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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-(2,5-dihydroxyphenyl)-1,2,3-thiadiazole 197565-70-1 C8H6N2O2S
4-(2,5-dihydroxyphenyl)-1,2,3-thiadiazole
—— 3,4-Didecylbenzene-1,2-diol 108935-76-8 C26H46O2
3,4-Didecylbenzene-1,2-diol
—— 4,4'-(butane-1,4-diyl)bisphenol 76961-97-2 C16H18O2
4,4'-(butane-1,4-diyl)bisphenol
—— 3-(5-(1,3-dioxolan-2-yl)furan-2-yl)phenol 1276045-85-2 C13H12O4
3-(5-(1,3-dioxolan-2-yl)furan-2-yl)phenol
—— 3-(6-methyl-pyridin-2-ylethynyl)-phenol 219914-57-5 C14H11NO
3-(6-methyl-pyridin-2-ylethynyl)-phenol
—— tert-butyl 4-(3-hydroxyphenyl)-3,6-dihydro-2H-pyridine-1-carboxylate 532991-38-1 C16H21NO3
tert-butyl 4-(3-hydroxyphenyl)-3,6-dihydro-2H-pyridine-1-carboxylate
—— 2-ethyl-3,5-dimethyl-phenol 62126-76-5 C10H14O
2-ethyl-3,5-dimethyl-phenol
—— 5-Hydroxy-1.3-dimethyl-4-butyl-benzol 69051-70-3 C12H18O
5-Hydroxy-1.3-dimethyl-4-butyl-benzol
—— hexamethylbenzene/picric acid 30910-44-2 C6H3N3O7*C12H18
hexamethylbenzene/picric acid
—— 5-Hydroxy-1-methyl-3-hexyl-benzol 855346-25-7 C13H20O
5-Hydroxy-1-methyl-3-hexyl-benzol
—— 2,2'-dimethoxy-4,4'-thiazolo[5,4-<i>d</i>]thiazole-2,5-diyl-bis-phenol 6961-99-5 C18H14N2O4S2
2,2'-dimethoxy-4,4'-thiazolo[5,4-<i>d</i>]thiazole-2,5-diyl-bis-phenol
—— 2,2'-bis[5-(3,4,6-trichloro-2,5-dihydroxyphenyl)thiazole] 263745-01-3 C18H6Cl6N2O4S2
2,2'-bis[5-(3,4,6-trichloro-2,5-dihydroxyphenyl)thiazole]
—— 3,3'-thiazolo[5,4-<i>d</i>]thiazole-2,5-diyl-bis-phenol 98339-63-0 C16H10N2O2S2
3,3'-thiazolo[5,4-<i>d</i>]thiazole-2,5-diyl-bis-phenol
—— 5-[(3-Hydroxy-4-methoxyphenyl)methyl]oxolan-2-one 848653-51-0 C12H14O4
5-[(3-Hydroxy-4-methoxyphenyl)methyl]oxolan-2-one
—— 2,5-bis(2-hydroxyphenyl)thiazolo[5,4-d]thiazole 10398-63-7 C16H10N2O2S2
2,5-bis(2-hydroxyphenyl)thiazolo[5,4-d]thiazole
—— 2,5-bis(4-hydroxyphenyl)thiazolo[5,4-d]thiazole 10398-62-6 C16H10N2O2S2
2,5-bis(4-hydroxyphenyl)thiazolo[5,4-d]thiazole
—— 2-chloro-5-(thiazol-2-ylamino)phenol 876314-61-3 C9H7ClN2OS
2-chloro-5-(thiazol-2-ylamino)phenol
—— 4-[[4-[(4-Hydroxyphenoxy)methyl]-2,3,5,6-tetramethylphenyl]methoxy]phenol 1448015-53-9 C24H26O4
4-[[4-[(4-Hydroxyphenoxy)methyl]-2,3,5,6-tetramethylphenyl]methoxy]phenol
—— 2-bromo-4,6-diiodophenol 89466-01-3 C6H3BrI2O
2-bromo-4,6-diiodophenol
—— o-prenyltyrosol 1189160-74-4 C13H18O2
o-prenyltyrosol
—— 2,4,6-tri-hex-1-ynyl-phenol 859510-33-1 C24H30O
2,4,6-tri-hex-1-ynyl-phenol
—— 4-(phenyldisulfanyl)phenol 63116-23-4 C12H10OS2
4-(phenyldisulfanyl)phenol
—— 2-Chloro-5-[(pyrrolo[1,2-c]pyrimidin-1-yl)amino]phenol 918340-61-1 C13H10ClN3O
2-Chloro-5-[(pyrrolo[1,2-c]pyrimidin-1-yl)amino]phenol
—— 2-(3-hydroxyphenyl)-3-(2-(piperidin-1-yl)ethyl)thiazolidin-4-one 1443534-61-9 C16H22N2O2S
2-(3-hydroxyphenyl)-3-(2-(piperidin-1-yl)ethyl)thiazolidin-4-one
—— dimethylamine picrate 5827-83-8 C2H7N*C6H3N3O7
dimethylamine picrate
—— 3-(4-chloro-2-hydroxyphenyl)-2-(thiophen-2-yl)thiazolidin-4-one 1620166-75-7 C13H10ClNO2S2
3-(4-chloro-2-hydroxyphenyl)-2-(thiophen-2-yl)thiazolidin-4-one
—— 3-(4-chloro-2-hydroxyphenyl)-2-(4-fluorophenyl)thiazolidin-4-one 1620166-73-5 C15H11ClFNO2S
3-(4-chloro-2-hydroxyphenyl)-2-(4-fluorophenyl)thiazolidin-4-one
—— 3-(4-chloro-2-hydroxyphenyl)-2-(2-chlorophenyl)thiazolidin-4-one 1620166-70-2 C15H11Cl2NO2S
3-(4-chloro-2-hydroxyphenyl)-2-(2-chlorophenyl)thiazolidin-4-one
—— 3-(4-chloro-2-hydroxyphenyl)-2-(pyridin-2-yl)thiazolidin-4-one 1620166-76-8 C14H11ClN2O2S
3-(4-chloro-2-hydroxyphenyl)-2-(pyridin-2-yl)thiazolidin-4-one
—— 3-(4-chloro-2-hydroxyphenyl)-2-(4-hydroxyphenyl)thiazolidin-4-one 1620166-77-9 C15H12ClNO3S
3-(4-chloro-2-hydroxyphenyl)-2-(4-hydroxyphenyl)thiazolidin-4-one
—— 3-(4-chloro-2-hydroxyphenyl)-2-(3-fluorophenyl)thiazolidin-4-one 1620166-74-6 C15H11ClFNO2S
3-(4-chloro-2-hydroxyphenyl)-2-(3-fluorophenyl)thiazolidin-4-one
—— 3-(4-chloro-2-hydroxyphenyl)-2-phenylthiazolidin-4-one 1620166-66-6 C15H12ClNO2S
3-(4-chloro-2-hydroxyphenyl)-2-phenylthiazolidin-4-one
—— 3-(4-chloro-2-hydroxyphenyl)-2-(4-methylthiazol-5-yl)thiazolidin-4-one 1620166-78-0 C13H11ClN2O2S2
3-(4-chloro-2-hydroxyphenyl)-2-(4-methylthiazol-5-yl)thiazolidin-4-one
—— 3-(4-chloro-2-hydroxyphenyl)-2-(4-chlorophenyl)thiazolidin-4-one 1620166-69-9 C15H11Cl2NO2S
3-(4-chloro-2-hydroxyphenyl)-2-(4-chlorophenyl)thiazolidin-4-one
—— 2-(3-Fluoro-4-hydroxyphenyl)-3-(pyridin-2-ylmethyl)-1,3-thiazolidin-4-one 1600490-08-1 C15H13FN2O2S
2-(3-Fluoro-4-hydroxyphenyl)-3-(pyridin-2-ylmethyl)-1,3-thiazolidin-4-one
—— 4,5-dibromo-N-(2-(2-hydroxy-4-methoxyphenyl)-4-oxothiazolidin-3-yl)-1-methyl-1H-pyrrole-2-carboxamide 1415036-45-1 C16H15Br2N3O4S
4,5-dibromo-N-(2-(2-hydroxy-4-methoxyphenyl)-4-oxothiazolidin-3-yl)-1-methyl-1H-pyrrole-2-carboxamide
—— 4-Chloro-3-methoxy-2-(2-propenyl)phenol 135396-53-1 C10H11ClO2
4-Chloro-3-methoxy-2-(2-propenyl)phenol
—— 2-methoxy-5-methyl-4-methylsulphinylphenol 78523-22-5 C9H12O3S
2-methoxy-5-methyl-4-methylsulphinylphenol
—— 4-(2-bromo-5-hydroxy-benzyl)-[1,3]dioxolan-2-one 1355484-33-1 C10H9BrO4
4-(2-bromo-5-hydroxy-benzyl)-[1,3]dioxolan-2-one
—— 4-[(1R)-2-chloro-1-hydroxyethyl]phenol 871266-52-3 C8H9ClO2
4-[(1R)-2-chloro-1-hydroxyethyl]phenol
—— 2,5-diethyl-4-methyl-phenol 91967-59-8 C11H16O
2,5-diethyl-4-methyl-phenol
—— 2,5-bis-(diethylamino-methyl)-benzene-1,4-diol 5424-68-0 C16H28N2O2
2,5-bis-(diethylamino-methyl)-benzene-1,4-diol
—— 4-(1-methyl-heptyl)-resorcinol 6565-71-5 C14H22O2
4-(1-methyl-heptyl)-resorcinol
—— 3-Amino-2-hydroxy-4-nitro-benzonitrile 627531-37-7 C7H5N3O3
3-Amino-2-hydroxy-4-nitro-benzonitrile
—— 2-(3-hydroxybutyl)phenol 6952-32-5 C10H14O2
2-(3-hydroxybutyl)phenol
—— 4-(4-phenylbutyl)phenol 36940-99-5 C16H18O
4-(4-phenylbutyl)phenol
—— 2,6-dimethyl-4-(1-chloro-2,2,2-trifluoroethyl)phenol 440659-01-8 C10H10ClF3O
2,6-dimethyl-4-(1-chloro-2,2,2-trifluoroethyl)phenol
—— 5-(3,5-dimethyl-4-hydroxyphenyl)pentanal 144180-78-9 C13H18O2
5-(3,5-dimethyl-4-hydroxyphenyl)pentanal
—— 2-(1-Adamantyl)-1-(4-hydroxyphenyl)guanidine 133985-80-5 C17H23N3O
2-(1-Adamantyl)-1-(4-hydroxyphenyl)guanidine
—— 3-ethylsulfanyl-4-nitrophenol 774-24-3 C8H9NO3S
3-ethylsulfanyl-4-nitrophenol