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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-fluoro-6-(trimethylsilyl)phenol —— C9H13FOSi
2-fluoro-6-(trimethylsilyl)phenol
—— 4-(1-hydroxy-1-methoxycarbonyl-2,2,2-trifluoroethyl)-2-fluorophenol —— C10H8F4O4
4-(1-hydroxy-1-methoxycarbonyl-2,2,2-trifluoroethyl)-2-fluorophenol
—— 3-chloromethylcatechol —— C7H7ClO2
3-chloromethylcatechol
—— 3-(2-chloroethyl)catechol —— C8H9ClO2
3-(2-chloroethyl)catechol
—— 4-(3-fluoro-4-hydroxyphenyl)butan-2-one —— C10H11FO2
4-(3-fluoro-4-hydroxyphenyl)butan-2-one
—— 3-hydroxy-4-methoxyphenyl propyl carbonate —— C11H14O5
3-hydroxy-4-methoxyphenyl propyl carbonate
—— 2-tetrahydrogeranyl-5-methyl resorcinol —— C17H28O2
2-tetrahydrogeranyl-5-methyl resorcinol
—— 6-methylmercaptoorcinol —— C8H10O2S
6-methylmercaptoorcinol
—— 3-methyl-5-((triisopropylsilyl)oxy)phenol —— C16H28O2Si
3-methyl-5-((triisopropylsilyl)oxy)phenol
—— ethyl 5-(4-hydroxy-3-methylbenzylidene)-4-oxo-2-(phenylamino)-4,5-dihydrofuran-3-carboxylate —— C21H19NO5
ethyl 5-(4-hydroxy-3-methylbenzylidene)-4-oxo-2-(phenylamino)-4,5-dihydrofuran-3-carboxylate
—— 1,5-bis(5-bromosalicylidene)carbohydrazide 339242-77-2 C15H12Br2N4O3
1,5-bis(5-bromosalicylidene)carbohydrazide
—— 2-hydroxymethyl-3,4,6-trimethylphenol —— C10H14O2
2-hydroxymethyl-3,4,6-trimethylphenol
—— 2-(3-amino-3-methylbutyl)phenol —— C11H17NO
2-(3-amino-3-methylbutyl)phenol
—— 4-(m-hydroxyphenyl)-1,2-dithiole-3-thione —— C9H6OS3
4-(m-hydroxyphenyl)-1,2-dithiole-3-thione
—— (3-hydroxy-4,5-dimethoxy-phenyl)-acetic acid methyl ester —— C11H14O5
(3-hydroxy-4,5-dimethoxy-phenyl)-acetic acid methyl ester
—— 2-bromo-5-isopropyl-4-methoxy-phenol —— C10H13BrO2
2-bromo-5-isopropyl-4-methoxy-phenol
—— 2-((5-(2,4-dihydroxyphenyl)-1,3,4-oxadiazol-2-yl)methyl)-5,6-diphenyl-1,2,4-triazin-3(2H)-one —— C24H17N5O4
2-((5-(2,4-dihydroxyphenyl)-1,3,4-oxadiazol-2-yl)methyl)-5,6-diphenyl-1,2,4-triazin-3(2H)-one
—— 4-((4-aminocyclohexyl)methyl)phenol —— C13H19NO
4-((4-aminocyclohexyl)methyl)phenol
—— 1-nitro-2,4-dihydroxy-3,6-dimethylbenzene —— C8H9NO4
1-nitro-2,4-dihydroxy-3,6-dimethylbenzene
—— 2.6-dinitro-4-amino-3-oxy-toluene —— C7H7N3O5
2.6-dinitro-4-amino-3-oxy-toluene
—— 2-hydroxy-4-methyl-3,5-dinitro-benzoic acid —— C8H6N2O7
2-hydroxy-4-methyl-3,5-dinitro-benzoic acid
—— (Z)-2-(3-hydroxy-4-methoxybenzylidene)-1-azabicyclo[2.2.2]octan-3-one —— C15H17NO3
(Z)-2-(3-hydroxy-4-methoxybenzylidene)-1-azabicyclo[2.2.2]octan-3-one
—— 3-(2-hydroxyphenyl)quinuclidin-2-ene —— C13H15NO
3-(2-hydroxyphenyl)quinuclidin-2-ene
—— 3,3'-(biphenyl-4,4'-diyl)bis(2-(2-hydroxyphenyl)thiazolidin-4-one) —— C30H24N2O4S2
3,3'-(biphenyl-4,4'-diyl)bis(2-(2-hydroxyphenyl)thiazolidin-4-one)
—— 5,6,7,8,9-penthathiabenzocycloheptane-1,2-diol —— C6H4O2S5
5,6,7,8,9-penthathiabenzocycloheptane-1,2-diol
—— 2-(1-methyl-decyl)-hydroquinone —— C17H28O2
2-(1-methyl-decyl)-hydroquinone
—— 3,4-dimercapto-benzene-1,2-diol —— C6H6O2S2
3,4-dimercapto-benzene-1,2-diol
—— 3-mercaptobenzene-1,2-diol —— C6H6O2S
3-mercaptobenzene-1,2-diol
—— N'-[(1E)-2-hydroxybenzylidene]-3-phenylpropanohydrazide —— C16H16N2O2
N'-[(1E)-2-hydroxybenzylidene]-3-phenylpropanohydrazide
—— 6-chloro-2-hydroxy-N,N-dimethyl-3-nitrobenzamide —— C9H9ClN2O4
6-chloro-2-hydroxy-N,N-dimethyl-3-nitrobenzamide
—— 4-hydroxybenzyl n-hexadecyl thioether —— C23H40OS
4-hydroxybenzyl n-hexadecyl thioether
—— 4,4-dimethyl-3-oxo-2-(4-hydroxybenzyl)pentanenitrile —— C14H17NO2
4,4-dimethyl-3-oxo-2-(4-hydroxybenzyl)pentanenitrile
—— 4,4’-(methylenebis(oxy)bis(methylene))diphenol —— C15H16O4
4,4’-(methylenebis(oxy)bis(methylene))diphenol
—— N,N'-bis(5-chlorosalicylidenato)-1,2-diaminopropane —— C17H16Cl2N2O2
N,N'-bis(5-chlorosalicylidenato)-1,2-diaminopropane
—— 2-<(1S)-1-(<(1'R)-1'-phenylethyl>amino)butyl>phenol —— C18H23NO
2-<(1S)-1-(<(1'R)-1'-phenylethyl>amino)butyl>phenol
—— (E)-1-(3-bromo-2-hydroxyl-4,6-dimethoxyphenyl)-3-(1Hpyrrol-3-yl)prop-2-en-1-one —— C15H14BrNO4
(E)-1-(3-bromo-2-hydroxyl-4,6-dimethoxyphenyl)-3-(1Hpyrrol-3-yl)prop-2-en-1-one
—— 2-bromo-N-(2-hydroxy-4-nitrophenyl)-2-methylpropanamide —— C10H11BrN2O4
2-bromo-N-(2-hydroxy-4-nitrophenyl)-2-methylpropanamide
—— N-(2-hydroxy-4-nitrophenyl)-N'-(2-nitrophenyl)urea —— C13H10N4O6
N-(2-hydroxy-4-nitrophenyl)-N'-(2-nitrophenyl)urea
—— N-(2-hydroxy-4-nitrophenyl)-N'-(2,6-difluorophenyl)urea —— C13H9F2N3O4
N-(2-hydroxy-4-nitrophenyl)-N'-(2,6-difluorophenyl)urea
—— N-(2-hydroxy-4-nitrophenyl)-N'-(4-trifluoromethylphenyl)urea —— C14H10F3N3O4
N-(2-hydroxy-4-nitrophenyl)-N'-(4-trifluoromethylphenyl)urea
—— N-(2-hydroxy-4-nitrophenyl)-N'-(3-bromophenyl)urea —— C13H10BrN3O4
N-(2-hydroxy-4-nitrophenyl)-N'-(3-bromophenyl)urea
—— N-(2-Hydroxy-4-nitrophenyl)-N'-(2-trifluoromethoxyphenyl)urea —— C14H10F3N3O5
N-(2-Hydroxy-4-nitrophenyl)-N'-(2-trifluoromethoxyphenyl)urea
—— N-Isopropyl-N'-(2-hydroxy-4-nitrophenyl)urea —— C10H13N3O4
N-Isopropyl-N'-(2-hydroxy-4-nitrophenyl)urea
—— N-Phenylethyl-N'-(2-hydroxy-4-nitrophenyl)urea —— C15H15N3O4
N-Phenylethyl-N'-(2-hydroxy-4-nitrophenyl)urea
—— N-(2-Hydroxy-4-nitrophenyl)-N'-(4-bromophenyl)urea —— C13H10BrN3O4
N-(2-Hydroxy-4-nitrophenyl)-N'-(4-bromophenyl)urea
—— N-t-Butyl-N'-(2-hydroxy-4-nitrophenyl)urea —— C11H15N3O4
N-t-Butyl-N'-(2-hydroxy-4-nitrophenyl)urea
—— (2-hydroxy-4-methyl-phenyl)-glyoxylic acid —— C9H8O4
(2-hydroxy-4-methyl-phenyl)-glyoxylic acid
—— 3-cyclopropylbenzene-1,2-diol —— C9H10O2
3-cyclopropylbenzene-1,2-diol
—— N-(2-Hydroxy-4-nitrophenyl) N'-(2-chloro 6-methyl phenyl) urea —— C14H12ClN3O4
N-(2-Hydroxy-4-nitrophenyl) N'-(2-chloro 6-methyl phenyl) urea
—— N-Allyl-N'-(2-hydroxy-4-nitrophenyl)urea —— C10H11N3O4
N-Allyl-N'-(2-hydroxy-4-nitrophenyl)urea