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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
—— 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
—— 2-hydroxy-5-(11-tetrahydropyranyloxyundecyloxy)benzaldehyde 201673-27-0 C23H36O5
2-hydroxy-5-(11-tetrahydropyranyloxyundecyloxy)benzaldehyde
—— p-methylcalix<8>arene 68971-85-7 C64H64O8
p-methylcalix<8>arene
—— p-methylcalix[7]arene 68971-84-6 C56H56O7
p-methylcalix[7]arene
—— 4-(11-tetrahydropyranyloxyundecyloxy)phenol 201673-26-9 C22H36O4
4-(11-tetrahydropyranyloxyundecyloxy)phenol
—— 4-methoxy-2-((1R)-1-{[(1R)-1-phenylethyl]amino}ethyl)phenol 364045-06-7 C17H21NO2
4-methoxy-2-((1R)-1-{[(1R)-1-phenylethyl]amino}ethyl)phenol
—— 2-[(Z)-7-bromo-3-hepten-1,5-diynyl]phenol 449171-85-1 C13H9BrO
2-[(Z)-7-bromo-3-hepten-1,5-diynyl]phenol
—— 2-(5'-fluoro-2'-hydroxyphenyl)-1,3-dithiane 496043-35-7 C10H11FOS2
2-(5'-fluoro-2'-hydroxyphenyl)-1,3-dithiane
—— 4.6-dinitro-3-phenyl-phenol 21419-76-1 C12H8N2O5
4.6-dinitro-3-phenyl-phenol
—— (+)-(7S,8R)-4-hydroxy-3-methoxy-1',2',3',4',5',6',7'-heptanorlign-8'-one 1196997-43-9 C12H16O4
(+)-(7S,8R)-4-hydroxy-3-methoxy-1',2',3',4',5',6',7'-heptanorlign-8'-one
—— N-(2-methoxyethyl)-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide 276702-37-5 C9H11ClN2O6S
N-(2-methoxyethyl)-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide
—— 2-Bromo-6-chloro-4-(3-hydroxypropyl)phenol 1018477-43-4 C9H10BrClO2
2-Bromo-6-chloro-4-(3-hydroxypropyl)phenol
—— 4-amino-benzene-1,2,3-triol 27841-28-7 C6H7NO3
4-amino-benzene-1,2,3-triol
—— triethyl 25,26,27-trihydroxy-2,3,10,11,18,19-hexahomo-3,11,19-trioxacalix[3]arene-7,15,23-tricarboxylate 255711-34-3 C33H36O12
triethyl 25,26,27-trihydroxy-2,3,10,11,18,19-hexahomo-3,11,19-trioxacalix[3]arene-7,15,23-tricarboxylate
—— 2,5-dimethoxy-6-heptadecylphenol 148665-89-8 C25H44O3
2,5-dimethoxy-6-heptadecylphenol
—— 3-Bromo-2-heptadecyl-6-methoxyphenol 148665-86-5 C24H41BrO2
3-Bromo-2-heptadecyl-6-methoxyphenol
—— 2-bromo-6-nitrosophenol 855400-53-2 C6H4BrNO2
2-bromo-6-nitrosophenol
—— 4-bromo-2-nitroso-phenol 39825-14-4 C6H4BrNO2
4-bromo-2-nitroso-phenol
—— 3-hydroxy-4-methoxy-2-(1-methylprop-2-enyl)benzaldehyde 374073-47-9 C12H14O3
3-hydroxy-4-methoxy-2-(1-methylprop-2-enyl)benzaldehyde
—— 2-chloro-4-(2-hydroxyethoxy)phenol 62489-82-1 C8H9ClO3
2-chloro-4-(2-hydroxyethoxy)phenol
—— 5-methyl-2-nitrosophenol 24542-06-1 C7H7NO2
5-methyl-2-nitrosophenol