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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
—— 3-Amino-4-[(3-hydroxy-4-methoxyphenyl)diazenyl]-1,4-dihydropyrazol-5-one —— C10H11N5O3
3-Amino-4-[(3-hydroxy-4-methoxyphenyl)diazenyl]-1,4-dihydropyrazol-5-one
—— 5-Hydroxy-2-(hydroxymethyl)-4-methoxybenzenesulfonic acid —— C8H10O6S
5-Hydroxy-2-(hydroxymethyl)-4-methoxybenzenesulfonic acid
—— 3-{5-[(Z)-Cyclohexylimino]-4-methyl-4,5-dihydro-[1,3,4]thiadiazol-2-yl}-phenol —— C15H19N3OS
3-{5-[(Z)-Cyclohexylimino]-4-methyl-4,5-dihydro-[1,3,4]thiadiazol-2-yl}-phenol
—— 4-[[4,5-Diamino-1-(2-hydroxyethyl)pyrazol-3-yl]methylamino]-2-methylphenol —— C13H19N5O2
4-[[4,5-Diamino-1-(2-hydroxyethyl)pyrazol-3-yl]methylamino]-2-methylphenol
—— 2-[2-Hydroxy-2-(propan-2-ylamino)ethyl]phenol —— C11H17NO2
2-[2-Hydroxy-2-(propan-2-ylamino)ethyl]phenol
—— 3-Aminopropyl-[(2-hydroxyphenyl)methyl]phosphinic acid —— C10H16NO3P
3-Aminopropyl-[(2-hydroxyphenyl)methyl]phosphinic acid
—— 4-[2-(2-Aminoimidazol-1-yl)ethyl]phenol —— C11H13N3O
4-[2-(2-Aminoimidazol-1-yl)ethyl]phenol
—— 1-[(3,4-Dihydroxyphenyl)methyl]-3-methoxyurea —— C9H12N2O4
1-[(3,4-Dihydroxyphenyl)methyl]-3-methoxyurea
—— (s)-p-Hydroxyphenyllactic acid —— C9H10O4
(s)-p-Hydroxyphenyllactic acid
—— 2-[(3,4-Dihydroxyphenyl)methyl]guanidine —— C8H11N3O2
2-[(3,4-Dihydroxyphenyl)methyl]guanidine
—— 4-(2-Ethoxy-3-hydroxypropyl)phenol —— C11H16O3
4-(2-Ethoxy-3-hydroxypropyl)phenol
—— [(4-Hydroxyphenyl)-dimethyl-lambda4-sulfanyl] methanesulfonate —— C9H14O4S2
[(4-Hydroxyphenyl)-dimethyl-lambda4-sulfanyl] methanesulfonate
—— (Z)-3-(3-bromo-4,5-dihydroxyphenyl)-2-[(E)-2-(3-bromo-4,5-dihydroxyphenyl)-1-cyanoethenyl]sulfonylprop-2-enenitrile —— C18H10Br2N2O6S
(Z)-3-(3-bromo-4,5-dihydroxyphenyl)-2-[(E)-2-(3-bromo-4,5-dihydroxyphenyl)-1-cyanoethenyl]sulfonylprop-2-enenitrile
—— Bisgingerol 223801-25-0 C30H42O8
Bisgingerol
—— (2E,4E)-5-(4-hydroxy-3,5-dimethoxyphenyl)-N-[2-[4-(1H-indol-2-yl)piperidin-1-yl]ethyl]penta-2,4-dienamide —— C28H33N3O4
(2E,4E)-5-(4-hydroxy-3,5-dimethoxyphenyl)-N-[2-[4-(1H-indol-2-yl)piperidin-1-yl]ethyl]penta-2,4-dienamide
—— 2-(2-hydroxy-5-nitrobenzyl)-5-methoxy-1-(toluene-4-sulphonyl)-1,2-dihydroindazol-3-one —— C22H19N3O7S
2-(2-hydroxy-5-nitrobenzyl)-5-methoxy-1-(toluene-4-sulphonyl)-1,2-dihydroindazol-3-one
—— 2-[7-Methyl-2-(3-methylhexyl)decyl]benzene-1,4-diol —— C24H42O2
2-[7-Methyl-2-(3-methylhexyl)decyl]benzene-1,4-diol
—— (E)-12-(4-hydroxy-3-methoxyphenyl)-10-oxododec-8-enoic acid —— C19H26O5
(E)-12-(4-hydroxy-3-methoxyphenyl)-10-oxododec-8-enoic acid
—— 5-Hydroxy-1-(2-hydroxy-3-methoxyphenyl)dodecan-3-one —— C19H30O4
5-Hydroxy-1-(2-hydroxy-3-methoxyphenyl)dodecan-3-one
—— 6-[2-(3,4-Dimethoxyphenyl)ethoxy]-3,4,5-trihydroxypiperidin-2-one —— C15H21NO7
6-[2-(3,4-Dimethoxyphenyl)ethoxy]-3,4,5-trihydroxypiperidin-2-one
—— 2,6-bis[2,2,2-trifluoro-1-hydroxyethyl]4-methyl-phenol —— C11H10F6O3
2,6-bis[2,2,2-trifluoro-1-hydroxyethyl]4-methyl-phenol
—— 4-(3-hydroxy-4-methoxyphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one —— C15H16N2O3
4-(3-hydroxy-4-methoxyphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one
—— 3-(2-Imidazo[2,1-f][1,2,4]triazin-7-ylethyl)phenol —— C13H12N4O
3-(2-Imidazo[2,1-f][1,2,4]triazin-7-ylethyl)phenol
—— 2-chloro-4-[3-(3,6-dihydro-2H-pyridin-1-yl)propoxy]phenol —— C14H18ClNO2
2-chloro-4-[3-(3,6-dihydro-2H-pyridin-1-yl)propoxy]phenol
—— N-6-aminohexyl 3-(2-hydroxyphenyl)propionamide 268544-20-3 C15H24N2O2
N-6-aminohexyl 3-(2-hydroxyphenyl)propionamide
—— (Z)-1-Cyano-1-(3-pyridyl)-2-(4-hydroxyphenyl)ethene —— C14H10N2O
(Z)-1-Cyano-1-(3-pyridyl)-2-(4-hydroxyphenyl)ethene
—— 3-[(1S)-1-hydroxy-3-(methylamino)propyl]phenol;hydrochloride —— C10H16ClNO2
3-[(1S)-1-hydroxy-3-(methylamino)propyl]phenol;hydrochloride
—— 2-methoxy-5-[(E)-[(7-methylthieno[3,2-d]pyrimidin-4-yl)hydrazinylidene]methyl]phenol —— C15H14N4O2S
2-methoxy-5-[(E)-[(7-methylthieno[3,2-d]pyrimidin-4-yl)hydrazinylidene]methyl]phenol
—— 2-methoxy-4-[4-(4-nitro-phenyl)-buta-1,3-dienyl]-phenol —— C17H15NO4
2-methoxy-4-[4-(4-nitro-phenyl)-buta-1,3-dienyl]-phenol
—— 5-(1,6-Dihydroxy-2,3,1-benzodiazaborinin-2-yl)-1,2-dihydro-1,2,4-triazole-3-thione —— C9H8BN5O2S
5-(1,6-Dihydroxy-2,3,1-benzodiazaborinin-2-yl)-1,2-dihydro-1,2,4-triazole-3-thione
—— 3-[2-[(2-hydroxyphenyl)methyl]hydrazinyl]-6-methyl-4H-1,2,4-triazin-5-one —— C11H13N5O2
3-[2-[(2-hydroxyphenyl)methyl]hydrazinyl]-6-methyl-4H-1,2,4-triazin-5-one
—— 4-(2-Ethoxy-3-methoxypropyl)phenol —— C12H18O3
4-(2-Ethoxy-3-methoxypropyl)phenol
—— 2-[6-[[amino-[[amino-(4-chloroanilino)methylidene]amino]methylidene]amino]hexyl]-1-[amino-(4-chloroanilino)methylidene]guanidine;2-methoxy-4-prop-2-enylphenol —— C32H42Cl2N10O2
2-[6-[[amino-[[amino-(4-chloroanilino)methylidene]amino]methylidene]amino]hexyl]-1-[amino-(4-chloroanilino)methylidene]guanidine;2-methoxy-4-prop-2-enylphenol
—— 2-[2-(4-{2-[ethyl(4-trifluoromethylbenzyl)amino]-2-oxoethoxy}phenyl)ethoxy]benzoic acid —— C27H26F3NO5
2-[2-(4-{2-[ethyl(4-trifluoromethylbenzyl)amino]-2-oxoethoxy}phenyl)ethoxy]benzoic acid
—— 3-[3-(2-methylbenzyloxy)phenyl]-2-furancarboxylic acid 2-(4-hydroxy-3-nitrobenzoyl)hydrazide —— C26H21N3O7
3-[3-(2-methylbenzyloxy)phenyl]-2-furancarboxylic acid 2-(4-hydroxy-3-nitrobenzoyl)hydrazide
—— 2,6-di-t-butyl-4-[(4-N,N-dimethylaminophenyldimethylsilyl)methyloxy]phenol —— C25H39NO2Si
2,6-di-t-butyl-4-[(4-N,N-dimethylaminophenyldimethylsilyl)methyloxy]phenol
—— 2,6-Ditert-butyl-4-[[dimethyl(thiophen-2-yl)silyl]methoxy]phenol —— C21H32O2SSi
2,6-Ditert-butyl-4-[[dimethyl(thiophen-2-yl)silyl]methoxy]phenol
—— 3-(2-amino-6-oxo-1H-purin-9-yl)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide —— C16H18N6O4
3-(2-amino-6-oxo-1H-purin-9-yl)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide
—— (2Z)-3-(3-bromo-4-hydroxyphenyl)-2-hydroxyimino-N-[2-(1H-imidazol-5-yl)ethyl]propanamide —— C14H15BrN4O3
(2Z)-3-(3-bromo-4-hydroxyphenyl)-2-hydroxyimino-N-[2-(1H-imidazol-5-yl)ethyl]propanamide
—— (2S,3R,4S,5S,6R)-6-(hydroxymethyl)-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]oxyoxane-2,4,5-triol —— C16H24O7
(2S,3R,4S,5S,6R)-6-(hydroxymethyl)-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]oxyoxane-2,4,5-triol
—— (2S,3R,4S,5S,6R)-6-[[(2S)-4-(4-hydroxyphenyl)butan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol —— C16H24O7
(2S,3R,4S,5S,6R)-6-[[(2S)-4-(4-hydroxyphenyl)butan-2-yl]oxymethyl]oxane-2,3,4,5-tetrol
—— 4-[2-[1-(4-Hydroxyphenyl)propan-2-ylamino]ethyl]benzene-1,2-diol —— C17H21NO3
4-[2-[1-(4-Hydroxyphenyl)propan-2-ylamino]ethyl]benzene-1,2-diol
—— 5-[4-Amino-6-(3-hydroxyphenyl)-1,3,5-triazin-2-yl]benzene-1,3-diol —— C15H12N4O3
5-[4-Amino-6-(3-hydroxyphenyl)-1,3,5-triazin-2-yl]benzene-1,3-diol
—— (2Z)-2-[4-(4-hydroxyphenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-ylacetonitrile —— C14H11N3OS2
(2Z)-2-[4-(4-hydroxyphenyl)-1,3-dithiolan-2-ylidene]-2-imidazol-1-ylacetonitrile
—— 5-fluoro-1H-pyrimidine-2,4-dione;4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol —— C13H16FN3O5
5-fluoro-1H-pyrimidine-2,4-dione;4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
—— 9-Hydroxy-[2,3,1]benzodiazaborinino[2,1-a][3,1,2]benzoxazaborinin-14-one —— C14H9BN2O3
9-Hydroxy-[2,3,1]benzodiazaborinino[2,1-a][3,1,2]benzoxazaborinin-14-one
—— 1,4,5,6,7,8-hexahydroxynaphthalene-2,3-dione —— C10H6O8
1,4,5,6,7,8-hexahydroxynaphthalene-2,3-dione
—— N-(5-hydroxypentyl)-3-(p-hydroxyphenyl)propionamide —— C14H21NO3
N-(5-hydroxypentyl)-3-(p-hydroxyphenyl)propionamide
—— 14H-[2,3,1]benzodiazaborinino[2,1-a][3,1,2]benzoxazaborinin-9-ol —— C14H11BN2O2
14H-[2,3,1]benzodiazaborinino[2,1-a][3,1,2]benzoxazaborinin-9-ol
—— 3-Anilino-4-(3-fluoro-2-hydroxyanilino)cyclobut-3-ene-1,2-dione —— C16H11FN2O3
3-Anilino-4-(3-fluoro-2-hydroxyanilino)cyclobut-3-ene-1,2-dione