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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
—— 4-[(2R,5S)-5-(hydroxymethyl)-3-methyl-1,3-oxazolidin-2-yl]-2-methoxyphenol —— C12H17NO4
4-[(2R,5S)-5-(hydroxymethyl)-3-methyl-1,3-oxazolidin-2-yl]-2-methoxyphenol
—— (2R)-2-(3-hydroxy-4-methoxyphenyl)-4-oxopentanoic acid —— C12H14O5
(2R)-2-(3-hydroxy-4-methoxyphenyl)-4-oxopentanoic acid
—— N-[(1S)-2-amino-1-(4-hydroxyphenyl)-2-sulfanylideneethyl]-N-methylacetamide —— C11H14N2O2S
N-[(1S)-2-amino-1-(4-hydroxyphenyl)-2-sulfanylideneethyl]-N-methylacetamide
—— 3-[(2R,5S)-5-(hydroxymethyl)-3-propyl-1,3-oxazolidin-2-yl]phenol —— C13H19NO3
3-[(2R,5S)-5-(hydroxymethyl)-3-propyl-1,3-oxazolidin-2-yl]phenol
—— 4-[(2R,5R)-3-cyclopropyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol —— C13H17NO3
4-[(2R,5R)-3-cyclopropyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol
—— (2S)-2-cyano-3-(4-hydroxyphenyl)-N-propylpropanamide —— C13H16N2O2
(2S)-2-cyano-3-(4-hydroxyphenyl)-N-propylpropanamide
—— N-[(S)-cyano-(4-hydroxy-3-methoxyphenyl)methyl]-N-methylacetamide —— C12H14N2O3
N-[(S)-cyano-(4-hydroxy-3-methoxyphenyl)methyl]-N-methylacetamide
—— 4-[(2S,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol —— C11H14O5
4-[(2S,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol
—— 5-[(2S,4S)-4-(aminomethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol —— C11H15NO4
5-[(2S,4S)-4-(aminomethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol
—— (2S)-2-cyano-N-cyclopropyl-3-(3-hydroxyphenyl)propanamide —— C13H14N2O2
(2S)-2-cyano-N-cyclopropyl-3-(3-hydroxyphenyl)propanamide
—— (4S)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)butanamide —— C11H15NO4
(4S)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)butanamide
—— 3-[(2R,5R)-3-ethyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol —— C12H17NO3
3-[(2R,5R)-3-ethyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol
—— N-[(1R)-2-amino-1-(3-hydroxyphenyl)-2-sulfanylideneethyl]acetamide —— C10H12N2O2S
N-[(1R)-2-amino-1-(3-hydroxyphenyl)-2-sulfanylideneethyl]acetamide
—— 4-[(2R)-4,4-dimethyl-1,3-oxazolidin-2-yl]-2-methoxyphenol —— C12H17NO3
4-[(2R)-4,4-dimethyl-1,3-oxazolidin-2-yl]-2-methoxyphenol
—— 5-[(2R)-4,4-dimethyl-1,3-oxazolidin-2-yl]-2-methoxyphenol —— C12H17NO3
5-[(2R)-4,4-dimethyl-1,3-oxazolidin-2-yl]-2-methoxyphenol
—— (2S,4S)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-2-methylbutanenitrile —— C12H15NO3
(2S,4S)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-2-methylbutanenitrile
—— 2-Methylphenol;4-methylphenol —— C14H16O2
2-Methylphenol;4-methylphenol
—— (2S,4R)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-2-methylbutanenitrile —— C12H15NO3
(2S,4R)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-2-methylbutanenitrile
—— 2,4-Dinitrophenol;(2-methylphenyl)methyl carbamimidothioate —— C15H16N4O5S
2,4-Dinitrophenol;(2-methylphenyl)methyl carbamimidothioate
—— (3S,4R)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-3-methylbutanenitrile —— C12H15NO3
(3S,4R)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-3-methylbutanenitrile
—— (2R,4S)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-2-methylbutanenitrile —— C12H15NO3
(2R,4S)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-2-methylbutanenitrile
—— (3R,4R)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-3-methylbutanenitrile —— C12H15NO3
(3R,4R)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)-3-methylbutanenitrile
—— (2-Ethenyl-3-methylphenyl)methyl carbamimidothioate;3,4,6-trichloro-2-nitrophenol —— C17H16Cl3N3O3S
(2-Ethenyl-3-methylphenyl)methyl carbamimidothioate;3,4,6-trichloro-2-nitrophenol
—— (2R,4R)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-2-methylbutanenitrile —— C12H15NO3
(2R,4R)-4-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-2-methylbutanenitrile
—— 2-[(3-Hydroxy-5-nitrosophenyl)methylideneamino]guanidine —— C8H9N5O2
2-[(3-Hydroxy-5-nitrosophenyl)methylideneamino]guanidine
—— N-[(R)-cyano-(4-hydroxy-3-methoxyphenyl)methyl]acetamide —— C11H12N2O3
N-[(R)-cyano-(4-hydroxy-3-methoxyphenyl)methyl]acetamide
—— N'-[2-[5-hydroxy-3-methyl-2-(methylideneamino)anilino]ethyl]methanimidamide —— C11H16N4O
N'-[2-[5-hydroxy-3-methyl-2-(methylideneamino)anilino]ethyl]methanimidamide
—— 2,4-Dinitrophenol;ethenylhydrazine —— C8H10N4O5
2,4-Dinitrophenol;ethenylhydrazine
—— 2-[[(1R,2S,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl]benzene-1,4-diol —— C21H30O2
2-[[(1R,2S,4aR,8aR)-1,2,4a,5-tetramethyl-2,3,4,7,8,8a-hexahydronaphthalen-1-yl]methyl]benzene-1,4-diol
—— 2-methoxy-5-[(2R)-1,3-oxazinan-2-yl]phenol —— C11H15NO3
2-methoxy-5-[(2R)-1,3-oxazinan-2-yl]phenol
—— 2-methoxy-4-[(2R)-1,3-oxazinan-2-yl]phenol —— C11H15NO3
2-methoxy-4-[(2R)-1,3-oxazinan-2-yl]phenol
—— 2-methoxy-5-[(2R)-1,3-oxazolidin-2-yl]phenol —— C10H13NO3
2-methoxy-5-[(2R)-1,3-oxazolidin-2-yl]phenol
—— 5-[(1R)-1-hydroxy-2-(hydroxyamino)ethyl]-2-methoxyphenol —— C9H13NO4
5-[(1R)-1-hydroxy-2-(hydroxyamino)ethyl]-2-methoxyphenol
—— 4-[(1S)-1-hydroxy-2-(hydroxyamino)ethyl]-2-methoxyphenol —— C9H13NO4
4-[(1S)-1-hydroxy-2-(hydroxyamino)ethyl]-2-methoxyphenol
—— 3-(3,5-dibromo-2-hydroxy-4-methoxyphenyl)-2-hydroxyimino-N-prop-2-enylpropanamide —— C13H14Br2N2O4
3-(3,5-dibromo-2-hydroxy-4-methoxyphenyl)-2-hydroxyimino-N-prop-2-enylpropanamide
—— 4-[(2S,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol —— C10H12O4
4-[(2S,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]phenol
—— (2R)-4-hydroxy-2-(4-hydroxy-3-methoxyphenyl)butanenitrile —— C11H13NO3
(2R)-4-hydroxy-2-(4-hydroxy-3-methoxyphenyl)butanenitrile
—— (4R)-4-hydroxy-4-(4-hydroxyphenyl)butanamide —— C10H13NO3
(4R)-4-hydroxy-4-(4-hydroxyphenyl)butanamide
—— 3-[(2R)-1,3-oxazinan-2-yl]phenol —— C10H13NO2
3-[(2R)-1,3-oxazinan-2-yl]phenol
—— 4-[(2S)-3-methyl-1,3-oxazolidin-2-yl]phenol —— C10H13NO2
4-[(2S)-3-methyl-1,3-oxazolidin-2-yl]phenol
—— 6-[2-(4-hydroxy-3-nitrophenyl)ethylamino]-1H-benzimidazole-4,7-dione —— C15H12N4O5
6-[2-(4-hydroxy-3-nitrophenyl)ethylamino]-1H-benzimidazole-4,7-dione
—— 5-(anilinomethylidene)-2-[[4-(3,4-dihydroxyphenyl)-1,3-thiazol-2-yl]hydrazinylidene]-3-ethyl-1,3-thiazolidin-4-one —— C21H19N5O3S2
5-(anilinomethylidene)-2-[[4-(3,4-dihydroxyphenyl)-1,3-thiazol-2-yl]hydrazinylidene]-3-ethyl-1,3-thiazolidin-4-one
—— (+/-) Ethyl trans-2-(3,4-dihydroxyphenyl) cyclopropane-carboxylate —— C12H14O4
(+/-) Ethyl trans-2-(3,4-dihydroxyphenyl) cyclopropane-carboxylate
—— (+/-) Ethyl cis-2-(3,4-dihydroxyphenyl) cyclopropane-carboxylate —— C12H14O4
(+/-) Ethyl cis-2-(3,4-dihydroxyphenyl) cyclopropane-carboxylate
—— 2-[[(2-Hydroxyphenyl)-[(2-oxidophenyl)methylideneamino]methyl]iminomethyl]phenolate;zirconium —— C42H32N4O6Zr-4
2-[[(2-Hydroxyphenyl)-[(2-oxidophenyl)methylideneamino]methyl]iminomethyl]phenolate;zirconium
—— 1-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[(2S)-2-(4-methylpiperidin-1-yl)-2-thiophen-2-ylethyl]urea —— C21H29N3O3S
1-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[(2S)-2-(4-methylpiperidin-1-yl)-2-thiophen-2-ylethyl]urea
—— Tributylstannanide;2,4,5-trichlorophenol —— C18H30Cl3OSn-
Tributylstannanide;2,4,5-trichlorophenol
—— N-[2-(4-hydroxy-3,5-dimethoxyphenyl)ethyl]-1,5-dimethylpyrazole-3-carboxamide —— C16H21N3O4
N-[2-(4-hydroxy-3,5-dimethoxyphenyl)ethyl]-1,5-dimethylpyrazole-3-carboxamide
—— 3-(2-Methoxyethenyl)-4-nitrophenol —— C9H9NO4
3-(2-Methoxyethenyl)-4-nitrophenol
—— [3-acetyloxy-2-[[2-(2-hydroxy-4-methylphenyl)ethenyl-di(propan-2-yl)silyl]oxymethyl]-3,4-dihydro-2H-pyran-4-yl] acetate —— C25H36O7Si
[3-acetyloxy-2-[[2-(2-hydroxy-4-methylphenyl)ethenyl-di(propan-2-yl)silyl]oxymethyl]-3,4-dihydro-2H-pyran-4-yl] acetate