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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
—— 4-[4-[(Dimethylamino)methyl]-3-(3-hydroxyphenyl)cyclohept-3-en-1-yl]-2-fluorophenol —— C22H26FNO2
4-[4-[(Dimethylamino)methyl]-3-(3-hydroxyphenyl)cyclohept-3-en-1-yl]-2-fluorophenol
—— 3-[2-[(Dimethylamino)methyl]-6-(4-hydroxyphenyl)cyclohepten-1-yl]phenol —— C22H27NO2
3-[2-[(Dimethylamino)methyl]-6-(4-hydroxyphenyl)cyclohepten-1-yl]phenol
—— (Z)-3-(1-benzofuran-2-yl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one —— C18H14O4
(Z)-3-(1-benzofuran-2-yl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
—— 4-[2-(2H-chromen-3-ylmethylamino)-1-hydroxyethyl]-2,6-dimethoxyphenol —— C20H23NO5
4-[2-(2H-chromen-3-ylmethylamino)-1-hydroxyethyl]-2,6-dimethoxyphenol
—— (3Z)-1-tert-butyl-3-[(3-chloro-4-hydroxyphenyl)methylidene]pyrrolidine-2,5-dione —— C15H16ClNO3
(3Z)-1-tert-butyl-3-[(3-chloro-4-hydroxyphenyl)methylidene]pyrrolidine-2,5-dione
—— methyl 3-[(3Z)-3-[(4-hydroxy-3-methoxyphenyl)methylidene]-2,5-dioxopyrrolidin-1-yl]thiophene-2-carboxylate —— C18H15NO6S
methyl 3-[(3Z)-3-[(4-hydroxy-3-methoxyphenyl)methylidene]-2,5-dioxopyrrolidin-1-yl]thiophene-2-carboxylate
—— (3Z)-1-tert-butyl-3-[(4-hydroxy-3-methoxyphenyl)methylidene]pyrrolidine-2,5-dione —— C16H19NO4
(3Z)-1-tert-butyl-3-[(4-hydroxy-3-methoxyphenyl)methylidene]pyrrolidine-2,5-dione
—— 3-[(Z)-1-hydroxy-3-(2-hydroxy-5-nitrophenyl)prop-2-enylidene]-6-methylpyran-2,4-dione —— C15H11NO7
3-[(Z)-1-hydroxy-3-(2-hydroxy-5-nitrophenyl)prop-2-enylidene]-6-methylpyran-2,4-dione
—— 4-[2-[1-(4-Hydroxyphenyl)propan-2-ylamino]ethyl]benzene-1,2-diol;hydrochloride —— C17H22ClNO3
4-[2-[1-(4-Hydroxyphenyl)propan-2-ylamino]ethyl]benzene-1,2-diol;hydrochloride
—— 3-methyl-1-(4-hydroxy-3-methoxyphenyl)undecan-3-ol 223801-33-0 C19H32O3
3-methyl-1-(4-hydroxy-3-methoxyphenyl)undecan-3-ol
—— [2-(4-Hydroxyphenyl)cyclohex-2-enyl][(methylethyl)sulfonyl]amine —— C15H21NO3S
[2-(4-Hydroxyphenyl)cyclohex-2-enyl][(methylethyl)sulfonyl]amine
—— 4-[(S)-3-[(1,1-Dimethylethyl)amino]-2-hydroxypropoxy]benzeneethanol —— C15H25NO3
4-[(S)-3-[(1,1-Dimethylethyl)amino]-2-hydroxypropoxy]benzeneethanol
—— (5E)-2-sulfanylidene-5-[(2,3,4-trihydroxyphenyl)methylidene]-1,3-oxazolidin-4-one —— C10H7NO5S
(5E)-2-sulfanylidene-5-[(2,3,4-trihydroxyphenyl)methylidene]-1,3-oxazolidin-4-one
—— 4-(2,3-Diethoxypropyl)phenol —— C13H20O3
4-(2,3-Diethoxypropyl)phenol
—— [[(Z)-[3-(2,4-dihydroxyphenyl)-6-oxocyclohexa-2,4-dien-1-ylidene]methyl]amino]thiourea —— C14H13N3O3S
[[(Z)-[3-(2,4-dihydroxyphenyl)-6-oxocyclohexa-2,4-dien-1-ylidene]methyl]amino]thiourea
—— 2-[(3-Methyl-5-phenyl-1,3,4-thiadiazol-2-ylidene)amino]phenol —— C15H13N3OS
2-[(3-Methyl-5-phenyl-1,3,4-thiadiazol-2-ylidene)amino]phenol
—— 3-[2-[(2-hydroxyphenyl)methyl]hydrazinyl]-4H-1,2,4-triazin-5-one —— C10H11N5O2
3-[2-[(2-hydroxyphenyl)methyl]hydrazinyl]-4H-1,2,4-triazin-5-one
—— (5Z)-5-[(Z)-3-(furan-2-yl)prop-2-enylidene]-3-(3-hydroxyphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H11NO3S2
(5Z)-5-[(Z)-3-(furan-2-yl)prop-2-enylidene]-3-(3-hydroxyphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-Ethyl-6-[(4-hydroxyphenyl)methyl]-1,4-dioxane-2,5-dione —— C13H14O5
3-Ethyl-6-[(4-hydroxyphenyl)methyl]-1,4-dioxane-2,5-dione
—— (3S)-3-[(4-hydroxyphenyl)methyl]-6-methyl-1,4-dioxane-2,5-dione —— C12H12O5
(3S)-3-[(4-hydroxyphenyl)methyl]-6-methyl-1,4-dioxane-2,5-dione
—— (6R)-3-ethyl-6-[(4-hydroxyphenyl)methyl]-1,4-dioxane-2,5-dione —— C13H14O5
(6R)-3-ethyl-6-[(4-hydroxyphenyl)methyl]-1,4-dioxane-2,5-dione
—— (5E)-5-[(Z)-3-(furan-2-yl)prop-2-enylidene]-3-(3-hydroxyphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H11NO3S2
(5E)-5-[(Z)-3-(furan-2-yl)prop-2-enylidene]-3-(3-hydroxyphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 4-(4-hydroxybenzyl)-4,5-dihydro-1,3-thiazol-2-ylamine —— C10H12N2OS
4-(4-hydroxybenzyl)-4,5-dihydro-1,3-thiazol-2-ylamine
—— 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 —— C38H43F3N4O9
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
—— (2S)-N-[3-(4-hydroxyphenyl)propyl]-2-propan-2-yloxypropanamide —— C15H23NO3
(2S)-N-[3-(4-hydroxyphenyl)propyl]-2-propan-2-yloxypropanamide
—— (2R)-N-[3-(4-hydroxyphenyl)propyl]-2-propan-2-yloxypropanamide —— C15H23NO3
(2R)-N-[3-(4-hydroxyphenyl)propyl]-2-propan-2-yloxypropanamide
—— 1-cyclopentyl-7-(4-diethylamino-butylamino)-3-(2,6-difluoro-3-hydroxy-5-methoxy phenyl)-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one 651734-14-4 C26H36F2N6O3
1-cyclopentyl-7-(4-diethylamino-butylamino)-3-(2,6-difluoro-3-hydroxy-5-methoxy phenyl)-3,4-dihydro-1H-pyrimido[4,5-d]pyrimidin-2-one
—— 2-((3-(4-Hydroxy-3-methoxybenzyl)thioureido)methyl)-3-(3,4-dimethylphenyl)propyl pivalate —— C26H36N2O4S
2-((3-(4-Hydroxy-3-methoxybenzyl)thioureido)methyl)-3-(3,4-dimethylphenyl)propyl pivalate
—— 3-(3,5-dimethyl-1-propylpyrazol-4-yl)-1-ethyl-1-[(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]urea —— C19H28N4O3
3-(3,5-dimethyl-1-propylpyrazol-4-yl)-1-ethyl-1-[(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]urea
—— 3-{4-[2-(4-Tert-butylcarbamoyloxyphenyl)ethoxy]phenyl}-2-ethoxypropanoic acid ethyl ester —— C26H35NO6
3-{4-[2-(4-Tert-butylcarbamoyloxyphenyl)ethoxy]phenyl}-2-ethoxypropanoic acid ethyl ester
—— 3-(3,5-dimethyl-1-propylpyrazol-4-yl)-1-ethyl-1-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]urea —— C19H28N4O3
3-(3,5-dimethyl-1-propylpyrazol-4-yl)-1-ethyl-1-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]urea
—— N-ethyl-N-[(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-1-(methoxymethyl)cyclobutane-1-carboxamide —— C17H25NO4
N-ethyl-N-[(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-1-(methoxymethyl)cyclobutane-1-carboxamide
—— N-ethyl-N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-1-(methoxymethyl)cyclobutane-1-carboxamide —— C17H25NO4
N-ethyl-N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-1-(methoxymethyl)cyclobutane-1-carboxamide
—— 2,2-Dichloroacetic acid;4-[2-[4-(4-hydroxyphenyl)butan-2-ylamino]ethyl]benzene-1,2-diol —— C20H25Cl2NO5
2,2-Dichloroacetic acid;4-[2-[4-(4-hydroxyphenyl)butan-2-ylamino]ethyl]benzene-1,2-diol
—— (2E)-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-4,6-dimethylthieno[2,3-b]pyridin-3-one —— C17H15NO3S
(2E)-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-4,6-dimethylthieno[2,3-b]pyridin-3-one
—— 3-[4-[[amino(thiophen-2-yl)methylidene]amino]phenyl]-N-(2-hydroxy-5-methoxyphenyl)propanamide —— C21H21N3O3S
3-[4-[[amino(thiophen-2-yl)methylidene]amino]phenyl]-N-(2-hydroxy-5-methoxyphenyl)propanamide
—— 3-[4-[(Dimethylamino)methyl]-3-(3-hydroxyphenyl)cyclohept-3-en-1-yl]phenol —— C22H27NO2
3-[4-[(Dimethylamino)methyl]-3-(3-hydroxyphenyl)cyclohept-3-en-1-yl]phenol
—— ethyl (2E,5R)-5-(4-ethoxyphenyl)-2-[(2-hydroxy-3-methoxyphenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C26H26N2O6S
ethyl (2E,5R)-5-(4-ethoxyphenyl)-2-[(2-hydroxy-3-methoxyphenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 4-[2-[3-[(2-Fluorophenyl)methyl]pyrrolidin-1-yl]ethoxy]phenol —— C19H22FNO2
4-[2-[3-[(2-Fluorophenyl)methyl]pyrrolidin-1-yl]ethoxy]phenol
—— 5-[2-(2H-chromen-3-ylmethylamino)-1-hydroxyethyl]-2-methoxyphenol —— C19H21NO4
5-[2-(2H-chromen-3-ylmethylamino)-1-hydroxyethyl]-2-methoxyphenol
—— 2-Fluoro-4-hydroxy-5-nitrophenylacetonitrile —— C8H5FN2O3
2-Fluoro-4-hydroxy-5-nitrophenylacetonitrile
—— 6-Fluoro-2-hydroxy-3-nitrobenzonitrile —— C7H3FN2O3
6-Fluoro-2-hydroxy-3-nitrobenzonitrile
—— 2-Fluoro-4-hydroxy-5-nitrophenylacetic acid —— C8H6FNO5
2-Fluoro-4-hydroxy-5-nitrophenylacetic acid
—— 5-Amino-2-bromo-4-methoxyphenol —— C7H8BrNO2
5-Amino-2-bromo-4-methoxyphenol
—— 5-Amino-2-fluoro-4-methoxyphenol —— C7H8FNO2
5-Amino-2-fluoro-4-methoxyphenol
—— 6-bromo-3-chloro-2-nitrophenol —— C6H3BrClNO3
6-bromo-3-chloro-2-nitrophenol
—— 2-Fluoro-4-hydroxy-5-nitrobenzyl alcohol —— C7H6FNO4
2-Fluoro-4-hydroxy-5-nitrobenzyl alcohol
—— 3-(6-Tert-butyl-5,5-dimethyl-2,7,8-trioxabicyclo[4.2.0]octan-1-yl)phenol —— C17H24O4
3-(6-Tert-butyl-5,5-dimethyl-2,7,8-trioxabicyclo[4.2.0]octan-1-yl)phenol
—— (1R,2R)-4-(4-hydroxyphenyl)-2,3,6,6-tetramethylcyclohex-3-ene-1-carboxylic acid —— C17H22O3
(1R,2R)-4-(4-hydroxyphenyl)-2,3,6,6-tetramethylcyclohex-3-ene-1-carboxylic acid
—— ethyl 3-hydroxy-3-(3,4-dihydroxyphenyl)propanoate —— C11H14O5
ethyl 3-hydroxy-3-(3,4-dihydroxyphenyl)propanoate