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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)-N'-(4-hydroxy-3-methoxybenzylidene)-2-((5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl)thio)acetohydrazide 1480227-26-6 C17H15N5O4S
(E)-N'-(4-hydroxy-3-methoxybenzylidene)-2-((5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl)thio)acetohydrazide
—— dimethyl 4-(3-methoxyl-4-hydroxylphenyl)-1,4-dihydropyridine-3,5-dicarboxylate —— C16H17NO6
dimethyl 4-(3-methoxyl-4-hydroxylphenyl)-1,4-dihydropyridine-3,5-dicarboxylate
—— 2,3-dihydro-2,2-dimethyl-3,5,6-trichloro benzofuran-4,7-diol —— C10H9Cl3O3
2,3-dihydro-2,2-dimethyl-3,5,6-trichloro benzofuran-4,7-diol
—— 2-amino-4-(4-hydroxy-3-methoxyphenyl)-6-(hydroxymethyl)-8-oxo-4,8-dihydropyrano[3,2-b]pyran-3-carbonitrile —— C17H14N2O6
2-amino-4-(4-hydroxy-3-methoxyphenyl)-6-(hydroxymethyl)-8-oxo-4,8-dihydropyrano[3,2-b]pyran-3-carbonitrile
—— 1-(4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl)ethanone —— C14H16N2O3S
1-(4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidin-5-yl)ethanone
—— ethyl 6-amino-5-cyano-4-(4-hydroxy-3-methoxyphenyl)-2-methyl-4H-pyran-3-carboxylate —— C17H18N2O5
ethyl 6-amino-5-cyano-4-(4-hydroxy-3-methoxyphenyl)-2-methyl-4H-pyran-3-carboxylate
—— 1,1-bis[5-methyl-2-furyl](4-hydroxy-3-methoxyphenyl)methane —— C18H18O4
1,1-bis[5-methyl-2-furyl](4-hydroxy-3-methoxyphenyl)methane
—— bis(2-methylindol-3-yl)(4'-hydroxy-3'-methoxyphenyl)methane —— C26H24N2O2
bis(2-methylindol-3-yl)(4'-hydroxy-3'-methoxyphenyl)methane
—— 4-((diethylamino)methyl)-2-methoxyphenol —— C12H19NO2
4-((diethylamino)methyl)-2-methoxyphenol
—— bis(5-bromoindol-3-yl)(4'-hydroxy-3'-methoxyphenyl)methane —— C24H18Br2N2O2
bis(5-bromoindol-3-yl)(4'-hydroxy-3'-methoxyphenyl)methane
—— N,N'-bis(4-hydroxy-3-methoxybenzylidene)-ethane-1,2-diamine 41349-57-9 C18H20N2O4
N,N'-bis(4-hydroxy-3-methoxybenzylidene)-ethane-1,2-diamine
—— 4-((5-hydroxy-3-methyl-1H-pyrazol-4-yl)(4-hydroxy-3-methoxyphenyl)methyl)-3-methyl-1H-pyrazol-5-ol —— C16H18N4O4
4-((5-hydroxy-3-methyl-1H-pyrazol-4-yl)(4-hydroxy-3-methoxyphenyl)methyl)-3-methyl-1H-pyrazol-5-ol
—— (E)-4-((2-(2,4-dinitrophenyl)hydrazono)methyl)-2-methoxyphenol —— C14H12N4O6
(E)-4-((2-(2,4-dinitrophenyl)hydrazono)methyl)-2-methoxyphenol
—— methyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate —— C14H16N2O4S
methyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
—— (5Z)-5-(4-hydroxy-3-methoxybenzylidene)-1,3-thiazolidine-2,4-dione —— C11H9NO4S
(5Z)-5-(4-hydroxy-3-methoxybenzylidene)-1,3-thiazolidine-2,4-dione
—— methyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine 5-carboxylate —— C14H16N2O5
methyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine 5-carboxylate
—— vanillin isopropyl ether —— C11H16O3
vanillin isopropyl ether
—— ethyl 2-methyl-4-(4-hydroxy-3-methoxyphenyl)-4H-pyrimido[2,1-b][1,3]benzothiazole-3-carboxylate —— C21H20N2O4S
ethyl 2-methyl-4-(4-hydroxy-3-methoxyphenyl)-4H-pyrimido[2,1-b][1,3]benzothiazole-3-carboxylate
—— 2-amino-4-(3-methoxy-4-hydroxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile —— C19H20N2O4
2-amino-4-(3-methoxy-4-hydroxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile
—— 2-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)cyclopent-2-en-1-one —— C13H14O5
2-hydroxy-3-(4-hydroxy-3-methoxyphenyl)-4-(hydroxymethyl)cyclopent-2-en-1-one
—— erythro-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol —— C10H14O4
erythro-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol
—— threo-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol —— C10H14O4
threo-1-(3-methoxy-4-hydroxy-phenyl)-propan-1,2-diol
—— curculactone B —— C12H14O4
curculactone B
—— Vanillin N,N-dimethylhydrazone 59670-54-1 C10H14N2O2
Vanillin N,N-dimethylhydrazone
—— iodo-4-hydroxy-5-methoxybenzaldehyde —— C8H7IO3
iodo-4-hydroxy-5-methoxybenzaldehyde
—— 4-<1,3>dithian-2-yl-2-methoxyphnol —— C11H14O2S2
4-<1,3>dithian-2-yl-2-methoxyphnol
—— 1,1-diacetoxy-1-(4-hydroxy-3-methoxyphenyl)methane —— C12H14O6
1,1-diacetoxy-1-(4-hydroxy-3-methoxyphenyl)methane
—— N-eicosapentaenoyl dopamine —— C28H39NO3
N-eicosapentaenoyl dopamine
—— 2-(3,4-dihydroxyphenyl)ethyl cis-5,8,11,14,17-eicosapentaenoate —— C28H38O4
2-(3,4-dihydroxyphenyl)ethyl cis-5,8,11,14,17-eicosapentaenoate
—— N-(4'-hydroxy-3'-methoxybenzyl)-3-(octadeca-(9''Z,12''Z)-dien-1-ylseleno)propanamide —— C29H47NO3Se
N-(4'-hydroxy-3'-methoxybenzyl)-3-(octadeca-(9''Z,12''Z)-dien-1-ylseleno)propanamide
—— octanoic acid 2-(4-hydroxy-3-methoxyphenyl)ethyl ester —— C16H24O4
octanoic acid 2-(4-hydroxy-3-methoxyphenyl)ethyl ester
—— 2-amino-5-(4-hydroxy-3-methoxyphenyl)-1,3,4 thiadiazole —— C9H9N3O2S
2-amino-5-(4-hydroxy-3-methoxyphenyl)-1,3,4 thiadiazole
—— N-(4-hydroxy-3-methoxyphenethyl)octanamide —— C17H27NO3
N-(4-hydroxy-3-methoxyphenethyl)octanamide
—— 2-hydroxy-4-[[2-[3-(1-adamantyl)-4-methoxyphenyl]ethoxy]]benzoic acid —— C26H30O5
2-hydroxy-4-[[2-[3-(1-adamantyl)-4-methoxyphenyl]ethoxy]]benzoic acid
—— 1-(4-transpentylcyclohexyl)-4-(4-hydroxyphenyl)butane —— C21H34O
1-(4-transpentylcyclohexyl)-4-(4-hydroxyphenyl)butane
—— (E)-5{(4-hydroxyphenylimino)methyl}benzene-1,3-diol —— C13H11NO3
(E)-5{(4-hydroxyphenylimino)methyl}benzene-1,3-diol
—— 2-Tributylstannyloxymethyl-6-methoxy-4-methyl-S-tributylstannylthiophenol —— C33H64O3SSn2
2-Tributylstannyloxymethyl-6-methoxy-4-methyl-S-tributylstannylthiophenol
—— 4-(2,3-bis-nitrooxypropyl)phenol —— C9H10N2O7
4-(2,3-bis-nitrooxypropyl)phenol
—— 4-(3-nitrooxypropyl)phenol —— C9H11NO4
4-(3-nitrooxypropyl)phenol
—— 2-((1-(1-adamantan-1-yl)ethyl)-imino-methyl)-5-methoxyphenol —— C20H27NO2
2-((1-(1-adamantan-1-yl)ethyl)-imino-methyl)-5-methoxyphenol
—— tert-butyl (2-hydroxybenzyl)(2-hydroxyethyl)carbamate —— C14H21NO4
tert-butyl (2-hydroxybenzyl)(2-hydroxyethyl)carbamate
—— 2-((E)-(2-hydroxyethylimino) methyl)-4-chlorophenol —— C9H10ClNO2
2-((E)-(2-hydroxyethylimino) methyl)-4-chlorophenol
—— N-(2-hydroxyethyl)vanillylamine hydrochloride —— C10H15NO3*ClH
N-(2-hydroxyethyl)vanillylamine hydrochloride
—— o-(1H-1,2,4-triazol-1-ylmethyl)phenol —— C9H9N3O
o-(1H-1,2,4-triazol-1-ylmethyl)phenol
—— 2-fluoro-1-(5-(2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl)ethanone —— C12H13FN2O2
2-fluoro-1-(5-(2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl)ethanone
—— 5-[2-(3-hydroxy-4-methoxy-phenylamino)-pyrimidin-4-yl]-thiophene-2-carboxylic acid ((R)-1-phenyl-ethyl)-amide —— C24H22N4O3S
5-[2-(3-hydroxy-4-methoxy-phenylamino)-pyrimidin-4-yl]-thiophene-2-carboxylic acid ((R)-1-phenyl-ethyl)-amide
—— tyrosyl oleate —— C26H42O3
tyrosyl oleate
—— (1R,2R)-ethyl 2-(3-hydroxyphenyl)cyclopropanecarboxylate —— C12H14O3
(1R,2R)-ethyl 2-(3-hydroxyphenyl)cyclopropanecarboxylate
—— 3,5-dibromosalicylidene thiosemicarbazone 6292-75-7 C8H7Br2N3OS
3,5-dibromosalicylidene thiosemicarbazone
—— azelic acid bis(2,3-dihydroxybenzylamide) —— C23H30N2O6
azelic acid bis(2,3-dihydroxybenzylamide)