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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
—— 2-[(1E)-2-aza-2-(4-methyl(2-pyridyl))ethenyl]benzen-1-ol 87625-42-1 C13H12N2O
2-[(1E)-2-aza-2-(4-methyl(2-pyridyl))ethenyl]benzen-1-ol
—— 2,12-dimethyl-6,8,14,15-tetrahydro-7H-naphtho[2,3-d]anthracene 125176-25-2 C17H16CoN2O4
2,12-dimethyl-6,8,14,15-tetrahydro-7H-naphtho[2,3-d]anthracene
—— 1372602-45-3 C14H12NO5*Na
—— 3,4,5-trihydroxybenzaldehyde thiosemicarbazone 1208325-68-1 C8H9N3O3S
3,4,5-trihydroxybenzaldehyde thiosemicarbazone
—— 4-[(E)-(2,4-dihydroxyphenyl)methylideneamino]-3-(phenoxymethyl)-1H-1,2,4-triazole-5-thione 488121-67-1 C16H14N4O3S
4-[(E)-(2,4-dihydroxyphenyl)methylideneamino]-3-(phenoxymethyl)-1H-1,2,4-triazole-5-thione
—— 3-Bromo-5-(4-ethylthiophen-2-yl)phenol 1261929-91-2 C12H11BrOS
3-Bromo-5-(4-ethylthiophen-2-yl)phenol
—— 1243221-00-2 C30H27N2O2PPd
—— 2-bromo-4-(tert-butyldimethylsilyloxy)-3-chloro-5-methoxyphenol 1365030-62-1 C13H20BrClO3Si
2-bromo-4-(tert-butyldimethylsilyloxy)-3-chloro-5-methoxyphenol
—— 2-{[(E)-2-Hydroxy-butylimino]-methyl}-phenol 116779-18-1 C11H15NO2
2-{[(E)-2-Hydroxy-butylimino]-methyl}-phenol
—— 1-<N,N'-Diphenylformamidino>-thiocarbamid 99997-32-7 C6H3N3O7*C14H14N4S
1-<N,N'-Diphenylformamidino>-thiocarbamid
—— 4-(1,2-Dimethylbutyl)-2,6-dinitrophenol 19165-92-5 C12H16N2O5
4-(1,2-Dimethylbutyl)-2,6-dinitrophenol
—— 3-Methoxy-5-methyl-4-thiocyanato-phenol 600134-76-7 C9H9NO2S
3-Methoxy-5-methyl-4-thiocyanato-phenol
—— 3,6-diethylcatechol 30203-42-0 C10H14O2
3,6-diethylcatechol
—— 4-(benzyloxy)-2-(3-chloro-2-hydroxypropoxy)phenol 1316314-51-8 C16H17ClO4
4-(benzyloxy)-2-(3-chloro-2-hydroxypropoxy)phenol
—— 2-(1-Hydroxyethyl)-6-nitrophenol 902240-95-3 C8H9NO4
2-(1-Hydroxyethyl)-6-nitrophenol
—— 2,4-Dibromo-6-{[(E)-3-(1-hydroxy-ethyl)-phenylimino]-methyl}-phenol 20099-11-0 C15H13Br2NO2
2,4-Dibromo-6-{[(E)-3-(1-hydroxy-ethyl)-phenylimino]-methyl}-phenol
—— N,N-Diaethyl-3-<N'-vanilloyl-N'-aethyl-amino>-propionamid 94861-55-9 C17H26N2O4
N,N-Diaethyl-3-<N'-vanilloyl-N'-aethyl-amino>-propionamid
—— 2-(1,3-dioxan-2-yl)-4-hydroxyethylphenol 364777-43-5 C12H16O4
2-(1,3-dioxan-2-yl)-4-hydroxyethylphenol
—— Salor-int l451932-1ea 128742-31-4 C15H15N3O2S
Salor-int l451932-1ea
—— 1432754-06-7 C17H17NO4S
—— (2-{[Cyano-(4-hydroxy-3-methoxy-phenyl)-methyl]-amino}-ethylamino)-(4-hydroxy-3-methoxy-phenyl)-acetonitrile 17837-62-6 C20H22N4O4
(2-{[Cyano-(4-hydroxy-3-methoxy-phenyl)-methyl]-amino}-ethylamino)-(4-hydroxy-3-methoxy-phenyl)-acetonitrile
—— 1-tert-butyl-3-[(E)-(2,4-dihydroxyphenyl)methylideneamino]thiourea 218795-74-5 C12H17N3O2S
1-tert-butyl-3-[(E)-(2,4-dihydroxyphenyl)methylideneamino]thiourea
—— 3-nitro-5-methylsalicylaldoxime 402498-34-4 C8H8N2O4
3-nitro-5-methylsalicylaldoxime
—— <2H3>-m-cresol 108791-52-2 C7H8O
<2H3>-m-cresol
—— N-(3-cyclopentylphenyl)-4-hydroxy-3-methoxybenzenethanamide 478400-41-8 C20H23NO3
N-(3-cyclopentylphenyl)-4-hydroxy-3-methoxybenzenethanamide
—— 2-Dibutylphosphanyl-3-methoxy-phenol 141868-77-1 C15H25O2P
2-Dibutylphosphanyl-3-methoxy-phenol
—— 4-(((3,4-dimethoxybenzyl)amino)methyl)-2,6-dimethoxyphenol 1426853-73-7 C18H23NO5
4-(((3,4-dimethoxybenzyl)amino)methyl)-2,6-dimethoxyphenol
—— N-(4,5-dimethoxy-3-hydroxyphenethyl) butanamide 158903-97-0 C14H21NO4
N-(4,5-dimethoxy-3-hydroxyphenethyl) butanamide
—— dimethyl 2-(4-bromobut-2-yn-1-yl)-2-(4-hydroxy-2-methoxylbenzyl)malonate 1428962-12-2 C17H19BrO6
dimethyl 2-(4-bromobut-2-yn-1-yl)-2-(4-hydroxy-2-methoxylbenzyl)malonate
—— 2-(2-Hydroxy-phenyl)-propan-sulfonsaeure-(1)-methylester 90927-32-5 C10H14O4S
2-(2-Hydroxy-phenyl)-propan-sulfonsaeure-(1)-methylester
—— 4-(2-(2-hydroxy-5-methoxybenzylidene)hydrozinocarboxymethoxy)benz-2-(2-hydroxy-5-methoxybenzylidene)hydrazide 1202229-25-1 C25H24N4O7
4-(2-(2-hydroxy-5-methoxybenzylidene)hydrozinocarboxymethoxy)benz-2-(2-hydroxy-5-methoxybenzylidene)hydrazide
—— sodium 2,4-dinitrophenolate monohydrate 69781-05-1 C6H3N2O5*H2O*Na
sodium 2,4-dinitrophenolate monohydrate
—— ((R)-1-{[5-Bromo-2-(5-chloro-2-hydroxy-phenyl)-pyrimidin-4-ylamino]-methyl}-propyl)-carbamic acid tert-butyl ester 956125-17-0 C19H24BrClN4O3
((R)-1-{[5-Bromo-2-(5-chloro-2-hydroxy-phenyl)-pyrimidin-4-ylamino]-methyl}-propyl)-carbamic acid tert-butyl ester
—— 4,5-Bis(5-methyl-1,2,4-oxadiazol-3-yl)-3-nitrobenzene-1,2-diol 1164106-47-1 C12H9N5O6
4,5-Bis(5-methyl-1,2,4-oxadiazol-3-yl)-3-nitrobenzene-1,2-diol
—— 4-[5-(Aminomethyl)-2-thiazolyl]-2,6-dimethylphenol 1247709-83-6 C12H14N2OS
4-[5-(Aminomethyl)-2-thiazolyl]-2,6-dimethylphenol
—— 5-Brommethyl-novovanillin 2973-69-5 C10H11BrO3
5-Brommethyl-novovanillin
—— N'~1~,N'~8~-bis[(E)-(2-hydroxyphenyl)methylidene]octanedihydrazide 202872-48-8 C22H26N4O4
N'~1~,N'~8~-bis[(E)-(2-hydroxyphenyl)methylidene]octanedihydrazide
—— (2-phenylpyridine)Pt(2-(diphenylphosphino)benzoate) 1610850-71-9 C30H22NO2PPt
(2-phenylpyridine)Pt(2-(diphenylphosphino)benzoate)
—— α-Amylamino-β-<o-hydroxy-benzoyl>-acrylsaeure-amylmid 94754-56-0 C20H30N2O3
α-Amylamino-β-<o-hydroxy-benzoyl>-acrylsaeure-amylmid
—— 2-hydroxy-6-methoxy-benzaldehyde-semicarbazone 19275-37-7 C9H11N3O3
2-hydroxy-6-methoxy-benzaldehyde-semicarbazone
—— 3-methoxy-2-(2-nitroethyl)phenol 1255037-19-4 C9H11NO4
3-methoxy-2-(2-nitroethyl)phenol
—— Metaraminol 2122-95-4 C9H13NO2
Metaraminol
—— 2-hydroxybenzylaminomethylphosphonic acid 879083-87-1 C8H12NO4P
2-hydroxybenzylaminomethylphosphonic acid
—— 2-(4-((tert-butyldimethylsilyl)oxy)hex-5-en-1-yl)-6-methoxyphenol 1356338-02-7 C19H32O3Si
2-(4-((tert-butyldimethylsilyl)oxy)hex-5-en-1-yl)-6-methoxyphenol
—— N-(2-hydroxy-5-nitrobenzyl)-aza-18-crown-6 79592-90-8 C19H30N2O8
N-(2-hydroxy-5-nitrobenzyl)-aza-18-crown-6
—— [2-Fluoro-4-[2-(4-methoxyphenyl)ethoxy]phenyl]boronic acid 1029440-04-7 C15H16BFO4
[2-Fluoro-4-[2-(4-methoxyphenyl)ethoxy]phenyl]boronic acid
—— 2-decylbenzene-1,3,5-triol 96756-22-8 C16H26O3
2-decylbenzene-1,3,5-triol
—— 2,6-diformyl-p-cresol-bis(4-m-chlorophenyl thiosemicarbazone) 382141-97-1 C23H20Cl2N6OS2
2,6-diformyl-p-cresol-bis(4-m-chlorophenyl thiosemicarbazone)
—— dimethyl 2-(4-bromobut-2-yn-1-yl)-2-(4-hydroxy-3,5-dimethylbenzyl)malonate 1428962-07-5 C18H21BrO5
dimethyl 2-(4-bromobut-2-yn-1-yl)-2-(4-hydroxy-3,5-dimethylbenzyl)malonate
—— 3-(3,5-Dibromo-2-hydroxy-4-methoxy-phenyl)-2-[(Z)-hydroxyimino]-propionic acid tert-butyl ester 155697-02-2 C14H17Br2NO5
3-(3,5-Dibromo-2-hydroxy-4-methoxy-phenyl)-2-[(Z)-hydroxyimino]-propionic acid tert-butyl ester