (2S)-3,3,3-trifluoro-2-(5-fluoro-2-hydroxyphenyl)-2-hydroxypropanoate
—— ethyl (2S)-2-(4-chloro-2-hydroxy-5-methylphenyl)-3,3,3-trifluoro-2-hydroxypropanoate —— C12H12ClF3O4
ethyl (2S)-2-(4-chloro-2-hydroxy-5-methylphenyl)-3,3,3-trifluoro-2-hydroxypropanoate
—— ethyl (2S)-2-(5-chloro-2-hydroxyphenyl)-3,3,3-trifluoro-2-hydroxypropanoate —— C11H10ClF3O4
ethyl (2S)-2-(5-chloro-2-hydroxyphenyl)-3,3,3-trifluoro-2-hydroxypropanoate
—— ethyl (2R)-2-(4-chloro-2-hydroxy-5-methylphenyl)-3,3,3-trifluoro-2-hydroxypropanoate —— C12H12ClF3O4
ethyl (2R)-2-(4-chloro-2-hydroxy-5-methylphenyl)-3,3,3-trifluoro-2-hydroxypropanoate
—— ethyl (2S)-3,3,3-trifluoro-2-hydroxy-2-(2-hydroxy-4-nitrophenyl)propanoate —— C11H10F3NO6
ethyl (2S)-3,3,3-trifluoro-2-hydroxy-2-(2-hydroxy-4-nitrophenyl)propanoate
—— ethyl (2R)-3,3,3-trifluoro-2-hydroxy-2-(2-hydroxy-4-nitrophenyl)propanoate —— C11H10F3NO6
ethyl (2R)-3,3,3-trifluoro-2-hydroxy-2-(2-hydroxy-4-nitrophenyl)propanoate
—— ethyl (2R)-2-(5-chloro-2-hydroxyphenyl)-3,3,3-trifluoro-2-hydroxypropanoate —— C11H10ClF3O4
ethyl (2R)-2-(5-chloro-2-hydroxyphenyl)-3,3,3-trifluoro-2-hydroxypropanoate
—— ethyl (2R)-3,3,3-trifluoro-2-(5-fluoro-2-hydroxyphenyl)-2-hydroxypropanoate —— C11H10F4O4
ethyl (2R)-3,3,3-trifluoro-2-(5-fluoro-2-hydroxyphenyl)-2-hydroxypropanoate