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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
—— succinic acid bis-(4-hydroxy-phenethyl ester) —— C20H22O6
succinic acid bis-(4-hydroxy-phenethyl ester)
—— 2-cyclohexyl-2-(2-hydroxy-6-methylphenyl)aminoacetonitrile —— C15H20N2O
2-cyclohexyl-2-(2-hydroxy-6-methylphenyl)aminoacetonitrile
—— 2,2-dimethyl-1-(2-hydroxy-6-methylphenyl)aminopropane-1-carbonitrile —— C13H18N2O
2,2-dimethyl-1-(2-hydroxy-6-methylphenyl)aminopropane-1-carbonitrile
—— 1-(2-hydroxy-6-methylphenyl)aminononane-1-carbonitrile —— C17H26N2O
1-(2-hydroxy-6-methylphenyl)aminononane-1-carbonitrile
—— (R)-3,4-dihydroxymandelonitrile 190383-25-6 C8H7NO3
(R)-3,4-dihydroxymandelonitrile
—— ZINC00039089 —— C9H13NO3*H
ZINC00039089
—— 7-hydroxy-1-(4-methyl-1-piperazinyl)-2,3-dihydronaphthalene —— C15H20N2O
7-hydroxy-1-(4-methyl-1-piperazinyl)-2,3-dihydronaphthalene
—— (E)-3-(3-bromo-4-hydroxyphenyl)-2-(hydroxyimino)-N-(2-mercaptoethyl)propanamide —— C11H13BrN2O3S
(E)-3-(3-bromo-4-hydroxyphenyl)-2-(hydroxyimino)-N-(2-mercaptoethyl)propanamide
—— hydroxytyrosol tris(methyl carbonate) —— C14H16O9
hydroxytyrosol tris(methyl carbonate)
—— 1,3,5-cis-tris((2-hydroxy-5-methoxybenzyl)amino)cyclohexane —— C30H39N3O6
1,3,5-cis-tris((2-hydroxy-5-methoxybenzyl)amino)cyclohexane
—— 3-(2-hydroxy-5-nitro-phenylimino)-1,3-dihydroindol-2-one —— C14H9N3O4
3-(2-hydroxy-5-nitro-phenylimino)-1,3-dihydroindol-2-one
—— 1,3,5-cis-tris((2-hydroxy-5-nitrobenzyl)amino)cyclohexane —— C27H30N6O9
1,3,5-cis-tris((2-hydroxy-5-nitrobenzyl)amino)cyclohexane
—— ethyl 3-(3,5-difluoro-4-hydroxyphenyl)propanoate —— C11H12F2O3
ethyl 3-(3,5-difluoro-4-hydroxyphenyl)propanoate
—— 4-hydroxy-2-(3-hydroxypropyl)-5-methoxyisophthalaldehyde —— C12H14O5
4-hydroxy-2-(3-hydroxypropyl)-5-methoxyisophthalaldehyde
—— 4-chloro-3,5-(dimethyl-D6)-phenol —— C8H9ClO
4-chloro-3,5-(dimethyl-D6)-phenol
—— 2-bromo-4-(pentafluorosulfanyl)phenol —— C6H4BrF5OS
2-bromo-4-(pentafluorosulfanyl)phenol
—— 6-benzyl-3-(4-hydroxyphenyl)thiazolo[3,2-b]-1,2,4-triazin-7-one —— C18H13N3O2S
6-benzyl-3-(4-hydroxyphenyl)thiazolo[3,2-b]-1,2,4-triazin-7-one
—— trans-6,7-Dihydro-7-(4-hydroxy-3-methoxyphenyl)-4,9-dimethoxy-2,11-dipropyldibenzo<e,g><1,4>dioxocin-6-ylmethanol —— C30H36O7
trans-6,7-Dihydro-7-(4-hydroxy-3-methoxyphenyl)-4,9-dimethoxy-2,11-dipropyldibenzo<e,g><1,4>dioxocin-6-ylmethanol
—— (R)-tert-butyl (3-hydroxy-3-(3-hydroxyphenyl)propyl)carbamate —— C14H21NO4
(R)-tert-butyl (3-hydroxy-3-(3-hydroxyphenyl)propyl)carbamate
—— threo-1-(4-hydroxy-3-methoxyphenyl)-1-methoxy-2-<2-methoxy-4-(3-hydroxy-1-propenyl)phenoxy>-3-hydroxypropane —— C21H26O7
threo-1-(4-hydroxy-3-methoxyphenyl)-1-methoxy-2-<2-methoxy-4-(3-hydroxy-1-propenyl)phenoxy>-3-hydroxypropane
—— 5-chloro-4-nitrobenzene-1,3-diol —— C6H4ClNO4
5-chloro-4-nitrobenzene-1,3-diol
—— rac-gnetifolin F —— C25H24O7
rac-gnetifolin F
—— 4,4'-((1E,4E)-penta-1,4-diene-1,5-diyl)bis(2-methoxyphenol) —— C19H20O4
4,4'-((1E,4E)-penta-1,4-diene-1,5-diyl)bis(2-methoxyphenol)
—— coniferyl stearate —— C28H46O4
coniferyl stearate
—— 1,2-bis(2',4'-dihydroxyphenylthio)ethane —— C14H14O4S2
1,2-bis(2',4'-dihydroxyphenylthio)ethane
—— 2-iminobenzo[d][1,3]oxathiol-6-ol —— C7H5NO2S
2-iminobenzo[d][1,3]oxathiol-6-ol
—— 3-isopropyl-5-[4-(2-methoxyethyl)phenoxymethyl]oxazolidine —— C16H25NO3
3-isopropyl-5-[4-(2-methoxyethyl)phenoxymethyl]oxazolidine
—— N-isopropyl-3-<<4'-(2''-methoxyethyl)phenyl>oxy>-2-oxo-1-propylamine —— C15H23NO3
N-isopropyl-3-<<4'-(2''-methoxyethyl)phenyl>oxy>-2-oxo-1-propylamine
—— 1-(3-ethoxy-4-hydroxyphenyl)-5-hydroxydodecan-3-one —— C20H32O4
1-(3-ethoxy-4-hydroxyphenyl)-5-hydroxydodecan-3-one
—— N-succinyltyramine —— C12H15NO4
N-succinyltyramine
—— 4-(2-((4-hydroxybenzylidene)amino)ethyl)phenol —— C15H15NO2
4-(2-((4-hydroxybenzylidene)amino)ethyl)phenol
—— N-[2-(p-hydroxyphenyl)ethyl]maleamic acid —— C12H13NO4
N-[2-(p-hydroxyphenyl)ethyl]maleamic acid
—— monensin tyramide —— C44H71NO11
monensin tyramide
—— (1SR,2SR)-N-(4-hydroxyphenethyl)-2-phenylcyclopropanecarboxamide —— C18H19NO2
(1SR,2SR)-N-(4-hydroxyphenethyl)-2-phenylcyclopropanecarboxamide
—— (E)-4-chloro-2-(((4-hydroxyphenethyl)imino)methyl)phenol —— C15H14ClNO2
(E)-4-chloro-2-(((4-hydroxyphenethyl)imino)methyl)phenol
—— N-(4-hydroxyphenethyl)-3-phenylpropanamide —— C17H19NO2
N-(4-hydroxyphenethyl)-3-phenylpropanamide
—— valeric acid N-[2-(4-hydroxy-phenyl)-ethyl]-amide —— C13H19NO2
valeric acid N-[2-(4-hydroxy-phenyl)-ethyl]-amide
—— 5-(5-mercapto-1,3,4-oxadiazole-2yl)benzene-1,2,3-triol —— C8H6N2O4S
5-(5-mercapto-1,3,4-oxadiazole-2yl)benzene-1,2,3-triol
—— N-(4-hydroxyphenylethyl)propionamide 60394-18-5 C11H15NO2
N-(4-hydroxyphenylethyl)propionamide
—— (Z)-5-benzylidene-3-[2-(4-hydroxyphenyl)ethyl]-2-thioxo-thiazolidin-4-one —— C18H15NO2S2
(Z)-5-benzylidene-3-[2-(4-hydroxyphenyl)ethyl]-2-thioxo-thiazolidin-4-one
—— 3-[2-(4-hydroxyphenyl)ethyl]-2-thioxo-1,3-thiazolidin-4-one —— C11H11NO2S2
3-[2-(4-hydroxyphenyl)ethyl]-2-thioxo-1,3-thiazolidin-4-one
—— 4-hydroxy-(benzeneethanamine)-N-(phenylmethylene) —— C15H15NO
4-hydroxy-(benzeneethanamine)-N-(phenylmethylene)
—— 1-(4-hydroxyphenethyl)-3-phenethylurea —— C17H20N2O2
1-(4-hydroxyphenethyl)-3-phenethylurea
—— D-glucaric acid bis-(4-hydroxy-phenethylamide) —— C22H28N2O8
D-glucaric acid bis-(4-hydroxy-phenethylamide)
—— (2-(1H-1,2,4-triazol-3-ylimino)methyl)-4-methoxyphenol —— C10H10N4O2
(2-(1H-1,2,4-triazol-3-ylimino)methyl)-4-methoxyphenol
—— 4-((1E,3E)-3-((4-hydroxyphenethyl)imino)prop-1-en-1-yl)-2,6-dimethoxyphenol —— C19H21NO4
4-((1E,3E)-3-((4-hydroxyphenethyl)imino)prop-1-en-1-yl)-2,6-dimethoxyphenol
—— 2-cyano-N-[2-(4-hydroxyphenyl)ethyl]acetamide —— C11H12N2O2
2-cyano-N-[2-(4-hydroxyphenyl)ethyl]acetamide
—— 4-(2-(pyridin-2-ylmethyleneamino)ethyl)phenol —— C14H14N2O
4-(2-(pyridin-2-ylmethyleneamino)ethyl)phenol
—— 6-amino-N-[2-(4-hydroxyphenyl)ethyl]hexanamide —— C14H22N2O2
6-amino-N-[2-(4-hydroxyphenyl)ethyl]hexanamide
—— N-(4-hydroxyphenethyl)oleamide —— C26H43NO2
N-(4-hydroxyphenethyl)oleamide