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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
—— 2,3,6-trimethyl-4-[(tripropylsilyl)methylthio]phenol 1230389-95-3 C19H34OSSi
2,3,6-trimethyl-4-[(tripropylsilyl)methylthio]phenol
—— N-{1-[3-(4-hydroxyphenyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]propyl}cyclo-pentanecarboxamide 625122-13-6 C18H22N4O3
N-{1-[3-(4-hydroxyphenyl)-5-oxo-4,5-dihydro-1,2,4-triazin-6-yl]propyl}cyclo-pentanecarboxamide
—— 7,12-dimercapto-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononen-2-ol 1431863-78-3 C24H24O4S2
7,12-dimercapto-3,8,13-trimethoxy-10,15-dihydro-5H-tribenzo[a,d,g]cyclononen-2-ol
—— 2-ethyl-2-(2-hydroxyphenyl)-1,3-dioxane 1171247-82-7 C12H16O3
2-ethyl-2-(2-hydroxyphenyl)-1,3-dioxane
—— 5-(1,1-Dimethylethyl)-1H-pyrazole-3-carboxylic acid 2-[(2-hydroxy-3-nitrophenyl)methylene]hydrazide 387344-76-5 C15H17N5O4
5-(1,1-Dimethylethyl)-1H-pyrazole-3-carboxylic acid 2-[(2-hydroxy-3-nitrophenyl)methylene]hydrazide
—— 4-Chloro-6-[1-(ethylamino)ethylidene]-3-methylcyclohexa-2,4-dien-1-one 492471-29-1 C11H14ClNO
4-Chloro-6-[1-(ethylamino)ethylidene]-3-methylcyclohexa-2,4-dien-1-one
—— (Z)-2,2',3,3'-tetrahydro-[1,1'-biindenylidene]-6,6'-diol 1374569-37-5 C18H16O2
(Z)-2,2',3,3'-tetrahydro-[1,1'-biindenylidene]-6,6'-diol
—— 2-bromo-3-chloro-5-methyl-hydroquinone 187809-44-5 C7H6BrClO2
2-bromo-3-chloro-5-methyl-hydroquinone
—— 2,4-dinitro-phenol; compound with dibutylamine 42824-46-4 C6H4N2O5*C8H19N
2,4-dinitro-phenol; compound with dibutylamine
—— N-(2,3:5,6-Di-O-isopropylidene-α-D-mannofuranosyl) [2-hydroxy-4-(phenylmethoxy)phenyl]methanimine N-oxide 179488-04-1 C26H31NO8
N-(2,3:5,6-Di-O-isopropylidene-α-D-mannofuranosyl) [2-hydroxy-4-(phenylmethoxy)phenyl]methanimine N-oxide
—— 1-<4-Thiohydantoinyl>-2-<4-hydroxy-3-methoxy-benzyliden>-hydrazin 13096-28-1 C11H14N4O3S
1-<4-Thiohydantoinyl>-2-<4-hydroxy-3-methoxy-benzyliden>-hydrazin
—— 3-<3,5-Dibrom-2-hydroxy-phenyl>-5-<3-hydroxy-phenyl>-1-phenyl-pyrazolin 10475-09-9 C21H16Br2N2O2
3-<3,5-Dibrom-2-hydroxy-phenyl>-5-<3-hydroxy-phenyl>-1-phenyl-pyrazolin
—— 4-(4-Hydroxy-phenyl)-octen-(2) 20125-83-1 C14H20O
4-(4-Hydroxy-phenyl)-octen-(2)
—— 4-(1-Cyclopentyl-butyl)-phenol 19810-27-6 C15H22O
4-(1-Cyclopentyl-butyl)-phenol
—— 4,6-dibromo-5-methoxyresorcinol 121869-58-7 C7H6Br2O3
4,6-dibromo-5-methoxyresorcinol
—— 2-[(Z)-C-(5-chloro-4-fluoro-2-hydroxyphenyl)-N-[(2-methylpropan-2-yl)oxy]carbonimidoyl]pyridin-3-ol 162267-40-5 C16H16ClFN2O3
2-[(Z)-C-(5-chloro-4-fluoro-2-hydroxyphenyl)-N-[(2-methylpropan-2-yl)oxy]carbonimidoyl]pyridin-3-ol
—— 4-chloro-2-(1-hydroxyallyl)phenol 1319720-81-4 C9H9ClO2
4-chloro-2-(1-hydroxyallyl)phenol
—— bis-(5-methoxysalicylidene)thiocarbohydrazone 97138-92-6 C17H18N4O4S
bis-(5-methoxysalicylidene)thiocarbohydrazone
—— N-[5-(2-tert-Butylamino-1-hydroxy-ethyl)-2-hydroxy-benzyl]-methanesulfonamide 23603-19-2 C14H24N2O4S
N-[5-(2-tert-Butylamino-1-hydroxy-ethyl)-2-hydroxy-benzyl]-methanesulfonamide
—— 5-hydroxy-7-methyl-3-(2-methyl-thiazol-4-yl)-chromen-4-one hydrazone 66780-61-8 C14H13N3O2S
5-hydroxy-7-methyl-3-(2-methyl-thiazol-4-yl)-chromen-4-one hydrazone
—— tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-4,5-dimethoxyphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate 925703-87-3 C19H29NO7
tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-4,5-dimethoxyphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate
—— (S,S)-N,N'-di(5-chlorosalicylidene)-1,2-cyclohexanediamine 1412327-22-0 C20H20Cl2N2O2
(S,S)-N,N'-di(5-chlorosalicylidene)-1,2-cyclohexanediamine
—— Tris-(4-hydroxy-3,5-dimethyl-phenyl)-sulfonium 58109-45-8 C24H27O3S
Tris-(4-hydroxy-3,5-dimethyl-phenyl)-sulfonium
—— 2-<(Diethylamino)methyl>-4-butoxyphenol 78525-98-1 C15H25NO2
2-<(Diethylamino)methyl>-4-butoxyphenol
—— 2,4-Diiodo-6-{[(E)-2-mercapto-ethylimino]-methyl}-phenol 20099-15-4 C9H9I2NOS
2,4-Diiodo-6-{[(E)-2-mercapto-ethylimino]-methyl}-phenol
—— N'-(3-hydroxybenzylidene)tetradecanoic acid hydrazide 881664-32-0 C21H34N2O2
N'-(3-hydroxybenzylidene)tetradecanoic acid hydrazide
—— 2,6-dihydroxybenzenecarbothioamide 171017-44-0 C7H7NO2S
2,6-dihydroxybenzenecarbothioamide
—— dimethyl ((5-bromo-2-hydroxyphenyl)(hydroxy)methyl)phosphonate 33472-09-2 C9H12BrO5P
dimethyl ((5-bromo-2-hydroxyphenyl)(hydroxy)methyl)phosphonate
—— 1-(2-Hydroxy-4-methylphenyl)-3-(2-methyl-4-thiazolyl)propenone 80378-05-8 C14H13NO2S
1-(2-Hydroxy-4-methylphenyl)-3-(2-methyl-4-thiazolyl)propenone
—— 4-(5-morpholin-4-yl-penta-1,3-diynyl)-phenol 33834-04-7 C15H15NO2
4-(5-morpholin-4-yl-penta-1,3-diynyl)-phenol
—— 5-[(6-chloropyridin-3-yl)methyl]-N-[2-hydroxyphenylmethylene]-2-(nitroimino)-1,3,5-triazinan-1-amine 1239060-41-3 C16H16ClN7O3
5-[(6-chloropyridin-3-yl)methyl]-N-[2-hydroxyphenylmethylene]-2-(nitroimino)-1,3,5-triazinan-1-amine
—— chloro-acetic acid salicylidenehydrazide 91366-78-8 C9H9ClN2O2
chloro-acetic acid salicylidenehydrazide
—— N,N'-bis(salicylidene)-3,6,9,12-tetraoxa-1,14-tetradecanediamine 1292288-45-9 C24H32N2O6
N,N'-bis(salicylidene)-3,6,9,12-tetraoxa-1,14-tetradecanediamine
—— 2,4-diamino-5-(4-hydroxy-3,5-dimethoxybenzyl)pyrimidine 83322-41-2 C13H16N4O3*ClH
2,4-diamino-5-(4-hydroxy-3,5-dimethoxybenzyl)pyrimidine
—— 2-Cyclohexyl-4-[2-(2-hydroxy-5-methyl-phenyl-ONN-azoxy)-phenylazo]-5-methyl-2,4-dihydro-pyrazol-3-one 15175-33-4 C23H26N6O3
2-Cyclohexyl-4-[2-(2-hydroxy-5-methyl-phenyl-ONN-azoxy)-phenylazo]-5-methyl-2,4-dihydro-pyrazol-3-one
—— 3,5-Dimethyl-2,6-dipropenylphenol 92863-23-5 C14H18O
3,5-Dimethyl-2,6-dipropenylphenol
—— acetovanillone (2,4-dinitrophenyl)hydrazone 1168-56-5 C15H14N4O6
acetovanillone (2,4-dinitrophenyl)hydrazone
—— 2,3,6-Trimethyl-4-[(3-pyridinylimino)methyl]phenol 209549-33-7 C15H16N2O
2,3,6-Trimethyl-4-[(3-pyridinylimino)methyl]phenol
—— 3-chloro-7-hydroxybenzo[e][1,2,4]triazine 1-oxide 1247894-68-3 C7H4ClN3O2
3-chloro-7-hydroxybenzo[e][1,2,4]triazine 1-oxide
—— 3-((E)-2-(1H-imidazol-1-yl)vinyl)-5-methoxyphenol 1204773-38-5 C12H12N2O2
3-((E)-2-(1H-imidazol-1-yl)vinyl)-5-methoxyphenol
—— N'-[(E)-(2-hydroxy-3-methoxyphenyl)methylidene]-2-(2-methylphenoxy)acetohydrazide 303085-86-1 C17H18N2O4
N'-[(E)-(2-hydroxy-3-methoxyphenyl)methylidene]-2-(2-methylphenoxy)acetohydrazide
—— (3-fluoro-4-hydroxyphenyl)-5-(4-n-nonylphenyl)pyrazine 126432-76-6 C25H29FN2O
(3-fluoro-4-hydroxyphenyl)-5-(4-n-nonylphenyl)pyrazine
—— 1260107-37-6 C18H30N2O5
—— [Cu(N,N'-bis(3-hydroxysalicylidene)-2,2-dimethyl-1,3-propanediamine-2H)] 149692-92-2 C19H20N2O4*Cu
[Cu(N,N'-bis(3-hydroxysalicylidene)-2,2-dimethyl-1,3-propanediamine-2H)]
—— N-(α-methylsalicylidene)dipropylenetriamine 879282-60-7 C14H23N3O
N-(α-methylsalicylidene)dipropylenetriamine
—— 2-(4-(heptylthio)-2-hydroxy-5-methoxyphenyl)-3-methylbutylamine 129658-35-1 C19H33NO2S
2-(4-(heptylthio)-2-hydroxy-5-methoxyphenyl)-3-methylbutylamine
—— 2-t-butyl-4-[(4-aminophenyldimethylsilyl)methyloxy]phenol 1230389-22-6 C19H27NO2Si
2-t-butyl-4-[(4-aminophenyldimethylsilyl)methyloxy]phenol
—— 6,6'-dihydroxy-5,5'-dinitro-3,3'-(2,2,2-trichloro-ethylidene)-bis-benzenesulfonic acid 108541-90-8 C14H9Cl3N2O12S2
6,6'-dihydroxy-5,5'-dinitro-3,3'-(2,2,2-trichloro-ethylidene)-bis-benzenesulfonic acid
—— 1392488-19-5 C6H5O*C6H6O*C8H20N
—— 1-Benzyloxy-3-benzyl-4-hydroxy-5,6-trimethylen-pyridon-(2) 19731-73-8 C22H21NO3
1-Benzyloxy-3-benzyl-4-hydroxy-5,6-trimethylen-pyridon-(2)