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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
—— 4-isopentyl-2,6-dinitro-phenol 4097-51-2 C11H14N2O5
4-isopentyl-2,6-dinitro-phenol
—— Sodium 2-amino-4-nitro-6-sulfophenolate 74525-32-9 C6H5N2O6S*Na
Sodium 2-amino-4-nitro-6-sulfophenolate
—— N-Chloracetyl-1-(3-hydroxy-phenyl)-aethylamin 53389-75-6 C10H12ClNO2
N-Chloracetyl-1-(3-hydroxy-phenyl)-aethylamin
—— 2-(6-bromo-3-hydroxy-2-methoxyphenyl)acetaldehyde 1443526-57-5 C9H9BrO3
2-(6-bromo-3-hydroxy-2-methoxyphenyl)acetaldehyde
—— 6-bromo-3-hydroxy-2-methoxy-4-(morpholin-4-ylmethyl)benzaldehyde 1315341-21-9 C13H16BrNO4
6-bromo-3-hydroxy-2-methoxy-4-(morpholin-4-ylmethyl)benzaldehyde
—— 3-[[6-[(3-hydroxy-4-methoxyphenyl)amino]-4-pyrimidinyl]amino]-benzenemethanol 892413-86-4 C18H18N4O3
3-[[6-[(3-hydroxy-4-methoxyphenyl)amino]-4-pyrimidinyl]amino]-benzenemethanol
—— 3-phenyl-2-thioxo-5-vanillylidene-thiazolidin-4-one 110676-40-9 C17H13NO3S2
3-phenyl-2-thioxo-5-vanillylidene-thiazolidin-4-one
—— 2-[4-[(2,4-dichloroanilino)methyl]-3-(N-phenylanilino)-4,5-dihydro-1,2-oxazol-5-yl]-6-methoxyphenol 1179820-93-9 C29H25Cl2N3O3
2-[4-[(2,4-dichloroanilino)methyl]-3-(N-phenylanilino)-4,5-dihydro-1,2-oxazol-5-yl]-6-methoxyphenol
—— 2-[4-[(4-bromoanilino)methyl]-3-(N-phenylanilino)-4,5-dihydro-1,2-oxazol-5-yl]-6-methoxyphenol 1179820-94-0 C29H26BrN3O3
2-[4-[(4-bromoanilino)methyl]-3-(N-phenylanilino)-4,5-dihydro-1,2-oxazol-5-yl]-6-methoxyphenol
—— 2-[4-[(2-chloroanilino)methyl]-3-(N-phenylanilino)-4,5-dihydro-1,2-oxazol-5-yl]-6-methoxyphenol 1179820-91-7 C29H26ClN3O3
2-[4-[(2-chloroanilino)methyl]-3-(N-phenylanilino)-4,5-dihydro-1,2-oxazol-5-yl]-6-methoxyphenol
—— 4-methoxy-3-<(2-methoxypyridin-4-yl)methyl>phenol 120130-12-3 C14H15NO3
4-methoxy-3-<(2-methoxypyridin-4-yl)methyl>phenol
—— 1-(4-hydroxyphenoxy)-3-methoxypropan-2-ol 124933-24-0 C10H14O4
1-(4-hydroxyphenoxy)-3-methoxypropan-2-ol
—— (E)-2-(3-methylhepta-2,6-dien-1-yl)-4-(trifluoromethoxy)phenol 1417913-02-0 C15H17F3O2
(E)-2-(3-methylhepta-2,6-dien-1-yl)-4-(trifluoromethoxy)phenol
—— 2-hydroxy-5-(trifluoromethoxy)-N,N-dimethylbenzylamine 704884-79-7 C10H12F3NO2
2-hydroxy-5-(trifluoromethoxy)-N,N-dimethylbenzylamine
—— 3-(2'-hydroxy-4',6'-dimethoxyphenyl)-3,3-dimethylpropanol 403857-06-7 C13H20O4
3-(2'-hydroxy-4',6'-dimethoxyphenyl)-3,3-dimethylpropanol
—— 4-[hydroxy-(5-methyl-pyridin-2-yl)-methyl]phenol 548770-97-4 C13H13NO2
4-[hydroxy-(5-methyl-pyridin-2-yl)-methyl]phenol
—— 5-heptadecatri-8(Z),11(Z),14(Z)-enylresorcinol 83173-23-3 C23H34O2
5-heptadecatri-8(Z),11(Z),14(Z)-enylresorcinol
—— (E)-2'-bromo-5'-hydroxy-4'-methoxyacetophenone O-4-nitrobenzyl oxime 1072709-08-0 C16H15BrN2O5
(E)-2'-bromo-5'-hydroxy-4'-methoxyacetophenone O-4-nitrobenzyl oxime
—— E-gomphidic acid 25328-77-2 C18H12O9
E-gomphidic acid
—— 5-Heptyl-2-methyl-benzene-1,3-diol 251361-22-5 C14H22O2
5-Heptyl-2-methyl-benzene-1,3-diol
—— 5-(tert-butylsulfanyl)-2-nitrophenol 914673-73-7 C10H13NO3S
5-(tert-butylsulfanyl)-2-nitrophenol
—— diethyl N-(2-hydroxy-4-fluorophenyl)aminomethylenemalonate 201138-84-3 C14H16FNO5
diethyl N-(2-hydroxy-4-fluorophenyl)aminomethylenemalonate
—— 5-(methylthio)-2-nitrophenol 771-82-4 C7H7NO3S
5-(methylthio)-2-nitrophenol
—— Bis(2-hydroxyethyl)azanium;phenoxide 64601-03-2 C10H17NO3
Bis(2-hydroxyethyl)azanium;phenoxide
—— Aniline;formaldehyde;2-methylphenol;phenol 65761-29-7 C20H23NO3
Aniline;formaldehyde;2-methylphenol;phenol
—— 2,3-dihydroxy-6-hydroxymethyl-4-methoxybenzaldehyde 84018-85-9 C9H10O5
2,3-dihydroxy-6-hydroxymethyl-4-methoxybenzaldehyde
—— 6-bromomethyl-2,3,4-trihydroxybenzaldehyde 75676-82-3 C8H7BrO4
6-bromomethyl-2,3,4-trihydroxybenzaldehyde
—— 3-hydroxy-4-methylbenzyl alcohol 90953-62-1 C8H10O2
3-hydroxy-4-methylbenzyl alcohol
—— (3E,5E)-3-((1H-indol-3-yl)methylene)-5-(3-hydroxy-4-methoxybenzylidene)-1-methylpiperidin-4-one 1370032-22-6 C23H22N2O3
(3E,5E)-3-((1H-indol-3-yl)methylene)-5-(3-hydroxy-4-methoxybenzylidene)-1-methylpiperidin-4-one
—— 1,4-bis(4-hydroxyphenyl)-1,4-diaza-1,3-butadiene 24978-43-6 C14H12N2O2
1,4-bis(4-hydroxyphenyl)-1,4-diaza-1,3-butadiene
—— (Z)-5-(3',5'-diiodo-4'-hydroxybenzylidene)-3-methyl-2-thioxothiazolidin-4-one 1133953-94-2 C11H7I2NO2S2
(Z)-5-(3',5'-diiodo-4'-hydroxybenzylidene)-3-methyl-2-thioxothiazolidin-4-one
—— 4-bromo-2-chloro-6-(3-hydroxypropyl)phenol 1426321-05-2 C9H10BrClO2
4-bromo-2-chloro-6-(3-hydroxypropyl)phenol
—— (Z)-5-(4-hydroxybenzylidene)-3-methyl-2-thioxothiazolidin-4-one 1133953-96-4 C11H9NO2S2
(Z)-5-(4-hydroxybenzylidene)-3-methyl-2-thioxothiazolidin-4-one
—— 4-bromo-2-chloro-6-(2-hydroxyethyl)phenol 1426320-89-9 C8H8BrClO2
4-bromo-2-chloro-6-(2-hydroxyethyl)phenol
—— 3-chloro-4-[3,3,3-trifluoro-2-hydroxy-1-methyl-2-(5-methyl-pyrazin-2-yl)-propyl]-phenol 1134914-12-7 C15H14ClF3N2O2
3-chloro-4-[3,3,3-trifluoro-2-hydroxy-1-methyl-2-(5-methyl-pyrazin-2-yl)-propyl]-phenol
—— (2,3-dihydroxy-benzylideneamino)acetonitrile 1279019-03-2 C9H8N2O2
(2,3-dihydroxy-benzylideneamino)acetonitrile
—— N'-(2-aminoethyl)ethane-1,2-diamine;benzene-1,3-diol 68411-34-7 C10H19N3O2
N'-(2-aminoethyl)ethane-1,2-diamine;benzene-1,3-diol
—— 3-chloro-4-(difluoromethoxy)phenol 1261604-72-1 C7H5ClF2O2
3-chloro-4-(difluoromethoxy)phenol
—— 3-chloro-4-((4-methoxybenzyl)oxy)phenol 1439559-63-3 C14H13ClO3
3-chloro-4-((4-methoxybenzyl)oxy)phenol
—— 4-bromo-2-methoxybenzene-1,3-diol 1092542-48-7 C7H7BrO3
4-bromo-2-methoxybenzene-1,3-diol
—— 4-iodo-2-methoxybenzene-1,3-diol 1258954-26-5 C7H7IO3
4-iodo-2-methoxybenzene-1,3-diol
—— 2-(3,4-Dihydroxyhydrocinnamoyl)-1,3-cyclopentanedione 37748-02-0 C14H14O5
2-(3,4-Dihydroxyhydrocinnamoyl)-1,3-cyclopentanedione
—— 2-allyl-4-methyl-6-nitrophenol 1609171-29-0 C10H11NO3
2-allyl-4-methyl-6-nitrophenol
—— (+)-Delesserin 82198-79-6 C14H16O7
(+)-Delesserin
—— 2-(m-Methoxy-benzylidenamino)-p-kresol 19430-25-2 C15H15NO2
2-(m-Methoxy-benzylidenamino)-p-kresol
—— (Z)-1,1,1-trifluoro-4-(2-hydroxy-5-methylanilino)pent-3-en-2-one 196078-51-0 C12H12F3NO2
(Z)-1,1,1-trifluoro-4-(2-hydroxy-5-methylanilino)pent-3-en-2-one
—— 3-Bromo-2-methoxy-4-methyl-6-(prop-2-enyl)phenol 190653-23-7 C11H13BrO2
3-Bromo-2-methoxy-4-methyl-6-(prop-2-enyl)phenol
—— 3-Bromo-2-methoxy-4-methylphenol 190653-21-5 C8H9BrO2
3-Bromo-2-methoxy-4-methylphenol
—— cyclopropanecarboxylic acid (2-hydroxy-5-methylphenyl)amide 883244-96-0 C11H13NO2
cyclopropanecarboxylic acid (2-hydroxy-5-methylphenyl)amide
—— 4-(but-1-en-1-yl)-2-methoxyphenol 57651-13-5 C11H14O2
4-(but-1-en-1-yl)-2-methoxyphenol