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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-Cyano-3-[5-(2-hydroxy-5-nitrophenyl)furan-2-yl]prop-2-enamide —— C14H9N3O5
2-Cyano-3-[5-(2-hydroxy-5-nitrophenyl)furan-2-yl]prop-2-enamide
—— N-[(1S)-2-amino-1-(3-hydroxyphenyl)-2-sulfanylideneethyl]-N-methylacetamide —— C11H14N2O2S
N-[(1S)-2-amino-1-(3-hydroxyphenyl)-2-sulfanylideneethyl]-N-methylacetamide
—— (2S)-2-(4-hydroxy-3-methoxyphenyl)-4-oxopentanoic acid —— C12H14O5
(2S)-2-(4-hydroxy-3-methoxyphenyl)-4-oxopentanoic acid
—— (2R)-2-(4-hydroxy-3-methoxyphenyl)-4-oxopentanoic acid —— C12H14O5
(2R)-2-(4-hydroxy-3-methoxyphenyl)-4-oxopentanoic acid
—— N-[(1R)-2-amino-1-(4-hydroxyphenyl)-2-sulfanylideneethyl]-N-methylacetamide —— C11H14N2O2S
N-[(1R)-2-amino-1-(4-hydroxyphenyl)-2-sulfanylideneethyl]-N-methylacetamide
—— (2S)-2-(3-hydroxy-4-methoxyphenyl)-4-oxopentanoic acid —— C12H14O5
(2S)-2-(3-hydroxy-4-methoxyphenyl)-4-oxopentanoic acid
—— 4-[(2R,5R)-5-(hydroxymethyl)-3-propyl-1,3-oxazolidin-2-yl]phenol —— C13H19NO3
4-[(2R,5R)-5-(hydroxymethyl)-3-propyl-1,3-oxazolidin-2-yl]phenol
—— 3-[(2R,5S)-5-(hydroxymethyl)-3-propan-2-yl-1,3-oxazolidin-2-yl]phenol —— C13H19NO3
3-[(2R,5S)-5-(hydroxymethyl)-3-propan-2-yl-1,3-oxazolidin-2-yl]phenol
—— 4-[(2R,5R)-5-(hydroxymethyl)-3-propan-2-yl-1,3-oxazolidin-2-yl]phenol —— C13H19NO3
4-[(2R,5R)-5-(hydroxymethyl)-3-propan-2-yl-1,3-oxazolidin-2-yl]phenol
—— 4-[(2R,5S)-5-(hydroxymethyl)-3-propan-2-yl-1,3-oxazolidin-2-yl]phenol —— C13H19NO3
4-[(2R,5S)-5-(hydroxymethyl)-3-propan-2-yl-1,3-oxazolidin-2-yl]phenol
—— 4-[(2R,5S)-5-(hydroxymethyl)-3-propyl-1,3-oxazolidin-2-yl]phenol —— C13H19NO3
4-[(2R,5S)-5-(hydroxymethyl)-3-propyl-1,3-oxazolidin-2-yl]phenol
—— 6-Amino-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-propan-2-yl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile —— C18H20N4O4
6-Amino-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-propan-2-yl-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
—— Cyclopentyl-[(3-hydroxy-4-methoxyphenyl)methyl]azanium —— C13H20NO2+
Cyclopentyl-[(3-hydroxy-4-methoxyphenyl)methyl]azanium
—— 10-(4-Hydroxy-3-methylphenyl)-4,13-dimethyl-2,4,6,11,13,15-hexazatetracyclo[7.7.0.02,6.011,15]hexadec-8-ene-3,5,12,14-tetrone —— C19H20N6O5
10-(4-Hydroxy-3-methylphenyl)-4,13-dimethyl-2,4,6,11,13,15-hexazatetracyclo[7.7.0.02,6.011,15]hexadec-8-ene-3,5,12,14-tetrone
—— 8a-bromo-7-ethenyl-8-(4-hydroxy-3,5-dimethylphenyl)-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H21BrO3
8a-bromo-7-ethenyl-8-(4-hydroxy-3,5-dimethylphenyl)-3-methyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— 2-benzylsulfanyl-N-[1-(4-hydroxyphenyl)ethylideneamino]propanamide —— C18H20N2O2S
2-benzylsulfanyl-N-[1-(4-hydroxyphenyl)ethylideneamino]propanamide
—— 3,4,5-trihydroxy-N-[[4-(2-methylbutan-2-yl)cyclohexylidene]amino]benzamide —— C18H26N2O4
3,4,5-trihydroxy-N-[[4-(2-methylbutan-2-yl)cyclohexylidene]amino]benzamide
—— 4-[(2S,5R)-3-cyclopropyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol —— C13H17NO3
4-[(2S,5R)-3-cyclopropyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol
—— 3-[(2S,5R)-3-cyclopropyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol —— C13H17NO3
3-[(2S,5R)-3-cyclopropyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol
—— 3-[(2R,5R)-3-cyclopropyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol —— C13H17NO3
3-[(2R,5R)-3-cyclopropyl-5-(hydroxymethyl)-1,3-oxazolidin-2-yl]phenol
—— 3,4,5-trihydroxy-N-[(2,4,5-trimethoxyphenyl)methylideneamino]benzamide —— C17H18N2O7
3,4,5-trihydroxy-N-[(2,4,5-trimethoxyphenyl)methylideneamino]benzamide
—— N-[(R)-cyano-(3-hydroxy-4-methoxyphenyl)methyl]-N-methylacetamide —— C12H14N2O3
N-[(R)-cyano-(3-hydroxy-4-methoxyphenyl)methyl]-N-methylacetamide
—— N-[(S)-cyano-(3-hydroxy-4-methoxyphenyl)methyl]-N-methylacetamide —— C12H14N2O3
N-[(S)-cyano-(3-hydroxy-4-methoxyphenyl)methyl]-N-methylacetamide
—— N-[(R)-cyano-(4-hydroxy-3-methoxyphenyl)methyl]-N-methylacetamide —— C12H14N2O3
N-[(R)-cyano-(4-hydroxy-3-methoxyphenyl)methyl]-N-methylacetamide
—— N,N'-bis[(3-hydroxyphenyl)methylideneamino]heptanediamide —— C21H24N4O4
N,N'-bis[(3-hydroxyphenyl)methylideneamino]heptanediamide
—— (2R)-2-amino-2-(3-chloro-4-hydroxyphenyl)acetonitrile —— C8H7ClN2O
(2R)-2-amino-2-(3-chloro-4-hydroxyphenyl)acetonitrile
—— (2S)-2-amino-2-(3-chloro-4-hydroxyphenyl)acetonitrile —— C8H7ClN2O
(2S)-2-amino-2-(3-chloro-4-hydroxyphenyl)acetonitrile
—— (2S)-2-cyano-3-(4-hydroxyphenyl)-N-propan-2-ylpropanamide —— C13H16N2O2
(2S)-2-cyano-3-(4-hydroxyphenyl)-N-propan-2-ylpropanamide
—— (2R)-2-cyano-3-(4-hydroxyphenyl)-N-propylpropanamide —— C13H16N2O2
(2R)-2-cyano-3-(4-hydroxyphenyl)-N-propylpropanamide
—— (2R)-2-cyano-3-(3-hydroxyphenyl)-N-propylpropanamide —— C13H16N2O2
(2R)-2-cyano-3-(3-hydroxyphenyl)-N-propylpropanamide
—— (2S)-2-cyano-3-(3-hydroxyphenyl)-N-propylpropanamide —— C13H16N2O2
(2S)-2-cyano-3-(3-hydroxyphenyl)-N-propylpropanamide
—— (2S)-2-cyano-3-(3-hydroxyphenyl)-N-propan-2-ylpropanamide —— C13H16N2O2
(2S)-2-cyano-3-(3-hydroxyphenyl)-N-propan-2-ylpropanamide
—— (2R)-2-cyano-N-cyclopropyl-3-(3-hydroxyphenyl)propanamide —— C13H14N2O2
(2R)-2-cyano-N-cyclopropyl-3-(3-hydroxyphenyl)propanamide
—— (2S)-2-cyano-N-cyclopropyl-3-(4-hydroxyphenyl)propanamide —— C13H14N2O2
(2S)-2-cyano-N-cyclopropyl-3-(4-hydroxyphenyl)propanamide
—— (2R)-2-cyano-N-cyclopropyl-3-(4-hydroxyphenyl)propanamide —— C13H14N2O2
(2R)-2-cyano-N-cyclopropyl-3-(4-hydroxyphenyl)propanamide
—— 4-[(2S,4S)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol —— C11H14O5
4-[(2S,4S)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol
—— 5-[(2S,4S)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol —— C11H14O5
5-[(2S,4S)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol
—— 5-[(2R,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol —— C11H14O5
5-[(2R,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol
—— 5-[(2S,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol —— C11H14O5
5-[(2S,4R)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol
—— (2R)-4-(4-hydroxy-3-methoxyphenyl)-2-methylbutanoic acid —— C12H16O4
(2R)-4-(4-hydroxy-3-methoxyphenyl)-2-methylbutanoic acid
—— (4R)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)butanamide —— C11H15NO4
(4R)-4-hydroxy-4-(3-hydroxy-4-methoxyphenyl)butanamide
—— (3S)-4-(3-hydroxy-4-methoxyphenyl)-3-methylbutanoic acid —— C12H16O4
(3S)-4-(3-hydroxy-4-methoxyphenyl)-3-methylbutanoic acid
—— (3R)-4-(3-hydroxy-4-methoxyphenyl)-3-methylbutanoic acid —— C12H16O4
(3R)-4-(3-hydroxy-4-methoxyphenyl)-3-methylbutanoic acid
—— (2S)-4-(4-hydroxy-3-methoxyphenyl)-2-methylbutanoic acid —— C12H16O4
(2S)-4-(4-hydroxy-3-methoxyphenyl)-2-methylbutanoic acid
—— 4-[(2R,4S)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol —— C11H14O5
4-[(2R,4S)-4-(hydroxymethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol
—— N-[1-[4-(cyclopropanecarbonylamino)phenyl]ethylideneamino]-3,4,5-trihydroxybenzamide —— C19H19N3O5
N-[1-[4-(cyclopropanecarbonylamino)phenyl]ethylideneamino]-3,4,5-trihydroxybenzamide
—— (3S)-4-(4-hydroxy-3-methoxyphenyl)-3-methylbutanoic acid —— C12H16O4
(3S)-4-(4-hydroxy-3-methoxyphenyl)-3-methylbutanoic acid
—— (3R)-4-(4-hydroxy-3-methoxyphenyl)-3-methylbutanoic acid —— C12H16O4
(3R)-4-(4-hydroxy-3-methoxyphenyl)-3-methylbutanoic acid
—— 4-[(2S,4S)-4-(aminomethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol —— C11H15NO4
4-[(2S,4S)-4-(aminomethyl)-1,3-dioxolan-2-yl]-2-methoxyphenol
—— N-[(1S)-2-amino-1-(4-hydroxyphenyl)-2-sulfanylideneethyl]acetamide —— C10H12N2O2S
N-[(1S)-2-amino-1-(4-hydroxyphenyl)-2-sulfanylideneethyl]acetamide