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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-cyclohexyloxy-N-(2-hydroxy-5-nitrophenyl)acetamide —— C14H18N2O5
2-cyclohexyloxy-N-(2-hydroxy-5-nitrophenyl)acetamide
—— (3S)-N-(2-hydroxy-5-nitrophenyl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H12N2O5
(3S)-N-(2-hydroxy-5-nitrophenyl)-2,3-dihydro-1-benzofuran-3-carboxamide
—— N-(2-hydroxy-5-nitrophenyl)-3-[(2R,5R)-5-methyloxolan-2-yl]propanamide —— C14H18N2O5
N-(2-hydroxy-5-nitrophenyl)-3-[(2R,5R)-5-methyloxolan-2-yl]propanamide
—— N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-5-methyl-4-sulfamoylfuran-2-carboxamide —— C15H18N2O6S
N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-5-methyl-4-sulfamoylfuran-2-carboxamide
—— N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-5-methyl-4-sulfamoylfuran-2-carboxamide —— C15H18N2O6S
N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-5-methyl-4-sulfamoylfuran-2-carboxamide
—— N-(2-hydroxy-5-nitrophenyl)-2-(oxan-4-yl)acetamide —— C13H16N2O5
N-(2-hydroxy-5-nitrophenyl)-2-(oxan-4-yl)acetamide
—— (2S)-N-(2-hydroxy-5-nitrophenyl)-6-oxaspiro[2.5]octane-2-carboxamide —— C14H16N2O5
(2S)-N-(2-hydroxy-5-nitrophenyl)-6-oxaspiro[2.5]octane-2-carboxamide
—— (2R)-N-(2-hydroxy-5-nitrophenyl)-2-(2,2,2-trifluoroethoxy)propanamide —— C11H11F3N2O5
(2R)-N-(2-hydroxy-5-nitrophenyl)-2-(2,2,2-trifluoroethoxy)propanamide
—— N-(2-hydroxy-5-nitrophenyl)-3-(2,2,2-trifluoroethoxy)propanamide —— C11H11F3N2O5
N-(2-hydroxy-5-nitrophenyl)-3-(2,2,2-trifluoroethoxy)propanamide
—— (2S)-2-(cyclopropylmethoxy)-N-(2-hydroxy-5-nitrophenyl)propanamide —— C13H16N2O5
(2S)-2-(cyclopropylmethoxy)-N-(2-hydroxy-5-nitrophenyl)propanamide
—— (2R)-N-(2-hydroxy-5-nitrophenyl)-6-oxaspiro[2.5]octane-2-carboxamide —— C14H16N2O5
(2R)-N-(2-hydroxy-5-nitrophenyl)-6-oxaspiro[2.5]octane-2-carboxamide
—— (2S)-N-(2-hydroxy-5-nitrophenyl)-2-methoxy-2-phenylacetamide —— C15H14N2O5
(2S)-N-(2-hydroxy-5-nitrophenyl)-2-methoxy-2-phenylacetamide
—— N-(2-hydroxy-5-nitrophenyl)-3-propan-2-yloxypropanamide —— C12H16N2O5
N-(2-hydroxy-5-nitrophenyl)-3-propan-2-yloxypropanamide
—— (2S)-N-(2-hydroxy-5-nitrophenyl)-2-(2,2,2-trifluoroethoxy)propanamide —— C11H11F3N2O5
(2S)-N-(2-hydroxy-5-nitrophenyl)-2-(2,2,2-trifluoroethoxy)propanamide
—— (2R)-2-(cyclopropylmethoxy)-N-(2-hydroxy-5-nitrophenyl)propanamide —— C13H16N2O5
(2R)-2-(cyclopropylmethoxy)-N-(2-hydroxy-5-nitrophenyl)propanamide
—— (2R)-N-(2-hydroxy-5-nitrophenyl)-2-methoxy-2-phenylacetamide —— C15H14N2O5
(2R)-N-(2-hydroxy-5-nitrophenyl)-2-methoxy-2-phenylacetamide
—— (2S)-3-(3,5-dimethyl-1H-pyrazol-4-yl)-N-[(4-hydroxyphenyl)methyl]-N,2-dimethylpropanamide —— C17H23N3O2
(2S)-3-(3,5-dimethyl-1H-pyrazol-4-yl)-N-[(4-hydroxyphenyl)methyl]-N,2-dimethylpropanamide
—— (2R)-3-(3,5-dimethyl-1H-pyrazol-4-yl)-N-[(4-hydroxyphenyl)methyl]-N,2-dimethylpropanamide —— C17H23N3O2
(2R)-3-(3,5-dimethyl-1H-pyrazol-4-yl)-N-[(4-hydroxyphenyl)methyl]-N,2-dimethylpropanamide
—— 2-[(3S)-2-methylsulfonyl-5-phenyl-3,4-dihydropyrazol-3-yl]phenol —— C16H16N2O3S
2-[(3S)-2-methylsulfonyl-5-phenyl-3,4-dihydropyrazol-3-yl]phenol
—— 2-[(3R)-2-methylsulfonyl-5-phenyl-3,4-dihydropyrazol-3-yl]phenol —— C16H16N2O3S
2-[(3R)-2-methylsulfonyl-5-phenyl-3,4-dihydropyrazol-3-yl]phenol
—— [(3R)-3-(2-hydroxy-3-methoxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-(3-methoxyphenyl)methanone —— C22H20N2O4S
[(3R)-3-(2-hydroxy-3-methoxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-(3-methoxyphenyl)methanone
—— [(3S)-3-(2-hydroxy-3-methoxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-(3-methoxyphenyl)methanone —— C22H20N2O4S
[(3S)-3-(2-hydroxy-3-methoxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-(3-methoxyphenyl)methanone
—— [4-(2-methoxyethyl)phenyl] 1-[(3R)-oxolan-3-yl]pyrazole-4-sulfonate —— C16H20N2O5S
[4-(2-methoxyethyl)phenyl] 1-[(3R)-oxolan-3-yl]pyrazole-4-sulfonate
—— [4-(2-methoxyethyl)phenyl] 1-[(3S)-oxolan-3-yl]pyrazole-4-sulfonate —— C16H20N2O5S
[4-(2-methoxyethyl)phenyl] 1-[(3S)-oxolan-3-yl]pyrazole-4-sulfonate
—— (1S,2S)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(trifluoromethyl)cyclohexane-1-carboxamide —— C16H20F3NO2
(1S,2S)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(trifluoromethyl)cyclohexane-1-carboxamide
—— (1S,2R)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(trifluoromethyl)cyclohexane-1-carboxamide —— C16H20F3NO2
(1S,2R)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(trifluoromethyl)cyclohexane-1-carboxamide
—— (1R,2R)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(trifluoromethyl)cyclohexane-1-carboxamide —— C16H20F3NO2
(1R,2R)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(trifluoromethyl)cyclohexane-1-carboxamide
—— (1R,2S)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(trifluoromethyl)cyclohexane-1-carboxamide —— C16H20F3NO2
(1R,2S)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(trifluoromethyl)cyclohexane-1-carboxamide
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxy-3-methoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H19BrO4
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxy-3-methoxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H17BrO3
(4aS,8R,8aR)-8a-bromo-7-ethenyl-8-(4-hydroxyphenyl)-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-8a-bromo-8-(3-bromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H18Br2O4
(4aS,8R,8aR)-8a-bromo-8-(3-bromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-2-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— 1-[(1S,3S)-3-(dimethylamino)cyclohexyl]-3-[2-(3-hydroxyphenyl)ethyl]urea —— C17H27N3O2
1-[(1S,3S)-3-(dimethylamino)cyclohexyl]-3-[2-(3-hydroxyphenyl)ethyl]urea
—— 1-[(1R,3S)-3-(dimethylamino)cyclohexyl]-3-[2-(3-hydroxyphenyl)ethyl]urea —— C17H27N3O2
1-[(1R,3S)-3-(dimethylamino)cyclohexyl]-3-[2-(3-hydroxyphenyl)ethyl]urea
—— 1-[(1R,3R)-3-(dimethylamino)cyclohexyl]-3-[2-(3-hydroxyphenyl)ethyl]urea —— C17H27N3O2
1-[(1R,3R)-3-(dimethylamino)cyclohexyl]-3-[2-(3-hydroxyphenyl)ethyl]urea
—— 1-[(1S,3R)-3-(dimethylamino)cyclohexyl]-3-[2-(3-hydroxyphenyl)ethyl]urea —— C17H27N3O2
1-[(1S,3R)-3-(dimethylamino)cyclohexyl]-3-[2-(3-hydroxyphenyl)ethyl]urea
—— 4-[(3E)-3-[(6-chloropyridazin-3-yl)hydrazinylidene]butyl]phenol —— C14H15ClN4O
4-[(3E)-3-[(6-chloropyridazin-3-yl)hydrazinylidene]butyl]phenol
—— (2S,10R)-2-(3-fluoro-4-hydroxyphenyl)-5,13-dimethyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),3(8),5-triene-4,7,12,14-tetrone —— C22H18FN3O5
(2S,10R)-2-(3-fluoro-4-hydroxyphenyl)-5,13-dimethyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),3(8),5-triene-4,7,12,14-tetrone
—— (2R,10R)-2-(3-fluoro-2-hydroxyphenyl)-5,13-dimethyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),3(8),5-triene-4,7,12,14-tetrone —— C22H18FN3O5
(2R,10R)-2-(3-fluoro-2-hydroxyphenyl)-5,13-dimethyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),3(8),5-triene-4,7,12,14-tetrone
—— (2R,10R)-6-bromo-2-(5-chloro-2-hydroxyphenyl)-13-methyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),3(8),5-triene-4,7,12,14-tetrone —— C21H15BrClN3O5
(2R,10R)-6-bromo-2-(5-chloro-2-hydroxyphenyl)-13-methyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),3(8),5-triene-4,7,12,14-tetrone
—— (2R,10R)-2-(5-bromo-2-hydroxyphenyl)-5,13-dimethyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),3(8),5-triene-4,7,12,14-tetrone —— C22H18BrN3O5
(2R,10R)-2-(5-bromo-2-hydroxyphenyl)-5,13-dimethyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),3(8),5-triene-4,7,12,14-tetrone
—— (2S,3S,8R,10R)-3,5,6,8-tetrachloro-2-[2-(4-hydroxy-3,5-dimethoxyphenyl)ethenyl]-13-methyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),5-diene-4,7,12,14-tetrone —— C25H21Cl4N3O7
(2S,3S,8R,10R)-3,5,6,8-tetrachloro-2-[2-(4-hydroxy-3,5-dimethoxyphenyl)ethenyl]-13-methyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),5-diene-4,7,12,14-tetrone
—— (2R,10R)-2-(4-hydroxy-2,6-dimethoxyphenyl)-5,13-dimethyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),3(8),5-triene-4,7,12,14-tetrone —— C24H23N3O7
(2R,10R)-2-(4-hydroxy-2,6-dimethoxyphenyl)-5,13-dimethyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),3(8),5-triene-4,7,12,14-tetrone
—— (2R,10R)-2-(3-fluoro-2-hydroxyphenyl)-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 —— C22H18FN3O5
(2R,10R)-2-(3-fluoro-2-hydroxyphenyl)-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
—— (2S,10R)-6-bromo-2-(4-hydroxy-3-methylphenyl)-13-methyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),3(8),5-triene-4,7,12,14-tetrone —— C22H18BrN3O5
(2S,10R)-6-bromo-2-(4-hydroxy-3-methylphenyl)-13-methyl-11,13,15-triazatetracyclo[8.7.0.03,8.011,15]heptadeca-1(17),3(8),5-triene-4,7,12,14-tetrone
—— (2R,10R)-2-[2-hydroxy-5-(trifluoromethoxy)phenyl]-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 —— C23H18F3N3O6
(2R,10R)-2-[2-hydroxy-5-(trifluoromethoxy)phenyl]-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
—— (2S,10R)-2-(4-hydroxy-3,5-dimethylphenyl)-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 —— C24H23N3O5
(2S,10R)-2-(4-hydroxy-3,5-dimethylphenyl)-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
—— (1S,10R)-10-(2-hydroxy-3-methylphenyl)-4,13-dimethyl-2,4,6,11,13,15-hexazatetracyclo[7.7.0.02,6.011,15]hexadec-8-ene-3,5,12,14-tetrone —— C19H20N6O5
(1S,10R)-10-(2-hydroxy-3-methylphenyl)-4,13-dimethyl-2,4,6,11,13,15-hexazatetracyclo[7.7.0.02,6.011,15]hexadec-8-ene-3,5,12,14-tetrone
—— (1S,10S)-10-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4,13-dimethyl-2,4,6,11,13,15-hexazatetracyclo[7.7.0.02,6.011,15]hexadec-8-ene-3,5,12,14-tetrone —— C21H22N6O6
(1S,10S)-10-[2-(4-hydroxy-3-methoxyphenyl)ethenyl]-4,13-dimethyl-2,4,6,11,13,15-hexazatetracyclo[7.7.0.02,6.011,15]hexadec-8-ene-3,5,12,14-tetrone
—— (1S,10S)-10-(3-hydroxyphenyl)-4,13-dimethyl-2,4,6,11,13,15-hexazatetracyclo[7.7.0.02,6.011,15]hexadec-8-ene-3,5,12,14-tetrone —— C18H18N6O5
(1S,10S)-10-(3-hydroxyphenyl)-4,13-dimethyl-2,4,6,11,13,15-hexazatetracyclo[7.7.0.02,6.011,15]hexadec-8-ene-3,5,12,14-tetrone
—— (1S,10S)-10-(3-hydroxy-4-methoxyphenyl)-4,13-dimethyl-2,4,6,11,13,15-hexazatetracyclo[7.7.0.02,6.011,15]hexadec-8-ene-3,5,12,14-tetrone —— C19H20N6O6
(1S,10S)-10-(3-hydroxy-4-methoxyphenyl)-4,13-dimethyl-2,4,6,11,13,15-hexazatetracyclo[7.7.0.02,6.011,15]hexadec-8-ene-3,5,12,14-tetrone