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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
—— (4aS,8R,8aR)-3,8a-dibromo-8-(3-chloro-4-hydroxy-5-methoxyphenyl)-7-ethenyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H15Br2ClO4
(4aS,8R,8aR)-3,8a-dibromo-8-(3-chloro-4-hydroxy-5-methoxyphenyl)-7-ethenyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-3-prop-2-enylphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C22H21BrO3
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-3-prop-2-enylphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxy-3,5-dimethoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H21BrO5
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxy-3,5-dimethoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-8-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H14Br4O4
(4aS,8R,8aR)-3,8a-dibromo-8-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-8-(5-bromo-2-hydroxyphenyl)-7-ethenyl-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H16Br2O3
(4aS,8R,8aR)-8a-bromo-8-(5-bromo-2-hydroxyphenyl)-7-ethenyl-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(4-hydroxy-3,5-dimethoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H18Br2O5
(4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(4-hydroxy-3,5-dimethoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(2-hydroxy-5-methoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H16Br2O4
(4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(2-hydroxy-5-methoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-8-(3-chloro-4-hydroxy-5-methoxyphenyl)-7-ethenyl-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H18BrClO4
(4aS,8R,8aR)-8a-bromo-8-(3-chloro-4-hydroxy-5-methoxyphenyl)-7-ethenyl-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxy-2-methoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H19BrO4
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxy-2-methoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H17BrO3
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxy-2,6-dimethoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H21BrO5
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxy-2,6-dimethoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(2-hydroxy-4-methoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H16Br2O4
(4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(2-hydroxy-4-methoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(2-hydroxy-3-prop-2-enylphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H18Br2O3
(4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(2-hydroxy-3-prop-2-enylphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-8-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-2-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-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(4-hydroxy-3-methoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H16Br2O4
(4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(4-hydroxy-3-methoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-8-(5-chloro-2-hydroxyphenyl)-7-ethenyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C18H13Br2ClO3
(4aS,8R,8aR)-3,8a-dibromo-8-(5-chloro-2-hydroxyphenyl)-7-ethenyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(2-hydroxy-6-methoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H16Br2O4
(4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(2-hydroxy-6-methoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(3-fluoro-4-hydroxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione —— C18H13Br2FO3
(4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(3-fluoro-4-hydroxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(2-hydroxy-3-methoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H16Br2O4
(4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(2-hydroxy-3-methoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-8-(3-bromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H15Br3O4
(4aS,8R,8aR)-3,8a-dibromo-8-(3-bromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(4-hydroxy-2-methoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H16Br2O4
(4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(4-hydroxy-2-methoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(4-hydroxy-3-methylphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H16Br2O3
(4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(4-hydroxy-3-methylphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-5-methoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H19BrO4
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-5-methoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxy-3,5-dimethylphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H21BrO3
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxy-3,5-dimethylphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-8-(5-bromo-2-hydroxy-3-methoxyphenyl)-7-ethenyl-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H18Br2O4
(4aS,8R,8aR)-8a-bromo-8-(5-bromo-2-hydroxy-3-methoxyphenyl)-7-ethenyl-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(3-fluoro-4-hydroxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H16BrFO3
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(3-fluoro-4-hydroxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-4,6-dimethoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H21BrO5
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-4,6-dimethoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-4-methoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H19BrO4
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-4-methoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-6-methoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H19BrO4
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-6-methoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-8-(5-chloro-2-hydroxyphenyl)-7-ethenyl-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H16BrClO3
(4aS,8R,8aR)-8a-bromo-8-(5-chloro-2-hydroxyphenyl)-7-ethenyl-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-3-methylphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H19BrO3
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-3-methylphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-8-(2-chloro-4-hydroxyphenyl)-7-ethenyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C18H13Br2ClO3
(4aS,8R,8aR)-3,8a-dibromo-8-(2-chloro-4-hydroxyphenyl)-7-ethenyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(4-hydroxy-2,6-dimethoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H18Br2O5
(4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(4-hydroxy-2,6-dimethoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxy-3-methylphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H19BrO3
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxy-3-methylphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-3-methoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H19BrO4
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(2-hydroxy-3-methoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(2-hydroxy-4,6-dimethoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H18Br2O5
(4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(2-hydroxy-4,6-dimethoxyphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione
—— 1-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C16H24N2O4S
1-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 1-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C16H24N2O4S
1-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-1-methyl-1-(2-phenylethyl)urea —— C20H26N2O2
3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-1-methyl-1-(2-phenylethyl)urea
—— 1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-[[3-[(2-methylimidazol-1-yl)methyl]phenyl]methyl]urea —— C23H28N4O2
1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-[[3-[(2-methylimidazol-1-yl)methyl]phenyl]methyl]urea
—— 1-benzyl-1-(furan-2-ylmethyl)-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C23H26N2O3
1-benzyl-1-(furan-2-ylmethyl)-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-1-methyl-1-[(1S)-1-thiophen-2-ylethyl]urea —— C18H24N2O2S
3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-1-methyl-1-[(1S)-1-thiophen-2-ylethyl]urea
—— 1-[(5-bromothiophen-2-yl)methyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C16H19BrN2O2S
1-[(5-bromothiophen-2-yl)methyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— propan-2-yl 3-[[(2-hydroxyphenyl)methyl-[[(2S)-oxolan-2-yl]methyl]carbamoyl]amino]propanoate —— C19H28N2O5
propan-2-yl 3-[[(2-hydroxyphenyl)methyl-[[(2S)-oxolan-2-yl]methyl]carbamoyl]amino]propanoate
—— 1-[(1S)-2-(dimethylamino)-1-phenylethyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C21H29N3O2
1-[(1S)-2-(dimethylamino)-1-phenylethyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 1-[(1R)-2-(dimethylamino)-1-phenylethyl]-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C21H29N3O2
1-[(1R)-2-(dimethylamino)-1-phenylethyl]-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 2-[(1R)-1-[[(1S)-2,2-dimethylcyclopropyl]amino]ethyl]benzene-1,4-diol —— C13H19NO2
2-[(1R)-1-[[(1S)-2,2-dimethylcyclopropyl]amino]ethyl]benzene-1,4-diol
—— 2-[(1S)-1-[[(1R)-2,2-dimethylcyclopropyl]amino]ethyl]phenol —— C13H19NO
2-[(1S)-1-[[(1R)-2,2-dimethylcyclopropyl]amino]ethyl]phenol
—— 4-[[[(1S)-2,2-dimethylcyclopropyl]amino]methyl]benzene-1,3-diol —— C12H17NO2
4-[[[(1S)-2,2-dimethylcyclopropyl]amino]methyl]benzene-1,3-diol
—— 4-[[[(1R)-2,2-dimethylcyclopropyl]amino]methyl]benzene-1,3-diol —— C12H17NO2
4-[[[(1R)-2,2-dimethylcyclopropyl]amino]methyl]benzene-1,3-diol