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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
—— 7-ethenyl-8-(2-hydroxy-3-prop-2-enylphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C23H24O3
7-ethenyl-8-(2-hydroxy-3-prop-2-enylphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— N-[(6-chloro-1,3-benzodioxol-5-yl)methylideneamino]-2-hydroxy-5-nitrobenzamide —— C15H10ClN3O6
N-[(6-chloro-1,3-benzodioxol-5-yl)methylideneamino]-2-hydroxy-5-nitrobenzamide
—— 4-Bromo-2-(6-methyl-3,7-dioxabicyclo[4.1.0]heptan-5-yl)phenol —— C12H13BrO3
4-Bromo-2-(6-methyl-3,7-dioxabicyclo[4.1.0]heptan-5-yl)phenol
—— 2-(4-Chlorophenyl)imino-5-[(2-hydroxy-5-methylphenyl)methylidene]-1,3-thiazolidin-4-one —— C17H13ClN2O2S
2-(4-Chlorophenyl)imino-5-[(2-hydroxy-5-methylphenyl)methylidene]-1,3-thiazolidin-4-one
—— 2-[(2-Hydroxy-4-methylanilino)methylidene]cycloheptan-1-one —— C15H19NO2
2-[(2-Hydroxy-4-methylanilino)methylidene]cycloheptan-1-one
—— 7-ethenyl-8-(4-hydroxy-3-methoxyphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H22O4
7-ethenyl-8-(4-hydroxy-3-methoxyphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— 4-[[(1S)-1-(3-hydroxyphenyl)ethyl]amino]-4-oxobutanoic acid —— C12H15NO4
4-[[(1S)-1-(3-hydroxyphenyl)ethyl]amino]-4-oxobutanoic acid
—— (1S,2R)-2-[(4-hydroxy-2-nitrophenyl)carbamoyl]cyclopropane-1-carboxylic acid —— C11H10N2O6
(1S,2R)-2-[(4-hydroxy-2-nitrophenyl)carbamoyl]cyclopropane-1-carboxylic acid
—— (1R,2R)-2-[(4-hydroxy-2-nitrophenyl)carbamoyl]cyclopropane-1-carboxylic acid —— C11H10N2O6
(1R,2R)-2-[(4-hydroxy-2-nitrophenyl)carbamoyl]cyclopropane-1-carboxylic acid
—— (1S,2S)-2-[(3-hydroxy-4-methoxyphenyl)carbamoyl]cyclopropane-1-carboxylic acid —— C12H13NO5
(1S,2S)-2-[(3-hydroxy-4-methoxyphenyl)carbamoyl]cyclopropane-1-carboxylic acid
—— (E)-4-[[(1R)-1-(3-hydroxyphenyl)ethyl]amino]-4-oxobut-2-enoic acid —— C12H13NO4
(E)-4-[[(1R)-1-(3-hydroxyphenyl)ethyl]amino]-4-oxobut-2-enoic acid
—— (1S,2S)-2-[[(1S)-1-(3-hydroxyphenyl)ethyl]carbamoyl]cyclopropane-1-carboxylic acid —— C13H15NO4
(1S,2S)-2-[[(1S)-1-(3-hydroxyphenyl)ethyl]carbamoyl]cyclopropane-1-carboxylic acid
—— (1R,2S)-2-[(4-hydroxy-2-nitrophenyl)carbamoyl]cyclopropane-1-carboxylic acid —— C11H10N2O6
(1R,2S)-2-[(4-hydroxy-2-nitrophenyl)carbamoyl]cyclopropane-1-carboxylic acid
—— 4-[[(1R)-1-(3-hydroxyphenyl)ethyl]amino]-4-oxobutanoic acid —— C12H15NO4
4-[[(1R)-1-(3-hydroxyphenyl)ethyl]amino]-4-oxobutanoic acid
—— (1R,2S)-2-[(3-hydroxy-4-methoxyphenyl)carbamoyl]cyclopropane-1-carboxylic acid —— C12H13NO5
(1R,2S)-2-[(3-hydroxy-4-methoxyphenyl)carbamoyl]cyclopropane-1-carboxylic acid
—— 5-[[(1R)-1-(3-hydroxyphenyl)ethyl]amino]-5-oxopentanoic acid —— C13H17NO4
5-[[(1R)-1-(3-hydroxyphenyl)ethyl]amino]-5-oxopentanoic acid
—— (E)-4-[[(2S)-4-(4-hydroxyphenyl)butan-2-yl]amino]-4-oxobut-2-enoic acid —— C14H17NO4
(E)-4-[[(2S)-4-(4-hydroxyphenyl)butan-2-yl]amino]-4-oxobut-2-enoic acid
—— (1S,2S)-2-[(4-hydroxy-2-nitrophenyl)carbamoyl]cyclopropane-1-carboxylic acid —— C11H10N2O6
(1S,2S)-2-[(4-hydroxy-2-nitrophenyl)carbamoyl]cyclopropane-1-carboxylic acid
—— 4-[[(2R)-4-(4-hydroxyphenyl)butan-2-yl]amino]-4-oxobutanoic acid —— C14H19NO4
4-[[(2R)-4-(4-hydroxyphenyl)butan-2-yl]amino]-4-oxobutanoic acid
—— (1S,2R)-2-[[(1S)-1-(3-hydroxyphenyl)ethyl]carbamoyl]cyclopropane-1-carboxylic acid —— C13H15NO4
(1S,2R)-2-[[(1S)-1-(3-hydroxyphenyl)ethyl]carbamoyl]cyclopropane-1-carboxylic acid
—— (1S,2R)-2-[[(1R)-1-(3-hydroxyphenyl)ethyl]carbamoyl]cyclopropane-1-carboxylic acid —— C13H15NO4
(1S,2R)-2-[[(1R)-1-(3-hydroxyphenyl)ethyl]carbamoyl]cyclopropane-1-carboxylic acid
—— 5-[[(1S)-1-(3-hydroxyphenyl)ethyl]amino]-5-oxopentanoic acid —— C13H17NO4
5-[[(1S)-1-(3-hydroxyphenyl)ethyl]amino]-5-oxopentanoic acid
—— 5-[(3-Chloro-4-hydroxy-5-methoxyphenyl)methylidene]-3-(4-fluorophenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H11ClFNO3S2
5-[(3-Chloro-4-hydroxy-5-methoxyphenyl)methylidene]-3-(4-fluorophenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-[5-[(4-Hydroxy-3-nitrophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid —— C13H10N2O6S2
3-[5-[(4-Hydroxy-3-nitrophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid
—— 2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]pyridine-3-carboxamide —— C14H12ClN3O3
2-chloro-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]pyridine-3-carboxamide
—— 5-[[(1S)-1-(2-hydroxy-5-methylphenyl)ethyl]amino]-1-methylpyridin-2-one —— C15H18N2O2
5-[[(1S)-1-(2-hydroxy-5-methylphenyl)ethyl]amino]-1-methylpyridin-2-one
—— 4-[(2-Hydroxy-3-nitrophenyl)methylidene]-2-phenyl-1,3-oxazol-5-one —— C16H10N2O5
4-[(2-Hydroxy-3-nitrophenyl)methylidene]-2-phenyl-1,3-oxazol-5-one
—— 5-[[(1R)-1-(2-hydroxy-4-methylphenyl)ethyl]amino]-1-methylpyridin-2-one —— C15H18N2O2
5-[[(1R)-1-(2-hydroxy-4-methylphenyl)ethyl]amino]-1-methylpyridin-2-one
—— 5-[[(1R)-1-(2,5-dihydroxyphenyl)ethyl]amino]-1-methylpyridin-2-one —— C14H16N2O3
5-[[(1R)-1-(2,5-dihydroxyphenyl)ethyl]amino]-1-methylpyridin-2-one
—— 5-[[(1S)-1-(2,5-dihydroxyphenyl)ethyl]amino]-1-methylpyridin-2-one —— C14H16N2O3
5-[[(1S)-1-(2,5-dihydroxyphenyl)ethyl]amino]-1-methylpyridin-2-one
—— 5-[[(1R)-1-(2,4-dihydroxyphenyl)ethyl]amino]-1-methylpyridin-2-one —— C14H16N2O3
5-[[(1R)-1-(2,4-dihydroxyphenyl)ethyl]amino]-1-methylpyridin-2-one
—— 7-ethenyl-8-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C23H24O4
7-ethenyl-8-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— 1-[(2S)-2-[(2,4-dihydroxyphenyl)methylamino]propyl]pyrrolidin-2-one —— C14H20N2O3
1-[(2S)-2-[(2,4-dihydroxyphenyl)methylamino]propyl]pyrrolidin-2-one
—— 1-[(2R)-2-[[(1S)-1-(4-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one —— C15H22N2O2
1-[(2R)-2-[[(1S)-1-(4-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one
—— 1-[(2R)-2-[(3,4-dihydroxyphenyl)methylamino]propyl]pyrrolidin-2-one —— C14H20N2O3
1-[(2R)-2-[(3,4-dihydroxyphenyl)methylamino]propyl]pyrrolidin-2-one
—— 1-[(2R)-2-[[(1S)-1-(3-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one —— C15H22N2O2
1-[(2R)-2-[[(1S)-1-(3-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one
—— 1-[(2R)-2-[[(1R)-1-(2-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one —— C15H22N2O2
1-[(2R)-2-[[(1R)-1-(2-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one
—— 1-[(2R)-2-[[(1R)-1-(3-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one —— C15H22N2O2
1-[(2R)-2-[[(1R)-1-(3-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one
—— 1-[(2R)-2-[(2,4-dihydroxyphenyl)methylamino]propyl]pyrrolidin-2-one —— C14H20N2O3
1-[(2R)-2-[(2,4-dihydroxyphenyl)methylamino]propyl]pyrrolidin-2-one
—— 1-[(2S)-2-[[(1R)-1-(4-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one —— C15H22N2O2
1-[(2S)-2-[[(1R)-1-(4-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one
—— 1-[(2S)-2-[(3,4-dihydroxyphenyl)methylamino]propyl]pyrrolidin-2-one —— C14H20N2O3
1-[(2S)-2-[(3,4-dihydroxyphenyl)methylamino]propyl]pyrrolidin-2-one
—— 1-[(2S)-2-[[(1R)-1-(2-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one —— C15H22N2O2
1-[(2S)-2-[[(1R)-1-(2-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one
—— 1-[(2R)-2-[[(1R)-1-(4-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one —— C15H22N2O2
1-[(2R)-2-[[(1R)-1-(4-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one
—— 1-[(2S)-2-[[(1S)-1-(4-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one —— C15H22N2O2
1-[(2S)-2-[[(1S)-1-(4-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one
—— 1-[(2S)-2-[[(1R)-1-(3-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one —— C15H22N2O2
1-[(2S)-2-[[(1R)-1-(3-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one
—— 1-[(2S)-2-[[(1S)-1-(3-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one —— C15H22N2O2
1-[(2S)-2-[[(1S)-1-(3-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one
—— 1-[(2R)-2-[[(1S)-1-(2-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one —— C15H22N2O2
1-[(2R)-2-[[(1S)-1-(2-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one
—— 1-[(2S)-2-[[(1S)-1-(2-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one —— C15H22N2O2
1-[(2S)-2-[[(1S)-1-(2-hydroxyphenyl)ethyl]amino]propyl]pyrrolidin-2-one
—— ethyl 2-[(2-hydroxy-3-nitrophenyl)methylidene]-5-(4-methoxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H21N3O7S
ethyl 2-[(2-hydroxy-3-nitrophenyl)methylidene]-5-(4-methoxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— ethyl 2-[(2-hydroxy-3-methoxyphenyl)methylidene]-7-methyl-3-oxo-5-(2-propan-2-yloxyphenyl)-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C27H28N2O6S
ethyl 2-[(2-hydroxy-3-methoxyphenyl)methylidene]-7-methyl-3-oxo-5-(2-propan-2-yloxyphenyl)-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate