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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
—— N,N'-bis(3-tert-butyl-5-methoxysalicylidene)-1,2-phenylenediamine 770747-21-2 C30H36N2O4
N,N'-bis(3-tert-butyl-5-methoxysalicylidene)-1,2-phenylenediamine
—— 1-Hydroxy-3-isopropyl-2-(4-hydroxyphenyl)-guanidiniumchlorid 20809-51-2 C10H15N3O2*ClH
1-Hydroxy-3-isopropyl-2-(4-hydroxyphenyl)-guanidiniumchlorid
—— 1.7-Bis(2.5-dihydroxyphenyl)heptane 10365-19-2 C19H24O4
1.7-Bis(2.5-dihydroxyphenyl)heptane
—— N-(3,5-dibromosalicylidene)-3-[bis(5-methyl-2-furyl)methyl]aniline 1000414-96-9 C24H19Br2NO3
N-(3,5-dibromosalicylidene)-3-[bis(5-methyl-2-furyl)methyl]aniline
—— 5-bromo-2-((hydroxyimino)ethyl)-4-methylphenol 1345119-04-1 C9H10BrNO2
5-bromo-2-((hydroxyimino)ethyl)-4-methylphenol
—— N'-(2-Hydroxy-3-methoxybenzylidene)-5-(1-methyl-1H-pyrrol-2-yl)-1H-pyrazole-3-carbohydrazide 402509-44-8 C17H17N5O3
N'-(2-Hydroxy-3-methoxybenzylidene)-5-(1-methyl-1H-pyrrol-2-yl)-1H-pyrazole-3-carbohydrazide
—— 7230-29-7 (Name error) 7230-29-7 C24H38Cu2N4O6+2
7230-29-7 (Name error)
—— N-(p-hydroxybenzylidene)aminodihydroisoindole 79492-32-3 C15H14N2O
N-(p-hydroxybenzylidene)aminodihydroisoindole
—— 1.9-Bis(2.5-dihydroxyphenyl)nonane 10365-26-1 C21H28O4
1.9-Bis(2.5-dihydroxyphenyl)nonane
—— (Z)-5-(4-hydroxy-3-iodo-5-methoxybenzylidene)-3-(1-methylcyclohexylmethyl)thiazolidine-2,4-dione 1020066-82-3 C19H22INO4S
(Z)-5-(4-hydroxy-3-iodo-5-methoxybenzylidene)-3-(1-methylcyclohexylmethyl)thiazolidine-2,4-dione
—— 2-methoxy-6-{[(thiophen-2-methyl)imino]methyl}phenol 104165-57-3 C13H13NO2S
2-methoxy-6-{[(thiophen-2-methyl)imino]methyl}phenol
—— 2-(1-morpholinooct-2-yn-1-yl)phenol 1418311-16-6 C18H25NO2
2-(1-morpholinooct-2-yn-1-yl)phenol
—— 2-Oxo-4-methyl-5-aethyliden-6-<4-hydroxy-3,5-dimethyl-phenyl>-hexahydro-pyrimidin 101496-47-3 C15H20N2O2
2-Oxo-4-methyl-5-aethyliden-6-<4-hydroxy-3,5-dimethyl-phenyl>-hexahydro-pyrimidin
—— 2-(2-Aminoethyliminomethyl)-4-methylphenol 101512-44-1 C10H14N2O
2-(2-Aminoethyliminomethyl)-4-methylphenol
—— 2-hydroxy-4-nitro-benzoic acid-(5-methyl-[1,3,4]thiadiazol-2-ylamide) 873401-46-8 C10H8N4O4S
2-hydroxy-4-nitro-benzoic acid-(5-methyl-[1,3,4]thiadiazol-2-ylamide)
—— 3,5-Dinitro-benzoic acid [1-(4-hydroxy-3-methoxy-phenyl)-1-p-tolylazo-meth-(Z)-ylidene]-hydrazide 142274-55-3 C22H18N6O7
3,5-Dinitro-benzoic acid [1-(4-hydroxy-3-methoxy-phenyl)-1-p-tolylazo-meth-(Z)-ylidene]-hydrazide
—— β,β'-Bis-(4-hydroxy-phenyl)-α,α'-dimethylfuran 737-28-0 C18H16O3
β,β'-Bis-(4-hydroxy-phenyl)-α,α'-dimethylfuran
—— 2-[(E)-(1H-imidazol-4-ylmethylidene)amino]phenol 1449417-09-7 C10H9N3O
2-[(E)-(1H-imidazol-4-ylmethylidene)amino]phenol
—— 4,6-dibromosalicylaldehyde azine 1410791-58-0 C14H8Br4N2O2
4,6-dibromosalicylaldehyde azine
—— 2,5-Didodecylphenol 1115234-59-7 C30H54O
2,5-Didodecylphenol
—— dithiosemicarbazone of 1-(2-hydroxyphenyl)-1,3-butanedione 118450-18-3 C12H16N6OS2
dithiosemicarbazone of 1-(2-hydroxyphenyl)-1,3-butanedione
—— 4-bromo-2-(1-hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl)phenol 1374575-87-7 C12H15BrO2Si
4-bromo-2-(1-hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl)phenol
—— 3,4-Dihydroxyphenylglyoxime 65561-73-1 C8H8N2O4
3,4-Dihydroxyphenylglyoxime
—— 6-(5-thio-1,3,4-oxadiazol-2-yl)-2-methylphenol 1429183-55-0 C9H8N2O2S
6-(5-thio-1,3,4-oxadiazol-2-yl)-2-methylphenol
—— 4-acetoxymethyl-1-{[(1S,4aS,8aS)-decahydro-2-methylene-5,5,8a-trimethylnaphthalen-1-yl]methyl}-2-hydroxy-6-(methoxymethyloxy)benzene 1204405-08-2 C26H38O5
4-acetoxymethyl-1-{[(1S,4aS,8aS)-decahydro-2-methylene-5,5,8a-trimethylnaphthalen-1-yl]methyl}-2-hydroxy-6-(methoxymethyloxy)benzene
—— 3,5-Dimethyl-4-phenylamino-phenol 17654-17-0 C14H15NO
3,5-Dimethyl-4-phenylamino-phenol
—— 2-[3-(octylthio)propyl]phenol 17733-38-9 C17H28OS
2-[3-(octylthio)propyl]phenol
—— 4,5-bis(benzyloxy)benzene-1,2-diol 1227301-25-8 C20H18O4
4,5-bis(benzyloxy)benzene-1,2-diol
—— Salicylaldehyd-N,N-dimethylhydrazon 59244-19-8 C9H12N2O
Salicylaldehyd-N,N-dimethylhydrazon
—— 3,3-Dimethyl-3'-hydroxybenzocycloheptan 51438-96-1 C13H18O
3,3-Dimethyl-3'-hydroxybenzocycloheptan
—— methyl 2-hydroxy-5-methoxybenzenecarboximidothioate 115661-29-5 C9H11NO2S
methyl 2-hydroxy-5-methoxybenzenecarboximidothioate
—— 1393826-46-4 C21H18N2O4
—— 1569100-91-9 C16H25N3OS
—— 4-[(2,4-diamino-6-propan-2-ylpyrimidin-5-yl)methyl]-2,6-dimethoxyphenol 73576-15-5 C16H22N4O3
4-[(2,4-diamino-6-propan-2-ylpyrimidin-5-yl)methyl]-2,6-dimethoxyphenol
—— 2-cyano-N-[(2,4-dihydroxyphenyl)methylideneamino]acetamide 52541-09-0 C10H9N3O3
2-cyano-N-[(2,4-dihydroxyphenyl)methylideneamino]acetamide
—— Phenol, 2-[5-(2-furanyl)-1,3,4-oxadiazol-2-yl]- 114333-43-6 C12H8N2O3
Phenol, 2-[5-(2-furanyl)-1,3,4-oxadiazol-2-yl]-
—— N-(Trifluoroacetyl)-3-hydroxy-6-iodophenylethylamine 171515-46-1 C10H9F3INO2
N-(Trifluoroacetyl)-3-hydroxy-6-iodophenylethylamine
—— 3,5-dibromo-2-hydroxybenzaldehyde O-(2-fluorobenzyl) oxime 1377291-47-8 C14H10Br2FNO2
3,5-dibromo-2-hydroxybenzaldehyde O-(2-fluorobenzyl) oxime
—— 1417884-10-6 C16H12Br2O4
—— 3-Chloro-5-(2-methylthiophen-3-yl)phenol 1262002-23-2 C11H9ClOS
3-Chloro-5-(2-methylthiophen-3-yl)phenol
—— bis[di(butylaminoacetamidoethoxy)dihydroxy-tert-butylcalix[4]arene]dizinc dithiocarbamate complex 706780-73-6 C124H172N8O12S8Zn2
bis[di(butylaminoacetamidoethoxy)dihydroxy-tert-butylcalix[4]arene]dizinc dithiocarbamate complex
—— N-[N-(3-(trimethoxysilyl)propyl)ethylenediamine]-5-methoxysalicylaldimine 1293408-57-7 C16H28N2O5Si
N-[N-(3-(trimethoxysilyl)propyl)ethylenediamine]-5-methoxysalicylaldimine
—— 6,6'-(1,3,4-oxadiazole-2,5-diyl)bis(2-methylphenol) 2639-41-0 C16H14N2O3
6,6'-(1,3,4-oxadiazole-2,5-diyl)bis(2-methylphenol)
—— 6-vinylisoeugenol 1607447-03-9 C12H14O2
6-vinylisoeugenol
—— 5-Rhodanmethyl-o-vanillin 2973-66-2 C10H9NO3S
5-Rhodanmethyl-o-vanillin
—— N-[(5-bromo-2-hydroxyphenyl)methylideneamino]hexanamide 208847-03-4 C13H17BrN2O2
N-[(5-bromo-2-hydroxyphenyl)methylideneamino]hexanamide
—— 4-(1-hydroxy-4-phenylbut-3-yn-1-yl)phenol 1644562-87-7 C16H14O2
4-(1-hydroxy-4-phenylbut-3-yn-1-yl)phenol
—— Bis(5-chlorosalicylaldehyde oximato)nickel 14363-29-2 C14H12Cl2N2NiO4
Bis(5-chlorosalicylaldehyde oximato)nickel
—— (Z)-2-bromo-6-methoxy-3-(4-(trimethylsilyl)but-2-en-1-yl)phenol 1448888-93-4 C14H21BrO2Si
(Z)-2-bromo-6-methoxy-3-(4-(trimethylsilyl)but-2-en-1-yl)phenol
—— 9-(4-Hydroxy-phenyl)-anhydrovilangin 14367-60-3 C41H54O8
9-(4-Hydroxy-phenyl)-anhydrovilangin