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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-[(2S,6R)-4-(4-bromophenyl)-2-thiophen-2-yl-1,2,5,6-tetrahydropyrimidin-6-yl]-6-methoxyphenol —— C21H19BrN2O2S
2-[(2S,6R)-4-(4-bromophenyl)-2-thiophen-2-yl-1,2,5,6-tetrahydropyrimidin-6-yl]-6-methoxyphenol
—— 2-[(2S,6R)-4-(4-bromophenyl)-2-thiophen-3-yl-1,2,5,6-tetrahydropyrimidin-6-yl]-4-chlorophenol —— C20H16BrClN2OS
2-[(2S,6R)-4-(4-bromophenyl)-2-thiophen-3-yl-1,2,5,6-tetrahydropyrimidin-6-yl]-4-chlorophenol
—— 2-[(2R,6S)-4-(4-bromophenyl)-2-thiophen-3-yl-1,2,5,6-tetrahydropyrimidin-6-yl]-4-chlorophenol —— C20H16BrClN2OS
2-[(2R,6S)-4-(4-bromophenyl)-2-thiophen-3-yl-1,2,5,6-tetrahydropyrimidin-6-yl]-4-chlorophenol
—— (2R)-2-[4-(2-methoxyethyl)phenoxy]propanamide —— C12H17NO3
(2R)-2-[4-(2-methoxyethyl)phenoxy]propanamide
—— 5-[[[(2S)-2-(3,4-difluorophenyl)-2-hydroxyethyl]amino]methyl]-2-methoxyphenol —— C16H17F2NO3
5-[[[(2S)-2-(3,4-difluorophenyl)-2-hydroxyethyl]amino]methyl]-2-methoxyphenol
—— 5-[[[(2R)-2-(3,4-difluorophenyl)-2-hydroxyethyl]amino]methyl]-2-methoxyphenol —— C16H17F2NO3
5-[[[(2R)-2-(3,4-difluorophenyl)-2-hydroxyethyl]amino]methyl]-2-methoxyphenol
—— 2-Amino-4-(3-hydroxypropyl)-6-methoxyphenol —— C10H15NO3
2-Amino-4-(3-hydroxypropyl)-6-methoxyphenol
—— 2-chloro-4-[(2R)-2-hydroxypropyl]-6-methoxyphenol —— C10H13ClO3
2-chloro-4-[(2R)-2-hydroxypropyl]-6-methoxyphenol
—— 2-Amino-4-(chloromethyl)-6-methoxyphenol —— C8H10ClNO2
2-Amino-4-(chloromethyl)-6-methoxyphenol
—— 2-chloro-4-[(2S)-2-chlorobutyl]-6-methoxyphenol —— C11H14Cl2O2
2-chloro-4-[(2S)-2-chlorobutyl]-6-methoxyphenol
—— 2-Amino-4-(3-aminopropyl)-6-methoxyphenol —— C10H16N2O2
2-Amino-4-(3-aminopropyl)-6-methoxyphenol
—— 2-chloro-4-[(2S)-2-hydroxypropyl]-6-methoxyphenol —— C10H13ClO3
2-chloro-4-[(2S)-2-hydroxypropyl]-6-methoxyphenol
—— (1S)-1-chloro-1-(3-chloro-4-hydroxy-5-methoxyphenyl)propan-2-one —— C10H10Cl2O3
(1S)-1-chloro-1-(3-chloro-4-hydroxy-5-methoxyphenyl)propan-2-one
—— 2-chloro-4-[(2S)-2-hydroxybutyl]-6-methoxyphenol —— C11H15ClO3
2-chloro-4-[(2S)-2-hydroxybutyl]-6-methoxyphenol
—— (2Z,4E,6E)-8-[3-(5-carboxypentyl)-2,4,6-trihydroxy-5-methoxyphenyl]-8-oxoocta-2,4,6-trienoic acid —— C21H24O9
(2Z,4E,6E)-8-[3-(5-carboxypentyl)-2,4,6-trihydroxy-5-methoxyphenyl]-8-oxoocta-2,4,6-trienoic acid
—— (2Z,4E,6E)-8-[3-[(E)-6-carboxyhex-5-en-2-yl]-2-hydroxy-5-methoxyphenyl]-8-oxoocta-2,4,6-trienoic acid —— C22H24O7
(2Z,4E,6E)-8-[3-[(E)-6-carboxyhex-5-en-2-yl]-2-hydroxy-5-methoxyphenyl]-8-oxoocta-2,4,6-trienoic acid
—— 2-methyl-5-[(E)-tridec-8-enyl]benzene-1,3-diol —— C20H32O2
2-methyl-5-[(E)-tridec-8-enyl]benzene-1,3-diol
—— 2-Methyl-5-(8Z,11Z)-8,11-pentadecadien-1-yl-1,3-benzenediol 50423-14-8 C22H34O2
2-Methyl-5-(8Z,11Z)-8,11-pentadecadien-1-yl-1,3-benzenediol
—— (6R)-7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-6-methyl-3-prop-2-enylbicyclo[3.2.1]oct-3-ene-2,8-dione —— C20H22O5
(6R)-7-(4-hydroxy-3-methoxyphenyl)-5-methoxy-6-methyl-3-prop-2-enylbicyclo[3.2.1]oct-3-ene-2,8-dione
—— 3-[2-(3,4-dimethoxyphenyl)ethoxy]propanoic acid —— C13H18O5
3-[2-(3,4-dimethoxyphenyl)ethoxy]propanoic acid
—— 3-[2-(2,4-dimethoxyphenyl)ethoxy]propanoic acid —— C13H18O5
3-[2-(2,4-dimethoxyphenyl)ethoxy]propanoic acid
—— 2-[2-(3-tert-butyl-4-methoxyphenyl)ethoxy]ethanamine —— C15H25NO2
2-[2-(3-tert-butyl-4-methoxyphenyl)ethoxy]ethanamine
—— 2-[2-(4-ethoxy-2,5-dimethylphenyl)ethoxy]acetic acid —— C14H20O4
2-[2-(4-ethoxy-2,5-dimethylphenyl)ethoxy]acetic acid
—— 2-[2-(3,4,5-trimethoxyphenyl)ethoxy]ethanamine —— C13H21NO4
2-[2-(3,4,5-trimethoxyphenyl)ethoxy]ethanamine
—— 3-[2-(3-fluoro-4-methoxyphenyl)ethoxy]propanoic acid —— C12H15FO4
3-[2-(3-fluoro-4-methoxyphenyl)ethoxy]propanoic acid
—— 5-[(E)-heptadec-12-enyl]benzene-1,3-diol —— C23H38O2
5-[(E)-heptadec-12-enyl]benzene-1,3-diol
—— 3-[2-(4-ethoxyphenyl)ethoxy]propanoic acid —— C13H18O4
3-[2-(4-ethoxyphenyl)ethoxy]propanoic acid
—— Gerronemin F —— C28H38O4
Gerronemin F
—— 2-[2-(4-ethoxy-2,5-dimethylphenyl)ethoxy]ethanamine —— C14H23NO2
2-[2-(4-ethoxy-2,5-dimethylphenyl)ethoxy]ethanamine
—— 10-Gingerdione —— C21H32O4
10-Gingerdione
—— Gerronemin B —— C24H32O4
Gerronemin B
—— Gerronemin E —— C26H34O4
Gerronemin E
—— 2-[2-(4-Methoxy-2,5-dimethylphenyl)ethoxy]ethanamine —— C13H21NO2
2-[2-(4-Methoxy-2,5-dimethylphenyl)ethoxy]ethanamine
—— [(3S)-1,1-dioxothiolan-3-yl]-[4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]methanone —— C16H19NO4S
[(3S)-1,1-dioxothiolan-3-yl]-[4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]methanone
—— (1Z,3Z)-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradeca-1,3-dien-5-one —— C21H30O4
(1Z,3Z)-3-hydroxy-1-(4-hydroxy-3-methoxyphenyl)tetradeca-1,3-dien-5-one
—— Dehydrogingerdione —— C17H22O4
Dehydrogingerdione
—— 4-[2-(4,7-dimethyl-6,7-dihydro-5H-cyclopenta[c]pyridin-2-ium-2-yl)ethyl]phenol;chloride —— C18H22ClNO
4-[2-(4,7-dimethyl-6,7-dihydro-5H-cyclopenta[c]pyridin-2-ium-2-yl)ethyl]phenol;chloride
—— 4-[2-[4-(hydroxymethyl)-7-methyl-6,7-dihydro-5H-cyclopenta[c]pyridin-2-ium-2-yl]ethyl]phenol;chloride —— C18H22ClNO2
4-[2-[4-(hydroxymethyl)-7-methyl-6,7-dihydro-5H-cyclopenta[c]pyridin-2-ium-2-yl]ethyl]phenol;chloride
—— 2-methoxy-4-[(2-methyl-2,3-dihydro-1H-inden-1-yl)oxy]phenol —— C17H18O3
2-methoxy-4-[(2-methyl-2,3-dihydro-1H-inden-1-yl)oxy]phenol
—— 1-Methoxy-2-methylcycloheptane;2-methoxyphenol —— C16H26O3
1-Methoxy-2-methylcycloheptane;2-methoxyphenol
—— 1,2-dimethoxy-4-[(1S)-2-methylcyclobutyl]benzene;2-methoxybenzene-1,4-diol —— C20H26O5
1,2-dimethoxy-4-[(1S)-2-methylcyclobutyl]benzene;2-methoxybenzene-1,4-diol
—— 2-(2-Hydroxypropan-2-yl)-3-methoxy-4-methylphenol —— C11H16O3
2-(2-Hydroxypropan-2-yl)-3-methoxy-4-methylphenol
—— 2-[(4-Methoxyphenyl)methoxy]-3-methylphenol —— C15H16O3
2-[(4-Methoxyphenyl)methoxy]-3-methylphenol
—— 5-methyl-2-[[(Z)-pyrrol-2-ylidenemethyl]amino]phenol —— C12H12N2O
5-methyl-2-[[(Z)-pyrrol-2-ylidenemethyl]amino]phenol
—— 1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methyl-3-[(2R)-2-(N-methylanilino)propyl]urea —— C20H27N3O3
1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methyl-3-[(2R)-2-(N-methylanilino)propyl]urea
—— 7-(4-hydroxy-3-methoxyphenyl)-N-(2-methoxyphenyl)-5-methyl-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide —— C21H21N5O4
7-(4-hydroxy-3-methoxyphenyl)-N-(2-methoxyphenyl)-5-methyl-4,7-dihydro[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide
—— 2-Chloro-N-({5-[(2-chloroacetamido)methyl]-3-hydroxy-2,4-dimethylphenyl}methyl)acetamide —— C14H18Cl2N2O3
2-Chloro-N-({5-[(2-chloroacetamido)methyl]-3-hydroxy-2,4-dimethylphenyl}methyl)acetamide
—— Prop-2-en-1-yl 7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate —— C16H17N5O4
Prop-2-en-1-yl 7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylate
—— 2-[4-(2-hydroxyethyl)phenoxy]-N-(2-methylphenyl)acetamide —— C17H19NO3
2-[4-(2-hydroxyethyl)phenoxy]-N-(2-methylphenyl)acetamide
—— 2-[(1H-indazol-7-ylamino)methyl]-6-methoxyphenol —— C15H15N3O2
2-[(1H-indazol-7-ylamino)methyl]-6-methoxyphenol