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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
—— (4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-3,5-dimethylphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C23H26O3
(4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-3,5-dimethylphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8R,8aS)-8-(5-bromo-2-hydroxy-3-methoxyphenyl)-7-ethenyl-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C22H23BrO4
(4aR,8R,8aS)-8-(5-bromo-2-hydroxy-3-methoxyphenyl)-7-ethenyl-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,5R,8aR)-6-ethenyl-5-(4-hydroxyphenyl)-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione —— C22H24O3
(4aS,5R,8aR)-6-ethenyl-5-(4-hydroxyphenyl)-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione
—— (4aS,5R,8aR)-5-(5-chloro-2-hydroxyphenyl)-6-ethenyl-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione —— C22H23ClO3
(4aS,5R,8aR)-5-(5-chloro-2-hydroxyphenyl)-6-ethenyl-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione
—— (4aS,5R,8aR)-6-ethenyl-5-(2-hydroxy-5-methoxyphenyl)-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione —— C23H26O4
(4aS,5R,8aR)-6-ethenyl-5-(2-hydroxy-5-methoxyphenyl)-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione
—— (4aS,5R,8aR)-2,3,4a,8a-tetrachloro-5-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-ethenyl-5,8-dihydronaphthalene-1,4-dione —— C19H13Cl5O4
(4aS,5R,8aR)-2,3,4a,8a-tetrachloro-5-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-ethenyl-5,8-dihydronaphthalene-1,4-dione
—— (4aS,5R,8aR)-5-(5-bromo-2-hydroxyphenyl)-6-ethenyl-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione —— C22H23BrO3
(4aS,5R,8aR)-5-(5-bromo-2-hydroxyphenyl)-6-ethenyl-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione
—— (4aR,8R,8aS)-8-(3-bromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C22H23BrO4
(4aR,8R,8aS)-8-(3-bromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,5R,8aR)-2,3,4a,8a-tetrachloro-6-ethenyl-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8-dihydronaphthalene-1,4-dione —— C20H16Cl4O5
(4aS,5R,8aR)-2,3,4a,8a-tetrachloro-6-ethenyl-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,8-dihydronaphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-(2-hydroxy-3-methylphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H22O3
(4aR,8R,8aS)-7-ethenyl-8-(2-hydroxy-3-methylphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,5R,8aR)-5-(5-bromo-2-hydroxyphenyl)-2,3,4a,8a-tetrachloro-6-ethenyl-5,8-dihydronaphthalene-1,4-dione —— C18H11BrCl4O3
(4aS,5R,8aR)-5-(5-bromo-2-hydroxyphenyl)-2,3,4a,8a-tetrachloro-6-ethenyl-5,8-dihydronaphthalene-1,4-dione
—— (4aS,5R,8aR)-2,3,4a,8a-tetrachloro-6-ethenyl-5-(4-hydroxy-3-methoxyphenyl)-5,8-dihydronaphthalene-1,4-dione —— C19H14Cl4O4
(4aS,5R,8aR)-2,3,4a,8a-tetrachloro-6-ethenyl-5-(4-hydroxy-3-methoxyphenyl)-5,8-dihydronaphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-(2-hydroxy-4,6-dimethoxyphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C22H24O5
(4aR,8R,8aS)-7-ethenyl-8-(2-hydroxy-4,6-dimethoxyphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-3,5-dimethoxyphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C23H26O5
(4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-3,5-dimethoxyphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8S,8aS)-8-(2-chloro-4-hydroxyphenyl)-7-ethenyl-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H21ClO3
(4aR,8S,8aS)-8-(2-chloro-4-hydroxyphenyl)-7-ethenyl-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,5R,8aR)-5-(5-bromo-2-hydroxy-3-methoxyphenyl)-6-ethenyl-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione —— C23H25BrO4
(4aS,5R,8aR)-5-(5-bromo-2-hydroxy-3-methoxyphenyl)-6-ethenyl-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-3-methoxyphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C22H24O4
(4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-3-methoxyphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-[2-hydroxy-5-(trifluoromethoxy)phenyl]-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C22H21F3O4
(4aR,8R,8aS)-7-ethenyl-8-[2-hydroxy-5-(trifluoromethoxy)phenyl]-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-(2-hydroxy-3-methoxyphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C22H24O4
(4aR,8R,8aS)-7-ethenyl-8-(2-hydroxy-3-methoxyphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,5R,8aR)-6-ethenyl-5-[2-hydroxy-5-(trifluoromethoxy)phenyl]-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione —— C23H23F3O4
(4aS,5R,8aR)-6-ethenyl-5-[2-hydroxy-5-(trifluoromethoxy)phenyl]-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-(3-hydroxyphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H20O3
(4aR,8R,8aS)-7-ethenyl-8-(3-hydroxyphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,5R,8aR)-2,3,4a,8a-tetrachloro-6-ethenyl-5-(2-hydroxy-3-prop-2-enylphenyl)-5,8-dihydronaphthalene-1,4-dione —— C21H16Cl4O3
(4aS,5R,8aR)-2,3,4a,8a-tetrachloro-6-ethenyl-5-(2-hydroxy-3-prop-2-enylphenyl)-5,8-dihydronaphthalene-1,4-dione
—— (4aR,8R,8aS)-8-(3-chloro-4-hydroxy-5-methoxyphenyl)-7-ethenyl-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H21ClO4
(4aR,8R,8aS)-8-(3-chloro-4-hydroxy-5-methoxyphenyl)-7-ethenyl-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,5R,8aR)-6-ethenyl-5-(2-hydroxy-4,6-dimethoxyphenyl)-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione —— C24H28O5
(4aS,5R,8aR)-6-ethenyl-5-(2-hydroxy-4,6-dimethoxyphenyl)-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-3-methoxyphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H22O4
(4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-3-methoxyphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,5S,8aR)-5-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-6-ethenyl-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione —— C23H24Br2O4
(4aS,5S,8aR)-5-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-6-ethenyl-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione
—— (4aR,8S,8aS)-7-ethenyl-8-[2-(4-hydroxy-3,5-dimethoxyphenyl)ethenyl]-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C24H26O5
(4aR,8S,8aS)-7-ethenyl-8-[2-(4-hydroxy-3,5-dimethoxyphenyl)ethenyl]-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-3-methylphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C22H24O3
(4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-3-methylphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(3-hydroxyphenyl)-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H17BrO3
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(3-hydroxyphenyl)-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8R,8aS)-8-(5-chloro-2-hydroxyphenyl)-7-ethenyl-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H19ClO3
(4aR,8R,8aS)-8-(5-chloro-2-hydroxyphenyl)-7-ethenyl-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-2,6-dimethoxyphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C22H24O5
(4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-2,6-dimethoxyphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8S,8aS)-8-(2-chloro-4-hydroxyphenyl)-7-ethenyl-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H19ClO3
(4aR,8S,8aS)-8-(2-chloro-4-hydroxyphenyl)-7-ethenyl-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8S,8aS)-7-ethenyl-8-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C23H24O4
(4aR,8S,8aS)-7-ethenyl-8-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8S,8aS)-8-(2-chloro-4-hydroxyphenyl)-7-ethenyl-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H19ClO3
(4aR,8S,8aS)-8-(2-chloro-4-hydroxyphenyl)-7-ethenyl-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-3,5-dimethylphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C22H24O3
(4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-3,5-dimethylphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxyphenyl)-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H17BrO3
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxyphenyl)-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-3-methylphenyl)-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H19BrO3
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-3-methylphenyl)-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-2-methoxyphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H22O4
(4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-2-methoxyphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-8-(5-bromo-2-hydroxy-3-methoxyphenyl)-7-ethenyl-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H18Br2O4
(4aS,8R,8aR)-8a-bromo-8-(5-bromo-2-hydroxy-3-methoxyphenyl)-7-ethenyl-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-8-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H17Br3O4
(4aS,8R,8aR)-8a-bromo-8-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-(3-fluoro-4-hydroxyphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H21FO3
(4aR,8R,8aS)-7-ethenyl-8-(3-fluoro-4-hydroxyphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-[2-hydroxy-5-(trifluoromethoxy)phenyl]-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H16BrF3O4
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-[2-hydroxy-5-(trifluoromethoxy)phenyl]-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-3-methylphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H22O3
(4aR,8R,8aS)-7-ethenyl-8-(4-hydroxy-3-methylphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8S,8aS)-8-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H20Br2O4
(4aR,8S,8aS)-8-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-(2-hydroxy-3-prop-2-enylphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C23H24O3
(4aR,8R,8aS)-7-ethenyl-8-(2-hydroxy-3-prop-2-enylphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8R,8aS)-8-(5-bromo-2-hydroxyphenyl)-7-ethenyl-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H21BrO3
(4aR,8R,8aS)-8-(5-bromo-2-hydroxyphenyl)-7-ethenyl-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxy-3,5-dimethylphenyl)-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H21BrO3
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxy-3,5-dimethylphenyl)-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-[2-hydroxy-5-(trifluoromethoxy)phenyl]-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H19F3O4
(4aR,8R,8aS)-7-ethenyl-8-[2-hydroxy-5-(trifluoromethoxy)phenyl]-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxyphenyl)-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H17BrO3
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxyphenyl)-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aR,8R,8aS)-7-ethenyl-8-(2-hydroxy-4-methoxyphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C22H24O4
(4aR,8R,8aS)-7-ethenyl-8-(2-hydroxy-4-methoxyphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione