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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
—— (2S)-2-(4-tert-butylphenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide —— C21H27NO4
(2S)-2-(4-tert-butylphenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide
—— (2R)-2-(4-tert-butylphenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide —— C21H27NO4
(2R)-2-(4-tert-butylphenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide
—— (2S)-2-(4-bromophenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide —— C17H18BrNO4
(2S)-2-(4-bromophenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide
—— (2R)-2-(3-chlorophenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide —— C17H18ClNO4
(2R)-2-(3-chlorophenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide
—— N-[(2-hydroxyphenyl)methyl]-2-methyl-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C16H23NO3
N-[(2-hydroxyphenyl)methyl]-2-methyl-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— N-[(2-hydroxyphenyl)methyl]-2-methyl-N-[[(2R)-oxolan-2-yl]methyl]propanamide —— C16H23NO3
N-[(2-hydroxyphenyl)methyl]-2-methyl-N-[[(2R)-oxolan-2-yl]methyl]propanamide
—— (3R)-1-benzyl-N-[2-(3,4-dihydroxyphenyl)ethyl]-5-oxopyrrolidine-3-carboxamide —— C20H22N2O4
(3R)-1-benzyl-N-[2-(3,4-dihydroxyphenyl)ethyl]-5-oxopyrrolidine-3-carboxamide
—— (3R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-(furan-2-ylmethyl)-5-oxopyrrolidine-3-carboxamide —— C18H20N2O5
(3R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-(furan-2-ylmethyl)-5-oxopyrrolidine-3-carboxamide
—— (3S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-(furan-2-ylmethyl)-5-oxopyrrolidine-3-carboxamide —— C18H20N2O5
(3S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-(furan-2-ylmethyl)-5-oxopyrrolidine-3-carboxamide
—— (2S)-2-(4-chloro-2-methylphenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide —— C18H20ClNO4
(2S)-2-(4-chloro-2-methylphenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide
—— (1R,2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-methylcyclopropane-1-carboxamide —— C13H17NO3
(1R,2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-methylcyclopropane-1-carboxamide
—— (2S)-2-(2,4-dichlorophenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide —— C17H17Cl2NO4
(2S)-2-(2,4-dichlorophenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide
—— (2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-(3-methylphenoxy)propanamide —— C18H21NO4
(2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-(3-methylphenoxy)propanamide
—— (2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-phenoxypropanamide —— C17H19NO4
(2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-phenoxypropanamide
—— (2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-phenylpentanamide —— C19H23NO3
(2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-phenylpentanamide
—— (3S)-3-acetamido-N-[2-(3,4-dihydroxyphenyl)ethyl]-3-phenylpropanamide —— C19H22N2O4
(3S)-3-acetamido-N-[2-(3,4-dihydroxyphenyl)ethyl]-3-phenylpropanamide
—— (3S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-[(4-methylphenyl)methyl]-5-oxopyrrolidine-3-carboxamide —— C21H24N2O4
(3S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-[(4-methylphenyl)methyl]-5-oxopyrrolidine-3-carboxamide
—— (1S,2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-methylcyclopropane-1-carboxamide —— C13H17NO3
(1S,2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-methylcyclopropane-1-carboxamide
—— 2-[(1R,2R,4S)-2-bicyclo[2.2.1]heptanyl]-N-[2-(3,4-dihydroxyphenyl)ethyl]acetamide —— C17H23NO3
2-[(1R,2R,4S)-2-bicyclo[2.2.1]heptanyl]-N-[2-(3,4-dihydroxyphenyl)ethyl]acetamide
—— (3S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-(4-methylphenyl)-5-oxopyrrolidine-3-carboxamide —— C20H22N2O4
(3S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-(4-methylphenyl)-5-oxopyrrolidine-3-carboxamide
—— (3R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-[(4-methylphenyl)methyl]-5-oxopyrrolidine-3-carboxamide —— C21H24N2O4
(3R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-[(4-methylphenyl)methyl]-5-oxopyrrolidine-3-carboxamide
—— (2R)-2-(2,4-dichlorophenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide —— C17H17Cl2NO4
(2R)-2-(2,4-dichlorophenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide
—— (3S)-1-benzyl-N-[2-(3,4-dihydroxyphenyl)ethyl]-5-oxopyrrolidine-3-carboxamide —— C20H22N2O4
(3S)-1-benzyl-N-[2-(3,4-dihydroxyphenyl)ethyl]-5-oxopyrrolidine-3-carboxamide
—— (1S,2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-methylcyclopropane-1-carboxamide —— C13H17NO3
(1S,2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-methylcyclopropane-1-carboxamide
—— (2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-(3-methylphenoxy)propanamide —— C18H21NO4
(2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-(3-methylphenoxy)propanamide
—— (1R,2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-methylcyclopropane-1-carboxamide —— C13H17NO3
(1R,2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-methylcyclopropane-1-carboxamide
—— (2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-phenylbutanamide —— C18H21NO3
(2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-phenylbutanamide
—— (3R)-3-acetamido-N-[2-(3,4-dihydroxyphenyl)ethyl]-3-phenylpropanamide —— C19H22N2O4
(3R)-3-acetamido-N-[2-(3,4-dihydroxyphenyl)ethyl]-3-phenylpropanamide
—— (2R)-2-(4-chloro-2-methylphenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide —— C18H20ClNO4
(2R)-2-(4-chloro-2-methylphenoxy)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide
—— 2-[(1R,2S,4S)-2-bicyclo[2.2.1]heptanyl]-N-[2-(3,4-dihydroxyphenyl)ethyl]acetamide —— C17H23NO3
2-[(1R,2S,4S)-2-bicyclo[2.2.1]heptanyl]-N-[2-(3,4-dihydroxyphenyl)ethyl]acetamide
—— (2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-phenoxypropanamide —— C17H19NO4
(2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-phenoxypropanamide
—— (3R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-(4-methylphenyl)-5-oxopyrrolidine-3-carboxamide —— C20H22N2O4
(3R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-(4-methylphenyl)-5-oxopyrrolidine-3-carboxamide
—— (2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-(4-methylphenoxy)propanamide —— C18H21NO4
(2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-(4-methylphenoxy)propanamide
—— (2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-phenylbutanamide —— C18H21NO3
(2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-phenylbutanamide
—— (2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-(4-methylphenoxy)propanamide —— C18H21NO4
(2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-(4-methylphenoxy)propanamide
—— Methyl 1-cyclopentyl-4-[(3-hydroxyphenyl)methylidene]-2-methyl-5-oxopyrrole-3-carboxylate —— C19H21NO4
Methyl 1-cyclopentyl-4-[(3-hydroxyphenyl)methylidene]-2-methyl-5-oxopyrrole-3-carboxylate
—— (2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-phenylpentanamide —— C19H23NO3
(2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-2-phenylpentanamide
—— 1-[3-(2-Hydroxyphenyl)-5-pyridin-3-yl-3,4-dihydropyrazol-2-yl]propan-1-one —— C17H17N3O2
1-[3-(2-Hydroxyphenyl)-5-pyridin-3-yl-3,4-dihydropyrazol-2-yl]propan-1-one
—— 6-Ethenyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione —— C25H28O4
6-Ethenyl-5-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione
—— o-Hydroxy-phenyl-propiolsaeure-N-butylamid 21315-56-0 C13H15NO2
o-Hydroxy-phenyl-propiolsaeure-N-butylamid
—— 2-(4-Hydroxy-3-methylphenyl)-6,13-dimethyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),3(8),5-triene-4,7,12,14-tetrone —— C23H21N3O5
2-(4-Hydroxy-3-methylphenyl)-6,13-dimethyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),3(8),5-triene-4,7,12,14-tetrone
—— 3-(Furan-2-ylmethyl)-5-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one —— C25H22N2O4S
3-(Furan-2-ylmethyl)-5-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one
—— 5-[(3-Bromo-4-hydroxyphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one —— C16H11BrN2O2S
5-[(3-Bromo-4-hydroxyphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one
—— 5-[(5-Chloro-2-hydroxyphenyl)methylidene]-3-(4-chlorophenyl)-2-(4-chlorophenyl)imino-1,3-thiazolidin-4-one —— C22H13Cl3N2O2S
5-[(5-Chloro-2-hydroxyphenyl)methylidene]-3-(4-chlorophenyl)-2-(4-chlorophenyl)imino-1,3-thiazolidin-4-one
—— (5Z)-3-(2-cyclopentylethyl)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H21NO3S2
(5Z)-3-(2-cyclopentylethyl)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 5-[(4-Hydroxy-3,5-dimethylphenyl)methylidene]-3-(oxolan-2-ylmethyl)-2-phenylimino-1,3-thiazolidin-4-one —— C23H24N2O3S
5-[(4-Hydroxy-3,5-dimethylphenyl)methylidene]-3-(oxolan-2-ylmethyl)-2-phenylimino-1,3-thiazolidin-4-one
—— (Z)-3-(furan-2-yl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one —— C15H14O5
(Z)-3-(furan-2-yl)-1-(2-hydroxy-4,6-dimethoxyphenyl)prop-2-en-1-one
—— (5Z)-3-[(E)-benzylideneamino]-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-methylimino-1,3-thiazolidin-4-one —— C19H17N3O3S
(5Z)-3-[(E)-benzylideneamino]-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-methylimino-1,3-thiazolidin-4-one
—— 2-[(2-Hydroxy-3,5-dinitrophenyl)methylidene]-1-benzothiophen-3-one —— C15H8N2O6S
2-[(2-Hydroxy-3,5-dinitrophenyl)methylidene]-1-benzothiophen-3-one
—— N'-[1-(4-hydroxy-3-methoxyphenyl)ethenyl]-2-thiophen-2-ylacetohydrazide —— C15H16N2O3S
N'-[1-(4-hydroxy-3-methoxyphenyl)ethenyl]-2-thiophen-2-ylacetohydrazide