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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
—— (E)-2-(3-(thiophen-2-yl)allyl)phenol 1432498-10-6 C13H12OS
(E)-2-(3-(thiophen-2-yl)allyl)phenol
—— 8-hydroxy-1-methyl-3H-pyrazolo[1,2-a]benzo[1,2,3,4]tetrazin-3-one 851517-61-8 C10H8N4O2
8-hydroxy-1-methyl-3H-pyrazolo[1,2-a]benzo[1,2,3,4]tetrazin-3-one
—— 2,6-dihydroxy-3-nitrobenzamide 1129083-37-9 C7H6N2O5
2,6-dihydroxy-3-nitrobenzamide
—— 4-(1-Hexylheptyl)-phenol 17508-71-3 C19H32O
4-(1-Hexylheptyl)-phenol
—— 3-Butyl-2-fluoro-4,6-dinitrophenol 34460-43-0 C10H11FN2O5
3-Butyl-2-fluoro-4,6-dinitrophenol
—— 4-dimethylamino-pyrocatechol 15103-40-9 C8H11NO2
4-dimethylamino-pyrocatechol
—— 4-(adamantan-1-ylaminomethyl)benzene-1,3-diol 1019629-84-5 C17H23NO2
4-(adamantan-1-ylaminomethyl)benzene-1,3-diol
—— 5-(2,4-Diamino-pyrimidin-5-ylmethyl)-benzene-1,3-diol 80407-57-4 C11H12N4O2
5-(2,4-Diamino-pyrimidin-5-ylmethyl)-benzene-1,3-diol
—— 4H-5-Cyano-2,3-dihydro-2-(3-methoxy-4-hydroxyphenyl)-6-methylthio-1,3-thiazin-4-on 33050-24-7 C13H12N2O3S2
4H-5-Cyano-2,3-dihydro-2-(3-methoxy-4-hydroxyphenyl)-6-methylthio-1,3-thiazin-4-on
—— α-(2,4-diamino-5-pyrimidyl)-5-methoxy-m-cresol 69195-28-4 C12H14N4O2
α-(2,4-diamino-5-pyrimidyl)-5-methoxy-m-cresol
—— (Z)-5-(5-allyl-4-hydroxy-2-methoxybenzylidene)-3-methylthiazolidine-2,4-dione 1620146-65-7 C15H15NO4S
(Z)-5-(5-allyl-4-hydroxy-2-methoxybenzylidene)-3-methylthiazolidine-2,4-dione
—— (Z)-5-(5-allyl-4-hydroxy-2-methoxybenzylidene)-3-benzylthiazolidine-2,4-dione 1620146-70-4 C21H19NO4S
(Z)-5-(5-allyl-4-hydroxy-2-methoxybenzylidene)-3-benzylthiazolidine-2,4-dione
—— (Z)-5-(5-allyl-4-hydroxy-2-methoxybenzylidene)-3-isopropylthiazolidine-2,4-dione 1620146-66-8 C17H19NO4S
(Z)-5-(5-allyl-4-hydroxy-2-methoxybenzylidene)-3-isopropylthiazolidine-2,4-dione
—— (Z)-5-(5-allyl-4-hydroxy-2-methoxybenzylidene)-3-allylthiazolidine-2,4-dione 1620146-67-9 C17H17NO4S
(Z)-5-(5-allyl-4-hydroxy-2-methoxybenzylidene)-3-allylthiazolidine-2,4-dione
—— (Z)-5-(5-allyl-4-hydroxy-2-methoxybenzylidene)-3-(3-methylbut-2-en-1-yl)thiazolidine-2,4-dione 1620146-68-0 C19H21NO4S
(Z)-5-(5-allyl-4-hydroxy-2-methoxybenzylidene)-3-(3-methylbut-2-en-1-yl)thiazolidine-2,4-dione
—— (Z)-5-(5-allyl-4-hydroxy-2-methoxybenzylidene)thiazolidine-2,4-dione 1620146-71-5 C14H13NO4S
(Z)-5-(5-allyl-4-hydroxy-2-methoxybenzylidene)thiazolidine-2,4-dione
—— (Z)-5-(5-allyl-4-hydroxy-2-methoxybenzylidene)-3-butylthiazolidine-2,4-dione 1620146-69-1 C18H21NO4S
(Z)-5-(5-allyl-4-hydroxy-2-methoxybenzylidene)-3-butylthiazolidine-2,4-dione
—— Phenol, tribromoethylmethyl- 104155-15-9 C9H9Br3O
Phenol, tribromoethylmethyl-
—— 2-(5-Heptadecyl-[1,3,4]oxadiazol-2-yl)-phenol 83431-81-6 C25H40N2O2
2-(5-Heptadecyl-[1,3,4]oxadiazol-2-yl)-phenol
—— Phenol, 2-methoxy-6-(methoxymethyl)- 104199-12-4 C9H12O3
Phenol, 2-methoxy-6-(methoxymethyl)-
—— (S)-4-benzyl-2-[3-(4-hydroxyphenyl)propyl]-2-oxazoline 210707-20-3 C19H21NO2
(S)-4-benzyl-2-[3-(4-hydroxyphenyl)propyl]-2-oxazoline
—— 2,2'-((2-((carboxymethyl)(2-hydroxy-5-nitrobenzyl)amino)ethyl)azanediyl)diacetic acid 1616588-00-1 C15H19N3O9
2,2'-((2-((carboxymethyl)(2-hydroxy-5-nitrobenzyl)amino)ethyl)azanediyl)diacetic acid
—— 2,3-dichloro-4,5-dimethoxy-phenol 98546-12-4 C8H8Cl2O3
2,3-dichloro-4,5-dimethoxy-phenol
—— 5,6-dichloro-benzene-1,2,4-triol 98141-50-5 C6H4Cl2O3
5,6-dichloro-benzene-1,2,4-triol
—— 2,3,5-Trihydroxyphenethylamine 41241-46-7 C8H11NO3
2,3,5-Trihydroxyphenethylamine
—— alpha-(((3-Cyclohexyl-1-methylpropyl)amino)methyl)-3-hydroxybenzenemethanol 41144-17-6 C18H29NO2
alpha-(((3-Cyclohexyl-1-methylpropyl)amino)methyl)-3-hydroxybenzenemethanol
—— 4-{4-[5-(2,6-difluoro-3-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidinium chloride 1415475-32-9 C17H17F2N3O2S*ClH
4-{4-[5-(2,6-difluoro-3-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidinium chloride
—— 4-{4-[5-(2,6-difluoro-4-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidinium chloride 1415475-26-1 C17H17F2N3O2S*ClH
4-{4-[5-(2,6-difluoro-4-hydroxyphenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidinium chloride
—— Bolton-Hunter reagent, 18.5 MBq 60285-92-9 C13H11I2NO5
Bolton-Hunter reagent, 18.5 MBq
—— 4-ethyl-2-fluorophenol 326493-66-7 C8H9FO
4-ethyl-2-fluorophenol
—— N-(3',4',5'-Trimethoxyphenylethyl)-3,4-dihydroxyphenylethylamin 55536-64-6 C19H25NO5
N-(3',4',5'-Trimethoxyphenylethyl)-3,4-dihydroxyphenylethylamin
—— benzyl 4-(4-hydroxy-3-nitrobenzylidene)piperidine-1-carboxylate 1092366-85-2 C20H20N2O5
benzyl 4-(4-hydroxy-3-nitrobenzylidene)piperidine-1-carboxylate
—— tris-(3-hydroxy-phenyl)-arsine oxide 5449-76-3 C18H15AsO4
tris-(3-hydroxy-phenyl)-arsine oxide
—— Sodium; 2,6-diiodo-4-nitro-phenolate 89465-91-8 C6H2I2NO3*Na
Sodium; 2,6-diiodo-4-nitro-phenolate
—— 100971-28-6 C6H3N3O7*C8H15NO
—— 1-(2-imidazolin-2-yl)pyrrolidin-2-one picrate 65658-74-4 C6H3N3O7*C7H11N3O
1-(2-imidazolin-2-yl)pyrrolidin-2-one picrate
—— guanidine picrate 4336-48-5 CH5N3*C6H3N3O7
guanidine picrate
—— pyrrolidinium picrate 1689-56-1 C4H9N*C6H3N3O7
pyrrolidinium picrate
—— 4-decylpyrocatechol 101447-92-1 C16H26O2
4-decylpyrocatechol
—— p-Lauroylphenol-semicarbazon 20803-54-7 C19H31N3O2
p-Lauroylphenol-semicarbazon
—— 1-(4-Hydroxy-phenyl)-3-methyl-butan-2-one 37904-78-2 C11H14O2
1-(4-Hydroxy-phenyl)-3-methyl-butan-2-one
—— 1,4-dihydroxy-2,3-bis[(2H1)methyl]benzene 927833-40-7 C8H10O2
1,4-dihydroxy-2,3-bis[(2H1)methyl]benzene
—— 2-Methoxy-4-{[(E)-4-(4-methoxy-phenyl)-thiazol-2-ylimino]-methyl}-phenol 89405-38-9 C18H16N2O3S
2-Methoxy-4-{[(E)-4-(4-methoxy-phenyl)-thiazol-2-ylimino]-methyl}-phenol
—— 3-hydroxy-2,5-dimethoxybenzaldehyde 80832-61-7 C9H10O4
3-hydroxy-2,5-dimethoxybenzaldehyde
—— hydron;4-[hydroxy-(6-methylpiperidin-2-yl)methyl]benzene-1,2-diol;chloride —— C13H20ClNO3
hydron;4-[hydroxy-(6-methylpiperidin-2-yl)methyl]benzene-1,2-diol;chloride
—— 2-((E)-Heptadec-10-enyl)-6-methoxy-phenol 126357-88-8 C24H40O2
2-((E)-Heptadec-10-enyl)-6-methoxy-phenol
—— 5-(2-Amino-1-hydroxyethyl)-1,2,4-benzenetriol 2623-77-0 C8H11NO4
5-(2-Amino-1-hydroxyethyl)-1,2,4-benzenetriol
—— 4-(5-hydroxy-2-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester 32947-28-7 C19H22N2O7
4-(5-hydroxy-2-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester
—— 869561-89-7 C14H19NO3
—— 2-(4'-chloro-3'-hydroxyphenyl)-2,4,5-trimethyl-1,3-dioxolane 85740-96-1 C12H15ClO3
2-(4'-chloro-3'-hydroxyphenyl)-2,4,5-trimethyl-1,3-dioxolane