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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-acetyl-4,5-dihydro-3-methyl-5-(2-hydroxyphenyl)-1H-pyrazole 474938-30-2 C12H14N2O2
1-acetyl-4,5-dihydro-3-methyl-5-(2-hydroxyphenyl)-1H-pyrazole
—— (5Z,5'Z)-2,2'-[piperazine-1,4-diylbis(propane-3,1-diylimino)]bis(5-(4-hydroxybenzylidene)-1,3-thiazol-4(5H)-one) 1415582-36-3 C30H34N6O4S2
(5Z,5'Z)-2,2'-[piperazine-1,4-diylbis(propane-3,1-diylimino)]bis(5-(4-hydroxybenzylidene)-1,3-thiazol-4(5H)-one)
—— (+)-arenarol 87764-13-4 C21H30O2
(+)-arenarol
—— 2-Chlor-α-methylmercapto-p-cresol 54373-39-6 C8H9ClOS
2-Chlor-α-methylmercapto-p-cresol
—— 4-((methylthio)methyl)phenol 33837-95-5 C8H10OS
4-((methylthio)methyl)phenol
—— 1-O-tert-butyl 4-O-ethyl 5-[(3-hydroxyphenyl)methyl]-3,6-dihydro-2H-pyridine-1,4-dicarboxylate 647006-84-6 C20H27NO5
1-O-tert-butyl 4-O-ethyl 5-[(3-hydroxyphenyl)methyl]-3,6-dihydro-2H-pyridine-1,4-dicarboxylate
—— 4-[Chloro(difluoro)methoxy]phenol 85578-54-7 C7H5ClF2O2
4-[Chloro(difluoro)methoxy]phenol
—— Methyl 3-(2-fluoroethoxyimino)-4-(4-hydroxyphenyl)butanoate 888707-78-6 C13H16FNO4
Methyl 3-(2-fluoroethoxyimino)-4-(4-hydroxyphenyl)butanoate
—— Methyl 3-(cyclopropylmethoxyimino)-4-(4-hydroxyphenyl)butanoate 888707-79-7 C15H19NO4
Methyl 3-(cyclopropylmethoxyimino)-4-(4-hydroxyphenyl)butanoate
—— 4-(3-hydroxy-phenyl)-3-(ethoxyimino)-butyric acid methyl ester 888707-82-2 C13H17NO4
4-(3-hydroxy-phenyl)-3-(ethoxyimino)-butyric acid methyl ester
—— 2-[(2-Thiazolyl)amino]ethyl-3,6-trichlorohydroquinone 765481-73-0 C11H9Cl3N2O2S
2-[(2-Thiazolyl)amino]ethyl-3,6-trichlorohydroquinone
—— 1-(2-Hydroxy-phenyl)-4-phenyl-3,4-dihydro-1H-pyridin-2-one 91462-45-2 C17H15NO2
1-(2-Hydroxy-phenyl)-4-phenyl-3,4-dihydro-1H-pyridin-2-one
—— 2-[(2-Pyrimidyl)amino]ethyl-3,6-trichlorohydroquinone 765481-65-0 C12H10Cl3N3O2
2-[(2-Pyrimidyl)amino]ethyl-3,6-trichlorohydroquinone
—— 2-amino-4-nitro-resorcinol 871894-52-9 C6H6N2O4
2-amino-4-nitro-resorcinol
—— 3-bromo-2,4-dinitro-phenol 116632-21-4 C6H3BrN2O5
3-bromo-2,4-dinitro-phenol
—— 3-fluoro-2,4-dinitrophenol 361-47-7 C6H3FN2O5
3-fluoro-2,4-dinitrophenol
—— S-Methyl 2-(o-hydroxyphenyl)thioethanoate 144499-30-9 C9H10O2S
S-Methyl 2-(o-hydroxyphenyl)thioethanoate
—— butyl-hydroxy-anisole 169212-88-8 C11H16O2
butyl-hydroxy-anisole
—— N'-[1-(2-hydroxy-phenyl)-ethylidene]-hydrazinecarboxylic acid ethyl ester 59834-04-7 C11H14N2O3
N'-[1-(2-hydroxy-phenyl)-ethylidene]-hydrazinecarboxylic acid ethyl ester
—— (-)-7-(2-hydroxy-5-methoxy-phenyl)-5-methyl-hept-6-ynoic acid methyl ester 333385-17-4 C16H20O4
(-)-7-(2-hydroxy-5-methoxy-phenyl)-5-methyl-hept-6-ynoic acid methyl ester
—— 5,12,20,27,35,42-hexa-tert-butyl-8,15,23,30,38,45-hexahydroxy<2.1.2.1.2.1>metacyclophane 153280-21-8 C69H90O6
5,12,20,27,35,42-hexa-tert-butyl-8,15,23,30,38,45-hexahydroxy<2.1.2.1.2.1>metacyclophane
—— 5,12,20,27,35,42,50,57-octa-tert-butyl-8,15,23,30,38,45,53,60-octahydroxy<2.1.2.1.2.1.2.1>metacyclophane 153280-19-4 C92H120O8
5,12,20,27,35,42,50,57-octa-tert-butyl-8,15,23,30,38,45,53,60-octahydroxy<2.1.2.1.2.1.2.1>metacyclophane
—— 3,5-dibromosalicylideneaniline 16434-79-0 C13H9Br2NO
3,5-dibromosalicylideneaniline
—— 2-allyl-4-methyl-6-methoxyphenol 77879-82-4 C11H14O2
2-allyl-4-methyl-6-methoxyphenol
—— 2-(tert-butyldimethylsilanyloxymethyl)-4-chlorophenol 847943-71-9 C13H21ClO2Si
2-(tert-butyldimethylsilanyloxymethyl)-4-chlorophenol
—— N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)cyclohexanecarboxamide 1428451-04-0 C16H18N2O3S
N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)cyclohexanecarboxamide
—— 5-Hydroxy-3,4-dihydro-2H-1,2lambda~6~-benzoxathiine-2,2-dione 89177-04-8 C8H8O4S
5-Hydroxy-3,4-dihydro-2H-1,2lambda~6~-benzoxathiine-2,2-dione
—— N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-4-(hydroxymethyl)cyclohexanecarboxamide 1428451-03-9 C17H20N2O4S
N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)-4-(hydroxymethyl)cyclohexanecarboxamide
—— N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)butyramide 1428450-96-7 C13H14N2O3S
N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)butyramide
—— N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)pivalamide 1428450-94-5 C14H16N2O3S
N-(4-(2,4-dihydroxyphenyl)thiazol-2-yl)pivalamide
—— 5-diethylamino-2-methyl-phenol 59443-97-9 C11H17NO
5-diethylamino-2-methyl-phenol
—— 4-hydroxy-3-methoxy-2-methylbenzyl methyl ether 109685-13-4 C10H14O3
4-hydroxy-3-methoxy-2-methylbenzyl methyl ether
—— 4-hydroxy-3-methoxy-2-(methylthio)-benzyl methyl ether 115319-75-0 C10H14O3S
4-hydroxy-3-methoxy-2-(methylthio)-benzyl methyl ether
—— 1-(4-hydroxy-3-methoxy)benzylimidazole 41833-19-6 C11H12N2O2
1-(4-hydroxy-3-methoxy)benzylimidazole
—— 4-hydroxy-3-methoxybenzyl-1-hexyl ether 81995-42-8 C14H22O3
4-hydroxy-3-methoxybenzyl-1-hexyl ether
—— 4-Acetylmercaptomethyl-guajacol 26513-99-5 C10H12O3S
4-Acetylmercaptomethyl-guajacol
—— (4-Hydroxy-3-methoxy-benzyl-phenyl-sulfon 59770-86-4 C14H14O4S
(4-Hydroxy-3-methoxy-benzyl-phenyl-sulfon
—— 2-deuterio-4-hydroxy-3-methoxybenzyl alcohol 109685-07-6 C8H10O3
2-deuterio-4-hydroxy-3-methoxybenzyl alcohol
—— <4-Hydroxy-3-methoxy-benzylmercapto>-essigsaeure 91062-05-4 C10H12O4S
<4-Hydroxy-3-methoxy-benzylmercapto>-essigsaeure
—— 3,4-Dihydro-5-(4-hydroxyphenyl)-3,6-dimethyl-2(1H)-pyridinone 89733-54-0 C13H15NO2
3,4-Dihydro-5-(4-hydroxyphenyl)-3,6-dimethyl-2(1H)-pyridinone
—— 4-hydroxy-3-methoxy-2-methylbenzyl alcohol 109685-08-7 C9H12O3
4-hydroxy-3-methoxy-2-methylbenzyl alcohol
—— 4-hydroxy-3-methoxy-2-(3-methyl-2-buten-1-yl)benzyl alcohol 109685-09-8 C13H18O3
4-hydroxy-3-methoxy-2-(3-methyl-2-buten-1-yl)benzyl alcohol
—— 4-(1H-1,2,3-benzotriazol-1-ylmethyl)-2-methoxyphenol 887683-52-5 C14H13N3O2
4-(1H-1,2,3-benzotriazol-1-ylmethyl)-2-methoxyphenol
—— 2-[2-(3,4-dimethoxyphenyl)ethoxy]-7-hydroxymethyl-4-isopropyl-2,4,6-cycloheptatrien-1-one 142245-63-4 C21H26O5
2-[2-(3,4-dimethoxyphenyl)ethoxy]-7-hydroxymethyl-4-isopropyl-2,4,6-cycloheptatrien-1-one
—— vanillyl propyl ether 81995-38-2 C11H16O3
vanillyl propyl ether
—— (4-Hydroxy-3-methoxyphenyl)methyl octadec-9-enoate 308803-96-5 C26H42O4
(4-Hydroxy-3-methoxyphenyl)methyl octadec-9-enoate
—— 2-Methoxy-4-[(5-methylfuran-2-yl)methyl]phenol 1224199-09-0 C13H14O3
2-Methoxy-4-[(5-methylfuran-2-yl)methyl]phenol
—— 4-hydroxy-3-methoxybenzyl erucate 1261588-25-3 C30H50O4
4-hydroxy-3-methoxybenzyl erucate
—— 4-hydroxy-3-methoxybenzyl behenate 1261588-24-2 C30H52O4
4-hydroxy-3-methoxybenzyl behenate
—— divanillyl disulfide 7484-07-3 C16H18O4S2
divanillyl disulfide