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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-Ethoxycarbonyl-6-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-5-methoxy-2,3-dihydro-3-indenessigsaeureethylester 53669-39-9 C24H28O8
2-Ethoxycarbonyl-6-hydroxy-1-(4-hydroxy-3-methoxyphenyl)-5-methoxy-2,3-dihydro-3-indenessigsaeureethylester
—— 2-Amino-3,5-dimethoxyphenol 140112-98-7 C8H11NO3
2-Amino-3,5-dimethoxyphenol
—— 2,6-Dioctyl-p-cresol 23271-28-5 C23H40O
2,6-Dioctyl-p-cresol
—— 4-(4-Methoxybutyl)phenol 93205-92-6 C11H16O2
4-(4-Methoxybutyl)phenol
—— 2-(aminomethyl)-4-(1,1-dimethylethyl)-3-methoxyphenol hydrochloride 63712-16-3 C12H19NO2*ClH
2-(aminomethyl)-4-(1,1-dimethylethyl)-3-methoxyphenol hydrochloride
—— 2-hydroxy-3,5-dichloro-4,6-dimethoxyphenylmethanesulfamic acid 71176-78-8 C9H11Cl2NO6S
2-hydroxy-3,5-dichloro-4,6-dimethoxyphenylmethanesulfamic acid
—— 1-(3,4-Dihydroxy-phenoxy)-3-isoproylamino-2-propanol-hydrochlorid 27688-93-3 C12H19NO4*ClH
1-(3,4-Dihydroxy-phenoxy)-3-isoproylamino-2-propanol-hydrochlorid
—— DesacetylMetipranololHydrochloride 22664-59-1 C15H26ClNO3
DesacetylMetipranololHydrochloride
—— 4-(5-propyltetrahydropyran-2-yl)phenol 879544-24-8 C14H20O2
4-(5-propyltetrahydropyran-2-yl)phenol
—— 3-(Cyclohexa-2,4-dien-1-YL)-1-(2,4,6-trihydroxyphenyl)prop-2-EN-1-one 1088-08-0 C15H14O4
3-(Cyclohexa-2,4-dien-1-YL)-1-(2,4,6-trihydroxyphenyl)prop-2-EN-1-one
—— N-(2-hydroxy-4-methoxyphenyl)malonamic acid 211111-53-4 C10H11NO5
N-(2-hydroxy-4-methoxyphenyl)malonamic acid
—— 4-(1-Amino-3-methylbutyl)phenol 645391-83-9 C11H17NO
4-(1-Amino-3-methylbutyl)phenol
—— Ethyl 2-[2-(4-hydroxy-3-methylphenyl)cyclopropyl]acetate 381226-65-9 C14H18O3
Ethyl 2-[2-(4-hydroxy-3-methylphenyl)cyclopropyl]acetate
—— 3,5-Dimethoxy-4-hydroxyphenyl glyoxal 199669-11-9 C10H10O5
3,5-Dimethoxy-4-hydroxyphenyl glyoxal
—— 6-nitro-2-aminophenol-4-phosphonic acid 61519-38-8 C6H7N2O6P
6-nitro-2-aminophenol-4-phosphonic acid
—— 2,4,6-Tris(dimethylamino)-3-methylphenol 921612-83-1 C13H23N3O
2,4,6-Tris(dimethylamino)-3-methylphenol
—— 5-(1-Methyl-heptyl)-resorcin 27871-95-0 C14H22O2
5-(1-Methyl-heptyl)-resorcin
—— 2-(Aminomethyl)benzene-1,4-diol hydrochloride 943752-17-8 C7H9NO2*ClH
2-(Aminomethyl)benzene-1,4-diol hydrochloride
—— 2-Methoxy-4-prop-2-enylphenol;prop-1-enylbenzene —— C19H22O2
2-Methoxy-4-prop-2-enylphenol;prop-1-enylbenzene
—— 1,2-Benzenediol, 4-((1S)-2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)- 46719-52-2 C12H19NO3
1,2-Benzenediol, 4-((1S)-2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)-
—— 2-(3-bromoanilino)-4-(3-hydroxy-4-methylanilino)pyrimidine hydrochloride 1174166-60-9 C17H15BrN4O*ClH
2-(3-bromoanilino)-4-(3-hydroxy-4-methylanilino)pyrimidine hydrochloride
—— 3-Bromo-6-methoxy-4-methylbenzene-1,2-diol 1039105-23-1 C8H9BrO3
3-Bromo-6-methoxy-4-methylbenzene-1,2-diol
—— 5-Bromo-3-chloro-2-methoxy-6-(methoxymethoxy)-4-methylphenol 1039105-25-3 C10H12BrClO4
5-Bromo-3-chloro-2-methoxy-6-(methoxymethoxy)-4-methylphenol
—— 3-Bromo-5-chloro-6-methoxy-4-methylbenzene-1,2-diol 1039105-24-2 C8H8BrClO3
3-Bromo-5-chloro-6-methoxy-4-methylbenzene-1,2-diol
—— 2-Bromo-4-chloro-5-methoxy-6-(methoxymethoxy)-3-methylphenol 1039105-22-0 C10H12BrClO4
2-Bromo-4-chloro-5-methoxy-6-(methoxymethoxy)-3-methylphenol
—— (8aR)-(-)-albaconol 1036958-32-3 C22H34O3
(8aR)-(-)-albaconol
—— 5-benzyl-3-[2-(4-hydroxy-phenyl)-ethyl]-4,5-dihydro-isoxazole 1036384-92-5 C18H19NO2
5-benzyl-3-[2-(4-hydroxy-phenyl)-ethyl]-4,5-dihydro-isoxazole
—— tert-butyl N-[(1S)-1-(4-hydroxyphenyl)-2-(oxan-2-yloxy)ethyl]carbamate 1038618-10-8 C18H27NO5
tert-butyl N-[(1S)-1-(4-hydroxyphenyl)-2-(oxan-2-yloxy)ethyl]carbamate
—— 4-(3-ethylthiophen-2-yl)benzene-1,2-diol 1067911-46-9 C12H12O2S
4-(3-ethylthiophen-2-yl)benzene-1,2-diol
—— 2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(10-hydroxy-10-oxo-5H-phenophosphazinin-2-yl)-1,3-thiazolidin-4-one 1146702-30-8 C23H21N2O6PS
2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(10-hydroxy-10-oxo-5H-phenophosphazinin-2-yl)-1,3-thiazolidin-4-one
—— 2-(4-hydroxy-3-methoxyphenyl)-3-(10-hydroxy-10-oxo-5H-phenophosphazinin-2-yl)-1,3-thiazolidin-4-one 1146702-28-4 C22H19N2O5PS
2-(4-hydroxy-3-methoxyphenyl)-3-(10-hydroxy-10-oxo-5H-phenophosphazinin-2-yl)-1,3-thiazolidin-4-one
—— 4-Chloro-2-[4-(2-hydroxyphenyl)but-1-ynyl]phenol 1033366-30-1 C16H13ClO2
4-Chloro-2-[4-(2-hydroxyphenyl)but-1-ynyl]phenol
—— 2-[3-[3-[4-[Bis[3-[bis[3-[(2-hydroxyphenyl)methylideneamino]propyl]amino]propyl]amino]butyl-[3-[bis[3-[(2-hydroxyphenyl)methylideneamino]propyl]amino]propyl]amino]propyl-[3-[(2-hydroxyphenyl)methylideneamino]propyl]amino]propyliminomethyl]phenol 905565-05-1 C96H128N14O8
2-[3-[3-[4-[Bis[3-[bis[3-[(2-hydroxyphenyl)methylideneamino]propyl]amino]propyl]amino]butyl-[3-[bis[3-[(2-hydroxyphenyl)methylideneamino]propyl]amino]propyl]amino]propyl-[3-[(2-hydroxyphenyl)methylideneamino]propyl]amino]propyliminomethyl]phenol
—— 3-methoxyphenyl-E-(3-hydroxy-5-methoxy)-styryl ether 960069-05-0 C16H16O4
3-methoxyphenyl-E-(3-hydroxy-5-methoxy)-styryl ether
—— 3-methoxy-5-[(E)-2-phenylsulfanylethenyl]phenol 960069-07-2 C15H14O2S
3-methoxy-5-[(E)-2-phenylsulfanylethenyl]phenol
—— 4-methylphenyl-E-(3-hydroxy-5-methoxy)-styryl ether 960069-04-9 C16H16O3
4-methylphenyl-E-(3-hydroxy-5-methoxy)-styryl ether
—— 2-(2-chloroethyl)-3,5-dimethylphenol 1020666-96-9 C10H13ClO
2-(2-chloroethyl)-3,5-dimethylphenol
—— 4-Thiazolidinone, 3-(((4-chlorophenyl)amino)methyl)-5-((4-hydroxy-3-methoxyphenyl)methylene)-2-thioxo- 89752-57-8 C18H15ClN2O3S2
4-Thiazolidinone, 3-(((4-chlorophenyl)amino)methyl)-5-((4-hydroxy-3-methoxyphenyl)methylene)-2-thioxo-
—— 2,4-Dihydroxyamino-6-nitrotoluene 185376-54-9 C7H8N2O4
2,4-Dihydroxyamino-6-nitrotoluene
—— Undecanamide, 10-bromo-N-vanillyl- 102612-98-6 C19H30BrNO3
Undecanamide, 10-bromo-N-vanillyl-
—— 1H-Pyrrole-3-carboxamide, 2,5-dihydro-N-(3-(((2-hydroxy-3-methoxyphenyl)methyl)amino)propyl)-2,2,5,5-tetramethyl-, dihydrochloride 102132-03-6 C20H33Cl2N3O3
1H-Pyrrole-3-carboxamide, 2,5-dihydro-N-(3-(((2-hydroxy-3-methoxyphenyl)methyl)amino)propyl)-2,2,5,5-tetramethyl-, dihydrochloride
—— 2,2,5,5-Tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid [3-(4-hydroxy-3-methoxy-benzylamino)-propyl]-amide 102131-76-0 C20H31N3O3
2,2,5,5-Tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid [3-(4-hydroxy-3-methoxy-benzylamino)-propyl]-amide
—— 2,2,5,5-Tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid [3-(2-hydroxy-3-methoxy-benzylamino)-propyl]-amide 102131-75-9 C20H31N3O3
2,2,5,5-Tetramethyl-2,5-dihydro-1H-pyrrole-3-carboxylic acid [3-(2-hydroxy-3-methoxy-benzylamino)-propyl]-amide
—— 1H-Pyrrole-3-carboxamide, 2,5-dihydro-N-(3-(((4-hydroxy-3-methoxyphenyl)methyl)amino)propyl)-2,2,5,5-tetramethyl-, dihydrochloride 102132-04-7 C20H33Cl2N3O3
1H-Pyrrole-3-carboxamide, 2,5-dihydro-N-(3-(((4-hydroxy-3-methoxyphenyl)methyl)amino)propyl)-2,2,5,5-tetramethyl-, dihydrochloride
—— 1,3-Propanediamine, N,N-bis(2-chloroethyl)-N',N'-dibenzyl-, dipicrate 102612-73-7 C33H34Cl2N8O14
1,3-Propanediamine, N,N-bis(2-chloroethyl)-N',N'-dibenzyl-, dipicrate
—— Pyridine, 2-(2-(N-(3-(dimethylamino)propyl)anilino)ethyl)-5-ethyl-, dipicrate 97155-42-5 C32H35N9O14
Pyridine, 2-(2-(N-(3-(dimethylamino)propyl)anilino)ethyl)-5-ethyl-, dipicrate
—— Pyridine, 4-(2-(m-chloro-N-(3-(dimethylamino)propyl)anilino)ethyl)-, dipicrate 97191-93-0 C30H30ClN9O14
Pyridine, 4-(2-(m-chloro-N-(3-(dimethylamino)propyl)anilino)ethyl)-, dipicrate
—— Pyridine, 4-(2-(p-chloro-N-(2-(dimethylamino)ethyl)anilino)ethyl)-, dipicrate 96269-86-2 C29H28ClN9O14
Pyridine, 4-(2-(p-chloro-N-(2-(dimethylamino)ethyl)anilino)ethyl)-, dipicrate
—— 1,3-Propanediamine, N,N-bis(2-chloroethyl)-N',N'-dibenzyl-, N,N'-dioxide, dipicrate 102612-72-6 C33H34Cl2N8O16
1,3-Propanediamine, N,N-bis(2-chloroethyl)-N',N'-dibenzyl-, N,N'-dioxide, dipicrate
—— 4-Morpholinepropionic acid, alpha-di-2-thienylmethylene-, ethyl ester, picrate 102748-61-8 C24H24N4O10S2
4-Morpholinepropionic acid, alpha-di-2-thienylmethylene-, ethyl ester, picrate