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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
—— (Z)-3-(3-hydroxy-2-methoxyphenyl)prop-2-enenitrile 1373444-62-2 C10H9NO2
(Z)-3-(3-hydroxy-2-methoxyphenyl)prop-2-enenitrile
—— 6-bromo-3-hydroxy-4-hydroxymethyl-2-methoxy-benzaldehyde 1315341-04-8 C9H9BrO4
6-bromo-3-hydroxy-4-hydroxymethyl-2-methoxy-benzaldehyde
—— 4-allyl-3-hydroxy-2-methoxy-benzaldehyde 106662-51-5 C11H12O3
4-allyl-3-hydroxy-2-methoxy-benzaldehyde
—— 6-bromo-3-hydroxy-2-methoxybenzaldehyde 214123-07-6 C8H7BrO3
6-bromo-3-hydroxy-2-methoxybenzaldehyde
—— 2-Methoxy-6-[[2-(4-methoxyphenyl)ethylamino]methyl]phenol 1019634-28-6 C17H21NO3
2-Methoxy-6-[[2-(4-methoxyphenyl)ethylamino]methyl]phenol
—— 4-methoxy-2-nitrosophenol 39825-04-2 C7H7NO3
4-methoxy-2-nitrosophenol
—— 2-(2-hydroxy-4,6-dimethoxyphenyl)ethanol 106800-35-5 C10H14O4
2-(2-hydroxy-4,6-dimethoxyphenyl)ethanol
—— methyl 4-(2-hydroxy-5-methoxyphenyl)-2-butenoate 96410-49-0 C12H14O4
methyl 4-(2-hydroxy-5-methoxyphenyl)-2-butenoate
—— (2-chloro-4-hydroxy-phenyl)-acetic acid methyl ester 72766-07-5 C9H9ClO3
(2-chloro-4-hydroxy-phenyl)-acetic acid methyl ester
—— 4-methoxy-2,6-bis[(E)-2-methylbut-2-enyl]phenol 603110-54-9 C17H24O2
4-methoxy-2,6-bis[(E)-2-methylbut-2-enyl]phenol
—— 4-methoxy-2-(3-methyl-2-methylene-but-3-enyl)phenol 376362-86-6 C13H16O2
4-methoxy-2-(3-methyl-2-methylene-but-3-enyl)phenol
—— 2-(2-methylbut-2-en-1-yl)-4-methoxyphenol 603110-46-9 C12H16O2
2-(2-methylbut-2-en-1-yl)-4-methoxyphenol
—— 2-methoxy-6-phenethylaminomethyl-phenol 55311-35-8 C16H19NO2
2-methoxy-6-phenethylaminomethyl-phenol
—— 4-methyl-2-[[morpholin-4-ylmethyl-[(1R)-1-phenylethyl]amino]methyl]phenol 569646-46-4 C21H28N2O2
4-methyl-2-[[morpholin-4-ylmethyl-[(1R)-1-phenylethyl]amino]methyl]phenol
—— N-(4-hydroxybenzyl)formamide 86386-69-8 C8H9NO2
N-(4-hydroxybenzyl)formamide
—— 2-(1-hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl)phenol 1374575-83-3 C12H16O2Si
2-(1-hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl)phenol
—— BH(2,2)IAM 288099-66-1 C52H64N12O12
BH(2,2)IAM
—— Methyl 2-bromo-4-hydroxyphenylacetate 154352-91-7 C9H9BrO3
Methyl 2-bromo-4-hydroxyphenylacetate
—— 2-(1-(4-hydroxyphenyl)-3-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-5-yl)acetonitrile 1610369-92-0 C12H10F3N3O
2-(1-(4-hydroxyphenyl)-3-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-5-yl)acetonitrile
—— ethyl 5-(cyanomethyl)-1-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-3-carboxylate 1610369-69-1 C14H15N3O3
ethyl 5-(cyanomethyl)-1-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-3-carboxylate
—— 1-{4-(4-hydroxyphenyl)butyl}-L-arabinoiminofuranose 1618658-06-2 C15H23NO4
1-{4-(4-hydroxyphenyl)butyl}-L-arabinoiminofuranose
—— methyl 2-(3,5-difluoro-4-hydroxyphenyl)acetate 1259023-36-3 C9H8F2O3
methyl 2-(3,5-difluoro-4-hydroxyphenyl)acetate
—— tert-butyl 2-hydroxy-1-(4-hydroxy-2-methylphenyl)ethylcarbamate 1147391-58-9 C14H21NO4
tert-butyl 2-hydroxy-1-(4-hydroxy-2-methylphenyl)ethylcarbamate
—— tert-butyl 2-hydroxy-1-(4-hydroxy-3-methylphenyl)ethylcarbamate 1147391-48-7 C14H21NO4
tert-butyl 2-hydroxy-1-(4-hydroxy-3-methylphenyl)ethylcarbamate
—— 2-[(Z)-(2-hydroxyphenyl)methylidene]-N,N-bis(phenylmethyl)hydrazine-1-carbothioamide 1310677-62-3 C22H21N3OS
2-[(Z)-(2-hydroxyphenyl)methylidene]-N,N-bis(phenylmethyl)hydrazine-1-carbothioamide
—— 2-[(Z)-1-(4-hydroxyphenyl)ethylidene]-N,N-bis(phenylmethyl)hydrazine-1-carbothioamide 1310677-66-7 C23H23N3OS
2-[(Z)-1-(4-hydroxyphenyl)ethylidene]-N,N-bis(phenylmethyl)hydrazine-1-carbothioamide
—— 4-[Bis(2-hydroxyethyl)amino]-2-methylphenol 156079-11-7 C11H17NO3
4-[Bis(2-hydroxyethyl)amino]-2-methylphenol
—— 3-methyl-4-<bis(2-hydroxyethyl)amino>phenol 156079-08-2 C11H17NO3
3-methyl-4-<bis(2-hydroxyethyl)amino>phenol
—— 2-(3-chloro-4-methoxyphenyl)ethanol 52516-53-7 C9H11ClO2
2-(3-chloro-4-methoxyphenyl)ethanol
—— methyl 2-fluoro-3-(4-hydroxy-3,5-dibromophenyl)propanoate 865624-12-0 C10H9Br2FO3
methyl 2-fluoro-3-(4-hydroxy-3,5-dibromophenyl)propanoate
—— 2-<3-Methyl-5-tert.-butyl-4-hydroxy-phenyl>-aethylalkohol 14765-38-9 C13H20O2
2-<3-Methyl-5-tert.-butyl-4-hydroxy-phenyl>-aethylalkohol
—— 2-methoxy-6-hydroxybenzylamine hydrochloride 820973-51-1 C8H11NO2*ClH
2-methoxy-6-hydroxybenzylamine hydrochloride
—— 4-Methoxy-2,5-bis(methoxymethoxy)phenol 174228-72-9 C11H16O6
4-Methoxy-2,5-bis(methoxymethoxy)phenol
—— ethyl 2-(4,6-bis(4-(trifluoromethoxy)phenethoxy)pyrimidin-2-ylthio)hexanoate 1231733-97-3 C30H32F6N2O6S
ethyl 2-(4,6-bis(4-(trifluoromethoxy)phenethoxy)pyrimidin-2-ylthio)hexanoate
—— 2-(2-hydroxy-4-methylphenyl)ethanol 13605-20-4 C9H12O2
2-(2-hydroxy-4-methylphenyl)ethanol
—— 3-(2-Hydroxyphenyl)-2-(2-hydroxyphenylimino)-4-thiazolidinon 51964-17-1 C15H12N2O3S
3-(2-Hydroxyphenyl)-2-(2-hydroxyphenylimino)-4-thiazolidinon
—— 5-benzylidene-3-(4-hydroxy-phenyl)-2-(4-hydroxy-phenylimino)-thiazolidin-4-one 25745-18-0 C22H16N2O3S
5-benzylidene-3-(4-hydroxy-phenyl)-2-(4-hydroxy-phenylimino)-thiazolidin-4-one
—— N-(2-hydroxyethyl)-2-hydroxy-5-nitroaniline 74032-78-3 C8H10N2O4
N-(2-hydroxyethyl)-2-hydroxy-5-nitroaniline
—— 3-Nitro-salicylsaeure-hexylamid 92034-32-7 C13H18N2O4
3-Nitro-salicylsaeure-hexylamid
—— 3-Nitro-salicylsaeure-octylamid 92700-86-2 C15H22N2O4
3-Nitro-salicylsaeure-octylamid
—— (4-hydroxybenzyl)glyoxal 10589-27-2 C9H8O3
(4-hydroxybenzyl)glyoxal
—— 5-[2-(2-chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1,3-dimethyl-1H-pyridin-2-one 1246383-07-2 C17H17ClF3NO3
5-[2-(2-chloro-4-hydroxy-phenyl)-1-hydroxy-1-trifluoromethyl-propyl]-1,3-dimethyl-1H-pyridin-2-one
—— 2-butyl-5,6-dimethyl-3-(triisopropylsiloxy)phenol 866006-63-5 C21H38O2Si
2-butyl-5,6-dimethyl-3-(triisopropylsiloxy)phenol
—— 5-(4-hydroxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-one 173192-07-9 C11H12O4
5-(4-hydroxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-one
—— tert-butyl 1-(4-hydroxyphenyl)ethylcarbamate 763932-69-0 C13H19NO3
tert-butyl 1-(4-hydroxyphenyl)ethylcarbamate
—— (2S)-N-(2-amino-4-hydroxy-5-methoxybenzoyl)pyrrolidine-2-carbaldehyde diethyl thioacetal 140647-03-6 C17H26N2O3S2
(2S)-N-(2-amino-4-hydroxy-5-methoxybenzoyl)pyrrolidine-2-carbaldehyde diethyl thioacetal
—— (+/-)-6-hydroxyshogaol 143114-93-6 C17H24O4
(+/-)-6-hydroxyshogaol
—— 2'-hydroxy-4',6'-dimethoxyacrylophenone 74736-93-9 C11H12O4
2'-hydroxy-4',6'-dimethoxyacrylophenone
—— N-(3-hydroxypropyl)-3,4-dihydroxy-5-nitrobenzamide 116314-83-1 C10H12N2O6
N-(3-hydroxypropyl)-3,4-dihydroxy-5-nitrobenzamide
—— (R)-4-amino-6-(3-fluoro-4-hydroxyphenyl)-8-methyl-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one 1338327-40-4 C14H13FN4O3
(R)-4-amino-6-(3-fluoro-4-hydroxyphenyl)-8-methyl-7,8-dihydropyrimido[5,4-f][1,4]oxazepin-5(6H)-one