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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
—— methyl (E)-3-[3-[2-(4-methoxyphenyl)ethoxy]-6-methyl-1-oxidopyridin-1-ium-2-yl]prop-2-enoate 1027554-22-8 C19H21NO5
methyl (E)-3-[3-[2-(4-methoxyphenyl)ethoxy]-6-methyl-1-oxidopyridin-1-ium-2-yl]prop-2-enoate
—— (E)-methyl 3-[3-[2-(4-methoxyphenyl)ethyloxy]-6-[(2,6-dichlorophenylthio)-methyl]-2-pyridinyl]-2-propenoate 1026429-34-4 C25H23Cl2NO4S
(E)-methyl 3-[3-[2-(4-methoxyphenyl)ethyloxy]-6-[(2,6-dichlorophenylthio)-methyl]-2-pyridinyl]-2-propenoate
—— 4-methoxyphenethyl 2-diazo-2-(diethoxyphosphoryl)acetate 1607455-08-2 C15H21N2O6P
4-methoxyphenethyl 2-diazo-2-(diethoxyphosphoryl)acetate
—— 4-[2-(4-Methoxyphenyl)ethoxy]aniline 93631-56-2 C15H17NO2
4-[2-(4-Methoxyphenyl)ethoxy]aniline
—— 4-methoxyphenethyl 3-oxobutanoate 1442441-97-5 C13H16O4
4-methoxyphenethyl 3-oxobutanoate
—— 2-(4-methoxyphenyl)ethoxyacetic acid 81228-07-1 C11H14O4
2-(4-methoxyphenyl)ethoxyacetic acid
—— O-[2-(4-methoxyphenyl)ethyl] N-(4-nitrophenyl)carbamothioate 1033617-71-8 C16H16N2O4S
O-[2-(4-methoxyphenyl)ethyl] N-(4-nitrophenyl)carbamothioate
—— 4-methoxyphenethyl sulfamate 723287-04-5 C9H13NO4S
4-methoxyphenethyl sulfamate
—— 8-[2-(4-methoxyphenyl)ethoxy]-1-methyl-1,2,3,4-tetrahydropyrimido[1,6-a]pyrimidin-6-one 1420368-02-0 C17H21N3O3
8-[2-(4-methoxyphenyl)ethoxy]-1-methyl-1,2,3,4-tetrahydropyrimido[1,6-a]pyrimidin-6-one
—— p-methoxyphenethyl chloroformate 261920-14-3 C10H11ClO3
p-methoxyphenethyl chloroformate
—— 1-Methoxy-4-[2-(4-methoxyphenyl)ethoxymethyl]benzene 156147-56-7 C17H20O3
1-Methoxy-4-[2-(4-methoxyphenyl)ethoxymethyl]benzene
—— 2-(4-Methoxyphenyl)ethyl hydroperoxide 146404-42-4 C9H12O3
2-(4-Methoxyphenyl)ethyl hydroperoxide
—— ethyl bis(2-hydroxy-4-methylphenyl)phosphinate 99706-40-8 C16H19O4P
ethyl bis(2-hydroxy-4-methylphenyl)phosphinate
—— ethyl bis(2-hydroxy-5-methylphenyl)phosphinate 99706-41-9 C16H19O4P
ethyl bis(2-hydroxy-5-methylphenyl)phosphinate
—— [Hydroxy(2-hydroxyphenyl)methyl]phosphonic acid 98548-57-3 C7H9O5P
[Hydroxy(2-hydroxyphenyl)methyl]phosphonic acid
—— bis(2-hydroxy-5-methoxyphenyl)phosphinic acid 99706-46-4 C14H15O6P
bis(2-hydroxy-5-methoxyphenyl)phosphinic acid
—— bis(2-hydroxy-4-methylphenyl)phosphinic acid 99706-44-2 C14H15O4P
bis(2-hydroxy-4-methylphenyl)phosphinic acid
—— bis(2-hydroxy-5-methylphenyl)phosphinic acid 99706-45-3 C14H15O4P
bis(2-hydroxy-5-methylphenyl)phosphinic acid
—— 4-(4-hydroxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarbonitrile 67439-02-5 C15H13N3O
4-(4-hydroxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarbonitrile
—— tert-butyl (4R)-4-(2-hydroxy-5-methoxy-4-trimethylsilylphenyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate 873869-00-2 C20H33NO5Si
tert-butyl (4R)-4-(2-hydroxy-5-methoxy-4-trimethylsilylphenyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
—— (R)-4-(3-Furan-2-yl-2-hydroxy-5-methoxy-phenyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester 873868-99-6 C21H27NO6
(R)-4-(3-Furan-2-yl-2-hydroxy-5-methoxy-phenyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
—— 2-(4-hydroxyphenyl)propane-1,3-diol 203303-03-1 C9H12O3
2-(4-hydroxyphenyl)propane-1,3-diol
—— <2'-Hydroxybenzyl>-ethyl-keton 1901-78-6 C10H12O2
<2'-Hydroxybenzyl>-ethyl-keton
—— 2-methoxy-4-[1,2,3-tris(ethylsulfanyl)propyl]phenol 97141-24-7 C16H26O2S3
2-methoxy-4-[1,2,3-tris(ethylsulfanyl)propyl]phenol
—— 2-amino-4-chloro-6-[2-(pyridin-2-yl)ethyl]phenol 313512-12-8 C13H13ClN2O
2-amino-4-chloro-6-[2-(pyridin-2-yl)ethyl]phenol
—— 1,8-bis(4-hydroxyphenoxy)-3,6-dioxaoctane 29239-84-7 C18H22O6
1,8-bis(4-hydroxyphenoxy)-3,6-dioxaoctane
—— 2,5-bis(3-allyl-2-hydroxyphenyl)-1,3,4-oxadiazole 147796-89-2 C20H18N2O3
2,5-bis(3-allyl-2-hydroxyphenyl)-1,3,4-oxadiazole
—— 4-(2-hydroxy-5-methoxybenzylamino)-2-cyano-thiophene 94631-62-6 C13H12N2O2S
4-(2-hydroxy-5-methoxybenzylamino)-2-cyano-thiophene
—— 4-hydroxy-3,5-dinitrophenyl acetate 2364-57-0 C8H6N2O7
4-hydroxy-3,5-dinitrophenyl acetate
—— 4-bromo-3-(2-hydroxyethyl)phenol 319473-28-4 C8H9BrO2
4-bromo-3-(2-hydroxyethyl)phenol
—— (+/-)-(2'E,4'E)-4-chloro-2-<5'-(3",3"-ethylenedioxy-1",2",6"-trimethylcyclohexyl)-3'-methyl-2',4'-pentadienyl>orcinol 91854-86-3 C24H33ClO4
(+/-)-(2'E,4'E)-4-chloro-2-<5'-(3",3"-ethylenedioxy-1",2",6"-trimethylcyclohexyl)-3'-methyl-2',4'-pentadienyl>orcinol
—— 2-(3-hydroxyphenyl)-2-methyl-1,3,4-oxadiazinan-5-one 1415662-34-8 C10H12N2O3
2-(3-hydroxyphenyl)-2-methyl-1,3,4-oxadiazinan-5-one
—— o-hydroxybenzylphosphonic acid 17045-27-1 C7H9O4P
o-hydroxybenzylphosphonic acid
—— 2-<β-(4'-Hydroxyphenyl)-ethyl>-pyridin 56920-35-5 C13H13NO
2-<β-(4'-Hydroxyphenyl)-ethyl>-pyridin
—— 2-(2,5-dihydroxyphenyl)-2-methyl-1,3,4-oxadiazinan-5-one 1415662-37-1 C10H12N2O4
2-(2,5-dihydroxyphenyl)-2-methyl-1,3,4-oxadiazinan-5-one
—— 2-(4-hydroxyphenyl)-2-methyl-1,3,4-oxadiazinan-5-one 1415662-35-9 C10H12N2O3
2-(4-hydroxyphenyl)-2-methyl-1,3,4-oxadiazinan-5-one
—— 2-(2,4-dihydroxyphenyl)-2-methyl-1,3,4-oxadiazinan-5-one 1415662-36-0 C10H12N2O4
2-(2,4-dihydroxyphenyl)-2-methyl-1,3,4-oxadiazinan-5-one
—— 1-(2-hydroxyphenyl)-4-methyl-2-pentanol 201139-81-3 C12H18O2
1-(2-hydroxyphenyl)-4-methyl-2-pentanol
—— 3-(4-Methyl-pentyl)-phenol 10414-74-1 C12H18O
3-(4-Methyl-pentyl)-phenol
—— N'-[5-(4-hydroxybenzylidene)-4-oxo-thiazolin-2-yl]cyanoacetichydrazide 1421696-05-0 C13H10N4O3S
N'-[5-(4-hydroxybenzylidene)-4-oxo-thiazolin-2-yl]cyanoacetichydrazide
—— 2-amino-4-(4-hydroxy-3-methoxyphenyl)buta-1,3-diene-1,1,3-tricarbonitrile 340994-83-4 C14H10N4O2
2-amino-4-(4-hydroxy-3-methoxyphenyl)buta-1,3-diene-1,1,3-tricarbonitrile
—— sodium (2-hydroxyphenyl)methanesulfonate 68156-14-9 C7H7O4S*Na
sodium (2-hydroxyphenyl)methanesulfonate
—— 1,5-bis-(4-hydroxy-3-methoxy-phenyl)-pentan-3-one 47375-84-8 C19H22O5
1,5-bis-(4-hydroxy-3-methoxy-phenyl)-pentan-3-one
—— 2-(((tert-butyldimethylsilyl)oxy)methyl)phenol 96013-80-8 C13H22O2Si
2-(((tert-butyldimethylsilyl)oxy)methyl)phenol
—— 4-(1-hydroxyhexyl)-2-methoxyphenol 114515-49-0 C13H20O3
4-(1-hydroxyhexyl)-2-methoxyphenol
—— 2-<2-(p-methoxyphenyl)methyl>imidazole 105329-92-8 C10H10N2O
2-<2-(p-methoxyphenyl)methyl>imidazole
—— tert-butyl 2-(3-hydroxyphenyl)acetate 82548-54-7 C12H16O3
tert-butyl 2-(3-hydroxyphenyl)acetate
—— 2-<(p-hydroxyphenyl)methyl>-4-(2-thienyl)imidazole 102151-84-8 C14H12N2OS
2-<(p-hydroxyphenyl)methyl>-4-(2-thienyl)imidazole
—— (E)-1-(3-fluorobenzyl)-5-((3-fluorobenzylimino)(2-hydroxy-4-methoxyphenyl)methyl)pyridin-2(1H)-one 1201816-86-5 C27H22F2N2O3
(E)-1-(3-fluorobenzyl)-5-((3-fluorobenzylimino)(2-hydroxy-4-methoxyphenyl)methyl)pyridin-2(1H)-one
—— 5-(3-Hydroxyphenyl)-1-phenylpyrazolidin-3-one 87811-00-5 C15H14N2O2
5-(3-Hydroxyphenyl)-1-phenylpyrazolidin-3-one