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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
—— 3-fluoro-2,4,6-trichlorophenol 2367-81-9 C6H2Cl3FO
3-fluoro-2,4,6-trichlorophenol
—— 2.6-dinitro-4-hydroxy-<i>m</i>-xylene 854858-90-5 C8H8N2O5
2.6-dinitro-4-hydroxy-<i>m</i>-xylene
—— (R)-3-(5-methyl-4,5-dihydrooxazol-2-yl)phenol 1188498-92-1 C10H11NO2
(R)-3-(5-methyl-4,5-dihydrooxazol-2-yl)phenol
—— 3-(8,11,13-Pentadecatrienyl)pyrocatechol 21104-16-5 C21H30O2
3-(8,11,13-Pentadecatrienyl)pyrocatechol
—— methyl 2-(2-hydroxy-3-methoxyphenyl)acetate 441356-57-6 C10H12O4
methyl 2-(2-hydroxy-3-methoxyphenyl)acetate
—— terbutaline hydrochloride 53144-56-2 C12H19NO3*ClH
terbutaline hydrochloride
—— 5-((4-Hydroxy-3-methoxyphenyl)methylene)-3-((phenylamino)methyl)-2-thioxo-4-thiazolidinone 89752-50-1 C18H16N2O3S2
5-((4-Hydroxy-3-methoxyphenyl)methylene)-3-((phenylamino)methyl)-2-thioxo-4-thiazolidinone
—— 5-(4-Hydroxyphenoxy)pentanal 1005008-20-7 C11H14O3
5-(4-Hydroxyphenoxy)pentanal
—— 4-Bromo-2-[[6-[(5-bromo-2-hydroxyphenyl)methylideneamino]pyridin-2-yl]iminomethyl]phenol 849421-39-2 C19H13Br2N3O2
4-Bromo-2-[[6-[(5-bromo-2-hydroxyphenyl)methylideneamino]pyridin-2-yl]iminomethyl]phenol
—— 3,5-Dinitro-4-hydroxy-benzylcyanid 55770-69-9 C8H5N3O5
3,5-Dinitro-4-hydroxy-benzylcyanid
—— 7232-40-8 (Name error) 7232-40-8 C88H114N2O8W2+2
7232-40-8 (Name error)
—— 2,4-dimethoxy-6-(1-methylallyl)phenol 181356-76-3 C12H16O3
2,4-dimethoxy-6-(1-methylallyl)phenol
—— 2-allyl-3,6-dimethoxyphenol 516483-78-6 C11H14O3
2-allyl-3,6-dimethoxyphenol
—— 2-allyl-4,6-dimethoxyphenol 5353-14-0 C11H14O3
2-allyl-4,6-dimethoxyphenol
—— 1-(4-chloro-2-fluoro-5-hydroxyphenyl)-2-methoxy-4-trifluoro methyl-6(1H)-pyrimidinone 115784-65-1 C12H7ClF4N2O3
1-(4-chloro-2-fluoro-5-hydroxyphenyl)-2-methoxy-4-trifluoro methyl-6(1H)-pyrimidinone
—— tert-butyl-N-(3-amino-5-bromo-4-hydroxybenzyl)carbamate 565237-21-0 C12H17BrN2O3
tert-butyl-N-(3-amino-5-bromo-4-hydroxybenzyl)carbamate
—— 3-(furan-2-yl)-1-(2-hydroxy-4-methoxyphenyl)propen-1-one 52542-11-7 C14H12O4
3-(furan-2-yl)-1-(2-hydroxy-4-methoxyphenyl)propen-1-one
—— (3E)-3-hydroxyimino-4-(4-hydroxyphenyl)butan-2-one 5440-26-6 C10H11NO3
(3E)-3-hydroxyimino-4-(4-hydroxyphenyl)butan-2-one
—— <i>N</i>,<i>N</i>'-bis-salicylidenamino-guanidine 91379-47-4 C15H15N5O2
<i>N</i>,<i>N</i>'-bis-salicylidenamino-guanidine
—— 2,2'-bis[(2-hydroxyphenyl)methylene]carbonimidic dihydrazide 91379-47-4 C15H15N5O2
2,2'-bis[(2-hydroxyphenyl)methylene]carbonimidic dihydrazide
—— 2,4-dinitro-5-hydroxybenzamide 171179-75-2 C7H5N3O6
2,4-dinitro-5-hydroxybenzamide
—— 5.6-dinitro-guaiacol 876478-36-3 C7H6N2O6
5.6-dinitro-guaiacol
—— 6-methyl-2-(prop-1-enyl)phenol 90467-82-6 C10H12O
6-methyl-2-(prop-1-enyl)phenol
—— tert-butyl N-[(3-bromo-4-hydroxyphenyl)methyl]carbamate 1313042-26-0 C12H16BrNO3
tert-butyl N-[(3-bromo-4-hydroxyphenyl)methyl]carbamate
—— 2.4-dinitro-6-amino-3-oxy-toluene 115002-34-1 C7H7N3O5
2.4-dinitro-6-amino-3-oxy-toluene
—— acetic acid-(4-hydroxy-2-methyl-3,5-dinitro-anilide) 860740-95-0 C9H9N3O6
acetic acid-(4-hydroxy-2-methyl-3,5-dinitro-anilide)
—— 4-(But-2-enyl)-3-methyl-phenol 93351-04-3 C11H14O
4-(But-2-enyl)-3-methyl-phenol
—— 4-Butyl-m-kresol 93306-38-8 C11H16O
4-Butyl-m-kresol
—— 3-iodo-4-nitroso-phenol 799767-58-1 C6H4INO2
3-iodo-4-nitroso-phenol
—— 4-(pent-1-yn-1-yl)phenol 178056-76-3 C11H12O
4-(pent-1-yn-1-yl)phenol
—— 1,5-Bis-(4-hydroxy-phenyl)-pentanol-(3) 94824-00-7 C17H20O3
1,5-Bis-(4-hydroxy-phenyl)-pentanol-(3)
—— 5-nitro-2-n-propylphenol 876314-60-2 C9H11NO3
5-nitro-2-n-propylphenol
—— 4'-Hydroxy-3'-methoxy-3-(5-nitro-2-furyl)acrylophenone 63421-85-2 C14H11NO6
4'-Hydroxy-3'-methoxy-3-(5-nitro-2-furyl)acrylophenone
—— aminophloroglucinol 139173-32-3 C6H7NO3
aminophloroglucinol
—— (5Z)-5-[(5-fluoro-2-hydroxyphenyl)methylidene]-2-[2-(2-hydroxyethyl)-1,2-diazinan-1-yl]-4,5-dihydro-1,3-thiazol-4-one 1181082-82-5 C16H18FN3O3S
(5Z)-5-[(5-fluoro-2-hydroxyphenyl)methylidene]-2-[2-(2-hydroxyethyl)-1,2-diazinan-1-yl]-4,5-dihydro-1,3-thiazol-4-one
—— 2,4-Dibromo-6-(hydroxymethyl)-3-methoxyphenol 195392-55-3 C8H8Br2O3
2,4-Dibromo-6-(hydroxymethyl)-3-methoxyphenol
—— 4H-Imidazol-4-one, 3-(5-ethyl-1,3,4-thiadiazol-2-yl)-3,5-dihydro-5-((4-hydroxy-3-methoxyphenyl)methylene)-2-methyl- 76834-49-6 C16H16N4O3S
4H-Imidazol-4-one, 3-(5-ethyl-1,3,4-thiadiazol-2-yl)-3,5-dihydro-5-((4-hydroxy-3-methoxyphenyl)methylene)-2-methyl-
—— 4-(4-hydroxy-3-methoxyphenyl)-3H-1,3-thiazol-2-one —— C10H9NO3S
4-(4-hydroxy-3-methoxyphenyl)-3H-1,3-thiazol-2-one
—— Benzoic acid, 4-(((5-((4-hydroxy-3-methoxyphenyl)methylene)-4-oxo-2-thioxo-3-thiazolidinyl)methyl)amino)- 89752-55-6 C19H16N2O5S2
Benzoic acid, 4-(((5-((4-hydroxy-3-methoxyphenyl)methylene)-4-oxo-2-thioxo-3-thiazolidinyl)methyl)amino)-
—— (Z)-5-(2,4-dihydroxybenzylidene)thiazolidine-2,4-dione 1208535-06-1 C10H7NO4S
(Z)-5-(2,4-dihydroxybenzylidene)thiazolidine-2,4-dione
—— (E)-5-(3-hydroxy-4-methoxybenzylidene)thiazolidine-2,4-dione —— C11H9NO4S
(E)-5-(3-hydroxy-4-methoxybenzylidene)thiazolidine-2,4-dione
—— (5Z)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidine-2,4-dione 741712-14-1 C12H11NO3S
(5Z)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidine-2,4-dione
—— 4-[2-(4-formylphenoxy)ethyl]-2-methoxyphenyl methanesulfonate 218139-49-2 C17H18O6S
4-[2-(4-formylphenoxy)ethyl]-2-methoxyphenyl methanesulfonate
—— 4-[2-(4-formylphenoxy)ethyl]phenyl trifluoromethanesulfonate 218139-54-9 C16H13F3O5S
4-[2-(4-formylphenoxy)ethyl]phenyl trifluoromethanesulfonate
—— 4-[2-(4-formylphenoxy)ethyl]phenyl 2-propanesulfonate 218139-39-0 C18H20O5S
4-[2-(4-formylphenoxy)ethyl]phenyl 2-propanesulfonate
—— 5-(4-[2-(4-methanesulfonyloxyphenyl)-ethoxy]benzylidene)thiazolidine-2,4-dione 218139-09-4 C19H17NO6S2
5-(4-[2-(4-methanesulfonyloxyphenyl)-ethoxy]benzylidene)thiazolidine-2,4-dione
—— (Z)-5-(5-bromo-4-hydroxy-2-methoxybenzylidene)thiazolidine-2,4-dione 1620146-39-5 C11H8BrNO4S
(Z)-5-(5-bromo-4-hydroxy-2-methoxybenzylidene)thiazolidine-2,4-dione
—— 4-hydroxy-3-methoxy-N-methyl-benzamide 60515-31-3 C9H11NO3
4-hydroxy-3-methoxy-N-methyl-benzamide
—— 5-(1,1-Dimethylethyl)-2-methoxy-4-(1-propenyl)phenol 67907-33-9 C14H20O2
5-(1,1-Dimethylethyl)-2-methoxy-4-(1-propenyl)phenol
—— 4-(4-hydroxy-benzyl)-1,3-dihydro-imidazole-2-thione 121168-54-5 C10H10N2OS
4-(4-hydroxy-benzyl)-1,3-dihydro-imidazole-2-thione