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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
—— 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
—— N-(2-Hydroxy-4-nitrophenyl)-N'-(2-ethylphenyl)urea —— C15H15N3O4
N-(2-Hydroxy-4-nitrophenyl)-N'-(2-ethylphenyl)urea
—— 3-hydroxy-4,5-dimethoxyaniline hydrochloride —— C8H11NO3*ClH
3-hydroxy-4,5-dimethoxyaniline hydrochloride
—— 3-ethylguaiacol 97678-77-8 C9H12O2
3-ethylguaiacol
—— 4-(methoxymethyl)-2-nitrophenol —— C8H9NO4
4-(methoxymethyl)-2-nitrophenol
—— 3-(2-aminoethylthiomethyl)-2-nitrophenol.hydrobromide —— BrH*C9H12N2O3S
3-(2-aminoethylthiomethyl)-2-nitrophenol.hydrobromide
—— heptanoic acid [2-(3-hydroxy-phenyl)-ethyl]-amide —— C15H23NO2
heptanoic acid [2-(3-hydroxy-phenyl)-ethyl]-amide
—— 3-Dimethylarsino-phenol —— C8H11AsO
3-Dimethylarsino-phenol
—— 2,3,4,5-tetrafluoro-6-iodophenol 28041-62-5 C6HF4IO
2,3,4,5-tetrafluoro-6-iodophenol
—— N-(2-Hydroxy-4-nitrophenyl)-N'-(2-ethoxyphenyl)urea —— C15H15N3O5
N-(2-Hydroxy-4-nitrophenyl)-N'-(2-ethoxyphenyl)urea
—— N-(2-Hydroxy-4-nitrophenyl)-N'-(2,4-dibromo phenyl)-urea —— C13H9Br2N3O4
N-(2-Hydroxy-4-nitrophenyl)-N'-(2,4-dibromo phenyl)-urea
—— N-(2-Hydroxy-4-nitrophenyl)-N'-(3-chloro 2-methoxy phenyl)-urea —— C14H12ClN3O5
N-(2-Hydroxy-4-nitrophenyl)-N'-(3-chloro 2-methoxy phenyl)-urea
—— N-(2-Hydroxy-4-nitrophenyl)-N'-(2-methyl phenyl)-urea —— C14H13N3O4
N-(2-Hydroxy-4-nitrophenyl)-N'-(2-methyl phenyl)-urea
—— 1-(2-chlorophenyl)-3-(2-hydroxy-4-nitrophenyl)urea —— C13H10ClN3O4
1-(2-chlorophenyl)-3-(2-hydroxy-4-nitrophenyl)urea
—— N-(2-Hydroxy-4-nitrophenyl) N'-(2-methylthiophenyl) urea —— C14H13N3O4S
N-(2-Hydroxy-4-nitrophenyl) N'-(2-methylthiophenyl) urea
—— N-(2-Hydroxy-4-nitro phenyl)-N'-(2,4-dichloro phenyl)-urea —— C13H9Cl2N3O4
N-(2-Hydroxy-4-nitro phenyl)-N'-(2,4-dichloro phenyl)-urea
—— N-(2-Hydroxy-4-nitro phenyl)-N'-(2,3-dichloro phenyl)-urea —— C13H9Cl2N3O4
N-(2-Hydroxy-4-nitro phenyl)-N'-(2,3-dichloro phenyl)-urea
—— 5‐nitro‐2‐[(E)‐(phenylmethylidene)amino]phenol —— C13H10N2O3
5‐nitro‐2‐[(E)‐(phenylmethylidene)amino]phenol
—— 2-chloro-6-hydroxy-4-nitroaniline —— C6H5ClN2O3
2-chloro-6-hydroxy-4-nitroaniline
—— 2-(4-chlorophenoxy)-3-<(2-hydroxy-4-nitrophenyl)amino>acrylonitrile —— C15H10ClN3O4
2-(4-chlorophenoxy)-3-<(2-hydroxy-4-nitrophenyl)amino>acrylonitrile
—— 4-(((4-fluorophenyl)imino)methyl)benzene-1,3-diol —— C13H10FNO2
4-(((4-fluorophenyl)imino)methyl)benzene-1,3-diol
—— 2,5-dihydro-4-[(2-hydroxy-3-methoxy-5-methylphenyl)methyl]-2-methyl-5-oxo-2-furanacetic acid —— C16H18O6
2,5-dihydro-4-[(2-hydroxy-3-methoxy-5-methylphenyl)methyl]-2-methyl-5-oxo-2-furanacetic acid
—— (4aSR,11bSR)-9-hydroxy-11b-(2,2,2-trifluoro-ethyl)-1,2,4,4a,5,6,7,11b-octahydro-dibenzo[a,c]cyclohepten-3-one —— C17H19F3O2
(4aSR,11bSR)-9-hydroxy-11b-(2,2,2-trifluoro-ethyl)-1,2,4,4a,5,6,7,11b-octahydro-dibenzo[a,c]cyclohepten-3-one
—— (4aSR,11bRS)-11b-ethyl-9-hydroxy-1,2,4,4a,5,6,7,11b-octahydro-dibenzo[a,c]cyclohepten-3-one —— C17H22O2
(4aSR,11bRS)-11b-ethyl-9-hydroxy-1,2,4,4a,5,6,7,11b-octahydro-dibenzo[a,c]cyclohepten-3-one
—— ethyl 2-(5-fluoro-2-hydroxyphenyl)-2-hydroxyacetate —— C10H11FO4
ethyl 2-(5-fluoro-2-hydroxyphenyl)-2-hydroxyacetate
—— 4-Methyl-6-ethyl-pyrocatechol —— C9H12O2
4-Methyl-6-ethyl-pyrocatechol
—— 4-Methoxy-2,6-dimethyl<3,5-D2>phenol —— C9H12O2
4-Methoxy-2,6-dimethyl<3,5-D2>phenol
—— 3-methoxy-2-(prop-1-en-2-yl)phenol —— C10H12O2
3-methoxy-2-(prop-1-en-2-yl)phenol
—— 2,4,5-tribromo-3,6-difluorophenol —— C6HBr3F2O
2,4,5-tribromo-3,6-difluorophenol
—— 3-(2-hydroxyphenethyl)cyclohexanone —— C14H18O2
3-(2-hydroxyphenethyl)cyclohexanone
—— (Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-2-thioxoimidazolidin-4-one 221445-70-1 C12H12N2O4S
(Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-2-thioxoimidazolidin-4-one