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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
—— (E)-3-(5-chloro-2-hydroxy-4-nitroanilino)-2-(4-methyl-1,3-thiazol-2-yl)prop-2-enenitrile —— C13H9ClN4O3S
(E)-3-(5-chloro-2-hydroxy-4-nitroanilino)-2-(4-methyl-1,3-thiazol-2-yl)prop-2-enenitrile
—— 5-fluoro-2-[(1S)-1-[[(2S)-octan-2-yl]amino]ethyl]phenol —— C16H26FNO
5-fluoro-2-[(1S)-1-[[(2S)-octan-2-yl]amino]ethyl]phenol
—— 5-fluoro-2-[(1R)-1-[[(2R)-octan-2-yl]amino]ethyl]phenol —— C16H26FNO
5-fluoro-2-[(1R)-1-[[(2R)-octan-2-yl]amino]ethyl]phenol
—— 2-(4-methoxyphenyl)ethyl (5S,7R)-3-bromoadamantane-1-carboxylate —— C20H25BrO3
2-(4-methoxyphenyl)ethyl (5S,7R)-3-bromoadamantane-1-carboxylate
—— 2-methoxy-5-[[[(3R)-oxan-3-yl]amino]methyl]phenol —— C13H19NO3
2-methoxy-5-[[[(3R)-oxan-3-yl]amino]methyl]phenol
—— 5-methoxy-2-[[[(3R)-oxan-3-yl]amino]methyl]phenol —— C13H19NO3
5-methoxy-2-[[[(3R)-oxan-3-yl]amino]methyl]phenol
—— 2-methoxy-5-[[[(3S)-oxan-3-yl]amino]methyl]phenol —— C13H19NO3
2-methoxy-5-[[[(3S)-oxan-3-yl]amino]methyl]phenol
—— 5-methoxy-2-[[[(3S)-oxan-3-yl]amino]methyl]phenol —— C13H19NO3
5-methoxy-2-[[[(3S)-oxan-3-yl]amino]methyl]phenol
—— 4-methoxy-2-[[[(3S)-oxan-3-yl]amino]methyl]phenol —— C13H19NO3
4-methoxy-2-[[[(3S)-oxan-3-yl]amino]methyl]phenol
—— 5-methoxy-2-[(1S)-1-[[(3R)-oxan-3-yl]amino]ethyl]phenol —— C14H21NO3
5-methoxy-2-[(1S)-1-[[(3R)-oxan-3-yl]amino]ethyl]phenol
—— 4-methoxy-2-[[[(3R)-oxan-3-yl]amino]methyl]phenol —— C13H19NO3
4-methoxy-2-[[[(3R)-oxan-3-yl]amino]methyl]phenol
—— 5-methoxy-2-[(1R)-1-[[(3S)-oxan-3-yl]amino]ethyl]phenol —— C14H21NO3
5-methoxy-2-[(1R)-1-[[(3S)-oxan-3-yl]amino]ethyl]phenol
—— 5-methoxy-2-[(1S)-1-[[(3S)-oxan-3-yl]amino]ethyl]phenol —— C14H21NO3
5-methoxy-2-[(1S)-1-[[(3S)-oxan-3-yl]amino]ethyl]phenol
—— 5-methoxy-2-[(1R)-1-[[(3R)-oxan-3-yl]amino]ethyl]phenol —— C14H21NO3
5-methoxy-2-[(1R)-1-[[(3R)-oxan-3-yl]amino]ethyl]phenol
—— 5-methyl-2-[(1R)-1-[[(3R)-oxan-3-yl]amino]ethyl]phenol —— C14H21NO2
5-methyl-2-[(1R)-1-[[(3R)-oxan-3-yl]amino]ethyl]phenol
—— 5-methyl-2-[(1R)-1-[[(3S)-oxan-3-yl]amino]ethyl]phenol —— C14H21NO2
5-methyl-2-[(1R)-1-[[(3S)-oxan-3-yl]amino]ethyl]phenol
—— 5-methyl-2-[(1S)-1-[[(3R)-oxan-3-yl]amino]ethyl]phenol —— C14H21NO2
5-methyl-2-[(1S)-1-[[(3R)-oxan-3-yl]amino]ethyl]phenol
—— 2-methoxy-4-[(1R)-1-[[(3S)-oxan-3-yl]amino]ethyl]phenol —— C14H21NO3
2-methoxy-4-[(1R)-1-[[(3S)-oxan-3-yl]amino]ethyl]phenol
—— 2-methoxy-4-[(1R)-1-[[(3R)-oxan-3-yl]amino]ethyl]phenol —— C14H21NO3
2-methoxy-4-[(1R)-1-[[(3R)-oxan-3-yl]amino]ethyl]phenol
—— 2-methoxy-4-[(1S)-1-[[(3R)-oxan-3-yl]amino]ethyl]phenol —— C14H21NO3
2-methoxy-4-[(1S)-1-[[(3R)-oxan-3-yl]amino]ethyl]phenol
—— 6-[(Z)-2-(2-hydroxy-5-nitrophenyl)ethenyl]-5-nitro-1H-pyrimidine-2,4-dione —— C12H8N4O7
6-[(Z)-2-(2-hydroxy-5-nitrophenyl)ethenyl]-5-nitro-1H-pyrimidine-2,4-dione
—— 3-cyclohexyl-1-[(2-hydroxyphenyl)methyl]-1-[[(2R)-oxolan-2-yl]methyl]thiourea —— C19H28N2O2S
3-cyclohexyl-1-[(2-hydroxyphenyl)methyl]-1-[[(2R)-oxolan-2-yl]methyl]thiourea
—— 1-[(2-hydroxyphenyl)methyl]-1-[[(2S)-oxolan-2-yl]methyl]-3-prop-2-enylthiourea —— C16H22N2O2S
1-[(2-hydroxyphenyl)methyl]-1-[[(2S)-oxolan-2-yl]methyl]-3-prop-2-enylthiourea
—— 3-ethyl-1-[(2-hydroxyphenyl)methyl]-1-[[(2S)-oxolan-2-yl]methyl]thiourea —— C15H22N2O2S
3-ethyl-1-[(2-hydroxyphenyl)methyl]-1-[[(2S)-oxolan-2-yl]methyl]thiourea
—— 3-Cyclopropyl-1-(furan-2-ylmethyl)-1-[(2-hydroxyphenyl)methyl]thiourea —— C16H18N2O2S
3-Cyclopropyl-1-(furan-2-ylmethyl)-1-[(2-hydroxyphenyl)methyl]thiourea
—— 1-[(3S)-5-(furan-2-yl)-3-(2-hydroxy-3-methoxyphenyl)-3,4-dihydropyrazol-2-yl]propan-1-one —— C17H18N2O4
1-[(3S)-5-(furan-2-yl)-3-(2-hydroxy-3-methoxyphenyl)-3,4-dihydropyrazol-2-yl]propan-1-one
—— methyl (6R)-6-(4-hydroxy-3-nitrophenyl)-4-methyl-3-phenyl-2-sulfanylidene-1,6-dihydropyrimidine-5-carboxylate —— C19H17N3O5S
methyl (6R)-6-(4-hydroxy-3-nitrophenyl)-4-methyl-3-phenyl-2-sulfanylidene-1,6-dihydropyrimidine-5-carboxylate
—— 1-[(3S)-3-(3-hydroxy-4-methoxyphenyl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C19H20N2O3
1-[(3S)-3-(3-hydroxy-4-methoxyphenyl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 1-[(3S)-5-(furan-2-yl)-3-(2-hydroxy-3-methoxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C16H16N2O4
1-[(3S)-5-(furan-2-yl)-3-(2-hydroxy-3-methoxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— (2Z,5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-[2-(4-methylphenyl)-2-oxoethylidene]-1,3-thiazolidin-4-one —— C20H17NO4S
(2Z,5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-[2-(4-methylphenyl)-2-oxoethylidene]-1,3-thiazolidin-4-one
—— 4-[(Z)-3-hydroxyprop-2-enyl]phenol —— C9H10O2
4-[(Z)-3-hydroxyprop-2-enyl]phenol
—— 5-[(1Z,3Z)-pentadeca-1,3-dienyl]benzene-1,3-diol —— C21H32O2
5-[(1Z,3Z)-pentadeca-1,3-dienyl]benzene-1,3-diol
—— 5-[(1E,3Z)-pentadeca-1,3-dienyl]benzene-1,3-diol —— C21H32O2
5-[(1E,3Z)-pentadeca-1,3-dienyl]benzene-1,3-diol
—— 5-[(1Z,3E)-pentadeca-1,3-dienyl]benzene-1,3-diol —— C21H32O2
5-[(1Z,3E)-pentadeca-1,3-dienyl]benzene-1,3-diol
—— 3-chloro-5-[[(3Z)-3-methylpenta-1,3-dien-2-yl]amino]phenol —— C12H14ClNO
3-chloro-5-[[(3Z)-3-methylpenta-1,3-dien-2-yl]amino]phenol
—— 2-(4-chloro-2-methylphenoxy)-N-[(2-hydroxy-5-nitrophenyl)methyl]acetamide —— C16H15ClN2O5
2-(4-chloro-2-methylphenoxy)-N-[(2-hydroxy-5-nitrophenyl)methyl]acetamide
—— 2-(3-bromophenoxy)-N-[(2-hydroxy-5-nitrophenyl)methyl]acetamide —— C15H13BrN2O5
2-(3-bromophenoxy)-N-[(2-hydroxy-5-nitrophenyl)methyl]acetamide
—— 2-(4-bromophenoxy)-N-[(2-hydroxy-5-nitrophenyl)methyl]acetamide —— C15H13BrN2O5
2-(4-bromophenoxy)-N-[(2-hydroxy-5-nitrophenyl)methyl]acetamide
—— (Z)-1-(4-ethylphenyl)-3-(4-hydroxy-2-methylanilino)prop-2-en-1-one —— C18H19NO2
(Z)-1-(4-ethylphenyl)-3-(4-hydroxy-2-methylanilino)prop-2-en-1-one
—— (Z)-1-(4-ethylphenyl)-3-(2-hydroxy-4-methylanilino)prop-2-en-1-one —— C18H19NO2
(Z)-1-(4-ethylphenyl)-3-(2-hydroxy-4-methylanilino)prop-2-en-1-one
—— (Z)-3-(4-hydroxy-2-methylanilino)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one —— C19H21NO5
(Z)-3-(4-hydroxy-2-methylanilino)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
—— 1-(2-hydroxy-5-nitrophenyl)-3-[[(2S)-oxolan-2-yl]methyl]thiourea —— C12H15N3O4S
1-(2-hydroxy-5-nitrophenyl)-3-[[(2S)-oxolan-2-yl]methyl]thiourea
—— 1-(2-Hydroxy-5-nitrophenyl)-3-(3-methylsulfanylpropyl)thiourea —— C11H15N3O3S2
1-(2-Hydroxy-5-nitrophenyl)-3-(3-methylsulfanylpropyl)thiourea
—— 1-(2-hydroxy-5-nitrophenyl)-3-[(1R,2R)-2-methylcyclohexyl]thiourea —— C14H19N3O3S
1-(2-hydroxy-5-nitrophenyl)-3-[(1R,2R)-2-methylcyclohexyl]thiourea
—— (5R,7R)-3-bromo-N-[2-(4-hydroxyphenyl)ethyl]adamantane-1-carboxamide —— C19H24BrNO2
(5R,7R)-3-bromo-N-[2-(4-hydroxyphenyl)ethyl]adamantane-1-carboxamide
—— (5S,7S)-3-bromo-N-[2-(4-hydroxyphenyl)ethyl]adamantane-1-carboxamide —— C19H24BrNO2
(5S,7S)-3-bromo-N-[2-(4-hydroxyphenyl)ethyl]adamantane-1-carboxamide
—— ethyl (2E,5S)-5-(3-chloro-4-hydroxy-5-methoxyphenyl)-2-[(3-methoxy-4-phenylmethoxyphenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C32H29ClN2O7S
ethyl (2E,5S)-5-(3-chloro-4-hydroxy-5-methoxyphenyl)-2-[(3-methoxy-4-phenylmethoxyphenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— ethyl (2E,5R)-5-(3-chloro-4-hydroxy-5-methoxyphenyl)-2-[(3-methoxy-4-phenylmethoxyphenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C32H29ClN2O7S
ethyl (2E,5R)-5-(3-chloro-4-hydroxy-5-methoxyphenyl)-2-[(3-methoxy-4-phenylmethoxyphenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 1-(4-Fluorophenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea —— C14H12FN3O3S
1-(4-Fluorophenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea
—— ethyl (2E,5S)-2-[[2-[2-(benzylamino)-2-oxoethoxy]phenyl]methylidene]-5-(4-hydroxy-3-methoxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C33H31N3O7S
ethyl (2E,5S)-2-[[2-[2-(benzylamino)-2-oxoethoxy]phenyl]methylidene]-5-(4-hydroxy-3-methoxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate