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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
—— 5-[(Z)-[3-[(4-bromophenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-yl]iminomethyl]-2-methoxyphenol —— C20H21BrN4O2S
5-[(Z)-[3-[(4-bromophenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-yl]iminomethyl]-2-methoxyphenol
—— (3,5-dimethylbenzoyl)-(2-hydroxy-5-nitroanilino)-(sulfanylidenemethylidene)azanium —— C16H14N3O4S+
(3,5-dimethylbenzoyl)-(2-hydroxy-5-nitroanilino)-(sulfanylidenemethylidene)azanium
—— 5-[(Z)-[3-[(4-chlorophenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-yl]iminomethyl]-2-methoxyphenol —— C20H21ClN4O2S
5-[(Z)-[3-[(4-chlorophenyl)methylsulfanyl]-5-propyl-1,2,4-triazol-4-yl]iminomethyl]-2-methoxyphenol
—— 4-Chloro-2-cyclohex-2-en-1-yl-6-nitrophenol —— C12H12ClNO3
4-Chloro-2-cyclohex-2-en-1-yl-6-nitrophenol
—— 2-(4-Chlorocyclohex-2-en-1-yl)-6-nitrophenol —— C12H12ClNO3
2-(4-Chlorocyclohex-2-en-1-yl)-6-nitrophenol
—— 2-Hydroxypropanoic acid;phenol —— C9H12O4
2-Hydroxypropanoic acid;phenol
—— 2-(Dimethylamino)-5-hydroxy-3,4,6-trimethoxybenzaldehyde —— C12H17NO5
2-(Dimethylamino)-5-hydroxy-3,4,6-trimethoxybenzaldehyde
—— [3-(4-amino-1,2,5-oxadiazol-3-yl)-5-[[(Z)-(3-hydroxyphenyl)methylideneamino]carbamoyl]triazol-4-yl]methyl-cyclohexyl-methylazanium —— C20H26N9O3+
[3-(4-amino-1,2,5-oxadiazol-3-yl)-5-[[(Z)-(3-hydroxyphenyl)methylideneamino]carbamoyl]triazol-4-yl]methyl-cyclohexyl-methylazanium
—— 5-[(Z)-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-thiophen-2-yltriazole-4-carbonyl]hydrazinylidene]methyl]-2-methoxyphenolate —— C17H14N8O4S
5-[(Z)-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-thiophen-2-yltriazole-4-carbonyl]hydrazinylidene]methyl]-2-methoxyphenolate
—— 3-[(Z)-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-[[cyclohexyl(methyl)amino]methyl]triazole-4-carbonyl]hydrazinylidene]methyl]phenolate —— C20H25N9O3
3-[(Z)-[[1-(4-azaniumyl-1,2,5-oxadiazol-3-yl)-5-[[cyclohexyl(methyl)amino]methyl]triazole-4-carbonyl]hydrazinylidene]methyl]phenolate
—— [(E)-but-2-enyl] (4R)-4-(3-bromo-4-hydroxy-5-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C17H19BrN2O5
[(E)-but-2-enyl] (4R)-4-(3-bromo-4-hydroxy-5-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— Benzyl [1-[4-[2-(cyclopropylmethoxy)ethyl]phenoxy]-3-(propan-2-ylamino)propan-2-yl] carbonate —— C26H35NO5
Benzyl [1-[4-[2-(cyclopropylmethoxy)ethyl]phenoxy]-3-(propan-2-ylamino)propan-2-yl] carbonate
—— (3Z,5E)-3,5-bis[(4-hydroxy-3-methoxyphenyl)methylidene]-1-propylpiperidin-4-one —— C24H27NO5
(3Z,5E)-3,5-bis[(4-hydroxy-3-methoxyphenyl)methylidene]-1-propylpiperidin-4-one
—— 2,6-difluoro-4-[(2S)-5-propyloxan-2-yl]phenol —— C14H18F2O2
2,6-difluoro-4-[(2S)-5-propyloxan-2-yl]phenol
—— [(4E)-7-bromo-3-(4-hydroxyphenyl)-3-methylnona-4,8-dienyl]-methylcarbamic acid —— C18H24BrNO3
[(4E)-7-bromo-3-(4-hydroxyphenyl)-3-methylnona-4,8-dienyl]-methylcarbamic acid
—— [(Z,3E)-6-bromo-3-ethylidene-2-(4-hydroxyphenyl)hex-4-enyl]carbamic acid —— C15H18BrNO3
[(Z,3E)-6-bromo-3-ethylidene-2-(4-hydroxyphenyl)hex-4-enyl]carbamic acid
—— [2-(2-Hydroxy-4,6-dimethoxyphenyl)-5-methyl-1,3-dioxan-5-yl]methyl 2-methylprop-2-enoate —— C18H24O7
[2-(2-Hydroxy-4,6-dimethoxyphenyl)-5-methyl-1,3-dioxan-5-yl]methyl 2-methylprop-2-enoate
—— 2-[4-[[5-Fluoro-2-[2-(methanesulfonamido)ethyl]-1-benzofuran-7-yl]methoxy]-2,3-dimethylphenyl]ethyl formate —— C23H26FNO6S
2-[4-[[5-Fluoro-2-[2-(methanesulfonamido)ethyl]-1-benzofuran-7-yl]methoxy]-2,3-dimethylphenyl]ethyl formate
—— 2-[4-[[5-Fluoro-2-(2-hydroxyethyl)-1-benzofuran-7-yl]methoxy]-2,3-dimethylphenyl]ethyl formate —— C22H23FO5
2-[4-[[5-Fluoro-2-(2-hydroxyethyl)-1-benzofuran-7-yl]methoxy]-2,3-dimethylphenyl]ethyl formate
—— 3-[(2-Hydroxy-5-methoxyphenyl)methyl]-3-methyl-1-(2-methylpropyl)indol-2-one —— C21H25NO3
3-[(2-Hydroxy-5-methoxyphenyl)methyl]-3-methyl-1-(2-methylpropyl)indol-2-one
—— 5-Chloro-3-[(2-hydroxy-3-methoxyphenyl)methyl]-3-methyl-1-(3-methylbutyl)indol-2-one —— C22H26ClNO3
5-Chloro-3-[(2-hydroxy-3-methoxyphenyl)methyl]-3-methyl-1-(3-methylbutyl)indol-2-one
—— 5-Chloro-3-[(2-hydroxy-4-methoxyphenyl)methyl]-3-methyl-1-(3-morpholin-4-ylpropyl)indol-2-one —— C24H29ClN2O4
5-Chloro-3-[(2-hydroxy-4-methoxyphenyl)methyl]-3-methyl-1-(3-morpholin-4-ylpropyl)indol-2-one
—— 2,5-Ditert-butyl-4-(fluoromethoxy)phenol —— C15H23FO2
2,5-Ditert-butyl-4-(fluoromethoxy)phenol
—— 2-(Ethylamino)-4-methylphenol;sulfuric acid —— C9H15NO5S
2-(Ethylamino)-4-methylphenol;sulfuric acid
—— 1-Ethoxy-6-(4-fluoro-2-hydroxyphenyl)cyclohexa-2,4-diene-1-carbaldehyde —— C15H15FO3
1-Ethoxy-6-(4-fluoro-2-hydroxyphenyl)cyclohexa-2,4-diene-1-carbaldehyde
—— 1-(3,6-Dihydroxy-2-methoxyphenyl)propan-2-one —— C10H12O4
1-(3,6-Dihydroxy-2-methoxyphenyl)propan-2-one
—— 1-[4-(2,4-Dihydroxyphenyl)-1,3-thiazol-2-yl]cyclohexane-1-carboxamide —— C16H18N2O3S
1-[4-(2,4-Dihydroxyphenyl)-1,3-thiazol-2-yl]cyclohexane-1-carboxamide
—— N-[4-(2,3-dihydroxyphenyl)-1,3-thiazol-2-yl]-4-(hydroxymethyl)cyclohexane-1-carboxamide —— C17H20N2O4S
N-[4-(2,3-dihydroxyphenyl)-1,3-thiazol-2-yl]-4-(hydroxymethyl)cyclohexane-1-carboxamide
—— 2-[4-(2,4-Dihydroxyphenyl)-1,3-thiazol-2-yl]-3-hydroxypropanamide —— C12H12N2O4S
2-[4-(2,4-Dihydroxyphenyl)-1,3-thiazol-2-yl]-3-hydroxypropanamide
—— ethyl 3-(2-methyl-3,5-difluoro-4-hydroxyphenyl)propanoate —— C12H14F2O3
ethyl 3-(2-methyl-3,5-difluoro-4-hydroxyphenyl)propanoate
—— 4-Bromophenol;2-chloro-3-methylphenol —— C13H12BrClO2
4-Bromophenol;2-chloro-3-methylphenol
—— methyl 3-(3,5-difluoro-4-hydroxyphenyl)propanoate —— C10H10F2O3
methyl 3-(3,5-difluoro-4-hydroxyphenyl)propanoate
—— Methyl 2-amino-3-bromo-5-chlorophenol —— C7H7BrClNO
Methyl 2-amino-3-bromo-5-chlorophenol
—— 1-(4-Hydroxy-3,5-dimethoxyphenyl)-3-buten-2-one —— C12H14O4
1-(4-Hydroxy-3,5-dimethoxyphenyl)-3-buten-2-one
—— US9670136, 44 3-(5-((trans)-2-((4-aminocyclohexyl)amino)cyclopropyl)thiophen-2-yl)phenol —— C19H24N2OS
US9670136, 44 3-(5-((trans)-2-((4-aminocyclohexyl)amino)cyclopropyl)thiophen-2-yl)phenol
—— 4-Ethyl-3-fluoro-5-methylphenol —— C9H11FO
4-Ethyl-3-fluoro-5-methylphenol
—— 5-Methoxy-3-methyl-2-propan-2-ylphenol —— C11H16O2
5-Methoxy-3-methyl-2-propan-2-ylphenol
—— 4-Hexyl-3,5-dimethylphenol —— C14H22O
4-Hexyl-3,5-dimethylphenol
—— 4-Cyclopentyl-3,5-dimethylphenol —— C13H18O
4-Cyclopentyl-3,5-dimethylphenol
—— 4-(Cyclopentylmethyl)-3,5-dimethylphenol —— C14H20O
4-(Cyclopentylmethyl)-3,5-dimethylphenol
—— 4-(Difluoromethyl)-3-methylphenol —— C8H8F2O
4-(Difluoromethyl)-3-methylphenol
—— Benzene-1,3-diol;1-ethylperoxypropane-1,1-diol —— C11H18O6
Benzene-1,3-diol;1-ethylperoxypropane-1,1-diol
—— 4-chloro-2-[(7-nitro-2H-[1,2,5]oxadiazolo[2,3-a]pyridin-4-yl)amino]phenol —— C12H9ClN4O4
4-chloro-2-[(7-nitro-2H-[1,2,5]oxadiazolo[2,3-a]pyridin-4-yl)amino]phenol
—— N-[(Z)-(3-hydroxyphenyl)methylideneamino]-2-(3-methyl-5-oxo-1,2-dihydropyrazol-4-yl)acetamide —— C13H14N4O3
N-[(Z)-(3-hydroxyphenyl)methylideneamino]-2-(3-methyl-5-oxo-1,2-dihydropyrazol-4-yl)acetamide
—— 4-[3-[[[[[3-[3-(Hydroxymethyl)-4-methylphenyl]propyl-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]propyl]-2-methoxyphenol —— C31H58O7Si5
4-[3-[[[[[3-[3-(Hydroxymethyl)-4-methylphenyl]propyl-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]oxy-dimethylsilyl]propyl]-2-methoxyphenol
—— 4-Methyl-2,6-bis[(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]phenol —— C33H26O5P2
4-Methyl-2,6-bis[(6-oxobenzo[c][2,1]benzoxaphosphinin-6-yl)methyl]phenol
—— 2-(4-hydroxy-2,5-dimethyl-3-nitrophenyl)-2-((trimethylsilyl)oxy)acetonitrile —— C13H18N2O4Si
2-(4-hydroxy-2,5-dimethyl-3-nitrophenyl)-2-((trimethylsilyl)oxy)acetonitrile
—— Methyl 2-(2-hydroxy-4-methylphenyl)-2-oxoacetate —— C10H10O4
Methyl 2-(2-hydroxy-4-methylphenyl)-2-oxoacetate
—— methyl (2S)-2-(4-hydroxy-2,5-dimethyl-3-nitrophenyl)-2-[(2-methylpropan-2-yl)oxy]acetate —— C15H21NO6
methyl (2S)-2-(4-hydroxy-2,5-dimethyl-3-nitrophenyl)-2-[(2-methylpropan-2-yl)oxy]acetate
—— (5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-[(1R)-1-phenylethyl]-2-sulfanylidene-1,3-thiazolidin-4-one —— C19H17NO3S2
(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-[(1R)-1-phenylethyl]-2-sulfanylidene-1,3-thiazolidin-4-one