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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
—— [(R)-2-hydroxy-1-(4-hydroxy-2-methoxy-phenyl)ethyl]carbamic acid benzyl ester 1286280-67-8 C17H19NO5
[(R)-2-hydroxy-1-(4-hydroxy-2-methoxy-phenyl)ethyl]carbamic acid benzyl ester
—— Acetic acid;4-bromo-3-methylphenol 22012-59-5 C9H11BrO3
Acetic acid;4-bromo-3-methylphenol
—— 2-methylene-5-(4-hydroxy-3-methoxybenzylidene)cyclopentanone 1048972-29-7 C14H14O3
2-methylene-5-(4-hydroxy-3-methoxybenzylidene)cyclopentanone
—— 3-(2-fluoro-4-hydroxy-phenyl)-hex-4-ynoic acid methyl ester 1292290-98-2 C13H13FO3
3-(2-fluoro-4-hydroxy-phenyl)-hex-4-ynoic acid methyl ester
—— 4-(3-fluoro-5-hydroxy-phenyl)-tetrahydro-pyran-4-carboxylic acid methyl ester 944924-88-3 C13H15FO4
4-(3-fluoro-5-hydroxy-phenyl)-tetrahydro-pyran-4-carboxylic acid methyl ester
—— N-Cyclohexyl-N-[2-(3hydroxy-phenyl)-ethyl]-acrylamide 946136-83-0 C17H23NO2
N-Cyclohexyl-N-[2-(3hydroxy-phenyl)-ethyl]-acrylamide
—— Acetic acid;4-prop-2-enylbenzene-1,2-diol 106143-06-0 C11H14O4
Acetic acid;4-prop-2-enylbenzene-1,2-diol
—— 3-[2-(4-benzyloxy-3-bromophenyl)ethoxy]propionic acid tert-butyl ester 1295646-05-7 C22H27BrO4
3-[2-(4-benzyloxy-3-bromophenyl)ethoxy]propionic acid tert-butyl ester
—— 4-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-fluoro-phenol 832754-56-0 C14H23FO2Si
4-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-fluoro-phenol
—— 2-fluoro-4-(2-methanesulfonyl-ethyl)-phenol 832754-54-8 C9H11FO3S
2-fluoro-4-(2-methanesulfonyl-ethyl)-phenol
—— 2-fluoro-4-(2-isopropoxy-ethoxy)-phenol 832754-82-2 C11H15FO3
2-fluoro-4-(2-isopropoxy-ethoxy)-phenol
—— 2-chloro-4-hydroxy-3-methylbenzonitrile 862112-34-3 C8H6ClNO
2-chloro-4-hydroxy-3-methylbenzonitrile
—— 3-aminomethyl-pyrocatechol; hydrochloride 1194-90-7 C7H9NO2*ClH
3-aminomethyl-pyrocatechol; hydrochloride
—— 4-(3-methyl-4,4-dioxido-1,4-benzoxathiin-2-yl)phenol 935858-99-4 C15H12O4S
4-(3-methyl-4,4-dioxido-1,4-benzoxathiin-2-yl)phenol
—— (R)-4-(1-aminoethyl)-5-chloro-2-methoxyphenol hydrochloride 1021491-13-3 C9H12ClNO2*ClH
(R)-4-(1-aminoethyl)-5-chloro-2-methoxyphenol hydrochloride
—— (R)-4-(1-aminoethyl)-2-methoxyphenol hydrochloride 1021491-09-7 C9H13NO2*ClH
(R)-4-(1-aminoethyl)-2-methoxyphenol hydrochloride
—— 2-mercapto-3-methoxyphenol 935859-28-2 C7H8O2S
2-mercapto-3-methoxyphenol
—— Phosphoric acid--2,3-dinonylphenol (1/1) 90250-01-4 C24H45O5P
Phosphoric acid--2,3-dinonylphenol (1/1)
—— 4-(benzyloxy)-2-isopropoxyphenol 1220703-38-7 C16H18O3
4-(benzyloxy)-2-isopropoxyphenol
—— dibenzyl 2-(4-hydroxy-3-methoxyphenoxy)ethyl phosphate 1220703-11-6 C23H25O7P
dibenzyl 2-(4-hydroxy-3-methoxyphenoxy)ethyl phosphate
—— dibenzyl 2-(4-hydroxyphenyl)ethyl phosphate 1220703-08-1 C22H23O5P
dibenzyl 2-(4-hydroxyphenyl)ethyl phosphate
—— 5-(Pentadec-1-EN-1-YL)benzene-1,3-diol 91549-16-5 C21H34O2
5-(Pentadec-1-EN-1-YL)benzene-1,3-diol
—— Phenol--1H-pyrazole (1/1) 835653-14-0 C9H10N2O
Phenol--1H-pyrazole (1/1)
—— 2-methoxy-6-(methylthio)phenol 38377-31-0 C8H10O2S
2-methoxy-6-(methylthio)phenol
—— 2-[4-(Benzyloxy)phenyl]ethyl hexanoate 794564-01-5 C21H26O3
2-[4-(Benzyloxy)phenyl]ethyl hexanoate
—— 2-(cyanomethyl)-5-(4'-hydroxyphenethyl)tetrahydrofuran 878662-95-4 C14H17NO2
2-(cyanomethyl)-5-(4'-hydroxyphenethyl)tetrahydrofuran
—— 4-(2-chloroethyl)-3-fluorophenol 821765-66-6 C8H8ClFO
4-(2-chloroethyl)-3-fluorophenol
—— 2-Octylsulfanylbenzene-1,4-diol 100964-23-6 C14H22O2S
2-Octylsulfanylbenzene-1,4-diol
—— 2,p-benzenediol sodium 6025-45-2 C6H6O2*Na
2,p-benzenediol sodium
—— 4-(1-Cyclohexen-1-yl)-1,2-benzenediol 146780-27-0 C12H14O2
4-(1-Cyclohexen-1-yl)-1,2-benzenediol
—— 4-{[(4-Methylphenyl)methyl]sulfanyl}benzene-1,3-diol 139625-65-3 C14H14O2S
4-{[(4-Methylphenyl)methyl]sulfanyl}benzene-1,3-diol
—— 4-(2-(allyloxy)ethyl)-1,2-dimethoxybenzene 1616561-63-7 C13H18O3
4-(2-(allyloxy)ethyl)-1,2-dimethoxybenzene
—— Propanoic acid--benzene-1,2-diol (1/1) 592543-84-5 C9H12O4
Propanoic acid--benzene-1,2-diol (1/1)
—— 2-Allyl-3-methyl-benzene-1,4-diol 79950-51-9 C10H12O2
2-Allyl-3-methyl-benzene-1,4-diol
—— 3-Iodo-2,6-dimethylphenol 90932-63-1 C8H9IO
3-Iodo-2,6-dimethylphenol
—— Phenol;tetrahydrate 180725-12-6 C6H14O5
Phenol;tetrahydrate
—— 2-prenylorcinol 38106-50-2 C12H16O2
2-prenylorcinol
—— 3-Nitrosalicoylmethylamide 2937-85-1 C8H8N2O4
3-Nitrosalicoylmethylamide
—— 1-Ethyl-3-(4-hydroxyphenyl)-5-phenyl-7-(trifluoromethyl)-1,3,5-benzotriazepine-2,4-dione 1329989-62-9 C23H18F3N3O3
1-Ethyl-3-(4-hydroxyphenyl)-5-phenyl-7-(trifluoromethyl)-1,3,5-benzotriazepine-2,4-dione
—— N-[(3-Hydroxy-4-methoxyphenyl)methyl]urea 921766-20-3 C9H12N2O3
N-[(3-Hydroxy-4-methoxyphenyl)methyl]urea
—— 1-(3-Hydroxy-4-methylphenyl)cyclobutane-1-carboxylic acid 1314765-39-3 C12H14O3
1-(3-Hydroxy-4-methylphenyl)cyclobutane-1-carboxylic acid
—— 3,4-Dihydroxy-5-methoxybenzonitrile 89029-13-0 C8H7NO3
3,4-Dihydroxy-5-methoxybenzonitrile
—— N-Decyl-N'-[(4-hydroxy-3-methoxyphenyl)methyl]urea 921766-25-8 C19H32N2O3
N-Decyl-N'-[(4-hydroxy-3-methoxyphenyl)methyl]urea
—— 2-[3,4-bis(difluoromethoxy)phenyl]ethanol 872045-71-1 C10H10F4O3
2-[3,4-bis(difluoromethoxy)phenyl]ethanol
—— 1,2-Benzenediol, 4-((1R)-2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)- 18686-58-3 C12H19NO3
1,2-Benzenediol, 4-((1R)-2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)-
—— (4-Hydroxy-3-methoxyphenyl)methyl 2-oxopropanoate 112240-34-3 C11H12O5
(4-Hydroxy-3-methoxyphenyl)methyl 2-oxopropanoate
—— (1R,2R)-2-(3,4-dimethoxyphenethoxy)cyclohexane-1-carboxylic acid 906802-43-5 C17H24O5
(1R,2R)-2-(3,4-dimethoxyphenethoxy)cyclohexane-1-carboxylic acid
—— 4-(4-hydroxy-3-methoxyphenyl)oxazolidin-2-one 1147392-25-3 C10H11NO4
4-(4-hydroxy-3-methoxyphenyl)oxazolidin-2-one
—— vanillyl 10-methylundecanoate 906465-19-8 C20H32O4
vanillyl 10-methylundecanoate
—— 3-nitro-5-(2-(2-(trifluoromethyl)pyridin-3-yl)thiazol-4-yl)benzene-1,2-diol 1391712-40-5 C15H8F3N3O4S
3-nitro-5-(2-(2-(trifluoromethyl)pyridin-3-yl)thiazol-4-yl)benzene-1,2-diol