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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-[(1R,2S)-2-(1-ethoxyethoxy)-1-hydroxypropyl]-4-methoxyphenol 714962-19-3 C14H22O5
2-[(1R,2S)-2-(1-ethoxyethoxy)-1-hydroxypropyl]-4-methoxyphenol
—— (2-Hydroxy-5-methoxy-1,3-phenylene)bis(phosphonic acid) 91633-13-5 C7H10O8P2
(2-Hydroxy-5-methoxy-1,3-phenylene)bis(phosphonic acid)
—— ethyl 1,3-bis(benzotriazol-1-ylmethyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-4H-pyrimidine-5-carboxylate 1190370-89-8 C29H28N8O5
ethyl 1,3-bis(benzotriazol-1-ylmethyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-4H-pyrimidine-5-carboxylate
—— ethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-1,3-bis[(2-methylbenzimidazol-1-yl)methyl]-2-oxo-4H-pyrimidine-5-carboxylate 1190370-87-6 C33H34N6O5
ethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-1,3-bis[(2-methylbenzimidazol-1-yl)methyl]-2-oxo-4H-pyrimidine-5-carboxylate
—— 2-[(2S,4R,5S)-2,5-dimethyl-1,3-dioxolan-4-yl]-4-methoxyphenol 714962-20-6 C12H16O4
2-[(2S,4R,5S)-2,5-dimethyl-1,3-dioxolan-4-yl]-4-methoxyphenol
—— 2-[(4S,5S)-2,5-dimethyl-1,3-dioxolan-4-yl]-4-methoxyphenol 758695-38-4 C12H16O4
2-[(4S,5S)-2,5-dimethyl-1,3-dioxolan-4-yl]-4-methoxyphenol
—— ethyl 1,3-bis(benzimidazol-1-ylmethyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-4H-pyrimidine-5-carboxylate 1190370-86-5 C31H30N6O5
ethyl 1,3-bis(benzimidazol-1-ylmethyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-4H-pyrimidine-5-carboxylate
—— 1-(hydroxymethyl)-4-methoxy-6-(methoxymethyl)phenol 914607-25-3 C10H14O4
1-(hydroxymethyl)-4-methoxy-6-(methoxymethyl)phenol
—— cis-4-methoxy-2-(1-propenyl)phenol 98755-19-2 C10H12O2
cis-4-methoxy-2-(1-propenyl)phenol
—— trans-1-(2-hydroxy-5-methoxyphenyl)-2-buten-1-one 117457-71-3 C11H12O3
trans-1-(2-hydroxy-5-methoxyphenyl)-2-buten-1-one
—— 2-[4-(Cyclohexylmethoxy)phenyl]ethanol 54954-56-2 C15H22O2
2-[4-(Cyclohexylmethoxy)phenyl]ethanol
—— ethyl 3-(5-hydroxy-2-methoxyphenyl)propanoate 628330-02-9 C12H16O4
ethyl 3-(5-hydroxy-2-methoxyphenyl)propanoate
—— 3-(4-hydroxy-3-methylphenyl)-4-phenylthiophene 1361305-92-1 C17H14OS
3-(4-hydroxy-3-methylphenyl)-4-phenylthiophene
—— 1-(4-hydroxyphenyl)-2-(4-pyridazinyl)ethanol 185848-17-3 C12H12N2O2
1-(4-hydroxyphenyl)-2-(4-pyridazinyl)ethanol
—— Ameisensaeure-<6-(2'-hydroxy-3'-methylphenyl)hexyl>ester 112998-68-2 C14H20O3
Ameisensaeure-<6-(2'-hydroxy-3'-methylphenyl)hexyl>ester
—— Ameisensaeure-<3-(2-hydroxyphenyl)propyl>ester 112998-49-9 C10H12O3
Ameisensaeure-<3-(2-hydroxyphenyl)propyl>ester
—— Ameisensaeure-<5-(2-hydroxyphenyl)pentyl>ester 112998-67-1 C12H16O3
Ameisensaeure-<5-(2-hydroxyphenyl)pentyl>ester
—— o-4-Bromobutylphenol 57027-77-7 C10H13BrO
o-4-Bromobutylphenol
—— 5-(2'-Hydroxyphenyl)pentansaeure-methylester 113017-59-7 C12H16O3
5-(2'-Hydroxyphenyl)pentansaeure-methylester
—— Ameisensaeure-<4-(2'-hydroxyphenyl)butyl>ester 112998-66-0 C11H14O3
Ameisensaeure-<4-(2'-hydroxyphenyl)butyl>ester
—— 2-[(Z)-1-(2-hydroxyphenyl)ethylidene]-N,N-diprop-2-enylhydrazine-1-carbothioamide 1310677-50-9 C15H19N3OS
2-[(Z)-1-(2-hydroxyphenyl)ethylidene]-N,N-diprop-2-enylhydrazine-1-carbothioamide
—— 4-methoxy-2-(2,2,2-trifluoro-1-hydroxyethyl)phenol 1321914-82-2 C9H9F3O3
4-methoxy-2-(2,2,2-trifluoro-1-hydroxyethyl)phenol
—— 2,6-dimethoxy-4-[(E)-3-(4-methoxyphenoxy)prop-1-enyl]phenol 94930-88-8 C18H20O5
2,6-dimethoxy-4-[(E)-3-(4-methoxyphenoxy)prop-1-enyl]phenol
—— N-methylamino hydroquinone 155853-13-7 C7H9NO2
N-methylamino hydroquinone
—— (E)-2-(2-(2-(3-hydroxy-4-methoxystyryl)-5-methyloxazol-4-yl)-2-oxoethyl)-5-methyloxazole-4-carboxylic acid 1155364-32-1 C20H18N2O7
(E)-2-(2-(2-(3-hydroxy-4-methoxystyryl)-5-methyloxazol-4-yl)-2-oxoethyl)-5-methyloxazole-4-carboxylic acid
—— sodium salt of 2-hydroxy-5-methoxybenzene-sulfonic acid —— C7H7O5S*Na
sodium salt of 2-hydroxy-5-methoxybenzene-sulfonic acid
—— 2,6-Dinitro-4-(1-methylpentyl)-phenol 4097-43-2 C12H16N2O5
2,6-Dinitro-4-(1-methylpentyl)-phenol
—— N-[2-(4-fluorophenyl)ethyl]-2-(3-hydroxy-4-methoxyphenyl)acetamide 1395084-67-9 C17H18FNO3
N-[2-(4-fluorophenyl)ethyl]-2-(3-hydroxy-4-methoxyphenyl)acetamide
—— 5-{2-[2-(4-fluorophenyl)ethylamino]ethyl}-2-methoxyphenol 1395084-73-7 C17H20FNO2
5-{2-[2-(4-fluorophenyl)ethylamino]ethyl}-2-methoxyphenol
—— (E)-3-(3-hydroxy-2-methoxyphenyl)prop-2-enenitrile 1373444-64-4 C10H9NO2
(E)-3-(3-hydroxy-2-methoxyphenyl)prop-2-enenitrile
—— (Z)-3-(3-hydroxy-2-methoxyphenyl)prop-2-enenitrile 1373444-62-2 C10H9NO2
(Z)-3-(3-hydroxy-2-methoxyphenyl)prop-2-enenitrile
—— 6-bromo-3-hydroxy-4-hydroxymethyl-2-methoxy-benzaldehyde 1315341-04-8 C9H9BrO4
6-bromo-3-hydroxy-4-hydroxymethyl-2-methoxy-benzaldehyde
—— 4-allyl-3-hydroxy-2-methoxy-benzaldehyde 106662-51-5 C11H12O3
4-allyl-3-hydroxy-2-methoxy-benzaldehyde
—— 6-bromo-3-hydroxy-2-methoxybenzaldehyde 214123-07-6 C8H7BrO3
6-bromo-3-hydroxy-2-methoxybenzaldehyde
—— 2-Methoxy-6-[[2-(4-methoxyphenyl)ethylamino]methyl]phenol 1019634-28-6 C17H21NO3
2-Methoxy-6-[[2-(4-methoxyphenyl)ethylamino]methyl]phenol
—— 4-methoxy-2-nitrosophenol 39825-04-2 C7H7NO3
4-methoxy-2-nitrosophenol
—— 2-(2-hydroxy-4,6-dimethoxyphenyl)ethanol 106800-35-5 C10H14O4
2-(2-hydroxy-4,6-dimethoxyphenyl)ethanol
—— methyl 4-(2-hydroxy-5-methoxyphenyl)-2-butenoate 96410-49-0 C12H14O4
methyl 4-(2-hydroxy-5-methoxyphenyl)-2-butenoate
—— (2-chloro-4-hydroxy-phenyl)-acetic acid methyl ester 72766-07-5 C9H9ClO3
(2-chloro-4-hydroxy-phenyl)-acetic acid methyl ester
—— 4-methoxy-2,6-bis[(E)-2-methylbut-2-enyl]phenol 603110-54-9 C17H24O2
4-methoxy-2,6-bis[(E)-2-methylbut-2-enyl]phenol
—— 4-methoxy-2-(3-methyl-2-methylene-but-3-enyl)phenol 376362-86-6 C13H16O2
4-methoxy-2-(3-methyl-2-methylene-but-3-enyl)phenol
—— 2-(2-methylbut-2-en-1-yl)-4-methoxyphenol 603110-46-9 C12H16O2
2-(2-methylbut-2-en-1-yl)-4-methoxyphenol
—— 2-methoxy-6-phenethylaminomethyl-phenol 55311-35-8 C16H19NO2
2-methoxy-6-phenethylaminomethyl-phenol
—— 4-methyl-2-[[morpholin-4-ylmethyl-[(1R)-1-phenylethyl]amino]methyl]phenol 569646-46-4 C21H28N2O2
4-methyl-2-[[morpholin-4-ylmethyl-[(1R)-1-phenylethyl]amino]methyl]phenol
—— N-(4-hydroxybenzyl)formamide 86386-69-8 C8H9NO2
N-(4-hydroxybenzyl)formamide
—— 2-(1-hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl)phenol 1374575-83-3 C12H16O2Si
2-(1-hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl)phenol
—— BH(2,2)IAM 288099-66-1 C52H64N12O12
BH(2,2)IAM
—— Methyl 2-bromo-4-hydroxyphenylacetate 154352-91-7 C9H9BrO3
Methyl 2-bromo-4-hydroxyphenylacetate
—— 2-(1-(4-hydroxyphenyl)-3-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-5-yl)acetonitrile 1610369-92-0 C12H10F3N3O
2-(1-(4-hydroxyphenyl)-3-(trifluoromethyl)-4,5-dihydro-1H-pyrazol-5-yl)acetonitrile
—— ethyl 5-(cyanomethyl)-1-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-3-carboxylate 1610369-69-1 C14H15N3O3
ethyl 5-(cyanomethyl)-1-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazole-3-carboxylate