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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
—— (E)-3-[(4H-1,2,4-triazole-4-ylimino)methyl]benzene-1,2-diol —— C9H8N4O2
(E)-3-[(4H-1,2,4-triazole-4-ylimino)methyl]benzene-1,2-diol
—— (E)-2-[(4H-1,2,4-triazole-4-ylimino)-methyl]-4-chlorophenol —— C9H7ClN4O
(E)-2-[(4H-1,2,4-triazole-4-ylimino)-methyl]-4-chlorophenol
—— N-[(E)-(2,4-dihydroxyphenyl)methylidene]-4H-1,2,4 triazol-4-amine —— C9H8N4O2
N-[(E)-(2,4-dihydroxyphenyl)methylidene]-4H-1,2,4 triazol-4-amine
—— 4-(((4H-1,2,4-triazol-4-yl)imino)methyl)-2,6-dimethoxyphenol —— C11H12N4O3
4-(((4H-1,2,4-triazol-4-yl)imino)methyl)-2,6-dimethoxyphenol
—— 4-(6,7-dihydro-5<i>H</i>-thiazolo[3,2-<i>a</i>]pyrimidin-3-yl)-benzene-1,2-diol —— C12H12N2O2S
4-(6,7-dihydro-5<i>H</i>-thiazolo[3,2-<i>a</i>]pyrimidin-3-yl)-benzene-1,2-diol
—— 4-ethoxy-2,6-dimethylphenol —— C10H14O2
4-ethoxy-2,6-dimethylphenol
—— 4-[2-(4-methoxy-phenyl)-thiazol-4-yl]-pyrocatechol —— C16H13NO3S
4-[2-(4-methoxy-phenyl)-thiazol-4-yl]-pyrocatechol
—— 4-(5,6-dihydro-imidazo[2,1-<i>b</i>]thiazol-3-yl)-benzene-1,2-diol —— C11H10N2O2S
4-(5,6-dihydro-imidazo[2,1-<i>b</i>]thiazol-3-yl)-benzene-1,2-diol
—— N-benzyl-C-{3-[4-(3,4-dihydroxy-phenyl)-thiazol-2-ylamino]-phenyl}-methanesulfonamide —— C23H21N3O4S2
N-benzyl-C-{3-[4-(3,4-dihydroxy-phenyl)-thiazol-2-ylamino]-phenyl}-methanesulfonamide
—— 4-(2-(pyridin-2-ylamino)thiazol-4-yl)benzene-1,2-diol —— C14H11N3O2S
4-(2-(pyridin-2-ylamino)thiazol-4-yl)benzene-1,2-diol
—— 2,3-dichloro-4-ethoxyphenol —— C8H8Cl2O2
2,3-dichloro-4-ethoxyphenol
—— 4-(2-methylaminomethyl-thiazol-4-yl)-pyrocatechol —— C11H12N2O2S
4-(2-methylaminomethyl-thiazol-4-yl)-pyrocatechol
—— 4-(2-methylamino-thiazol-4-yl)-pyrocatechol —— C10H10N2O2S
4-(2-methylamino-thiazol-4-yl)-pyrocatechol
—— 1-(3,4-dihydroxy-phenyl)-2-(1-methyl-butylamino)-ethanol —— C13H21NO3
1-(3,4-dihydroxy-phenyl)-2-(1-methyl-butylamino)-ethanol
—— 4-[2-(4-chloro-anilino)-thiazol-4-yl]-benzene-1,2-diol —— C15H11ClN2O2S
4-[2-(4-chloro-anilino)-thiazol-4-yl]-benzene-1,2-diol
—— 4-[2-(4-methyl-anilino)-thiazol-4-yl]-benzene-1,2-diol —— C16H14N2O2S
4-[2-(4-methyl-anilino)-thiazol-4-yl]-benzene-1,2-diol
—— 4-[2-(4-hydroxy-phenyl)-thiazol-4-yl]-pyrocatechol —— C15H11NO3S
4-[2-(4-hydroxy-phenyl)-thiazol-4-yl]-pyrocatechol
—— 3-(sec-butyl)-8-methoxy-8-methylbicyclo[4.2.0]octa-1,3,5-trien-2-ol —— C14H20O2
3-(sec-butyl)-8-methoxy-8-methylbicyclo[4.2.0]octa-1,3,5-trien-2-ol
—— 4-(2-(benzylamino)thiazol-4-yl)benzene-1,2-diol —— C16H14N2O2S
4-(2-(benzylamino)thiazol-4-yl)benzene-1,2-diol
—— (+/-)-4-Hydroxy-1-(1.4-dimethyl-pentyl)-benzol 857629-71-1 C13H20O
(+/-)-4-Hydroxy-1-(1.4-dimethyl-pentyl)-benzol
—— 5,5',5"-(1,3,5-triazine-2,4.6-triyl)tribenzene-1,3-diol —— C21H15N3O6
5,5',5"-(1,3,5-triazine-2,4.6-triyl)tribenzene-1,3-diol
—— 2,3-Dicyano-4-<4-(1-imidazoyl)butoxy>phenol —— C15H14N4O2
2,3-Dicyano-4-<4-(1-imidazoyl)butoxy>phenol
—— 2,3-dicyanohydroquinone monooctyl ether —— C16H20N2O2
2,3-dicyanohydroquinone monooctyl ether
—— N,N-bis-(isopropyl)-2-(2,3-dicyano-4-hydroxy-phenoxy)-acetamide —— C16H19N3O3
N,N-bis-(isopropyl)-2-(2,3-dicyano-4-hydroxy-phenoxy)-acetamide
—— potassium 3-methyl-4-nitrophenolate —— C7H6NO3*K
potassium 3-methyl-4-nitrophenolate
—— S-methyl N-[2-(4-hydroxyphenyl)-1,1-(pentane-1,5-diyl)ethyl]thiocarbamate —— C15H21NO2S
S-methyl N-[2-(4-hydroxyphenyl)-1,1-(pentane-1,5-diyl)ethyl]thiocarbamate
—— 2,4,6-trihydroxy-thiobenzimidic acid methyl ester; hydrochloride —— C8H9NO3S*ClH
2,4,6-trihydroxy-thiobenzimidic acid methyl ester; hydrochloride
—— 3-(furan-3-yl)phenol —— C10H8O2
3-(furan-3-yl)phenol
—— 4-[(3-fluorobenzyl)oxy]phenol —— C13H11FO2
4-[(3-fluorobenzyl)oxy]phenol
—— (E)-4-bromo-2-(but-2-en-1-yl)-6-nitrophenol —— C10H10BrNO3
(E)-4-bromo-2-(but-2-en-1-yl)-6-nitrophenol
—— 2-methoxy-4-(2-methylallyl)phenol —— C11H14O2
2-methoxy-4-(2-methylallyl)phenol
—— 37,38,39,40,41,42-hexahydroxy-5,11,17,23,29,35-hexakis(1-methylpropyl)calix[6]arene —— C66H84O6
37,38,39,40,41,42-hexahydroxy-5,11,17,23,29,35-hexakis(1-methylpropyl)calix[6]arene
—— 1-[5-(3,5-dibromo-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl]-3-phenylpropan-1-one —— C19H18Br2N2O2
1-[5-(3,5-dibromo-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl]-3-phenylpropan-1-one
—— 1-[5-(5-bromo-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl]-3-phenylpropan-1-one —— C19H19BrN2O2
1-[5-(5-bromo-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl]-3-phenylpropan-1-one
—— 1-[5-(2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl]-3-phenylpropan-1-one —— C19H20N2O2
1-[5-(2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl]-3-phenylpropan-1-one
—— 2-(3,4-dimethoxyphenyl)ethyl 3-phenylpropanoate —— C19H22O4
2-(3,4-dimethoxyphenyl)ethyl 3-phenylpropanoate
—— 4-((5-(2-aminopyridin-3-yl)isoxazol-3-yl)methyl)-2-fluorophenol —— C15H12FN3O2
4-((5-(2-aminopyridin-3-yl)isoxazol-3-yl)methyl)-2-fluorophenol
—— 3-(3,4-dihydroxyphenyl)-8H-thieno[2,3-b]pyrrolizin-8-one —— C15H9NO3S
3-(3,4-dihydroxyphenyl)-8H-thieno[2,3-b]pyrrolizin-8-one
—— 5-(2-Bromo-5-hydroxy-4-methoxy-benzylidene)thiazolidine-2,4-dione —— C11H8BrNO4S
5-(2-Bromo-5-hydroxy-4-methoxy-benzylidene)thiazolidine-2,4-dione
—— 2-bromo-5-hydroxy-4-methoxy-benzaldehyde-oxime —— C8H8BrNO3
2-bromo-5-hydroxy-4-methoxy-benzaldehyde-oxime
—— (E)-3-(2-hydroxy-4-methoxyphenyl)acrylaldehyde —— C10H10O3
(E)-3-(2-hydroxy-4-methoxyphenyl)acrylaldehyde
—— 4-chloromethyl-1,2-dihydroxybenzene —— C7H7ClO2
4-chloromethyl-1,2-dihydroxybenzene
—— (3-Nitro-4-hydroxy)phenylhydroxymethyl phosphonic acid —— C7H8NO7P
(3-Nitro-4-hydroxy)phenylhydroxymethyl phosphonic acid
—— ethyl 3-hydroxybenzenecarboximidoate hydrochloride —— C9H11NO2*ClH
ethyl 3-hydroxybenzenecarboximidoate hydrochloride
—— 2-hydroxy-3-methoxy-5-bromomandelic acid —— C9H9BrO5
2-hydroxy-3-methoxy-5-bromomandelic acid
—— 2-bromo-4-hydroxymandelic acid —— C8H7BrO4
2-bromo-4-hydroxymandelic acid
—— N-(5-bromo-2-hydroxybenzyl)-2-chloroacetamide —— C9H9BrClNO2
N-(5-bromo-2-hydroxybenzyl)-2-chloroacetamide
—— 4-bromo-2-(triethylsilylethynyl)phenol —— C14H19BrOSi
4-bromo-2-(triethylsilylethynyl)phenol
—— 2-(4-hydroxyphenyl)propionic acid tert-butyl ester —— C13H18O3
2-(4-hydroxyphenyl)propionic acid tert-butyl ester
—— 4-(tributylstannyl)phenol —— C18H32OSn
4-(tributylstannyl)phenol