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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
—— 1-[3-[cyclohexyl(methyl)amino]propyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C21H35N3O2
1-[3-[cyclohexyl(methyl)amino]propyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 4-[(E)-(3-hydroxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione —— C9H8N4OS
4-[(E)-(3-hydroxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione
—— 4-[(E)-(3-hydroxyphenyl)methylideneamino]-3-propyl-1H-1,2,4-triazole-5-thione —— C12H14N4OS
4-[(E)-(3-hydroxyphenyl)methylideneamino]-3-propyl-1H-1,2,4-triazole-5-thione
—— 3-Hydroxy-4-methoxybenzaldehyde (6-methyl-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl)hydrazone —— C12H13N5O3
3-Hydroxy-4-methoxybenzaldehyde (6-methyl-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl)hydrazone
—— N'-[(3-Hydroxy-4-methoxyphenyl)methylidene]-2-(2-thienyl)acetohydrazide —— C14H14N2O3S
N'-[(3-Hydroxy-4-methoxyphenyl)methylidene]-2-(2-thienyl)acetohydrazide
—— 2-(4-fluorophenyl)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C16H15FN2O3
2-(4-fluorophenyl)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— (2Z,5E)-5-benzylidene-2-[(E)-benzylidenehydrazinylidene]-3-(4-hydroxyphenyl)-1,3-thiazolidin-4-one —— C23H17N3O2S
(2Z,5E)-5-benzylidene-2-[(E)-benzylidenehydrazinylidene]-3-(4-hydroxyphenyl)-1,3-thiazolidin-4-one
—— 2-chloro-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]-4-methylbenzohydrazide —— C16H15ClN2O3
2-chloro-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]-4-methylbenzohydrazide
—— 2-hydroxy-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]benzohydrazide —— C14H11N3O5
2-hydroxy-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]benzohydrazide
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-methylpropanamide —— C12H16N2O3
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-methylpropanamide
—— methyl (2E)-2-(5-hydroxy-2-nitrobenzylidene)hydrazinecarboxylate —— C9H9N3O5
methyl (2E)-2-(5-hydroxy-2-nitrobenzylidene)hydrazinecarboxylate
—— ethyl (2E)-cyano[2-(2-hydroxy-5-nitrophenyl)hydrazinylidene]ethanoate —— C11H10N4O5
ethyl (2E)-cyano[2-(2-hydroxy-5-nitrophenyl)hydrazinylidene]ethanoate
—— (E)-6-(tert-butyl)-3-(2-(3-hydroxy-4-methoxybenzylidene)hydrazinyl)-1,2,4-triazin-5(4H)-one —— C15H19N5O3
(E)-6-(tert-butyl)-3-(2-(3-hydroxy-4-methoxybenzylidene)hydrazinyl)-1,2,4-triazin-5(4H)-one
—— (2-hydroxy-4-nitrophenyl)-[(2S)-2-(6-methylpyridin-2-yl)pyrrolidin-1-yl]methanone —— C17H17N3O4
(2-hydroxy-4-nitrophenyl)-[(2S)-2-(6-methylpyridin-2-yl)pyrrolidin-1-yl]methanone
—— N-[(2R)-1-(3,5-dimethyl-1,2-oxazol-4-yl)propan-2-yl]-2-hydroxy-4-nitrobenzamide —— C15H17N3O5
N-[(2R)-1-(3,5-dimethyl-1,2-oxazol-4-yl)propan-2-yl]-2-hydroxy-4-nitrobenzamide
—— (2-hydroxy-4-nitrophenyl)-[(2R)-2-(6-methylpyridin-2-yl)pyrrolidin-1-yl]methanone —— C17H17N3O4
(2-hydroxy-4-nitrophenyl)-[(2R)-2-(6-methylpyridin-2-yl)pyrrolidin-1-yl]methanone
—— N-[(2S)-1-(3,5-dimethyl-1,2-oxazol-4-yl)propan-2-yl]-2-hydroxy-4-nitrobenzamide —— C15H17N3O5
N-[(2S)-1-(3,5-dimethyl-1,2-oxazol-4-yl)propan-2-yl]-2-hydroxy-4-nitrobenzamide
—— 2-(3-chlorophenoxy)-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide —— C15H12ClN3O5
2-(3-chlorophenoxy)-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide
—— N-[(E)-(3-hydroxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-carboxamide —— C10H9N5O2
N-[(E)-(3-hydroxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-carboxamide
—— 3,4,5-trihydroxy-N-[(E)-1-pyridin-3-ylethylideneamino]benzamide —— C14H13N3O4
3,4,5-trihydroxy-N-[(E)-1-pyridin-3-ylethylideneamino]benzamide
—— 3-[(E)-N-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-propyltriazole-4-carbonyl]amino]-C-methylcarbonimidoyl]phenolate —— C16H18N8O3
3-[(E)-N-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-propyltriazole-4-carbonyl]amino]-C-methylcarbonimidoyl]phenolate
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-phenylmethoxybenzamide —— C22H20N2O4
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-phenylmethoxybenzamide
—— 4-hexoxy-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide —— C21H26N2O4
4-hexoxy-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-phenylmethoxybenzamide —— C22H20N2O4
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-phenylmethoxybenzamide
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-(3-methylbutoxy)benzamide —— C20H24N2O4
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-4-(3-methylbutoxy)benzamide
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-prop-2-enoxybenzamide —— C18H18N2O4
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-prop-2-enoxybenzamide
—— 3-[(2E)-2-(propan-2-ylidenehydrazinylidene)-3-(prop-2-en-1-yl)-2,3-dihydro-1,3-thiazol-4-yl]phenol —— C15H17N3OS
3-[(2E)-2-(propan-2-ylidenehydrazinylidene)-3-(prop-2-en-1-yl)-2,3-dihydro-1,3-thiazol-4-yl]phenol
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-methyl-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxamide —— C18H20N2O3S
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-methyl-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxamide
—— 3-{[(E)-(3-hydroxyphenyl)methylidene]amino}-2-thioxo-1,3-thiazolidin-4-one —— C10H8N2O2S2
3-{[(E)-(3-hydroxyphenyl)methylidene]amino}-2-thioxo-1,3-thiazolidin-4-one
—— 3,4,5-Trihydroxy-N'-[(E)-(3-methoxyphenyl)methylidene]benzohydrazide —— C15H14N2O5
3,4,5-Trihydroxy-N'-[(E)-(3-methoxyphenyl)methylidene]benzohydrazide
—— N-[(E)-(3-hydroxyphenyl)methylideneamino]dodecanamide —— C19H30N2O2
N-[(E)-(3-hydroxyphenyl)methylideneamino]dodecanamide
—— 3,4,5-trihydroxy-N-[(E)-2-methylpropylideneamino]benzamide —— C11H14N2O4
3,4,5-trihydroxy-N-[(E)-2-methylpropylideneamino]benzamide
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-methoxybenzamide —— C16H16N2O4
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-methoxybenzamide
—— 3-Hydroxy-4-methoxybenzaldehyde (2,4-dinitrophenyl)methylhydrazone —— C15H14N4O6
3-Hydroxy-4-methoxybenzaldehyde (2,4-dinitrophenyl)methylhydrazone
—— 2-N,5-N-bis[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]furan-2,5-dicarboxamide —— C22H20N4O7
2-N,5-N-bis[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]furan-2,5-dicarboxamide
—— 3,4,5-trihydroxy-N-[(E)-(2-methylcyclohexylidene)amino]benzamide —— C14H18N2O4
3,4,5-trihydroxy-N-[(E)-(2-methylcyclohexylidene)amino]benzamide
—— 2-(4-bromo-2-chlorophenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C16H14BrClN2O4
2-(4-bromo-2-chlorophenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(4-fluoroanilino)acetamide —— C16H15BrFN3O3
N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(4-fluoroanilino)acetamide
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-methylfuran-2-carboxamide —— C14H14N2O4
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-methylfuran-2-carboxamide
—— N-[(E)-2-bicyclo[2.2.1]hept-5-enylmethylideneamino]-3,4,5-trihydroxybenzamide —— C15H16N2O4
N-[(E)-2-bicyclo[2.2.1]hept-5-enylmethylideneamino]-3,4,5-trihydroxybenzamide
—— N-[(E)-1-(2,4-dimethylphenyl)ethylideneamino]-3,4,5-trihydroxybenzamide —— C17H18N2O4
N-[(E)-1-(2,4-dimethylphenyl)ethylideneamino]-3,4,5-trihydroxybenzamide
—— 3,4,5-trihydroxy-N-[(E)-1-phenylpropylideneamino]benzamide —— C16H16N2O4
3,4,5-trihydroxy-N-[(E)-1-phenylpropylideneamino]benzamide
—— 1-(4,6-dimethylpyridin-2-yl)-3-[(1R)-1-(3-hydroxyphenyl)ethyl]urea —— C16H19N3O2
1-(4,6-dimethylpyridin-2-yl)-3-[(1R)-1-(3-hydroxyphenyl)ethyl]urea
—— 1-(4,6-dimethylpyridin-2-yl)-3-[(1S)-1-(3-hydroxyphenyl)ethyl]urea —— C16H19N3O2
1-(4,6-dimethylpyridin-2-yl)-3-[(1S)-1-(3-hydroxyphenyl)ethyl]urea
—— N-[(E)-(3-hydroxyphenyl)methylideneamino]hexanamide —— C13H18N2O2
N-[(E)-(3-hydroxyphenyl)methylideneamino]hexanamide
—— 2-hydroxy-5-nitro-N'-[(E)-(5-nitrofuran-2-yl)methylidene]benzohydrazide —— C12H8N4O7
2-hydroxy-5-nitro-N'-[(E)-(5-nitrofuran-2-yl)methylidene]benzohydrazide
—— 3,4,5-trihydroxy-N-[(E)-2-phenylpropylideneamino]benzamide —— C16H16N2O4
3,4,5-trihydroxy-N-[(E)-2-phenylpropylideneamino]benzamide
—— N,N'-bis[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]hexanediamide —— C22H26N4O6
N,N'-bis[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]hexanediamide
—— N,N'-bis[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]heptanediamide —— C23H28N4O6
N,N'-bis[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]heptanediamide
—— N'-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-N-(2,4-dimethylphenyl)butanediamide —— C20H22BrN3O4
N'-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-N-(2,4-dimethylphenyl)butanediamide