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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
—— bis-o-aminothio-phenol —— C6H7NOS
bis-o-aminothio-phenol
—— 3-chloro-4-octyloxyphenol —— C14H21ClO2
3-chloro-4-octyloxyphenol
—— (+/-)-para-hydroxytranylcypromine —— C9H11NO
(+/-)-para-hydroxytranylcypromine
—— 4-(2-aminooxy-ethyl)-phenol —— C8H11NO2
4-(2-aminooxy-ethyl)-phenol
—— 4-{[5,6-dimethyl-7-(3-morpholin-4-yl-propyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-hydrazonomethyl}-2-nitro-phenol —— C22H27N7O4
4-{[5,6-dimethyl-7-(3-morpholin-4-yl-propyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-hydrazonomethyl}-2-nitro-phenol
—— trans-8-methyl-N-vanillyl-5 nonenamide —— C18H27NO3
trans-8-methyl-N-vanillyl-5 nonenamide
—— (Z)-3-(4-Hydroxy-3-methoxy-phenyl)-2-(2-methoxy-phenoxy)-propenal —— C17H16O5
(Z)-3-(4-Hydroxy-3-methoxy-phenyl)-2-(2-methoxy-phenoxy)-propenal
—— 4-(hydroxyethyl)-1,2-diacetoxybenzene —— C12H14O5
4-(hydroxyethyl)-1,2-diacetoxybenzene
—— 5-(3-hydroxybenzylidene)-2-(phenylimino)-3-(pyridine-4-ylmethyl)thiazolidin-4-one —— C22H17N3O2S
5-(3-hydroxybenzylidene)-2-(phenylimino)-3-(pyridine-4-ylmethyl)thiazolidin-4-one
—— p-(2-(butoxycarbonyloxy)-propoxy)-phenol —— C14H20O5
p-(2-(butoxycarbonyloxy)-propoxy)-phenol
—— 2,2,2-trichloro-1-(2-hydroxybenzylidenamino)ethanol —— C9H8Cl3NO2
2,2,2-trichloro-1-(2-hydroxybenzylidenamino)ethanol
—— bis(p-tolyl) α-butylsulfonylamino-4-hydroxy-3-methoxybenzylphosphonate —— C26H32NO7PS
bis(p-tolyl) α-butylsulfonylamino-4-hydroxy-3-methoxybenzylphosphonate
—— 25,26,27,28-tetrahydroxy-5,11,17,23-tetrakis(1-methylpropyl)calix[4]arene —— C44H56O4
25,26,27,28-tetrahydroxy-5,11,17,23-tetrakis(1-methylpropyl)calix[4]arene
—— 4-[4-(2-hydroxyphenyl)butyl]phenol —— C16H18O2
4-[4-(2-hydroxyphenyl)butyl]phenol
—— 3,4,5-trihydroxy-N'-(4-((3-methoxybenzyl)oxy)benzylidene)benzohydrazide —— C22H20N2O6
3,4,5-trihydroxy-N'-(4-((3-methoxybenzyl)oxy)benzylidene)benzohydrazide
—— (E)-3,4,5-trihydroxy-N'-(4-(3-methoxybenzyloxy)phenylmethylidene)benzohydrazide —— C22H20N2O6
(E)-3,4,5-trihydroxy-N'-(4-(3-methoxybenzyloxy)phenylmethylidene)benzohydrazide
—— N-(4-hydroxy-3-methoxybenzyl)-5-(3-isopropyloxiran-2-yl)-pentanamide —— C18H27NO4
N-(4-hydroxy-3-methoxybenzyl)-5-(3-isopropyloxiran-2-yl)-pentanamide
—— 5-ethoxycarbonyl-1,6-dimethyl-4-(4-hydroxy-3-methoxyphenyl)-3,4-dihydropyrimidin-2(1H)-one —— C16H20N2O5
5-ethoxycarbonyl-1,6-dimethyl-4-(4-hydroxy-3-methoxyphenyl)-3,4-dihydropyrimidin-2(1H)-one
—— (E)-1-(3,5-dihydroxyphenyl)ethanone O-phenyloxime —— C14H13NO3
(E)-1-(3,5-dihydroxyphenyl)ethanone O-phenyloxime
—— 2-chlororesorcinol dimethyl ether —— C2H6O*C6H5ClO2
2-chlororesorcinol dimethyl ether
—— (R)-4-(1-hydroxyethyl)-2-methoxyphenol —— C9H12O3
(R)-4-(1-hydroxyethyl)-2-methoxyphenol
—— N-tert-butoxycarbonyl-(2S)-ethoxy-3-(4-hydroxyphenyl)propylamine —— C16H25NO4
N-tert-butoxycarbonyl-(2S)-ethoxy-3-(4-hydroxyphenyl)propylamine
—— methyl (Z)-12-((Z)-4-hydroxy-3,5-dimethoxybenzylideneamino)octadec-9-enoate —— C28H45NO5
methyl (Z)-12-((Z)-4-hydroxy-3,5-dimethoxybenzylideneamino)octadec-9-enoate
—— N'-(benzylidene)galloyl hydrazide —— C14H12N2O4
N'-(benzylidene)galloyl hydrazide
—— prop-2-yn-1-yl 2-(3,4-dihydroxyphenyl)acetate —— C11H10O4
prop-2-yn-1-yl 2-(3,4-dihydroxyphenyl)acetate
—— 4-chloro-2,6-bis-(3-methyl-2-butenyl)phenol —— C16H21ClO
4-chloro-2,6-bis-(3-methyl-2-butenyl)phenol
—— 5-[2-[2-(trifluoromethyl)-1-oxy-pyridin-3-yl]-[1,3]-thiazol-4-yl]-3-nitrobenzene-1,2-diol —— C15H8F3N3O5S
5-[2-[2-(trifluoromethyl)-1-oxy-pyridin-3-yl]-[1,3]-thiazol-4-yl]-3-nitrobenzene-1,2-diol
—— (Z)-4-benzyloxy-1-(2-methoxy-6-hydroxy)phenoxybut-2-ene —— C18H20O4
(Z)-4-benzyloxy-1-(2-methoxy-6-hydroxy)phenoxybut-2-ene
—— 2-Chloro-3,5,6-trifluoro-4-amino-phenol —— C6H3ClF3NO
2-Chloro-3,5,6-trifluoro-4-amino-phenol
—— 4-Heptylaminomethyl-2,6-dimethoxy-phenol —— C16H27NO3
4-Heptylaminomethyl-2,6-dimethoxy-phenol
—— 3-cyclopentylbenzene-1,2-diol —— C11H14O2
3-cyclopentylbenzene-1,2-diol
—— 2,3-difluoro-6-hydroxy-5-methoxybenzaldehyde —— C8H6F2O3
2,3-difluoro-6-hydroxy-5-methoxybenzaldehyde
—— 2-(4-((tetrahydro-2H-pyran-3-yl)oxy)phenyl)ethanol —— C13H18O3
2-(4-((tetrahydro-2H-pyran-3-yl)oxy)phenyl)ethanol
—— N-(4,4-dipropylcyclohexyl)-2-(4-hydroxy-3-methoxyphenyl)acetamide —— C21H33NO3
N-(4,4-dipropylcyclohexyl)-2-(4-hydroxy-3-methoxyphenyl)acetamide
—— 2-methoxy-4-(5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)phenol —— C16H16N2O2
2-methoxy-4-(5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)phenol
—— 6-amino-4-ethylresorcinol —— C8H11NO2
6-amino-4-ethylresorcinol
—— 5-(butylamino)-2-nitrophenol —— C10H14N2O3
5-(butylamino)-2-nitrophenol
—— 2-chloro-8-hydroxy-9-oxo-7-propyl-9H-pyrrolo[2,1-b][1,3]benzoxazin-6-yl dimethylsulfamate —— C16H17ClN2O6S
2-chloro-8-hydroxy-9-oxo-7-propyl-9H-pyrrolo[2,1-b][1,3]benzoxazin-6-yl dimethylsulfamate
—— 2-(2-aminoethyl)-4-nitrophenol —— C8H10N2O3
2-(2-aminoethyl)-4-nitrophenol
—— (E)-2-(((4H-1,2,4-triazol-4-yl)imino)methyl)-6-methoxyphenol —— C10H10N4O2
(E)-2-(((4H-1,2,4-triazol-4-yl)imino)methyl)-6-methoxyphenol
—— 3-(2,2-diethyltetrahydrofuran-3-yl)phenol —— C14H20O2
3-(2,2-diethyltetrahydrofuran-3-yl)phenol
—— 2,3-dihydroxybenzaldehyde thiosemicarbazone —— C8H9N3O2S
2,3-dihydroxybenzaldehyde thiosemicarbazone
—— 4-cyclopropylmethyl-2-methoxyphenol —— C11H14O2
4-cyclopropylmethyl-2-methoxyphenol
—— 3-((3-hydroxy-4-methoxybenzylidene)hydrazono)indolin-2-one —— C16H13N3O3
3-((3-hydroxy-4-methoxybenzylidene)hydrazono)indolin-2-one
—— 2-(3,4-dihydroxyphenyl)ethyl 3-phenylpropanoate —— C17H18O4
2-(3,4-dihydroxyphenyl)ethyl 3-phenylpropanoate
—— 3,4-dihydroxycinnamyl cis-5,8,11,14,17-eicosapentaenoate —— C29H38O4
3,4-dihydroxycinnamyl cis-5,8,11,14,17-eicosapentaenoate
—— 3-[1-(pyrrolidin-1-yl)ethyl]phenol —— C12H17NO
3-[1-(pyrrolidin-1-yl)ethyl]phenol
—— 2-(2,4-dihydroxyphenyl)-5-(4-methylphenyl)-1,3,4-thiadiazole —— C15H12N2O2S
2-(2,4-dihydroxyphenyl)-5-(4-methylphenyl)-1,3,4-thiadiazole
—— 5-Heptadecyl-benzene-1,2,3-triol —— C23H40O3
5-Heptadecyl-benzene-1,2,3-triol
—— diethyl [(2-hydroxy-3-methoxyphenyl)(phenylamino)methyl]phosphonate —— C18H24NO5P
diethyl [(2-hydroxy-3-methoxyphenyl)(phenylamino)methyl]phosphonate