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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
—— 5-[[[(3R)-1,1-dioxothiolan-3-yl]methylamino]methyl]-2-methoxyphenol —— C13H19NO4S
5-[[[(3R)-1,1-dioxothiolan-3-yl]methylamino]methyl]-2-methoxyphenol
—— 4-[[[(3R)-1,1-dioxothiolan-3-yl]methylamino]methyl]-2-methoxyphenol —— C13H19NO4S
4-[[[(3R)-1,1-dioxothiolan-3-yl]methylamino]methyl]-2-methoxyphenol
—— 4-[[[(3S)-1,1-dioxothiolan-3-yl]methylamino]methyl]-2-methoxyphenol —— C13H19NO4S
4-[[[(3S)-1,1-dioxothiolan-3-yl]methylamino]methyl]-2-methoxyphenol
—— 2-Tert-butyl-5-(4-hydroxy-3-nitrobenzylidene)-2-methyl-1,3-dioxane-4,6-dione —— C16H17NO7
2-Tert-butyl-5-(4-hydroxy-3-nitrobenzylidene)-2-methyl-1,3-dioxane-4,6-dione
—— 4-(1-Methyltetrazol-5-yl)sulfanyl-2,6-dinitrophenol —— C8H6N6O5S
4-(1-Methyltetrazol-5-yl)sulfanyl-2,6-dinitrophenol
—— 5-[[[4-Anilino-6-(4-nitroanilino)-1,3,5-triazin-2-yl]hydrazinylidene]methyl]-2-methoxyphenol —— C23H20N8O4
5-[[[4-Anilino-6-(4-nitroanilino)-1,3,5-triazin-2-yl]hydrazinylidene]methyl]-2-methoxyphenol
—— 2-(5-Chloro-1,3-benzoxazol-2-yl)-3-(2-hydroxy-5-nitroanilino)prop-2-enenitrile —— C16H9ClN4O4
2-(5-Chloro-1,3-benzoxazol-2-yl)-3-(2-hydroxy-5-nitroanilino)prop-2-enenitrile
—— N-[2-(3,4-dihydroxyphenyl)ethyl]-2,3-dihydro-1,4-benzodioxine-3-carboxamide —— C17H17NO5
N-[2-(3,4-dihydroxyphenyl)ethyl]-2,3-dihydro-1,4-benzodioxine-3-carboxamide
—— methyl (2R)-2-(4-hydroxy-3-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)propanoate —— C13H16F3NO4
methyl (2R)-2-(4-hydroxy-3-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)propanoate
—— (2R)-2-(3-hydroxy-4-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetic acid —— C11H12F3NO4
(2R)-2-(3-hydroxy-4-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetic acid
—— 2-[(2-Hydroxy-3-nitrophenyl)methylideneamino]guanidine —— C8H9N5O3
2-[(2-Hydroxy-3-nitrophenyl)methylideneamino]guanidine
—— (2S)-2-(3-hydroxy-4-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetic acid —— C11H12F3NO4
(2S)-2-(3-hydroxy-4-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetic acid
—— 5-amino-7-(4-hydroxy-3,5-dimethoxyphenyl)-2-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarbonitrile —— C26H22N4O7S
5-amino-7-(4-hydroxy-3,5-dimethoxyphenyl)-2-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarbonitrile
—— 2-[(2,4,6-Tribromo-3-hydroxyphenyl)methylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile —— C16H11Br3N2OS
2-[(2,4,6-Tribromo-3-hydroxyphenyl)methylideneamino]-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile
—— (2R)-2-(4-hydroxy-3-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)propanoic acid —— C12H14F3NO4
(2R)-2-(4-hydroxy-3-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)propanoic acid
—— (2S)-2-(cycloheptylamino)-2-(3-hydroxy-4-methoxyphenyl)acetic acid —— C16H23NO4
(2S)-2-(cycloheptylamino)-2-(3-hydroxy-4-methoxyphenyl)acetic acid
—— (2R)-2-(cycloheptylamino)-2-(3-hydroxy-4-methoxyphenyl)acetic acid —— C16H23NO4
(2R)-2-(cycloheptylamino)-2-(3-hydroxy-4-methoxyphenyl)acetic acid
—— 2-Methoxy-4-[[[2-(trifluoromethyl)phenyl]hydrazinylidene]methyl]phenol —— C15H13F3N2O2
2-Methoxy-4-[[[2-(trifluoromethyl)phenyl]hydrazinylidene]methyl]phenol
—— (2S)-2-(cyclohexylamino)-2-(3-hydroxy-4-methoxyphenyl)acetic acid —— C15H21NO4
(2S)-2-(cyclohexylamino)-2-(3-hydroxy-4-methoxyphenyl)acetic acid
—— (2S)-2-(cyclohexylamino)-2-(4-hydroxy-3-methoxyphenyl)propanoic acid —— C16H23NO4
(2S)-2-(cyclohexylamino)-2-(4-hydroxy-3-methoxyphenyl)propanoic acid
—— (2R)-2-(cyclohexylamino)-2-(4-hydroxy-3-methoxyphenyl)propanoic acid —— C16H23NO4
(2R)-2-(cyclohexylamino)-2-(4-hydroxy-3-methoxyphenyl)propanoic acid
—— (2S)-2-(4-hydroxy-3,5-dimethylphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile —— C12H13F3N2O
(2S)-2-(4-hydroxy-3,5-dimethylphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile
—— (2R)-2-(4-hydroxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile —— C10H9F3N2O
(2R)-2-(4-hydroxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile
—— (2R)-4-(4-hydroxyphenyl)-2-methyl-2-(2,2,2-trifluoroethylamino)butanenitrile —— C13H15F3N2O
(2R)-4-(4-hydroxyphenyl)-2-methyl-2-(2,2,2-trifluoroethylamino)butanenitrile
—— (2S)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile —— C11H10BrF3N2O2
(2S)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile
—— (2S)-4-(4-hydroxyphenyl)-2-methyl-2-(2,2,2-trifluoroethylamino)butanenitrile —— C13H15F3N2O
(2S)-4-(4-hydroxyphenyl)-2-methyl-2-(2,2,2-trifluoroethylamino)butanenitrile
—— (2R)-2-(3-hydroxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile —— C10H9F3N2O
(2R)-2-(3-hydroxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile
—— 3-(1,3-Benzothiazol-2-yl)-4-(3-bromo-4-hydroxy-5-methoxyphenyl)but-3-enoic acid —— C18H14BrNO4S
3-(1,3-Benzothiazol-2-yl)-4-(3-bromo-4-hydroxy-5-methoxyphenyl)but-3-enoic acid
—— (2R)-2-(4-hydroxy-3-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile —— C11H11F3N2O2
(2R)-2-(4-hydroxy-3-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile
—— (2S)-2-(4-hydroxy-3-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile —— C11H11F3N2O2
(2S)-2-(4-hydroxy-3-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile
—— 2-(4-bromo-2,6-dimethylphenoxy)-N-[(2-hydroxy-5-nitrophenyl)methylideneamino]acetamide —— C17H16BrN3O5
2-(4-bromo-2,6-dimethylphenoxy)-N-[(2-hydroxy-5-nitrophenyl)methylideneamino]acetamide
—— (2R)-2-(4-hydroxy-3,5-dimethylphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile —— C12H13F3N2O
(2R)-2-(4-hydroxy-3,5-dimethylphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile
—— (2S)-2-(4-hydroxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile —— C10H9F3N2O
(2S)-2-(4-hydroxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile
—— (2R)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile —— C11H10BrF3N2O2
(2R)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile
—— (2R)-2-(3-hydroxy-4-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile —— C11H11F3N2O2
(2R)-2-(3-hydroxy-4-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile
—— (2S)-2-(3-hydroxy-4-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile —— C11H11F3N2O2
(2S)-2-(3-hydroxy-4-methoxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile
—— (2R)-2-(3,4-dihydroxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile —— C10H9F3N2O2
(2R)-2-(3,4-dihydroxyphenyl)-2-(2,2,2-trifluoroethylamino)acetonitrile
—— 1-(4-Ethylphenyl)-3-(4-hydroxy-2-methylanilino)prop-2-en-1-one —— C18H19NO2
1-(4-Ethylphenyl)-3-(4-hydroxy-2-methylanilino)prop-2-en-1-one
—— 1-(4-Ethylphenyl)-3-(2-hydroxy-4-methylanilino)prop-2-en-1-one —— C18H19NO2
1-(4-Ethylphenyl)-3-(2-hydroxy-4-methylanilino)prop-2-en-1-one
—— (2S)-2-(cycloheptylamino)-2-(4-hydroxy-3-methoxyphenyl)acetonitrile —— C16H22N2O2
(2S)-2-(cycloheptylamino)-2-(4-hydroxy-3-methoxyphenyl)acetonitrile
—— 3-(4-Hydroxy-2-methylanilino)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one —— C19H21NO5
3-(4-Hydroxy-2-methylanilino)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one
—— (2S)-2-(cycloheptylamino)-4-(4-hydroxyphenyl)-2-methylbutanenitrile —— C18H26N2O
(2S)-2-(cycloheptylamino)-4-(4-hydroxyphenyl)-2-methylbutanenitrile
—— (2S)-2-(cycloheptylamino)-2-(3-hydroxyphenyl)acetonitrile —— C15H20N2O
(2S)-2-(cycloheptylamino)-2-(3-hydroxyphenyl)acetonitrile
—— methyl (2S)-2-(cyclopentylamino)-2-(4-hydroxy-3-methoxyphenyl)propanoate —— C16H23NO4
methyl (2S)-2-(cyclopentylamino)-2-(4-hydroxy-3-methoxyphenyl)propanoate
—— (2S)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-2-(cycloheptylamino)acetonitrile —— C16H21BrN2O2
(2S)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-2-(cycloheptylamino)acetonitrile
—— (2R)-2-(cycloheptylamino)-2-(4-hydroxyphenyl)acetonitrile —— C15H20N2O
(2R)-2-(cycloheptylamino)-2-(4-hydroxyphenyl)acetonitrile
—— (2R)-2-(cycloheptylamino)-4-(4-hydroxyphenyl)-2-methylbutanenitrile —— C18H26N2O
(2R)-2-(cycloheptylamino)-4-(4-hydroxyphenyl)-2-methylbutanenitrile
—— (2R)-2-(cycloheptylamino)-2-(4-hydroxy-3-methoxyphenyl)acetonitrile —— C16H22N2O2
(2R)-2-(cycloheptylamino)-2-(4-hydroxy-3-methoxyphenyl)acetonitrile
—— (2S)-2-(cycloheptylamino)-2-(4-hydroxyphenyl)acetonitrile —— C15H20N2O
(2S)-2-(cycloheptylamino)-2-(4-hydroxyphenyl)acetonitrile
—— (2R)-2-(cycloheptylamino)-2-(3-hydroxy-4-methoxyphenyl)acetonitrile —— C16H22N2O2
(2R)-2-(cycloheptylamino)-2-(3-hydroxy-4-methoxyphenyl)acetonitrile