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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
—— 1,2,3-trihydroxy-4,5,6-trifluorobenzene —— C6H3F3O3
1,2,3-trihydroxy-4,5,6-trifluorobenzene
—— 2,6-dimethyl-3,5-bis[(morpholin-4-yl)methyl]benzene-1,4-diol —— C18H28N2O4
2,6-dimethyl-3,5-bis[(morpholin-4-yl)methyl]benzene-1,4-diol
—— bis(2-(1-methylpiperidin-4-yl)ethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxy-3-methoxyphenyl)cyclobutane-1,3-dicarboxylate —— C36H50N2O8
bis(2-(1-methylpiperidin-4-yl)ethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxy-3-methoxyphenyl)cyclobutane-1,3-dicarboxylate
—— 3-[4-[2-(4-hydroxyphenoxy)ethyl]-1-piperidinyl]-5-[[1-(tert-butoxycarbonyl)-2(S)-pyrrolidinyl]methoxy]pyridine —— C28H39N3O5
3-[4-[2-(4-hydroxyphenoxy)ethyl]-1-piperidinyl]-5-[[1-(tert-butoxycarbonyl)-2(S)-pyrrolidinyl]methoxy]pyridine
—— 2-[2,2,2-trifluoro-1-(methylamino)ethyl]phenol —— C9H10F3NO
2-[2,2,2-trifluoro-1-(methylamino)ethyl]phenol
—— 2-[2,2-dichloro-2-fluoro-1-(methylamino)ethyl]phenol —— C9H10Cl2FNO
2-[2,2-dichloro-2-fluoro-1-(methylamino)ethyl]phenol
—— 4-[2-[1-[5-[(2(S)-pyrrolidinyl)methoxy]-3-pyridyl]-4-piperidinyl]ethoxy]phenol —— C23H31N3O3
4-[2-[1-[5-[(2(S)-pyrrolidinyl)methoxy]-3-pyridyl]-4-piperidinyl]ethoxy]phenol
—— 4-[2-[1-[5-[(2(S)-pyrrolidinyl)methoxy]-3-pyridyl]-4-piperidinyl]ethoxy]phenol hydrochloride —— C23H31N3O3*ClH
4-[2-[1-[5-[(2(S)-pyrrolidinyl)methoxy]-3-pyridyl]-4-piperidinyl]ethoxy]phenol hydrochloride
—— 5-[Hydroxy-(3-hydroxy-phenyl)-methyl]-4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one —— C18H22O3
5-[Hydroxy-(3-hydroxy-phenyl)-methyl]-4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one
—— ethyl 1-(5-hydroxy-2-methoxyphenyl)cyclopropane-1-carboxylate —— C13H16O4
ethyl 1-(5-hydroxy-2-methoxyphenyl)cyclopropane-1-carboxylate
—— 4,5-dimethyl-2-(hexafluoro-α-hydroxyisopropyl)phenol —— C11H10F6O2
4,5-dimethyl-2-(hexafluoro-α-hydroxyisopropyl)phenol
—— 2-{4-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl}ethan-1-ol —— C15H24N2O2
2-{4-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl}ethan-1-ol
—— (S)-4-(4-hydroxyphenyl)-2-butanol 2-O-sulfate —— C10H14O5S
(S)-4-(4-hydroxyphenyl)-2-butanol 2-O-sulfate
—— 3'-keto rhododendrin —— C16H22O7
3'-keto rhododendrin
—— 2-methoxy-5-ethylhydroquinone —— C9H12O3
2-methoxy-5-ethylhydroquinone
—— N-(4-chlorobenzyl)-3-{4-hydroxy-3-methoxyphenyl}propanamide —— C17H18ClNO3
N-(4-chlorobenzyl)-3-{4-hydroxy-3-methoxyphenyl}propanamide
—— 5-((4-hydroxy-3-methoxyphenyl)(5-methyl-3-oxo-2,3-dihydro-1H-pyrazol-4-yl)methyl)pyrimidine-2,4,6 (1H, 3H,5H)-trione —— C16H16N4O6
5-((4-hydroxy-3-methoxyphenyl)(5-methyl-3-oxo-2,3-dihydro-1H-pyrazol-4-yl)methyl)pyrimidine-2,4,6 (1H, 3H,5H)-trione
—— 6-(4-hydroxyphenyl)hexyl acrylate —— C15H20O3
6-(4-hydroxyphenyl)hexyl acrylate
—— 1-(2-hydroxy-4,5,6-trimethoxyphenyl)-3-methyl-2-butenone-1 —— C14H18O5
1-(2-hydroxy-4,5,6-trimethoxyphenyl)-3-methyl-2-butenone-1
—— 4-(Cyclopropylmethoxyphenylmethoxy)phenol —— C17H18O3
4-(Cyclopropylmethoxyphenylmethoxy)phenol
—— (2-pyridylmethyl) 2-(4-hydroxyphenyl)propanoate —— C15H15NO3
(2-pyridylmethyl) 2-(4-hydroxyphenyl)propanoate
—— A-98881 —— C34H37N3O6
A-98881
—— 2-[(1R)-1,5-dimethylhex-4-enyl]-4-methylphenol —— C15H22O
2-[(1R)-1,5-dimethylhex-4-enyl]-4-methylphenol
—— 4-Nonyl-pyrogallol —— C15H24O3
4-Nonyl-pyrogallol
—— 6-[4-(1-(2,4-Dihydroxyphenyl)ethylidene)aminophenyl]-4,5-dihydro-5-methylpyridazin-3(2H)one —— C19H19N3O3
6-[4-(1-(2,4-Dihydroxyphenyl)ethylidene)aminophenyl]-4,5-dihydro-5-methylpyridazin-3(2H)one
—— 4-(penta-1,3-diyn-1-yl)phenol —— C11H8O
4-(penta-1,3-diyn-1-yl)phenol
—— (4-hydroxy-2,3,5,6-tetrafluorophenyl)bis(triflyl)methane —— C9H2F10O5S2
(4-hydroxy-2,3,5,6-tetrafluorophenyl)bis(triflyl)methane
—— 4,6-dibromo-2-chloro-resorcinol —— C6H3Br2ClO2
4,6-dibromo-2-chloro-resorcinol
—— 4-chloro-2-(1-methyl-1H-imidazole-5-yl)phenol —— C10H9ClN2O
4-chloro-2-(1-methyl-1H-imidazole-5-yl)phenol
—— diethylammonium [1-hydroxy-1-(2-hydroxyphenyl)ethyl]phenylphosphinate —— C4H11N*C14H15O4P
diethylammonium [1-hydroxy-1-(2-hydroxyphenyl)ethyl]phenylphosphinate
—— diethylammonium methyl[1-hydroxy-1-(2-hydroxyphenyl)ethyl]phosphinate —— C4H11N*C9H13O4P
diethylammonium methyl[1-hydroxy-1-(2-hydroxyphenyl)ethyl]phosphinate
—— diethylammonium ethyl[1-hydroxy-1-(2-hydroxyphenyl)ethyl]phosphinate —— C4H11N*C10H15O4P
diethylammonium ethyl[1-hydroxy-1-(2-hydroxyphenyl)ethyl]phosphinate
—— 1,2-diamino-1-(4-hydroxy)phenylethane hydrochloride —— C8H12N2O*ClH
1,2-diamino-1-(4-hydroxy)phenylethane hydrochloride
—— (S)-1-benzyl-N-(4-hydroxybenzyl)-5-oxopyrrolidine-2-carboxamidine —— C19H21N3O2
(S)-1-benzyl-N-(4-hydroxybenzyl)-5-oxopyrrolidine-2-carboxamidine
—— 5-(4-hydroxy-3-nitrobenzylidene)-2-iminothiazolidin-4-one —— C10H7N3O4S
5-(4-hydroxy-3-nitrobenzylidene)-2-iminothiazolidin-4-one
—— (Z)-5-(2-hydroxybenzylidene)-2-iminothiazolidin-4-one 1181081-52-6 C10H8N2O2S
(Z)-5-(2-hydroxybenzylidene)-2-iminothiazolidin-4-one
—— (Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-2-iminothiazolidin-4-one 1393445-37-8 C12H12N2O4S
(Z)-5-(4-hydroxy-3,5-dimethoxybenzylidene)-2-iminothiazolidin-4-one
—— (Z)-5-(3,5-dihydroxybenzylidene)-2-iminothiazolidin-4-one 1393445-34-5 C10H8N2O3S
(Z)-5-(3,5-dihydroxybenzylidene)-2-iminothiazolidin-4-one
—— 2-(4-chlorophenyl)-N-(4-hydroxy-3-methoxyphenethyl)-2-(prop-2-yn-1-yloxy)acetamide 901125-07-3 C20H20ClNO4
2-(4-chlorophenyl)-N-(4-hydroxy-3-methoxyphenethyl)-2-(prop-2-yn-1-yloxy)acetamide
—— N-trans-4-O-methylcaffeoyl-3'-O-methyldopamine —— C19H21NO5
N-trans-4-O-methylcaffeoyl-3'-O-methyldopamine
—— methyl 2-hydroxy-2-(4-hydroxy-2,5-dimethyl-3-nitrophenyl)acetate —— C11H13NO6
methyl 2-hydroxy-2-(4-hydroxy-2,5-dimethyl-3-nitrophenyl)acetate
—— N,N'-dimethyl-p-methyl-tetrahomoazacalix[4]arene —— C36H42N2O4
N,N'-dimethyl-p-methyl-tetrahomoazacalix[4]arene
—— 5,23-di-tert-butyl-11,17-dimethyl-4,24,26,27-tetrahydroxycalix[4]arene —— C38H44O4
5,23-di-tert-butyl-11,17-dimethyl-4,24,26,27-tetrahydroxycalix[4]arene
—— 4-chloro-2-(4,5-dihydro-1H-imidazol-2-yl)phenol —— C9H9ClN2O
4-chloro-2-(4,5-dihydro-1H-imidazol-2-yl)phenol
—— 2-(2-pyridinylmethyl)-1,4-benzenediol —— C12H11NO2
2-(2-pyridinylmethyl)-1,4-benzenediol
—— 3-methoxy-4-(phenylsulfinyl)phenol —— C13H12O3S
3-methoxy-4-(phenylsulfinyl)phenol
—— 2-methoxy-4-(phenylsulfinyl)phenol —— C13H12O3S
2-methoxy-4-(phenylsulfinyl)phenol
—— 6-[trans-(2'-hydroxy-4'-bromo-5'-methoxyphenyl)-1-propenyl]-3,5,5-trimethylcyclohex-2-en-1-one —— C19H23BrO3
6-[trans-(2'-hydroxy-4'-bromo-5'-methoxyphenyl)-1-propenyl]-3,5,5-trimethylcyclohex-2-en-1-one
—— LG120331 —— C20H25BrO2
LG120331
—— LG120048 —— C18H23BrO2
LG120048