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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
—— ethyl (2Z)-5-(4-hydroxyphenyl)-7-methyl-2-[(5-methylfuran-2-yl)methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C22H20N2O5S
ethyl (2Z)-5-(4-hydroxyphenyl)-7-methyl-2-[(5-methylfuran-2-yl)methylidene]-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-[(1S)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]-5-methylphenol —— C12H19NO2
2-[(1S)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]-5-methylphenol
—— 2-[[[(2R)-1-hydroxypropan-2-yl]amino]methyl]-4-methoxyphenol —— C11H17NO3
2-[[[(2R)-1-hydroxypropan-2-yl]amino]methyl]-4-methoxyphenol
—— 2-[[[(2S)-2-hydroxypropyl]amino]methyl]-4-methoxyphenol —— C11H17NO3
2-[[[(2S)-2-hydroxypropyl]amino]methyl]-4-methoxyphenol
—— 4-[(1R)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]phenol —— C11H17NO2
4-[(1R)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]phenol
—— 4-[(1S)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]phenol —— C11H17NO2
4-[(1S)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]phenol
—— 2-[(1R)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]-5-methylphenol —— C12H19NO2
2-[(1R)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]-5-methylphenol
—— 4-[[[(2R)-2-hydroxypropyl]amino]methyl]benzene-1,3-diol —— C10H15NO3
4-[[[(2R)-2-hydroxypropyl]amino]methyl]benzene-1,3-diol
—— 3-[(1S)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]phenol —— C11H17NO2
3-[(1S)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]phenol
—— 2-[(1R)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]-5-methylphenol —— C12H19NO2
2-[(1R)-1-[[(2S)-2-hydroxypropyl]amino]ethyl]-5-methylphenol
—— 4-[[[(2R)-1-hydroxypropan-2-yl]amino]methyl]-2,6-dimethoxyphenol —— C12H19NO4
4-[[[(2R)-1-hydroxypropan-2-yl]amino]methyl]-2,6-dimethoxyphenol
—— 2-[(1R)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]phenol —— C11H17NO2
2-[(1R)-1-[[(2R)-2-hydroxypropyl]amino]ethyl]phenol
—— (2-Hydroxyphenyl)phosphinic acid —— C6H6O3P+
(2-Hydroxyphenyl)phosphinic acid
—— Benzene-1,2-diol;sulfite —— C6H6O5S-2
Benzene-1,2-diol;sulfite
—— potassium;3-[(2E)-2-(3-tert-butyl-6-oxocyclohexa-2,4-dien-1-ylidene)hydrazinyl]-2-hydroxy-5-nitrobenzenesulfonate —— C16H16KN3O7S
potassium;3-[(2E)-2-(3-tert-butyl-6-oxocyclohexa-2,4-dien-1-ylidene)hydrazinyl]-2-hydroxy-5-nitrobenzenesulfonate
—— 4-Hydroxybenzenediazonium;sulfate —— C6H5N2O5S-
4-Hydroxybenzenediazonium;sulfate
—— (3E)-5-acetyl-6-hydroxy-3-[1-(4-hydroxy-3-nitroanilino)ethylidene]pyran-2,4-dione —— C15H12N2O8
(3E)-5-acetyl-6-hydroxy-3-[1-(4-hydroxy-3-nitroanilino)ethylidene]pyran-2,4-dione
—— 1-[(2S)-5-(4-bromophenyl)-2-(3-hydroxy-4-methoxyphenyl)-2H-1,3,4-oxadiazol-3-yl]ethanone —— C17H15BrN2O4
1-[(2S)-5-(4-bromophenyl)-2-(3-hydroxy-4-methoxyphenyl)-2H-1,3,4-oxadiazol-3-yl]ethanone
—— 1-[(2S)-2-(4-hydroxy-3-methoxyphenyl)-5-phenyl-2H-1,3,4-oxadiazol-3-yl]ethanone —— C17H16N2O4
1-[(2S)-2-(4-hydroxy-3-methoxyphenyl)-5-phenyl-2H-1,3,4-oxadiazol-3-yl]ethanone
—— (4S)-4-(4-hydroxyphenyl)-3-methyl-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one —— C13H13N3O2
(4S)-4-(4-hydroxyphenyl)-3-methyl-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one
—— (4R)-4-(3-hydroxyphenyl)-3-methyl-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one —— C13H13N3O2
(4R)-4-(3-hydroxyphenyl)-3-methyl-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one
—— sodium;3-[(2Z)-2-(1-anilino-1,3-dioxobutan-2-ylidene)hydrazinyl]-2-hydroxy-5-nitrobenzenesulfonate;chromium —— C16H13CrN4NaO8S
sodium;3-[(2Z)-2-(1-anilino-1,3-dioxobutan-2-ylidene)hydrazinyl]-2-hydroxy-5-nitrobenzenesulfonate;chromium
—— (4S)-4-(3,4-dihydroxyphenyl)-3-methyl-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one —— C13H13N3O3
(4S)-4-(3,4-dihydroxyphenyl)-3-methyl-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one
—— 1-[(3R)-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-5-nitrophenyl)urea —— C11H13N3O6S
1-[(3R)-1,1-dioxothiolan-3-yl]-3-(2-hydroxy-5-nitrophenyl)urea
—— (3E)-3-[(5-chloro-2-hydroxy-3-nitrophenyl)methylidene]-1H-indol-2-one —— C15H9ClN2O4
(3E)-3-[(5-chloro-2-hydroxy-3-nitrophenyl)methylidene]-1H-indol-2-one
—— 1-(2-hydroxy-5-nitrophenyl)-3-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]urea —— C12H15N3O6S
1-(2-hydroxy-5-nitrophenyl)-3-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]urea
—— 2-[(2Z,5S)-2-[(Z)-(3-hydroxy-4-methoxyphenyl)methylidenehydrazinylidene]-4-oxo-1,3-thiazolidin-5-yl]acetic acid —— C13H13N3O5S
2-[(2Z,5S)-2-[(Z)-(3-hydroxy-4-methoxyphenyl)methylidenehydrazinylidene]-4-oxo-1,3-thiazolidin-5-yl]acetic acid
—— (4E)-1-(4-bromophenyl)-4-[[5-(2-hydroxy-5-nitrophenyl)furan-2-yl]methylidene]pyrazolidine-3,5-dione —— C20H12BrN3O6
(4E)-1-(4-bromophenyl)-4-[[5-(2-hydroxy-5-nitrophenyl)furan-2-yl]methylidene]pyrazolidine-3,5-dione
—— (5E)-5-(4-hydroxy-3-nitrobenzylidene)-1-(prop-2-en-1-yl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione —— C14H11N3O5S
(5E)-5-(4-hydroxy-3-nitrobenzylidene)-1-(prop-2-en-1-yl)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione
—— (2S)-N-(2-hydroxy-5-nitrophenyl)oxolane-2-carboxamide —— C11H12N2O5
(2S)-N-(2-hydroxy-5-nitrophenyl)oxolane-2-carboxamide
—— 2-methoxy-4-[[[(2R)-1-thiophen-2-ylpropan-2-yl]amino]methyl]phenol —— C15H19NO2S
2-methoxy-4-[[[(2R)-1-thiophen-2-ylpropan-2-yl]amino]methyl]phenol
—— 4-[[[(1S)-1-(5-chlorothiophen-2-yl)ethyl]amino]methyl]-2-methoxyphenol —— C14H16ClNO2S
4-[[[(1S)-1-(5-chlorothiophen-2-yl)ethyl]amino]methyl]-2-methoxyphenol
—— 5-[[[(2R)-1-(furan-2-yl)propan-2-yl]amino]methyl]-2-methoxyphenol —— C15H19NO3
5-[[[(2R)-1-(furan-2-yl)propan-2-yl]amino]methyl]-2-methoxyphenol
—— 6-amino-8-(3-hydroxyphenyl)-2-methyl-2,3,8,8a-tetrahydro-5,7,7(1H)-isoquinolinetricarbonitrile —— C19H17N5O
6-amino-8-(3-hydroxyphenyl)-2-methyl-2,3,8,8a-tetrahydro-5,7,7(1H)-isoquinolinetricarbonitrile
—— (4R)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one —— C14H15N3O3
(4R)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-2,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one
—— ethyl (2E,5S)-2-[(4-hydroxy-3-nitrophenyl)methylidene]-7-methyl-3-oxo-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C21H17N3O6S2
ethyl (2E,5S)-2-[(4-hydroxy-3-nitrophenyl)methylidene]-7-methyl-3-oxo-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (4R)-1-(3-chloro-2-methylphenyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C21H20ClN3O4
(4R)-1-(3-chloro-2-methylphenyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— tert-butyl (7S)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C17H21N5O4
tert-butyl (7S)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— tert-butyl (7S)-7-(4-hydroxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C16H19N5O3
tert-butyl (7S)-7-(4-hydroxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— (2R,5E)-2-(4-ethylanilino)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-1,3-thiazolidin-4-one —— C18H17N3O4S
(2R,5E)-2-(4-ethylanilino)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-1,3-thiazolidin-4-one
—— (4R)-1-(4-ethylphenyl)-4-(4-hydroxyphenyl)-4,7-dihydro-3H-furo[3,4-b]pyridine-2,5-dione —— C21H19NO4
(4R)-1-(4-ethylphenyl)-4-(4-hydroxyphenyl)-4,7-dihydro-3H-furo[3,4-b]pyridine-2,5-dione
—— 4-[[[(2R)-heptan-2-yl]amino]methyl]benzene-1,2-diol —— C14H23NO2
4-[[[(2R)-heptan-2-yl]amino]methyl]benzene-1,2-diol
—— 4-[[[(1R)-1-cyclopropylethyl]amino]methyl]benzene-1,2-diol —— C12H17NO2
4-[[[(1R)-1-cyclopropylethyl]amino]methyl]benzene-1,2-diol
—— (Z)-3-(3-hydroxy-4-methoxyphenyl)-2-[1-(2-phenylacetyl)benzimidazol-2-yl]prop-2-enenitrile —— C25H19N3O3
(Z)-3-(3-hydroxy-4-methoxyphenyl)-2-[1-(2-phenylacetyl)benzimidazol-2-yl]prop-2-enenitrile
—— N-[(1R)-1-cyclopropylethyl]-4-hydroxy-3-nitrobenzenesulfonamide —— C11H14N2O5S
N-[(1R)-1-cyclopropylethyl]-4-hydroxy-3-nitrobenzenesulfonamide
—— 5-{2,4-dihydroxy-5-nitrobenzylidene}-1-phenyl-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione —— C17H11N3O6S
5-{2,4-dihydroxy-5-nitrobenzylidene}-1-phenyl-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione
—— 2-bromo-4-[[[(2S)-2-hydroxypropyl]amino]methyl]-6-methoxyphenol —— C11H16BrNO3
2-bromo-4-[[[(2S)-2-hydroxypropyl]amino]methyl]-6-methoxyphenol
—— 4-[[[(1S)-1-cyclopropylethyl]amino]methyl]benzene-1,2-diol —— C12H17NO2
4-[[[(1S)-1-cyclopropylethyl]amino]methyl]benzene-1,2-diol
—— (3E)-3-[(2-hydroxy-3-methyl-5-nitrophenyl)methylidene]-5,6-dimethoxy-1H-indol-2-one —— C18H16N2O6
(3E)-3-[(2-hydroxy-3-methyl-5-nitrophenyl)methylidene]-5,6-dimethoxy-1H-indol-2-one
—— 4-[[[(2R)-2-hydroxy-2-phenylethyl]amino]methyl]benzene-1,2-diol —— C15H17NO3
4-[[[(2R)-2-hydroxy-2-phenylethyl]amino]methyl]benzene-1,2-diol