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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
—— 2-(4-ethoxyphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C18H20N2O5
2-(4-ethoxyphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 5-methoxy-2-[[[(2R)-1-methoxypropan-2-yl]amino]methyl]phenol —— C12H19NO3
5-methoxy-2-[[[(2R)-1-methoxypropan-2-yl]amino]methyl]phenol
—— 5-methoxy-2-[[[(1S,2S)-2-methylcyclohexyl]amino]methyl]phenol —— C15H23NO2
5-methoxy-2-[[[(1S,2S)-2-methylcyclohexyl]amino]methyl]phenol
—— 2-[[[(2R)-butan-2-yl]amino]methyl]-5-methoxyphenol —— C12H19NO2
2-[[[(2R)-butan-2-yl]amino]methyl]-5-methoxyphenol
—— 2-[[[(3R)-1-azabicyclo[2.2.2]octan-3-yl]amino]methyl]-5-methoxyphenol —— C15H22N2O2
2-[[[(3R)-1-azabicyclo[2.2.2]octan-3-yl]amino]methyl]-5-methoxyphenol
—— 5-methoxy-2-[[[(1S,3R)-3-methylcyclohexyl]amino]methyl]phenol —— C15H23NO2
5-methoxy-2-[[[(1S,3R)-3-methylcyclohexyl]amino]methyl]phenol
—— 5-methoxy-2-[[[(2R)-oxolan-2-yl]methylamino]methyl]phenol —— C13H19NO3
5-methoxy-2-[[[(2R)-oxolan-2-yl]methylamino]methyl]phenol
—— 2-[[[(2S)-2-hydroxypropyl]amino]methyl]-5-methoxyphenol —— C11H17NO3
2-[[[(2S)-2-hydroxypropyl]amino]methyl]-5-methoxyphenol
—— 5-methoxy-2-[[[(2S)-oxolan-2-yl]methylamino]methyl]phenol —— C13H19NO3
5-methoxy-2-[[[(2S)-oxolan-2-yl]methylamino]methyl]phenol
—— 5-methoxy-2-[[[(1R,2R)-2-methylcyclohexyl]amino]methyl]phenol —— C15H23NO2
5-methoxy-2-[[[(1R,2R)-2-methylcyclohexyl]amino]methyl]phenol
—— 2-[[[(2R)-2-ethylhexyl]amino]methyl]-5-methoxyphenol —— C16H27NO2
2-[[[(2R)-2-ethylhexyl]amino]methyl]-5-methoxyphenol
—— 5-methoxy-2-[[[(1R,2S)-2-methylcyclohexyl]amino]methyl]phenol —— C15H23NO2
5-methoxy-2-[[[(1R,2S)-2-methylcyclohexyl]amino]methyl]phenol
—— 2-[[[(2R)-1-hydroxypropan-2-yl]amino]methyl]-5-methoxyphenol —— C11H17NO3
2-[[[(2R)-1-hydroxypropan-2-yl]amino]methyl]-5-methoxyphenol
—— 2-[[[(2R)-2-hydroxypropyl]amino]methyl]-5-methoxyphenol —— C11H17NO3
2-[[[(2R)-2-hydroxypropyl]amino]methyl]-5-methoxyphenol
—— 5-methoxy-2-[[[(1S,3S)-3-methylcyclohexyl]amino]methyl]phenol —— C15H23NO2
5-methoxy-2-[[[(1S,3S)-3-methylcyclohexyl]amino]methyl]phenol
—— 5-methoxy-2-[[[(1R,3R)-3-methylcyclohexyl]amino]methyl]phenol —— C15H23NO2
5-methoxy-2-[[[(1R,3R)-3-methylcyclohexyl]amino]methyl]phenol
—— 2-[[[(3S)-1-azabicyclo[2.2.2]octan-3-yl]amino]methyl]-5-methoxyphenol —— C15H22N2O2
2-[[[(3S)-1-azabicyclo[2.2.2]octan-3-yl]amino]methyl]-5-methoxyphenol
—— 2-[[[(2S)-1-hydroxypropan-2-yl]amino]methyl]-5-methoxyphenol —— C11H17NO3
2-[[[(2S)-1-hydroxypropan-2-yl]amino]methyl]-5-methoxyphenol
—— 5-methoxy-2-[[[(1S,2R)-2-methylcyclohexyl]amino]methyl]phenol —— C15H23NO2
5-methoxy-2-[[[(1S,2R)-2-methylcyclohexyl]amino]methyl]phenol
—— 5-methoxy-2-[[[(2S)-1-methoxypropan-2-yl]amino]methyl]phenol —— C12H19NO3
5-methoxy-2-[[[(2S)-1-methoxypropan-2-yl]amino]methyl]phenol
—— 2-[[[(2S)-butan-2-yl]amino]methyl]-5-methoxyphenol —— C12H19NO2
2-[[[(2S)-butan-2-yl]amino]methyl]-5-methoxyphenol
—— 2-[[[(2S)-2-ethylhexyl]amino]methyl]-5-methoxyphenol —— C16H27NO2
2-[[[(2S)-2-ethylhexyl]amino]methyl]-5-methoxyphenol
—— 5-methoxy-2-[[[(1R,3S)-3-methylcyclohexyl]amino]methyl]phenol —— C15H23NO2
5-methoxy-2-[[[(1R,3S)-3-methylcyclohexyl]amino]methyl]phenol
—— 2-[[[(2R)-1-hydroxybutan-2-yl]amino]methyl]-5-methoxyphenol —— C12H19NO3
2-[[[(2R)-1-hydroxybutan-2-yl]amino]methyl]-5-methoxyphenol
—— 2-[[[(2S)-1-hydroxybutan-2-yl]amino]methyl]-5-methoxyphenol —— C12H19NO3
2-[[[(2S)-1-hydroxybutan-2-yl]amino]methyl]-5-methoxyphenol
—— 2-Iodo-6-methoxy-4-[2-[4-(4-methylphenyl)-1,3-thiazol-2-yl]ethenyl]phenol —— C19H16INO2S
2-Iodo-6-methoxy-4-[2-[4-(4-methylphenyl)-1,3-thiazol-2-yl]ethenyl]phenol
—— 2-(3-ethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C18H20N2O4
2-(3-ethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(4-propylphenoxy)acetamide —— C19H22N2O4
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(4-propylphenoxy)acetamide
—— 2-(2-ethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C18H20N2O4
2-(2-ethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(3-propan-2-ylphenoxy)acetamide —— C19H22N2O4
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(3-propan-2-ylphenoxy)acetamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2,3,5-trimethylphenoxy)acetamide —— C19H22N2O4
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2,3,5-trimethylphenoxy)acetamide
—— ethyl (7R)-2-(4-chlorophenyl)-7-(4-hydroxy-3-nitrophenyl)-5-methyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate —— C21H18ClN5O5
ethyl (7R)-2-(4-chlorophenyl)-7-(4-hydroxy-3-nitrophenyl)-5-methyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate
—— ethyl (7S)-2-(4-chlorophenyl)-7-(4-hydroxy-3-nitrophenyl)-5-methyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate —— C21H18ClN5O5
ethyl (7S)-2-(4-chlorophenyl)-7-(4-hydroxy-3-nitrophenyl)-5-methyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate
—— ethyl (7S)-2-(4-chlorophenyl)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate —— C22H21ClN4O4
ethyl (7S)-2-(4-chlorophenyl)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate
—— ethyl (7R)-2-(4-chlorophenyl)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate —— C22H21ClN4O4
ethyl (7R)-2-(4-chlorophenyl)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate
—— 2,6-Dimethyl-4-[2-[4-(4-methylphenyl)-1,3-thiazol-2-yl]ethenyl]phenol —— C20H19NOS
2,6-Dimethyl-4-[2-[4-(4-methylphenyl)-1,3-thiazol-2-yl]ethenyl]phenol
—— (5Z)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-3-[(3-nitro-4-oxocyclohexa-2,5-dien-1-ylidene)methylamino]-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H10N4O7S2
(5Z)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-3-[(3-nitro-4-oxocyclohexa-2,5-dien-1-ylidene)methylamino]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2S)-2-chloro-N-[2-(4-hydroxyphenyl)ethyl]propanamide —— C11H14ClNO2
(2S)-2-chloro-N-[2-(4-hydroxyphenyl)ethyl]propanamide
—— (2R)-2-chloro-N-[2-(4-hydroxyphenyl)ethyl]propanamide —— C11H14ClNO2
(2R)-2-chloro-N-[2-(4-hydroxyphenyl)ethyl]propanamide
—— (2R)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)propanoic acid —— C10H12O5
(2R)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)propanoic acid
—— (2S)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)propanoic acid —— C10H12O5
(2S)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)propanoic acid
—— (2S)-2-hydroxy-2-(4-hydroxy-3,5-dimethylphenyl)acetic acid —— C10H12O4
(2S)-2-hydroxy-2-(4-hydroxy-3,5-dimethylphenyl)acetic acid
—— (2R)-2-hydroxy-4-(4-hydroxyphenyl)-2-methylbutanoic acid —— C11H14O4
(2R)-2-hydroxy-4-(4-hydroxyphenyl)-2-methylbutanoic acid
—— (2S)-2-hydroxy-2-(3-hydroxyphenyl)propanoic acid —— C9H10O4
(2S)-2-hydroxy-2-(3-hydroxyphenyl)propanoic acid
—— [Amino-(4-hydroxyphenyl)methyl]-(2-phenylethyl)phosphinic acid —— C15H18NO3P
[Amino-(4-hydroxyphenyl)methyl]-(2-phenylethyl)phosphinic acid
—— N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-methyl-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxamide —— C18H20N2O3S
N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-methyl-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxamide
—— [Amino-(5-chloro-2-hydroxy-3-nitrophenyl)methyl]phosphonic acid —— C7H8ClN2O6P
[Amino-(5-chloro-2-hydroxy-3-nitrophenyl)methyl]phosphonic acid
—— 4-[2-[Bis[[2-(trifluoromethyl)phenyl]methyl]amino]ethyl]benzene-1,2-diol —— C24H21F6NO2
4-[2-[Bis[[2-(trifluoromethyl)phenyl]methyl]amino]ethyl]benzene-1,2-diol
—— ethyl 2-[(5-bromo-2-hydroxy-3-methoxyphenyl)methylidene]-7-methyl-3-oxo-5-(2-propan-2-yloxyphenyl)-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C27H27BrN2O6S
ethyl 2-[(5-bromo-2-hydroxy-3-methoxyphenyl)methylidene]-7-methyl-3-oxo-5-(2-propan-2-yloxyphenyl)-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 1-ethyl-3-[(R)-(1-ethyl-4-hydroxy-2-methyl-6-oxopyridin-3-yl)-(4-hydroxy-3-methoxyphenyl)methyl]-4-hydroxy-6-methylpyridin-2-one —— C24H28N2O6
1-ethyl-3-[(R)-(1-ethyl-4-hydroxy-2-methyl-6-oxopyridin-3-yl)-(4-hydroxy-3-methoxyphenyl)methyl]-4-hydroxy-6-methylpyridin-2-one