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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-methoxy-4(3-methylbut-2-enoyl)phenol 98910-59-9 C12H14O3
2-methoxy-4(3-methylbut-2-enoyl)phenol
—— 3-((3,4-Dihydroxy-5-nitrophenyl)methyl)-2,5-pentanedione 132759-68-3 C12H13NO6
3-((3,4-Dihydroxy-5-nitrophenyl)methyl)-2,5-pentanedione
—— tert-butyl N-[2-(3-bromo-4-hydroxyphenyl)ethyl]carbamate 124840-72-8 C13H18BrNO3
tert-butyl N-[2-(3-bromo-4-hydroxyphenyl)ethyl]carbamate
—— (E)-4-(4-hydroxyphenyl)butan-2-one oxime 58484-75-6 C10H13NO2
(E)-4-(4-hydroxyphenyl)butan-2-one oxime
—— N-(tert-butoxycarbonyl)-3-chloro-4-hydroxyphenethylamine 676497-72-6 C13H18ClNO3
N-(tert-butoxycarbonyl)-3-chloro-4-hydroxyphenethylamine
—— 6-(2'-hydroxy)ethyl-2-methyl-4-methoxyphenol 359844-41-0 C10H14O3
6-(2'-hydroxy)ethyl-2-methyl-4-methoxyphenol
—— N',N''-bis<2-(4-hydroxyphenyl)ethyl>imidodisulfamide 82173-93-1 C16H21N3O6S2
N',N''-bis<2-(4-hydroxyphenyl)ethyl>imidodisulfamide
—— 6-methyl-2-(tetrahydro-2H-pyran-2-yl)phenol 117658-43-2 C12H16O2
6-methyl-2-(tetrahydro-2H-pyran-2-yl)phenol
—— ethyl 2-(2-hydroxyphenyl)propionate 63500-12-9 C11H14O3
ethyl 2-(2-hydroxyphenyl)propionate
—— 2-methyl-4-methoxy-6-(2-propenyl)phenol 359844-29-4 C11H14O2
2-methyl-4-methoxy-6-(2-propenyl)phenol
—— 2-nitro-4-(trifluoromethylthio)phenol 933673-33-7 C7H4F3NO3S
2-nitro-4-(trifluoromethylthio)phenol
—— N-(3-hydroxy-4-methoxyphenethyl)-1-(4-bromo-2,6-dimethylphenoxy)propan-2-amine 1268936-94-2 C20H26BrNO3
N-(3-hydroxy-4-methoxyphenethyl)-1-(4-bromo-2,6-dimethylphenoxy)propan-2-amine
—— N-(3-hydroxy-4-methoxyphenethyl)-1-(4-bromo-2,6-dimethylphenoxy)propan-2-amine hydrochloride 1268820-01-4 C20H26BrNO3*ClH
N-(3-hydroxy-4-methoxyphenethyl)-1-(4-bromo-2,6-dimethylphenoxy)propan-2-amine hydrochloride
—— N-(3-hydroxy-4-methoxyphenethyl)-1-(4-cyano-2,6-dimethylphenoxy)propan-2-amine hydrochloride 1268819-97-1 C21H26N2O3*ClH
N-(3-hydroxy-4-methoxyphenethyl)-1-(4-cyano-2,6-dimethylphenoxy)propan-2-amine hydrochloride
—— 4-(2,3-dihydro-5-hydroxy-8-methoxy-6-methylbenzo[b][1,4]oxathiin-2-yl)benzene-1,2-diol 1352754-70-1 C16H16O5S
4-(2,3-dihydro-5-hydroxy-8-methoxy-6-methylbenzo[b][1,4]oxathiin-2-yl)benzene-1,2-diol
—— 4-methoxy-2-methyl-5-(methylthio)phenol 127087-17-6 C9H12O2S
4-methoxy-2-methyl-5-(methylthio)phenol
—— 4-methoxy-2-methyl-3-(methylthio)phenol 127087-18-7 C9H12O2S
4-methoxy-2-methyl-3-(methylthio)phenol
—— 2-Methyl-6-n-hexadecyl-hydrochinon 115143-64-1 C23H40O2
2-Methyl-6-n-hexadecyl-hydrochinon
—— 4-Methyl-3-nitrobenzene-1,2-diol 92538-95-9 C7H7NO4
4-Methyl-3-nitrobenzene-1,2-diol
—— Benzenemethanol, 6-amino-3-hydroxy-2-nitro- 98451-50-4 C7H8N2O4
Benzenemethanol, 6-amino-3-hydroxy-2-nitro-
—— 2-Acetamino-4-nitro-6-sek-butylphenol 33213-29-5 C12H16N2O4
2-Acetamino-4-nitro-6-sek-butylphenol
—— (5S)-1-[(1S)-1-(2-hydroxyphenyl)ethyl]-5-prop-2-enylpyrrolidin-2-one 261172-32-1 C15H19NO2
(5S)-1-[(1S)-1-(2-hydroxyphenyl)ethyl]-5-prop-2-enylpyrrolidin-2-one
—— 4-Methyl-3-(2.2-dichlor-vinyl)-phenol 90348-56-4 C9H8Cl2O
4-Methyl-3-(2.2-dichlor-vinyl)-phenol
—— 4-Methyl-3-(2.2.2-trichlor-isopropyl)-phenol 90920-21-1 C10H11Cl3O
4-Methyl-3-(2.2.2-trichlor-isopropyl)-phenol
—— 4-methyl-3-(2,2,2-trichloroethyl)phenol 42203-95-2 C9H9Cl3O
4-methyl-3-(2,2,2-trichloroethyl)phenol
—— 3,5-Dimethyl-2,4,6-tris-hydroxymethyl-phenol 22002-39-7 C11H16O4
3,5-Dimethyl-2,4,6-tris-hydroxymethyl-phenol
—— (+/-)-(1S*,2S*,5R*,6S*)-2-(2,6-Dimethoxyphenoxy)-1-hydroxy-6-(5-hydroxy-2-methoxyphenyl)-3,7-dioxabicyclo<3.3.0>octane 142677-34-7 C21H24O8
(+/-)-(1S*,2S*,5R*,6S*)-2-(2,6-Dimethoxyphenoxy)-1-hydroxy-6-(5-hydroxy-2-methoxyphenyl)-3,7-dioxabicyclo<3.3.0>octane
—— 2,4-Bis-hydroxymethyl-5-methyl-phenol 64032-91-3 C9H12O3
2,4-Bis-hydroxymethyl-5-methyl-phenol
—— (E)-1-[2-hydroxy-5-(2-methylpropoxy)phenyl]-3-(5-methylthiophen-2-yl)prop-2-en-1-one 1067559-92-5 C18H20O3S
(E)-1-[2-hydroxy-5-(2-methylpropoxy)phenyl]-3-(5-methylthiophen-2-yl)prop-2-en-1-one
—— N-t-butoxycarbonyl-2-(2-iodo-4,5-dihydroxyphenyl)ethanamine 1607804-24-9 C13H18INO4
N-t-butoxycarbonyl-2-(2-iodo-4,5-dihydroxyphenyl)ethanamine
—— 2-tert-Butyl-6-methoxy-4-[2-(5-methyl-isothiazol-3-yl)-vinyl]-phenol 131068-32-1 C17H21NO2S
2-tert-Butyl-6-methoxy-4-[2-(5-methyl-isothiazol-3-yl)-vinyl]-phenol
—— 4-((4-hydroxy-3-methoxybenzyl)(4H-1,2,4-triazol-4-yl)amino)benzonitrile 537674-80-9 C17H15N5O2
4-((4-hydroxy-3-methoxybenzyl)(4H-1,2,4-triazol-4-yl)amino)benzonitrile
—— 1-[(3-hydroxy-4-methoxyphenyl)methyl-methylamino]-1-phenyloctan-2-one 99365-53-4 C23H31NO3
1-[(3-hydroxy-4-methoxyphenyl)methyl-methylamino]-1-phenyloctan-2-one
—— (5Z)-5-[(4-fluoro-2-hydroxyphenyl)methylidene]-2-(3-oxo-1,2-diazinan-1-yl)-4,5-dihydro-1,3-thiazol-4-one 1181082-41-6 C14H12FN3O3S
(5Z)-5-[(4-fluoro-2-hydroxyphenyl)methylidene]-2-(3-oxo-1,2-diazinan-1-yl)-4,5-dihydro-1,3-thiazol-4-one
—— 2-[2-(2-hydroxy-5-nitrophenyl)ethyl]-1,3,3,5-tetramethyl-3H-indolium chloride 1458033-58-3 C20H23N2O3*Cl
2-[2-(2-hydroxy-5-nitrophenyl)ethyl]-1,3,3,5-tetramethyl-3H-indolium chloride
—— 2-allyl-4-bromo-6-methoxyphenol 352019-92-2 C10H11BrO2
2-allyl-4-bromo-6-methoxyphenol
—— 3-[1,3]dioxolan-2-yl-5-methoxyphenol 894077-48-6 C10H12O4
3-[1,3]dioxolan-2-yl-5-methoxyphenol
—— 2-(2-chloro-4-methoxyphenyl)ethanol 1246685-29-9 C9H11ClO2
2-(2-chloro-4-methoxyphenyl)ethanol
—— 4-hydroxy-2,3,5-trimethoxybenzaldehyde 149143-80-6 C10H12O5
4-hydroxy-2,3,5-trimethoxybenzaldehyde
—— 2-Chloro-5-hydroxy-4-methoxyphenylacetonitrile 81038-46-2 C9H8ClNO2
2-Chloro-5-hydroxy-4-methoxyphenylacetonitrile
—— 2,2-dimethyl-5-((4-hydroxy-2,3,5-trimethoxyphenyl)-methylene)-1,3-dioxane-4,6-dione 149143-81-7 C16H18O8
2,2-dimethyl-5-((4-hydroxy-2,3,5-trimethoxyphenyl)-methylene)-1,3-dioxane-4,6-dione
—— (2R)-2-amino-3-(2,5-dihydroxyphenyl)sulfanylpropanal —— C9H11NO3S
(2R)-2-amino-3-(2,5-dihydroxyphenyl)sulfanylpropanal
—— dimethylthiocarbamic acid O-{4-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2,6-dichlorophenyl}ester 920509-72-4 C27H31Cl2NO2SSi
dimethylthiocarbamic acid O-{4-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2,6-dichlorophenyl}ester
—— 4-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2,6-dichlorophenol 920509-71-3 C24H26Cl2O2Si
4-[2-(tert-butyldiphenylsilanyloxy)ethyl]-2,6-dichlorophenol
—— dimethyl (4R,5R)-2-(4-hydroxyphenyl)-2-methyl-1,3-dioxolane-4,5-dicarboxylate 189322-76-7 C14H16O7
dimethyl (4R,5R)-2-(4-hydroxyphenyl)-2-methyl-1,3-dioxolane-4,5-dicarboxylate
—— dimethyl (4R,5R)-2-(3-hydroxyphenyl)-1,3-dioxolane-4,5-dicarboxylate 189322-75-6 C13H14O7
dimethyl (4R,5R)-2-(3-hydroxyphenyl)-1,3-dioxolane-4,5-dicarboxylate
—— N-(3-methoxy-4-hydroxybenzyl)-3-(4-azidophenyl)propanamide 131119-05-6 C17H18N4O3
N-(3-methoxy-4-hydroxybenzyl)-3-(4-azidophenyl)propanamide
—— N'-(2-hydroxy-4-methylphenyl)benzenecarboximidamide 343969-28-8 C14H14N2O
N'-(2-hydroxy-4-methylphenyl)benzenecarboximidamide
—— 2,3,6-trimethyl-2-(2,2,2-trifluoro-1-hydroxyethyl)phenol 1321914-92-4 C11H13F3O2
2,3,6-trimethyl-2-(2,2,2-trifluoro-1-hydroxyethyl)phenol
—— 4-(tetrahydrofuran-2-yl)phenol 66123-44-2 C10H12O2
4-(tetrahydrofuran-2-yl)phenol