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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-(2-chlorophenoxy)-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]acetamide —— C15H12ClN3O5
2-(2-chlorophenoxy)-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]acetamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4,5,6,7-tetrahydro-1H-indazole-3-carboxamide —— C16H18N4O3
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4,5,6,7-tetrahydro-1H-indazole-3-carboxamide
—— (4E)-2-(4-fluorophenyl)-4-[(4-hydroxy-2-methylanilino)methylidene]-5-methylpyrazol-3-one —— C18H16FN3O2
(4E)-2-(4-fluorophenyl)-4-[(4-hydroxy-2-methylanilino)methylidene]-5-methylpyrazol-3-one
—— (4Z)-4-[(3-Hydroxy-4-methoxyphenyl)methylidene]-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one —— C18H16N2O3
(4Z)-4-[(3-Hydroxy-4-methoxyphenyl)methylidene]-3-methyl-1-phenyl-4,5-dihydro-1H-pyrazol-5-one
—— 2-[(Z)-2-(benzylamino)-1-nitroethenyl]benzene-1,4-diol —— C15H14N2O4
2-[(Z)-2-(benzylamino)-1-nitroethenyl]benzene-1,4-diol
—— (4Z)-4-[(2-hydroxy-5-nitroanilino)methylidene]-5-methyl-2-phenylpyrazol-3-one —— C17H14N4O4
(4Z)-4-[(2-hydroxy-5-nitroanilino)methylidene]-5-methyl-2-phenylpyrazol-3-one
—— 3-nitro-5-[(E)-(2-phenylindol-3-ylidene)methyl]phenol —— C21H14N2O3
3-nitro-5-[(E)-(2-phenylindol-3-ylidene)methyl]phenol
—— 3-[5-[(1S)-1-aminopropyl]-1,3,4-oxadiazol-2-yl]phenol —— C11H13N3O2
3-[5-[(1S)-1-aminopropyl]-1,3,4-oxadiazol-2-yl]phenol
—— 3-[[5-[(1S)-1-aminopropyl]-1,3,4-oxadiazol-2-yl]methyl]phenol —— C12H15N3O2
3-[[5-[(1S)-1-aminopropyl]-1,3,4-oxadiazol-2-yl]methyl]phenol
—— 5-[5-[(1S)-1-aminopropyl]-1,3,4-oxadiazol-2-yl]-2-methylphenol —— C12H15N3O2
5-[5-[(1S)-1-aminopropyl]-1,3,4-oxadiazol-2-yl]-2-methylphenol
—— methyl (4Z)-4-(3-hydroxybenzylidene)-2-methyl-5-oxo-4,5-dihydro-1H-pyrrole-3-carboxylate —— C14H13NO4
methyl (4Z)-4-(3-hydroxybenzylidene)-2-methyl-5-oxo-4,5-dihydro-1H-pyrrole-3-carboxylate
—— (2S)-2-bromo-N-ethyl-N-[(1R)-1-(3-hydroxyphenyl)ethyl]butanamide —— C14H20BrNO2
(2S)-2-bromo-N-ethyl-N-[(1R)-1-(3-hydroxyphenyl)ethyl]butanamide
—— (2S)-2-bromo-N-ethyl-N-[(1S)-1-(3-hydroxyphenyl)ethyl]butanamide —— C14H20BrNO2
(2S)-2-bromo-N-ethyl-N-[(1S)-1-(3-hydroxyphenyl)ethyl]butanamide
—— (2S)-2-bromo-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylbutanamide —— C13H18BrNO2
(2S)-2-bromo-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylbutanamide
—— (6Z)-3-(diethylamino)-6-[(2-hydroxy-5-methylanilino)methylidene]cyclohexa-2,4-dien-1-one —— C18H22N2O2
(6Z)-3-(diethylamino)-6-[(2-hydroxy-5-methylanilino)methylidene]cyclohexa-2,4-dien-1-one
—— (2S)-2-bromo-N-[(4-hydroxy-3-methoxyphenyl)methyl]-N-methylbutanamide —— C13H18BrNO3
(2S)-2-bromo-N-[(4-hydroxy-3-methoxyphenyl)methyl]-N-methylbutanamide
—— (2R)-2-bromo-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylbutanamide —— C13H18BrNO2
(2R)-2-bromo-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylbutanamide
—— (2S)-2-bromo-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methylbutanamide —— C13H18BrNO2
(2S)-2-bromo-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methylbutanamide
—— (6E)-4-benzyl-6-[(2-hydroxy-5-methylanilino)methylidene]cyclohexa-2,4-dien-1-one —— C21H19NO2
(6E)-4-benzyl-6-[(2-hydroxy-5-methylanilino)methylidene]cyclohexa-2,4-dien-1-one
—— (2R)-2-bromo-N-ethyl-N-[(1R)-1-(3-hydroxyphenyl)ethyl]butanamide —— C14H20BrNO2
(2R)-2-bromo-N-ethyl-N-[(1R)-1-(3-hydroxyphenyl)ethyl]butanamide
—— (2R)-2-bromo-N-ethyl-N-[(1S)-1-(3-hydroxyphenyl)ethyl]butanamide —— C14H20BrNO2
(2R)-2-bromo-N-ethyl-N-[(1S)-1-(3-hydroxyphenyl)ethyl]butanamide
—— (2R)-2-bromo-N-[(4-hydroxy-3-methoxyphenyl)methyl]-N-methylbutanamide —— C13H18BrNO3
(2R)-2-bromo-N-[(4-hydroxy-3-methoxyphenyl)methyl]-N-methylbutanamide
—— (2R)-2-bromo-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methylbutanamide —— C13H18BrNO2
(2R)-2-bromo-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methylbutanamide
—— 3-fluoro-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]benzamide —— C14H10FN3O4
3-fluoro-N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]benzamide
—— (2S)-2-bromo-N-(4-hydroxy-2-nitrophenyl)butanamide —— C10H11BrN2O4
(2S)-2-bromo-N-(4-hydroxy-2-nitrophenyl)butanamide
—— (2R)-2-bromo-N-(4-hydroxy-2-nitrophenyl)butanamide —— C10H11BrN2O4
(2R)-2-bromo-N-(4-hydroxy-2-nitrophenyl)butanamide
—— 3-fluoro-N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]benzamide —— C14H10FN3O4
3-fluoro-N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]benzamide
—— (3S)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2,3-dihydro-1,4-benzodioxine-3-carboxamide —— C17H16N2O5
(3S)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2,3-dihydro-1,4-benzodioxine-3-carboxamide
—— (3R)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2,3-dihydro-1,4-benzodioxine-3-carboxamide —— C17H16N2O5
(3R)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2,3-dihydro-1,4-benzodioxine-3-carboxamide
—— 4-hydroxy-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide —— C15H14N2O4
4-hydroxy-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide
—— 4-[4-(3,4-dihydroxyphenyl)-3H-1,3-thiazol-2-ylidene]cyclohexa-2,5-dien-1-one —— C15H11NO3S
4-[4-(3,4-dihydroxyphenyl)-3H-1,3-thiazol-2-ylidene]cyclohexa-2,5-dien-1-one
—— N-[(Z)-1,3-benzodioxol-5-ylmethylideneamino]-4-hydroxy-3-methoxybenzamide —— C16H14N2O5
N-[(Z)-1,3-benzodioxol-5-ylmethylideneamino]-4-hydroxy-3-methoxybenzamide
—— (1R,6S)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]bicyclo[4.1.0]heptane-7-carboxamide —— C15H18N2O2
(1R,6S)-N-[(Z)-(3-hydroxyphenyl)methylideneamino]bicyclo[4.1.0]heptane-7-carboxamide
—— [(Z)-(3-hydroxyphenyl)methylideneamino]thiourea —— C8H9N3OS
[(Z)-(3-hydroxyphenyl)methylideneamino]thiourea
—— 4-[(1R)-1-[2-[2-methoxyethyl(methyl)amino]ethylamino]ethyl]phenol —— C14H24N2O2
4-[(1R)-1-[2-[2-methoxyethyl(methyl)amino]ethylamino]ethyl]phenol
—— 4-[(1S)-1-[2-[2-methoxyethyl(methyl)amino]ethylamino]ethyl]phenol —— C14H24N2O2
4-[(1S)-1-[2-[2-methoxyethyl(methyl)amino]ethylamino]ethyl]phenol
—— (5E)-5-[(3-bromo-2-hydroxy-5-nitrophenyl)methylidene]-2-sulfanylideneimidazolidin-4-one —— C10H6BrN3O4S
(5E)-5-[(3-bromo-2-hydroxy-5-nitrophenyl)methylidene]-2-sulfanylideneimidazolidin-4-one
—— (1R,6S)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]bicyclo[4.1.0]heptane-7-carboxamide —— C16H20N2O3
(1R,6S)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]bicyclo[4.1.0]heptane-7-carboxamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-methylbenzamide —— C16H16N2O3
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-methylbenzamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-nitrobenzamide —— C15H13N3O5
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-nitrobenzamide
—— N'-[(Z)-(3-hydroxy-4-methoxyphenyl)methylidene]-6-methylpyridine-3-carbohydrazide —— C15H15N3O3
N'-[(Z)-(3-hydroxy-4-methoxyphenyl)methylidene]-6-methylpyridine-3-carbohydrazide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-phenylacetamide —— C16H16N2O3
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-phenylacetamide
—— 4-chloro-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide —— C15H13ClN2O3
4-chloro-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-methoxyphenoxy)acetamide —— C17H18N2O5
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-methoxyphenoxy)acetamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-methylphenoxy)acetamide —— C17H18N2O4
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-methylphenoxy)acetamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(3-methylphenoxy)acetamide —— C17H18N2O4
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(3-methylphenoxy)acetamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(4-methylphenoxy)acetamide —— C17H18N2O4
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(4-methylphenoxy)acetamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-nitrobenzamide —— C15H13N3O5
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-nitrobenzamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]pyridine-3-carboxamide —— C14H13N3O3
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]pyridine-3-carboxamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-nitrobenzamide —— C15H13N3O5
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-nitrobenzamide