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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
—— (5E)-3-(2,4-dimethylphenyl)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H14N2O4S2
(5E)-3-(2,4-dimethylphenyl)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 1-(4-Chlorophenyl)-5-[(4,5-dihydroxy-2-nitrophenyl)methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione —— C17H10ClN3O6S
1-(4-Chlorophenyl)-5-[(4,5-dihydroxy-2-nitrophenyl)methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione
—— 3-Fluoro-2,4,6-trihydroxy-5-(2-pyridin-2-yl-4,6,7,8-tetrahydro-[1,3]oxazolo[4,5-c]azepin-5-yl)benzonitrile —— C19H15FN4O4
3-Fluoro-2,4,6-trihydroxy-5-(2-pyridin-2-yl-4,6,7,8-tetrahydro-[1,3]oxazolo[4,5-c]azepin-5-yl)benzonitrile
—— N-(3-cyclopentylidenepropyl)-4-[(E)-2-[3-(2,6-dihydroxyphenyl)-4-imino-2-oxopyrimido[4,5-b]azepin-8-yl]ethenyl]-5-methylcyclohexa-1,3-diene-1-sulfonamide —— C31H33N5O5S
N-(3-cyclopentylidenepropyl)-4-[(E)-2-[3-(2,6-dihydroxyphenyl)-4-imino-2-oxopyrimido[4,5-b]azepin-8-yl]ethenyl]-5-methylcyclohexa-1,3-diene-1-sulfonamide
—— 2-(2-bromophenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C16H15BrN2O4
2-(2-bromophenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— [amino-[N-[amino-(2-hydroxy-4-methoxy-5-propan-2-ylphenyl)methyl]-4-[[4-(2,2,2-trifluoroethyl)piperazin-1-yl]methyl]anilino]methyl]-oxo-(propan-2-ylamino)azanium —— C28H43F3N7O3+
[amino-[N-[amino-(2-hydroxy-4-methoxy-5-propan-2-ylphenyl)methyl]-4-[[4-(2,2,2-trifluoroethyl)piperazin-1-yl]methyl]anilino]methyl]-oxo-(propan-2-ylamino)azanium
—— 2,4-Dimethylbenzene-1,3,5-triol;3-methoxy-4-methylphenol —— C16H20O5
2,4-Dimethylbenzene-1,3,5-triol;3-methoxy-4-methylphenol
—— 2,3,5-Triamino-6-(2,3,5,6-tetraamino-4-hydroxyanilino)benzene-1,4-diol —— C12H18N8O3
2,3,5-Triamino-6-(2,3,5,6-tetraamino-4-hydroxyanilino)benzene-1,4-diol
—— 2,4-Dimethylpentane;phenol —— C19H28O2
2,4-Dimethylpentane;phenol
—— 4-[4-[(3-Hydroxy-4-methoxyphenyl)methyldiazenyl]-7-methylthieno[3,2-d]pyrimidin-6-yl]benzoic acid —— C22H18N4O4S
4-[4-[(3-Hydroxy-4-methoxyphenyl)methyldiazenyl]-7-methylthieno[3,2-d]pyrimidin-6-yl]benzoic acid
—— (2,3-Dihydroxyphenyl)methylidene-[2-[(2,3-dihydroxyphenyl)methylideneazaniumylidene]ethylidene]azanium —— C16H14N2O4+2
(2,3-Dihydroxyphenyl)methylidene-[2-[(2,3-dihydroxyphenyl)methylideneazaniumylidene]ethylidene]azanium
—— 3,3-dimethylbutan-2-yl 6-(4-hydroxy-3-methoxyphenyl)-4-methyl-2-oxo-5,6-dihydro-1H-pyrimidine-5-carboxylate —— C19H26N2O5
3,3-dimethylbutan-2-yl 6-(4-hydroxy-3-methoxyphenyl)-4-methyl-2-oxo-5,6-dihydro-1H-pyrimidine-5-carboxylate
—— 5-[(3,4-Dihydroxyphenyl)methyl]-4-methyl-6-pyrrolidin-1-yl-1-[4-(trifluoromethoxy)phenyl]hexan-2-one —— C25H30F3NO4
5-[(3,4-Dihydroxyphenyl)methyl]-4-methyl-6-pyrrolidin-1-yl-1-[4-(trifluoromethoxy)phenyl]hexan-2-one
—— 5-[(3,4-Dihydroxyphenyl)methyl]-4-methyl-6-pyrrolidin-1-yl-1-[4-(trifluoromethoxy)phenyl]hexan-2-one —— C25H29F3NO4-
5-[(3,4-Dihydroxyphenyl)methyl]-4-methyl-6-pyrrolidin-1-yl-1-[4-(trifluoromethoxy)phenyl]hexan-2-one
—— 3-(2-fluoro-4-hydroxyphenyl)-N-propylpropanamide —— C12H16FNO2
3-(2-fluoro-4-hydroxyphenyl)-N-propylpropanamide
—— 5-[(Z)-[(4-amino-5-methyl-1,2,4-triazol-3-yl)hydrazinylidene]methyl]-2-methoxyphenol —— C11H14N6O2
5-[(Z)-[(4-amino-5-methyl-1,2,4-triazol-3-yl)hydrazinylidene]methyl]-2-methoxyphenol
—— (2Z)-6-Acetyl-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-5-(2-methoxyphenyl)-7-methyl-2H,3H,5H-[1,3]thiazolo[3,2-A]pyrimidin-3-one —— C24H22N2O5S
(2Z)-6-Acetyl-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-5-(2-methoxyphenyl)-7-methyl-2H,3H,5H-[1,3]thiazolo[3,2-A]pyrimidin-3-one
—— 1-(3,4-dimethoxyphenyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea —— C17H19N3O4S
1-(3,4-dimethoxyphenyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea
—— 4-{[(2E,5E)-5-(3-bromo-4-hydroxy-5-nitrobenzylidene)-4-oxo-2-(phenylimino)-1,3-thiazolidin-3-yl]methyl}benzoic acid —— C24H16BrN3O6S
4-{[(2E,5E)-5-(3-bromo-4-hydroxy-5-nitrobenzylidene)-4-oxo-2-(phenylimino)-1,3-thiazolidin-3-yl]methyl}benzoic acid
—— 2-But-1-enyl-6-(chloromethyl)-3-methoxy-5-methylbenzene-1,4-diol —— C13H17ClO3
2-But-1-enyl-6-(chloromethyl)-3-methoxy-5-methylbenzene-1,4-diol
—— (5Z)-5-[(2-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-cyclopentyl-2-phenylimino-1,3-thiazolidin-4-one —— C22H21BrN2O3S
(5Z)-5-[(2-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-cyclopentyl-2-phenylimino-1,3-thiazolidin-4-one
—— (2Z,5E)-5-(5-chloro-2-hydroxy-3-nitrobenzylidene)-3-methyl-2-(methylimino)-1,3-thiazolidin-4-one —— C12H10ClN3O4S
(2Z,5E)-5-(5-chloro-2-hydroxy-3-nitrobenzylidene)-3-methyl-2-(methylimino)-1,3-thiazolidin-4-one
—— ethyl (5Z)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-(4-methylanilino)-4-oxothiophene-3-carboxylate —— C23H23NO6S
ethyl (5Z)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-(4-methylanilino)-4-oxothiophene-3-carboxylate
—— (2Z,5E)-2-[(3,5-Dimethylphenyl)imino]-5-[(2-hydroxy-3,5-dinitrophenyl)methylidene]-1,3-thiazolidin-4-one —— C18H14N4O6S
(2Z,5E)-2-[(3,5-Dimethylphenyl)imino]-5-[(2-hydroxy-3,5-dinitrophenyl)methylidene]-1,3-thiazolidin-4-one
—— 5-[(Z)-(1,3-benzoxazol-2-ylhydrazinylidene)methyl]-2-methoxyphenol —— C15H13N3O3
5-[(Z)-(1,3-benzoxazol-2-ylhydrazinylidene)methyl]-2-methoxyphenol
—— 5-(5-Chlorothiophen-2-yl)-2-methoxyphenol —— C11H9ClO2S
5-(5-Chlorothiophen-2-yl)-2-methoxyphenol
—— 4-Methylbicyclo[4.2.0]octa-1(6),2,4-triene-2,3,5-triol —— C9H10O3
4-Methylbicyclo[4.2.0]octa-1(6),2,4-triene-2,3,5-triol
—— (2E,5E)-2-[(4-ethylphenyl)imino]-5-(3-hydroxy-4-methoxybenzylidene)-1,3-thiazolidin-4-one —— C19H18N2O3S
(2E,5E)-2-[(4-ethylphenyl)imino]-5-(3-hydroxy-4-methoxybenzylidene)-1,3-thiazolidin-4-one
—— 5-[(2-Hydroxyphenyl)methyl]-6-iminocyclohex-2-en-1-one —— C13H13NO2
5-[(2-Hydroxyphenyl)methyl]-6-iminocyclohex-2-en-1-one
—— ethyl (5Z)-2-(3-chloroanilino)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxothiophene-3-carboxylate —— C22H20ClNO6S
ethyl (5Z)-2-(3-chloroanilino)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxothiophene-3-carboxylate
—— diethyl (2Z)-5-amino-2-(4-hydroxy-3-methoxybenzylidene)-7-(4-hydroxy-3-methoxyphenyl)-3-oxo-2,3-dihydro-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarboxylate —— C28H28N2O9S
diethyl (2Z)-5-amino-2-(4-hydroxy-3-methoxybenzylidene)-7-(4-hydroxy-3-methoxyphenyl)-3-oxo-2,3-dihydro-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarboxylate
—— (NE)-5-chloro-N-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-3-prop-2-enyl-1,3-thiazolidin-2-ylidene]thiophene-2-sulfonamide —— C18H15ClN2O5S3
(NE)-5-chloro-N-[(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-3-prop-2-enyl-1,3-thiazolidin-2-ylidene]thiophene-2-sulfonamide
—— 2-Methoxy-5-[[[7-methyl-6-(morpholin-4-ylmethyl)thieno[3,2-d]pyrimidin-4-yl]diazenyl]methyl]phenol —— C20H23N5O3S
2-Methoxy-5-[[[7-methyl-6-(morpholin-4-ylmethyl)thieno[3,2-d]pyrimidin-4-yl]diazenyl]methyl]phenol
—— (2E)-3-[(2-hydroxy-4-methylphenyl)amino]-1-(3-methoxyphenyl)prop-2-en-1-one —— C17H17NO3
(2E)-3-[(2-hydroxy-4-methylphenyl)amino]-1-(3-methoxyphenyl)prop-2-en-1-one
—— 5-n-Pentadecatrienyl resorcinol —— C21H30O2
5-n-Pentadecatrienyl resorcinol
—— 2-[2-methyl-3-octyl-5-(2-phenylethyl)-4H-pyrimidin-6-yl]phenol —— C27H36N2O
2-[2-methyl-3-octyl-5-(2-phenylethyl)-4H-pyrimidin-6-yl]phenol
—— methyl N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]carbamate —— C9H9N3O5
methyl N-[(Z)-(5-hydroxy-2-nitrophenyl)methylideneamino]carbamate
—— 2-methoxy-5-[(Z)-[(4-nitrophenyl)hydrazinylidene]methyl]phenol —— C14H13N3O4
2-methoxy-5-[(Z)-[(4-nitrophenyl)hydrazinylidene]methyl]phenol
—— Ethane;methoxymethane;phenol —— C18H30O3
Ethane;methoxymethane;phenol
—— (E)-2-cyano-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-3-(2-hydroxy-3,5-dinitrophenyl)prop-2-enamide —— C19H13N5O6S
(E)-2-cyano-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-3-(2-hydroxy-3,5-dinitrophenyl)prop-2-enamide
—— (5E)-5-[(5-chloro-2-hydroxyphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one —— C16H11ClN2O2S
(5E)-5-[(5-chloro-2-hydroxyphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one
—— 2-methoxy-5-[(E)-2-(6-nitro-1,3-benzothiazol-2-yl)ethenyl]phenol —— C16H12N2O4S
2-methoxy-5-[(E)-2-(6-nitro-1,3-benzothiazol-2-yl)ethenyl]phenol
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]adamantane-1-carboxamide —— C19H24N2O3
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]adamantane-1-carboxamide
—— 4-[(1E)-3-(4-benzylpiperazin-1-yl)prop-1-en-1-yl]-2-bromo-6-methoxyphenol —— C21H25BrN2O2
4-[(1E)-3-(4-benzylpiperazin-1-yl)prop-1-en-1-yl]-2-bromo-6-methoxyphenol
—— (5Z)-5-(3-bromo-4-hydroxy-5-methoxybenzylidene)-3-(2,4-dichlorophenyl)-2-thioxo-1,3-thiazolidin-4-one —— C17H10BrCl2NO3S2
(5Z)-5-(3-bromo-4-hydroxy-5-methoxybenzylidene)-3-(2,4-dichlorophenyl)-2-thioxo-1,3-thiazolidin-4-one
—— 2,6-Dibromo-4-((E)-2-nitro-propenyl)-phenol 82040-81-1 C9H7Br2NO3
2,6-Dibromo-4-((E)-2-nitro-propenyl)-phenol
—— 1-(2,4-dimethylphenyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea —— C17H19N3O2S
1-(2,4-dimethylphenyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea
—— 2-[3,5-Dihydroxy-2-[5-(morpholin-4-ylmethyl)furan-2-yl]phenyl]acetic acid —— C17H19NO6
2-[3,5-Dihydroxy-2-[5-(morpholin-4-ylmethyl)furan-2-yl]phenyl]acetic acid
—— 3-(2-(1H-pyrazol-4-yl)ethyl)phenol —— C11H12N2O
3-(2-(1H-pyrazol-4-yl)ethyl)phenol
—— (5Z)-5-[(2-hydroxy-3-nitrophenyl)methylidene]-3-(2-oxo-2-piperidin-1-ylethyl)-1,3-thiazolidine-2,4-dione —— C17H17N3O6S
(5Z)-5-[(2-hydroxy-3-nitrophenyl)methylidene]-3-(2-oxo-2-piperidin-1-ylethyl)-1,3-thiazolidine-2,4-dione