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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
—— 3-[2-(4-methoxyphenyl)ethoxy]-5-morpholinothiophene-2-carboxamide —— C18H22N2O4S
3-[2-(4-methoxyphenyl)ethoxy]-5-morpholinothiophene-2-carboxamide
—— 2-(4-(4-methoxyphenethoxy)phenyl)ethan-1-ol —— C17H20O3
2-(4-(4-methoxyphenethoxy)phenyl)ethan-1-ol
—— 4-Chloro-3-[2-(4-methoxy-phenyl)-ethoxy]-benzoic acid —— C16H15ClO4
4-Chloro-3-[2-(4-methoxy-phenyl)-ethoxy]-benzoic acid
—— 4-Chloro-3-[2-(4-Methoxy-Phenyl)-Ethoxy]-N-(3,4,5,6-Tetrahydro-2H-[1,4']Bipyridinyl-4-Ylmethyl)-Benzamide —— C27H30ClN3O3
4-Chloro-3-[2-(4-Methoxy-Phenyl)-Ethoxy]-N-(3,4,5,6-Tetrahydro-2H-[1,4']Bipyridinyl-4-Ylmethyl)-Benzamide
—— 2-Chloro-6-[2-(4-Methoxyphenyl)Ethoxy]pyrazine —— C13H13ClN2O2
2-Chloro-6-[2-(4-Methoxyphenyl)Ethoxy]pyrazine
—— 1-(p-methoxyphenyl)ethyl hydrogen succinate —— C13H16O5
1-(p-methoxyphenyl)ethyl hydrogen succinate
—— allyl (4-methoxyphenethyl) ether —— C12H16O2
allyl (4-methoxyphenethyl) ether
—— 4-methoxyphenethyl pivalate —— C14H20O3
4-methoxyphenethyl pivalate
—— 3-((methylsulfonyl)methyl)phenol —— C8H10O3S
3-((methylsulfonyl)methyl)phenol
—— 4-(2-hydroxy-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarbonitrile —— C15H13N3O
4-(2-hydroxy-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarbonitrile
—— 2-(2-hydroxy-5-methoxybenzylidene)-4-methylcyclohex-3-enone —— C15H16O3
2-(2-hydroxy-5-methoxybenzylidene)-4-methylcyclohex-3-enone
—— methyl 5-(4-hydroxy-2,5-dimethylphenoxy)-2,2-dimethylpentanoate —— C16H24O4
methyl 5-(4-hydroxy-2,5-dimethylphenoxy)-2,2-dimethylpentanoate
—— 3-(azidomethyl)-5-methylphenol —— C8H9N3O
3-(azidomethyl)-5-methylphenol
—— (1,2-bis(salicylideneaminooxy)ethane) —— C16H16N2O4
(1,2-bis(salicylideneaminooxy)ethane)
—— 5-tert-butyl-2-hydroxy-3-methoxybenzaldehyde 85943-68-6 C12H16O3
5-tert-butyl-2-hydroxy-3-methoxybenzaldehyde
—— 4-[Bis(2-pyridylmethyl)aminomethyl]-1,3-dihydroxylbenzene —— C19H19N3O2
4-[Bis(2-pyridylmethyl)aminomethyl]-1,3-dihydroxylbenzene
—— 1-<2,4-Dihydroxy-benzyliden>-4-phenyl-thiosemicarbazid —— C14H13N3O2S
1-<2,4-Dihydroxy-benzyliden>-4-phenyl-thiosemicarbazid
—— 1,5-bis(2-bromo-5-hydroxyphenyl)pentan-3-one —— C17H16Br2O3
1,5-bis(2-bromo-5-hydroxyphenyl)pentan-3-one
—— 1-(2-hydroxyphenyl)-3-methyl-2-butanol —— C11H16O2
1-(2-hydroxyphenyl)-3-methyl-2-butanol
—— 2-((benzylthio)methyl)phenol —— C14H14OS
2-((benzylthio)methyl)phenol
—— 2-(methyl-d)phenol —— C7H8O
2-(methyl-d)phenol
—— 3,4-dipentylphenol —— C16H26O
3,4-dipentylphenol
—— 2-(4-hydroxy-3-methoxyphenyl)-2-hydroxy-N-nonylacetamide —— C18H29NO4
2-(4-hydroxy-3-methoxyphenyl)-2-hydroxy-N-nonylacetamide
—— methyl 2-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propanoate —— C11H14O5
methyl 2-hydroxy-3-(4-hydroxy-3-methoxyphenyl)propanoate
—— 2-<5-(1-amino-1-methylethyl)-1,3,4-oxadiazol-2-yl>phenol 153075-24-2 C11H13N3O2
2-<5-(1-amino-1-methylethyl)-1,3,4-oxadiazol-2-yl>phenol
—— 4-({2-[6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazin-3-yl]hydrazin-1-ylidene}methyl)phenol —— C14H14N8O
4-({2-[6-(3,5-dimethyl-1H-pyrazol-1-yl)-1,2,4,5-tetrazin-3-yl]hydrazin-1-ylidene}methyl)phenol
—— 4-(2-(1,3-dioxane-2-yl)ethoxy)resorcinol —— C12H16O5
4-(2-(1,3-dioxane-2-yl)ethoxy)resorcinol
—— 4-cyclohexylmethoxyresorcinol —— C13H18O3
4-cyclohexylmethoxyresorcinol
—— 4-((2-ethylhexyl)oxy)resorcinol —— C14H22O3
4-((2-ethylhexyl)oxy)resorcinol
—— 4-nonyloxyresorcinol —— C15H24O3
4-nonyloxyresorcinol
—— 4-heptyloxyresorcinol —— C13H20O3
4-heptyloxyresorcinol
—— 4-pentyloxyresorcinol —— C11H16O3
4-pentyloxyresorcinol
—— 4-propoxyresorcinol —— C9H12O3
4-propoxyresorcinol
—— 4-tridecyloxyresorcinol —— C19H32O3
4-tridecyloxyresorcinol
—— 4-undecyloxyresorcinol —— C17H28O3
4-undecyloxyresorcinol
—— (S)-4-(2',4'-dihydroxyphenyl)-but-2-ol —— C10H14O3
(S)-4-(2',4'-dihydroxyphenyl)-but-2-ol
—— (R)-4-(2',4'-dihydroxyphenyl)-but-2-ol —— C10H14O3
(R)-4-(2',4'-dihydroxyphenyl)-but-2-ol
—— 3-(3-hydroxy-4-methoxy-2,6-dinitrophenyl)propanoic acid —— C10H10N2O8
3-(3-hydroxy-4-methoxy-2,6-dinitrophenyl)propanoic acid
—— trans-rac-N-(3-chlorophenyl)-2-(3-hydroxy-4-methoxyphenyl)cyclopropanecarboxamide —— C17H16ClNO3
trans-rac-N-(3-chlorophenyl)-2-(3-hydroxy-4-methoxyphenyl)cyclopropanecarboxamide
—— N-trans-isoferuloyl 4-O-methyldopamine —— C19H21NO5
N-trans-isoferuloyl 4-O-methyldopamine
—— 3-(4-hydroxy-3,5-dinitro-phenyl)-propionic acid methyl ester —— C10H10N2O7
3-(4-hydroxy-3,5-dinitro-phenyl)-propionic acid methyl ester
—— 2-((5-methylisoxazol-3-ylimino)methyl)-5-methylphenol —— C12H12N2O2
2-((5-methylisoxazol-3-ylimino)methyl)-5-methylphenol
—— 3-(2-hydroxyphenyl)-N-methoxy-N-methylpropanamide —— C11H15NO3
3-(2-hydroxyphenyl)-N-methoxy-N-methylpropanamide
—— N-(12-amino-5,9-diazadodecyl)-3-(2-hydroxyphenyl)propanamide —— C19H34N4O2
N-(12-amino-5,9-diazadodecyl)-3-(2-hydroxyphenyl)propanamide
—— N-{4-[(3-aminopropyl)amino]butyl}-N-(3-aminopropyl)-3-(2-hydroxyphenyl)propanamide —— C19H34N4O2
N-{4-[(3-aminopropyl)amino]butyl}-N-(3-aminopropyl)-3-(2-hydroxyphenyl)propanamide
—— methyl-3-(2-hydroxyphenyl)-propionamide —— C10H13NO2
methyl-3-(2-hydroxyphenyl)-propionamide
—— ethyl-3-(2-hydroxyphenyl)-propionamide —— C11H15NO2
ethyl-3-(2-hydroxyphenyl)-propionamide
—— 2-(3-allyl-3-hydroxy-hex-5-enyl)-phenol —— C15H20O2
2-(3-allyl-3-hydroxy-hex-5-enyl)-phenol
—— 2,2',6,6'-tetra(p-hydroxyphenyl) 4,4'-bipyrannylidene —— C34H24O6
2,2',6,6'-tetra(p-hydroxyphenyl) 4,4'-bipyrannylidene
—— 3,5-dimethyl-2-(phenylseleno)phenol —— C14H14OSe
3,5-dimethyl-2-(phenylseleno)phenol