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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
—— N-(4-hydroxy-3-methoxyphenyl)-8-methylnonanamide —— C17H27NO3
N-(4-hydroxy-3-methoxyphenyl)-8-methylnonanamide
—— 5-[3-(4-Hydroxyphenyl)propyl]-3-methylideneoxolan-2-one —— C14H16O3
5-[3-(4-Hydroxyphenyl)propyl]-3-methylideneoxolan-2-one
—— 3-[(4-Hydroxyphenyl)methyl]-6-methyl-1,4-dioxane-2,5-dione —— C12H12O5
3-[(4-Hydroxyphenyl)methyl]-6-methyl-1,4-dioxane-2,5-dione
—— 2-n-Amyl-5-chlorphenol 27581-22-2 C11H15ClO
2-n-Amyl-5-chlorphenol
—— 2-[(2-Pyrazin-2-ylhydrazinyl)methyl]phenol —— C11H12N4O
2-[(2-Pyrazin-2-ylhydrazinyl)methyl]phenol
—— 4-(3-Hydroxy-2-methoxypropyl)phenol —— C10H14O3
4-(3-Hydroxy-2-methoxypropyl)phenol
—— 3-O-[2-[4-[2-[4-[2-hydroxy-3-(propan-2-ylamino)propoxy]anilino]ethoxy]phenyl]ethyl] 5-O-methyl 2-methyl-4-(3-nitrophenyl)-6-(trifluoromethyl)-1,4-dihydropyridine-3,5-dicarboxylate;dihydrochloride —— C38H45Cl2F3N4O9
3-O-[2-[4-[2-[4-[2-hydroxy-3-(propan-2-ylamino)propoxy]anilino]ethoxy]phenyl]ethyl] 5-O-methyl 2-methyl-4-(3-nitrophenyl)-6-(trifluoromethyl)-1,4-dihydropyridine-3,5-dicarboxylate;dihydrochloride
—— 3-[6-[2-(3,4-dihydroxyphenyl)ethylamino]hexyl-propylamino]-3,4-dihydro-2H-chromene-7,8-diol —— C26H38N2O5
3-[6-[2-(3,4-dihydroxyphenyl)ethylamino]hexyl-propylamino]-3,4-dihydro-2H-chromene-7,8-diol
—— 3-[6-[2-(3,4-dihydroxyphenyl)ethylamino]hexyl-propylamino]-3,4-dihydro-2H-chromene-7,8-diol;dihydrobromide —— C26H40Br2N2O5
3-[6-[2-(3,4-dihydroxyphenyl)ethylamino]hexyl-propylamino]-3,4-dihydro-2H-chromene-7,8-diol;dihydrobromide
—— 3-[3-[Bis[3-(2,3-dihydroxyphenoxy)propyl]amino]propoxy]benzene-1,2-diol —— C27H33NO9
3-[3-[Bis[3-(2,3-dihydroxyphenoxy)propyl]amino]propoxy]benzene-1,2-diol
—— 4-[2-[4-(Benzimidazol-1-yl)butan-2-ylamino]-1-hydroxyethyl]-2-methoxyphenol;dihydrochloride —— C20H27Cl2N3O3
4-[2-[4-(Benzimidazol-1-yl)butan-2-ylamino]-1-hydroxyethyl]-2-methoxyphenol;dihydrochloride
—— 4-O-Methylascochlorin —— C24H31ClO4
4-O-Methylascochlorin
—— 5-[(E)-2-[5-[(E)-2-(3,4,5-trihydroxyphenyl)ethenyl]thiophen-2-yl]ethenyl]benzene-1,2,3-triol —— C20H16O6S
5-[(E)-2-[5-[(E)-2-(3,4,5-trihydroxyphenyl)ethenyl]thiophen-2-yl]ethenyl]benzene-1,2,3-triol
—— (cis)-4-(4-Methoxy-3-hydroxyphenyl)-2-cycloheptyl-4a,5,8,8a-tetrahydro-2H-phthalazin-1one —— C22H28N2O3
(cis)-4-(4-Methoxy-3-hydroxyphenyl)-2-cycloheptyl-4a,5,8,8a-tetrahydro-2H-phthalazin-1one
—— 2-Methoxy-5-[5-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1,3-oxazol-2-yl]phenol —— C19H21NO6
2-Methoxy-5-[5-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1,3-oxazol-2-yl]phenol
—— 4-[4-Ethyl-5-(4-hydroxyphenyl)-2-phenylfuran-3-yl]phenol —— C24H20O3
4-[4-Ethyl-5-(4-hydroxyphenyl)-2-phenylfuran-3-yl]phenol
—— 3-[[(4aR,8aR)-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl]-4-methoxybenzene-1,2-diol —— C22H32O3
3-[[(4aR,8aR)-2,5,5,8a-tetramethyl-3,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl]-4-methoxybenzene-1,2-diol
—— 8-[[2-(4-Hydroxyphenoxy)acetyl]amino]octanoic acid —— C16H23NO5
8-[[2-(4-Hydroxyphenoxy)acetyl]amino]octanoic acid
—— Methyl 5-(5-formyl-4-hydroxy-2-methoxyphenyl)sulfanylpentanoate —— C14H18O5S
Methyl 5-(5-formyl-4-hydroxy-2-methoxyphenyl)sulfanylpentanoate
—— (4-hydroxy-3-methoxyphenyl)methyl (E)-7-methyloct-5-enoate —— C17H24O4
(4-hydroxy-3-methoxyphenyl)methyl (E)-7-methyloct-5-enoate
—— 2-[(E)-(5-hydroxy-2-nitrophenyl)methylideneamino]guanidine —— C8H9N5O3
2-[(E)-(5-hydroxy-2-nitrophenyl)methylideneamino]guanidine
—— 8-(4-Hydroxyphenoxy)octanoic acid —— C14H20O4
8-(4-Hydroxyphenoxy)octanoic acid
—— Furan-2-carbaldehyde;4-hydroxy-3-methoxybenzaldehyde —— C13H12O5
Furan-2-carbaldehyde;4-hydroxy-3-methoxybenzaldehyde
—— 5-[(2,4,6-Trihydroxyphenyl)methyl]-1,3-oxazolidine-2,4-dione —— C10H9NO6
5-[(2,4,6-Trihydroxyphenyl)methyl]-1,3-oxazolidine-2,4-dione
—— 2,2-difluoro-1-(4-hydroxyphenyl)ethanol —— C8H8F2O2
2,2-difluoro-1-(4-hydroxyphenyl)ethanol
—— (E)-5-((2-(4-fluorophenyl)hydrazono)methyl)-2-methoxyphenol —— C14H13FN2O2
(E)-5-((2-(4-fluorophenyl)hydrazono)methyl)-2-methoxyphenol
—— 5-[(E)-(diphenylhydrazinylidene)methyl]-2-methoxyphenol —— C20H18N2O2
5-[(E)-(diphenylhydrazinylidene)methyl]-2-methoxyphenol
—— 2-methoxy-5-[(E)-[(2,3,4,5,6-pentafluorophenyl)hydrazinylidene]methyl]phenol —— C14H9F5N2O2
2-methoxy-5-[(E)-[(2,3,4,5,6-pentafluorophenyl)hydrazinylidene]methyl]phenol
—— 1-(1-adamantyl)-3-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]urea —— C19H24BrN3O3
1-(1-adamantyl)-3-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]urea
—— 4-[(4-chlorophenoxy)methyl]-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide —— C22H19ClN2O4
4-[(4-chlorophenoxy)methyl]-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide
—— 4-amino-3,5,6-trichloro-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]pyridine-2-carboxamide —— C14H11Cl3N4O3
4-amino-3,5,6-trichloro-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]pyridine-2-carboxamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C16H15ClN2O3S
2-(4-chlorophenyl)sulfanyl-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-methylbenzimidazol-1-yl)acetamide —— C18H18N4O3
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-methylbenzimidazol-1-yl)acetamide
—— 3-[(E)-[(4,6-dimethylpyrimidin-2-yl)hydrazono]methyl]phenol —— C13H14N4O
3-[(E)-[(4,6-dimethylpyrimidin-2-yl)hydrazono]methyl]phenol
—— 1-butyl-3-[(E)-(3-hydroxyphenyl)methylideneamino]thiourea —— C12H17N3OS
1-butyl-3-[(E)-(3-hydroxyphenyl)methylideneamino]thiourea
—— 5-[(E)-[(4-amino-1,2,4-triazol-3-yl)hydrazinylidene]methyl]-2-methoxyphenol —— C10H12N6O2
5-[(E)-[(4-amino-1,2,4-triazol-3-yl)hydrazinylidene]methyl]-2-methoxyphenol
—— 2-(3,5-dimethylpyrazol-1-yl)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C15H18N4O3
2-(3,5-dimethylpyrazol-1-yl)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 1-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-[2-(trifluoromethyl)phenyl]thiourea —— C16H14F3N3O2S
1-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-[2-(trifluoromethyl)phenyl]thiourea
—— 1-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(2-morpholin-4-ylethyl)thiourea —— C15H22N4O3S
1-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(2-morpholin-4-ylethyl)thiourea
—— 4-[(E)-(3-hydroxyphenyl)methylideneamino]-3-propan-2-yl-1H-1,2,4-triazole-5-thione —— C12H14N4OS
4-[(E)-(3-hydroxyphenyl)methylideneamino]-3-propan-2-yl-1H-1,2,4-triazole-5-thione
—— N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]benzohydrazide —— C14H11N3O4
N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]benzohydrazide
—— 4-fluoro-N'-[(Z)-(5-hydroxy-2-nitrophenyl)methylidene]benzohydrazide —— C14H10FN3O4
4-fluoro-N'-[(Z)-(5-hydroxy-2-nitrophenyl)methylidene]benzohydrazide
—— 2-(4-bromophenyl)-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide —— C15H12BrN3O4
2-(4-bromophenyl)-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide
—— 2-(4-bromophenyl)-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]acetohydrazide —— C16H15BrN2O3
2-(4-bromophenyl)-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]acetohydrazide
—— 2-(3,4-dimethoxyphenyl)-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide —— C17H17N3O6
2-(3,4-dimethoxyphenyl)-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide
—— 2-(4-chloro-2-methylphenoxy)-N'-[(Z)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide —— C16H14ClN3O5
2-(4-chloro-2-methylphenoxy)-N'-[(Z)-(5-hydroxy-2-nitrophenyl)methylidene]acetohydrazide
—— 2-bromo-N'-[(E)-(3-hydroxy-4-nitrophenyl)methylidene]benzohydrazide —— C14H10BrN3O4
2-bromo-N'-[(E)-(3-hydroxy-4-nitrophenyl)methylidene]benzohydrazide
—— N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]-2-phenylacetohydrazide —— C15H13N3O4
N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]-2-phenylacetohydrazide
—— 2-(2-cyanophenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C17H15N3O4
2-(2-cyanophenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 2-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]guanidine —— C9H12N4O2
2-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]guanidine