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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
—— 1-[1-(4-Hydroxy-3-methoxy-phenyl)-meth-(E)-ylidene]-9,9-dioxo-3,9-dihydro-9λ6-thia-3,4,9a-triaza-fluoren-2-one 134248-17-2 C17H13N3O5S
1-[1-(4-Hydroxy-3-methoxy-phenyl)-meth-(E)-ylidene]-9,9-dioxo-3,9-dihydro-9λ6-thia-3,4,9a-triaza-fluoren-2-one
—— (R)-2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-(3-[4-(2-hydroxyethyl)phenoxy]propoxycarbonyl)-1,4-dihydropyridine 114207-83-9 C27H30N2O8
(R)-2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-(3-[4-(2-hydroxyethyl)phenoxy]propoxycarbonyl)-1,4-dihydropyridine
—— 3-methyl-4-nitro-5-<2-(2-hydroxy-5-methoxyphenyl)ethenyl>isoxazole 85364-68-7 C13H12N2O5
3-methyl-4-nitro-5-<2-(2-hydroxy-5-methoxyphenyl)ethenyl>isoxazole
—— 1255148-59-4 C26H21ClN4O6*ClH
—— ethyl 3-(3-fluoro-4-hydroxyphenyl)-2,2,3,3-tetradeuteriopropanoate 1234846-22-0 C11H13FO3
ethyl 3-(3-fluoro-4-hydroxyphenyl)-2,2,3,3-tetradeuteriopropanoate
—— bis(salicylaldehyde) S-methylisothiosemicarbazone 59004-63-6 C16H15N3O2S
bis(salicylaldehyde) S-methylisothiosemicarbazone
—— 144836-19-1 C22H19N3O2
—— 3-Chloro-6-hydroxy-2,5-dimethoxy-benzaldehyde oxime 75552-24-8 C9H10ClNO4
3-Chloro-6-hydroxy-2,5-dimethoxy-benzaldehyde oxime
—— 2-heptyl-3,6-dihydroxy-5-isopentyl-benzyl alcohol 858250-74-5 C19H32O3
2-heptyl-3,6-dihydroxy-5-isopentyl-benzyl alcohol
—— 5,12-Dichlor-4-hydroxyfluoranthen 92967-49-2 C16H8Cl2O
5,12-Dichlor-4-hydroxyfluoranthen
—— (E)-4-benzylimino-5-(4-hydroxy-phenyl)-1-(3-imidazol-1-yl-propyl)-imidazolidin-2-one 1025453-56-8 C22H23N5O2
(E)-4-benzylimino-5-(4-hydroxy-phenyl)-1-(3-imidazol-1-yl-propyl)-imidazolidin-2-one
—— 2-[4-((R)-2-aminobutylamino)-5-(3-methoxyphenyl)pyrimidin-2-yl]-4-chlorophenol 956122-66-0 C21H23ClN4O2
2-[4-((R)-2-aminobutylamino)-5-(3-methoxyphenyl)pyrimidin-2-yl]-4-chlorophenol
—— 4-Hydroxy-3,5-dimethylbenzimidamide 1094355-59-5 C9H12N2O
4-Hydroxy-3,5-dimethylbenzimidamide
—— cyclohexane-1,3-dione-bis-(4-hydroxy-phenylimine); hydrochloride 111354-37-1 C18H18N2O2*ClH
cyclohexane-1,3-dione-bis-(4-hydroxy-phenylimine); hydrochloride
—— 143724-14-5 C15H18O4
—— 1-(benzylmethylamino)-3-<4-(2-methoxyethyl)phenoxy>propan-2-ol 80448-19-7 C20H27NO3
1-(benzylmethylamino)-3-<4-(2-methoxyethyl)phenoxy>propan-2-ol
—— 6-Deutero-Vanillin 92304-00-2 C8H8O3
6-Deutero-Vanillin
—— N-tert.Butyl-4-O-methyl-noradrenalin 6924-30-7 C13H21NO3
N-tert.Butyl-4-O-methyl-noradrenalin
—— diethyl 4-(4-hydroxy-3-methoxyphenyl)-2,6-dimethyl-1-phenyl-1,4-dihydropyridine-3,5-dicarboxylate 944938-95-8 C26H29NO6
diethyl 4-(4-hydroxy-3-methoxyphenyl)-2,6-dimethyl-1-phenyl-1,4-dihydropyridine-3,5-dicarboxylate
—— 6-(3,4-dihydroxy-phenyl)-hexanoic acid propyl ester 106839-79-6 C15H22O4
6-(3,4-dihydroxy-phenyl)-hexanoic acid propyl ester
—— 4,4'-sulfonyl-di-benzoic acid bis-vanillylidenehydrazide 119641-46-2 C30H26N4O8S
4,4'-sulfonyl-di-benzoic acid bis-vanillylidenehydrazide
—— 2-bromo-5-hydroxy-4-methoxyphenylacetamide 862794-28-3 C9H10BrNO3
2-bromo-5-hydroxy-4-methoxyphenylacetamide
—— 2-methoxy-6-heneicosanylphenol 142382-23-8 C28H50O2
2-methoxy-6-heneicosanylphenol
—— 3-{4-[(1-phenylpropyl)amino]phenyl}-2-furancarboxylic acid-2-(4-hydroxy-3-nitrobenzoyl)hydrazide hydrochloride 1255148-31-2 C27H24N4O6*ClH
3-{4-[(1-phenylpropyl)amino]phenyl}-2-furancarboxylic acid-2-(4-hydroxy-3-nitrobenzoyl)hydrazide hydrochloride
—— 2-{[(E)-2-Hydroxy-phenylimino]-methyl}-cyclohexanone 134469-61-7 C13H15NO2
2-{[(E)-2-Hydroxy-phenylimino]-methyl}-cyclohexanone
—— 4-iodo-2,3,6-trimethyl-phenol 1403775-50-7 C9H11IO
4-iodo-2,3,6-trimethyl-phenol
—— 1026107-18-5 C24H24O5
—— (E)-1-(2-hydroxy-4,6-dimethoxy-3-(1-methyl-1H-pyrazol-5-yl)phenyl)-3-(thiophen-2-yl)prop-2-en-1-one 1424351-73-4 C19H18N2O4S
(E)-1-(2-hydroxy-4,6-dimethoxy-3-(1-methyl-1H-pyrazol-5-yl)phenyl)-3-(thiophen-2-yl)prop-2-en-1-one
—— benzo[d][1,3,2]dioxaborol-2-yl N'-(2-hydroxybenzylidene)carbamohydrazonate 90963-46-5 C14H12BN3O4
benzo[d][1,3,2]dioxaborol-2-yl N'-(2-hydroxybenzylidene)carbamohydrazonate
—— 4-bromo-2-[(2-piperidin-1-ylmethylimino)methyl]phenol 1258734-03-0 C14H19BrN2O
4-bromo-2-[(2-piperidin-1-ylmethylimino)methyl]phenol
—— 2-(2,2-Dimethylvinyl)-3,5-dimethylphenol 3698-48-4 C12H16O
2-(2,2-Dimethylvinyl)-3,5-dimethylphenol
—— 4-hydroxy-benzaldehyde-(<i>S</i>-methyl-iso thiosemicarbazone) 110274-63-0 C9H11N3OS
4-hydroxy-benzaldehyde-(<i>S</i>-methyl-iso thiosemicarbazone)
—— 6-Bromo-benzo[1,3]dioxole-5-carboxylic acid [3-(2-hydroxy-3-methoxy-phenyl)-propyl]-amide 119873-38-0 C18H18BrNO5
6-Bromo-benzo[1,3]dioxole-5-carboxylic acid [3-(2-hydroxy-3-methoxy-phenyl)-propyl]-amide
—— 5-Thiophen-2-yl-5-(2,4,6-trihydroxy-phenyl)-dihydro-furan-2-one 60387-86-2 C14H12O5S
5-Thiophen-2-yl-5-(2,4,6-trihydroxy-phenyl)-dihydro-furan-2-one
—— [(2S)-octan-2-yl] (2S)-2-(4-hydroxyphenyl)propanoate 132786-62-0 C17H26O3
[(2S)-octan-2-yl] (2S)-2-(4-hydroxyphenyl)propanoate
—— 4-(2,3,4-Trihydroxyphenyl)-2-(p-chlorophenylamino)thiazole hydrochloride 17927-83-2 C15H11ClN2O3S*ClH
4-(2,3,4-Trihydroxyphenyl)-2-(p-chlorophenylamino)thiazole hydrochloride
—— 3-methyl-4-(2,2-dichlorotrifluoroethylthio)phenol 137380-33-7 C9H7Cl2F3OS
3-methyl-4-(2,2-dichlorotrifluoroethylthio)phenol
—— 148044-71-7 C19H15N3O2
—— 3-(4-{[1-(4-propylphenyl)ethyl]amino}phenyl)-2-furancarboxylic acid-2-(4-hydroxy-3-nitrobenzoyl)hydrazide hydrochloride 1255148-64-1 C29H28N4O6*ClH
3-(4-{[1-(4-propylphenyl)ethyl]amino}phenyl)-2-furancarboxylic acid-2-(4-hydroxy-3-nitrobenzoyl)hydrazide hydrochloride
—— 1255148-48-1 C25H23N5O6S*ClH
—— 2-(2,2-dichlorotrifluoroethylthio)-5-methoxyphenol 137380-39-3 C9H7Cl2F3O2S
2-(2,2-dichlorotrifluoroethylthio)-5-methoxyphenol
—— 5-(4-hydroxy-3-methoxy-benz-(Z)-ylidene)-2-[(Z)-propylimino]-3-(2-chlorophenyl)-thiazolidin-4-one 1029435-64-0 C20H19ClN2O3S
5-(4-hydroxy-3-methoxy-benz-(Z)-ylidene)-2-[(Z)-propylimino]-3-(2-chlorophenyl)-thiazolidin-4-one
—— 2-Isopropylsulfanyl-benzene-1,4-diol 839720-66-0 C9H12O2S
2-Isopropylsulfanyl-benzene-1,4-diol
—— (5-chlorosalicylaldehyde) S-methylisothiosemicarbazone 1561173-94-1 C16H13Cl2N3O2S
(5-chlorosalicylaldehyde) S-methylisothiosemicarbazone
—— 2-hydroxy-3-nitro-benzaldehyde-(4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylhydrazone) 91843-79-7 C12H11N5O4
2-hydroxy-3-nitro-benzaldehyde-(4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylhydrazone)
—— 3-Isopentyl-4.6-dimethoxy-salicylaldehyd 17245-27-1 C14H20O4
3-Isopentyl-4.6-dimethoxy-salicylaldehyd
—— 2,6-dibromo-4-(3-(3,4-difluorobenzyloxy)-1,2,4-triazin-6-yl)phenol 1191246-28-2 C16H9Br2F2N3O2
2,6-dibromo-4-(3-(3,4-difluorobenzyloxy)-1,2,4-triazin-6-yl)phenol
—— 2-(4-Phenyl-3-trifluoromethyl-isoxazol-5-yl)-phenol 73023-23-1 C16H10F3NO2
2-(4-Phenyl-3-trifluoromethyl-isoxazol-5-yl)-phenol
—— 8-(2,4-difluorophenyl)-9-[6-(methyl{3-[(4,4,5,5,5-pentafluoropentyl)sulphonyl]propyl}amino)hexyl]-6,7-dihydro-5H-benzo[7]annulen-3-ol 1353007-86-9 C32H40F7NO3S
8-(2,4-difluorophenyl)-9-[6-(methyl{3-[(4,4,5,5,5-pentafluoropentyl)sulphonyl]propyl}amino)hexyl]-6,7-dihydro-5H-benzo[7]annulen-3-ol
—— bis(3-hydroxy-4-methoxyphenylethyl)ammonium chloride 19373-67-2 C18H23NO4*ClH
bis(3-hydroxy-4-methoxyphenylethyl)ammonium chloride