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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
—— 2-[[[(1R,2R,3S)-2,3-dimethylcyclohexyl]amino]methyl]-4-methoxyphenol —— C16H25NO2
2-[[[(1R,2R,3S)-2,3-dimethylcyclohexyl]amino]methyl]-4-methoxyphenol
—— 5-methoxy-2-[(1S)-1-[[(1S,2R)-2-methylcyclohexyl]amino]ethyl]phenol —— C16H25NO2
5-methoxy-2-[(1S)-1-[[(1S,2R)-2-methylcyclohexyl]amino]ethyl]phenol
—— 2-(5,7-Dimethyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-2-yl)phenol —— C16H24N2O+2
2-(5,7-Dimethyl-1,3-diazoniatricyclo[3.3.1.13,7]decan-2-yl)phenol
—— Diethyl 4-(4-HO-3-I-5-meo-PH)-2,6-DI-ME-1,4-dihydro-3,5-pyridinedicarboxylate —— C20H24INO6
Diethyl 4-(4-HO-3-I-5-meo-PH)-2,6-DI-ME-1,4-dihydro-3,5-pyridinedicarboxylate
—— N-[(4-fluorophenyl)methylideneamino]-3,4,5-trihydroxybenzamide —— C14H11FN2O4
N-[(4-fluorophenyl)methylideneamino]-3,4,5-trihydroxybenzamide
—— [2-[(2E)-2-[[4,5-bis(3-bromo-4-hydroxy-5-methoxyphenyl)-3-nitrofuran-2-yl]methylidene]hydrazinyl]-2-oxoethyl]-trimethylazanium —— C24H25Br2N4O8+
[2-[(2E)-2-[[4,5-bis(3-bromo-4-hydroxy-5-methoxyphenyl)-3-nitrofuran-2-yl]methylidene]hydrazinyl]-2-oxoethyl]-trimethylazanium
—— 4-fluoro-2-[(1S)-1-(propylamino)ethyl]phenol —— C11H16FNO
4-fluoro-2-[(1S)-1-(propylamino)ethyl]phenol
—— 4-fluoro-2-[(1R)-1-(propylamino)ethyl]phenol —— C11H16FNO
4-fluoro-2-[(1R)-1-(propylamino)ethyl]phenol
—— 2-[(1S)-1-(ethylamino)ethyl]-3-fluorophenol —— C10H14FNO
2-[(1S)-1-(ethylamino)ethyl]-3-fluorophenol
—— 2-[bis(2-methyl-1H-indol-3-yl)methyl]-6-methoxyphenol —— C26H24N2O2
2-[bis(2-methyl-1H-indol-3-yl)methyl]-6-methoxyphenol
—— 2-[(1R)-1-(ethylamino)ethyl]-3-fluorophenol —— C10H14FNO
2-[(1R)-1-(ethylamino)ethyl]-3-fluorophenol
—— 2-[(1R)-1-(ethylamino)ethyl]-4-fluorophenol —— C10H14FNO
2-[(1R)-1-(ethylamino)ethyl]-4-fluorophenol
—— 2-[(1S)-1-(ethylamino)ethyl]-4-fluorophenol —— C10H14FNO
2-[(1S)-1-(ethylamino)ethyl]-4-fluorophenol
—— 3-fluoro-2-[(1S)-1-(methylamino)ethyl]phenol —— C9H12FNO
3-fluoro-2-[(1S)-1-(methylamino)ethyl]phenol
—— 4-[(1S)-1-(ethylamino)ethyl]-2-fluorophenol —— C10H14FNO
4-[(1S)-1-(ethylamino)ethyl]-2-fluorophenol
—— 4-[(2R)-1,1,1-trifluoropropan-2-yl]phenol —— C9H9F3O
4-[(2R)-1,1,1-trifluoropropan-2-yl]phenol
—— (R)-3-(1-hydroxybut-3-ynyl)phenol —— C10H10O2
(R)-3-(1-hydroxybut-3-ynyl)phenol
—— 4-[(2S)-1,1,1-trifluoropropan-2-yl]phenol —— C9H9F3O
4-[(2S)-1,1,1-trifluoropropan-2-yl]phenol
—— 4-[(1S)-2-(diethylamino)-1-hydroxyethyl]phenol —— C12H19NO2
4-[(1S)-2-(diethylamino)-1-hydroxyethyl]phenol
—— (4S)-5-acetyl-4-(2-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one —— C14H16N2O4
(4S)-5-acetyl-4-(2-hydroxy-3-methoxyphenyl)-6-methyl-3,4-dihydro-1H-pyrimidin-2-one
—— N-(2-hydroxy-4-nitrophenyl)-2-(4-iodophenoxy)acetamide —— C14H11IN2O5
N-(2-hydroxy-4-nitrophenyl)-2-(4-iodophenoxy)acetamide
—— 2-(4-Bromophenyl)imino-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C18H15BrN2O3S
2-(4-Bromophenyl)imino-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— 2,5-Difluoro-4-methoxyphenol —— C7H6F2O2
2,5-Difluoro-4-methoxyphenol
—— 5-bromo-3-(3-bromo-4-hydroxy-5-methoxybenzylidene)indol-2-one —— C16H11Br2NO3
5-bromo-3-(3-bromo-4-hydroxy-5-methoxybenzylidene)indol-2-one
—— ethyl (2R)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)propanoate —— C13H15NO4
ethyl (2R)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)propanoate
—— ethyl (2S)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)propanoate —— C13H15NO4
ethyl (2S)-2-cyano-3-(4-hydroxy-3-methoxyphenyl)propanoate
—— 5-bromo-N-[(2-hydroxy-3-methoxyphenyl)methylideneamino]pyridine-3-carboxamide —— C14H12BrN3O3
5-bromo-N-[(2-hydroxy-3-methoxyphenyl)methylideneamino]pyridine-3-carboxamide
—— 2-(5-Hydroxy-2-methylpyridin-1-ium-1-yl)benzene-1,4-diol —— C12H12NO3+
2-(5-Hydroxy-2-methylpyridin-1-ium-1-yl)benzene-1,4-diol
—— 4-Hydroxy-2-(5-hydroxy-2-methylpyridin-1-ium-1-yl)phenolate —— C12H11NO3
4-Hydroxy-2-(5-hydroxy-2-methylpyridin-1-ium-1-yl)phenolate
—— 3,4,5-trihydroxy-N-[(3,4,5-trimethoxyphenyl)methylideneamino]benzamide —— C17H18N2O7
3,4,5-trihydroxy-N-[(3,4,5-trimethoxyphenyl)methylideneamino]benzamide
—— 2-[(2S)-but-3-en-2-yl]phenol —— C10H12O
2-[(2S)-but-3-en-2-yl]phenol
—— Glyoxal-bis-(2-hydroxy-5-methylanil) 37893-94-0 C16H16N2O2
Glyoxal-bis-(2-hydroxy-5-methylanil)
—— 4-Bromo-2-methoxy-6-[(methoxyimino)methyl]phenol —— C9H10BrNO3
4-Bromo-2-methoxy-6-[(methoxyimino)methyl]phenol
—— 3,4,5-trihydroxy-N-[(4-propylcyclohexylidene)amino]benzamide —— C16H22N2O4
3,4,5-trihydroxy-N-[(4-propylcyclohexylidene)amino]benzamide
—— 7-ethenyl-8-(2-hydroxy-3-prop-2-enylphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C23H24O3
7-ethenyl-8-(2-hydroxy-3-prop-2-enylphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— 7-ethenyl-8-(3-fluoro-2-hydroxyphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H19FO3
7-ethenyl-8-(3-fluoro-2-hydroxyphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— N'-hydroxy-2-(2-hydroxy-3-methoxyphenyl)ethanimidamide —— C9H12N2O3
N'-hydroxy-2-(2-hydroxy-3-methoxyphenyl)ethanimidamide
—— 3,5-dimethoxy-2-[(2R)-oxan-2-yl]phenol —— C13H18O4
3,5-dimethoxy-2-[(2R)-oxan-2-yl]phenol
—— 2-hydroxy-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-phenylacetamide —— C16H16N2O4
2-hydroxy-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-phenylacetamide
—— 4-[(2R)-butan-2-yl]-5-ethyl-2-methoxyphenol —— C13H20O2
4-[(2R)-butan-2-yl]-5-ethyl-2-methoxyphenol
—— 2-[(2R)-1,1-dioxothiolan-2-yl]phenol —— C10H12O3S
2-[(2R)-1,1-dioxothiolan-2-yl]phenol
—— 2-[(2S)-1,1-dioxothiolan-2-yl]phenol —— C10H12O3S
2-[(2S)-1,1-dioxothiolan-2-yl]phenol
—— 4-[(2S)-butan-2-yl]-5-ethyl-2-methoxyphenol —— C13H20O2
4-[(2S)-butan-2-yl]-5-ethyl-2-methoxyphenol
—— 2-[(2S)-thiolan-2-yl]phenol —— C10H12OS
2-[(2S)-thiolan-2-yl]phenol
—— 3-(4-Ethylphenyl)-2-(4-ethylphenyl)imino-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C27H26N2O3S
3-(4-Ethylphenyl)-2-(4-ethylphenyl)imino-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— 2-[(2S)-2-methyloxan-2-yl]phenol —— C12H16O2
2-[(2S)-2-methyloxan-2-yl]phenol
—— 2-(5-Chloro-2-hydroxyphenyl)-3-[2-(3,4-dihydroxyphenyl)ethyl]-1,3-thiazinan-4-one —— C18H18ClNO4S
2-(5-Chloro-2-hydroxyphenyl)-3-[2-(3,4-dihydroxyphenyl)ethyl]-1,3-thiazinan-4-one
—— 3-methyl-2-[(2S)-oxan-2-yl]phenol —— C12H16O2
3-methyl-2-[(2S)-oxan-2-yl]phenol
—— 2-methyl-6-[(2R)-oxan-2-yl]phenol —— C12H16O2
2-methyl-6-[(2R)-oxan-2-yl]phenol
—— 4-chloro-2-[(2R)-oxan-2-yl]phenol —— C11H13ClO2
4-chloro-2-[(2R)-oxan-2-yl]phenol