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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
—— 4-[2-(3-Bromo-4-hydroxy-5-methoxyphenyl)ethylamino]-4-oxobutanoate —— C13H15BrNO5-
4-[2-(3-Bromo-4-hydroxy-5-methoxyphenyl)ethylamino]-4-oxobutanoate
—— 4-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylamino]-4-oxobutanoate —— C12H13BrNO5-
4-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylamino]-4-oxobutanoate
—— (2R)-2-but-3-enoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C19H27NO4
(2R)-2-but-3-enoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— (2R)-2-butoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide —— C19H29NO4
(2R)-2-butoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide
—— (2R)-2-but-3-enoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide —— C19H27NO4
(2R)-2-but-3-enoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide
—— N-[(2-hydroxyphenyl)methyl]-5-methoxy-N-[[(2R)-oxolan-2-yl]methyl]pentanamide —— C18H27NO4
N-[(2-hydroxyphenyl)methyl]-5-methoxy-N-[[(2R)-oxolan-2-yl]methyl]pentanamide
—— 4-[(4-Hydroxyphenyl)methylamino]-4-oxobutanoate —— C11H12NO4-
4-[(4-Hydroxyphenyl)methylamino]-4-oxobutanoate
—— (1S,2S)-N-[(2-hydroxyphenyl)methyl]-2-(5-methylthiophen-2-yl)-N-[[(2S)-oxolan-2-yl]methyl]cyclopropane-1-carboxamide —— C21H25NO3S
(1S,2S)-N-[(2-hydroxyphenyl)methyl]-2-(5-methylthiophen-2-yl)-N-[[(2S)-oxolan-2-yl]methyl]cyclopropane-1-carboxamide
—— (2R)-2-butoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C19H29NO4
(2R)-2-butoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— (2S)-2-but-3-enoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide —— C19H27NO4
(2S)-2-but-3-enoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide
—— (2S)-2-butoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C19H29NO4
(2S)-2-butoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— N-[(2-hydroxyphenyl)methyl]-5-methoxy-N-[[(2S)-oxolan-2-yl]methyl]pentanamide —— C18H27NO4
N-[(2-hydroxyphenyl)methyl]-5-methoxy-N-[[(2S)-oxolan-2-yl]methyl]pentanamide
—— (3R)-N-[(2-hydroxyphenyl)methyl]-3,4-dimethyl-N-[[(2S)-oxolan-2-yl]methyl]pentanamide —— C19H29NO3
(3R)-N-[(2-hydroxyphenyl)methyl]-3,4-dimethyl-N-[[(2S)-oxolan-2-yl]methyl]pentanamide
—— N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]-2-(2-phenylethoxy)acetamide —— C22H27NO4
N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]-2-(2-phenylethoxy)acetamide
—— N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]-4-thiophen-2-ylbutanamide —— C20H25NO3S
N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]-4-thiophen-2-ylbutanamide
—— (2S)-2-but-3-enoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C19H27NO4
(2S)-2-but-3-enoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— (1R,2R)-N-[(2-hydroxyphenyl)methyl]-2-(5-methylthiophen-2-yl)-N-[[(2S)-oxolan-2-yl]methyl]cyclopropane-1-carboxamide —— C21H25NO3S
(1R,2R)-N-[(2-hydroxyphenyl)methyl]-2-(5-methylthiophen-2-yl)-N-[[(2S)-oxolan-2-yl]methyl]cyclopropane-1-carboxamide
—— N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]-4-thiophen-2-ylbutanamide —— C20H25NO3S
N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]-4-thiophen-2-ylbutanamide
—— (1R,2S)-N-[(2-hydroxyphenyl)methyl]-2-(5-methylthiophen-2-yl)-N-[[(2S)-oxolan-2-yl]methyl]cyclopropane-1-carboxamide —— C21H25NO3S
(1R,2S)-N-[(2-hydroxyphenyl)methyl]-2-(5-methylthiophen-2-yl)-N-[[(2S)-oxolan-2-yl]methyl]cyclopropane-1-carboxamide
—— (3R)-N-[(2-hydroxyphenyl)methyl]-3,4-dimethyl-N-[[(2R)-oxolan-2-yl]methyl]pentanamide —— C19H29NO3
(3R)-N-[(2-hydroxyphenyl)methyl]-3,4-dimethyl-N-[[(2R)-oxolan-2-yl]methyl]pentanamide
—— (1S,2R)-N-[(2-hydroxyphenyl)methyl]-2-(5-methylthiophen-2-yl)-N-[[(2S)-oxolan-2-yl]methyl]cyclopropane-1-carboxamide —— C21H25NO3S
(1S,2R)-N-[(2-hydroxyphenyl)methyl]-2-(5-methylthiophen-2-yl)-N-[[(2S)-oxolan-2-yl]methyl]cyclopropane-1-carboxamide
—— 3-ethoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C17H25NO4
3-ethoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]-2-(2-phenylethoxy)acetamide —— C22H27NO4
N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]-2-(2-phenylethoxy)acetamide
—— (3S)-N-[(2-hydroxyphenyl)methyl]-3,4-dimethyl-N-[[(2R)-oxolan-2-yl]methyl]pentanamide —— C19H29NO3
(3S)-N-[(2-hydroxyphenyl)methyl]-3,4-dimethyl-N-[[(2R)-oxolan-2-yl]methyl]pentanamide
—— (3S)-N-[(2-hydroxyphenyl)methyl]-3,4-dimethyl-N-[[(2S)-oxolan-2-yl]methyl]pentanamide —— C19H29NO3
(3S)-N-[(2-hydroxyphenyl)methyl]-3,4-dimethyl-N-[[(2S)-oxolan-2-yl]methyl]pentanamide
—— 4-[(2-Hydroxy-3-methoxyphenyl)methylamino]-4-oxobutanoate —— C12H14NO5-
4-[(2-Hydroxy-3-methoxyphenyl)methylamino]-4-oxobutanoate
—— (2S)-2-butoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide —— C19H29NO4
(2S)-2-butoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide
—— 3-ethoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide —— C17H25NO4
3-ethoxy-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide
—— 2-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylamino]-4-methyl-1,3-thiazole-5-carboxylic acid —— C13H13BrN2O4S
2-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylamino]-4-methyl-1,3-thiazole-5-carboxylic acid
—— 2-[(2-Hydroxy-3-methoxyphenyl)methylamino]-4-methyl-1,3-thiazole-5-carboxylic acid —— C13H14N2O4S
2-[(2-Hydroxy-3-methoxyphenyl)methylamino]-4-methyl-1,3-thiazole-5-carboxylic acid
—— 2-[2-[(2-Hydroxy-3-methoxyphenyl)methylamino]-1,3-thiazol-4-yl]acetate —— C13H13N2O4S-
2-[2-[(2-Hydroxy-3-methoxyphenyl)methylamino]-1,3-thiazol-4-yl]acetate
—— 2-[2-[2-[(2-Hydroxy-3-methoxyphenyl)methylamino]-2-oxoethyl]-1,3-thiazol-4-yl]acetate —— C15H15N2O5S-
2-[2-[2-[(2-Hydroxy-3-methoxyphenyl)methylamino]-2-oxoethyl]-1,3-thiazol-4-yl]acetate
—— (3R)-1-[(3-bromo-4-hydroxy-5-methoxyphenyl)methyl]-5-oxopyrrolidine-3-carboxylate —— C13H13BrNO5-
(3R)-1-[(3-bromo-4-hydroxy-5-methoxyphenyl)methyl]-5-oxopyrrolidine-3-carboxylate
—— (3R)-1-[(3-bromo-4-hydroxy-5-methoxyphenyl)methyl]-5-oxopyrrolidine-3-carboxylic acid —— C13H14BrNO5
(3R)-1-[(3-bromo-4-hydroxy-5-methoxyphenyl)methyl]-5-oxopyrrolidine-3-carboxylic acid
—— (3R)-1-[(2-hydroxy-3-methoxyphenyl)methyl]-5-oxopyrrolidine-3-carboxylic acid —— C13H15NO5
(3R)-1-[(2-hydroxy-3-methoxyphenyl)methyl]-5-oxopyrrolidine-3-carboxylic acid
—— (3S)-1-[(2-hydroxy-3-methoxyphenyl)methyl]-5-oxopyrrolidine-3-carboxylate —— C13H14NO5-
(3S)-1-[(2-hydroxy-3-methoxyphenyl)methyl]-5-oxopyrrolidine-3-carboxylate
—— 3-(2-fluorophenyl)sulfanyl-N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]propanamide —— C18H20FNO3S
3-(2-fluorophenyl)sulfanyl-N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]propanamide
—— 3-(2-fluorophenyl)sulfanyl-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]propanamide —— C18H20FNO3S
3-(2-fluorophenyl)sulfanyl-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]propanamide
—— (1S)-2,2-dichloro-N-[(2-hydroxy-5-methoxyphenyl)methyl]-1-methylcyclopropane-1-carboxamide —— C13H15Cl2NO3
(1S)-2,2-dichloro-N-[(2-hydroxy-5-methoxyphenyl)methyl]-1-methylcyclopropane-1-carboxamide
—— (2R)-N-[(2-hydroxy-5-methoxyphenyl)methyl]-2-phenylbutanamide —— C18H21NO3
(2R)-N-[(2-hydroxy-5-methoxyphenyl)methyl]-2-phenylbutanamide
—— (2S)-N-[(2-hydroxy-5-methoxyphenyl)methyl]oxolane-2-carboxamide —— C13H17NO4
(2S)-N-[(2-hydroxy-5-methoxyphenyl)methyl]oxolane-2-carboxamide
—— (2S)-N-[(2-hydroxy-5-methoxyphenyl)methyl]-2-phenylbutanamide —— C18H21NO3
(2S)-N-[(2-hydroxy-5-methoxyphenyl)methyl]-2-phenylbutanamide
—— (2R)-N-[(2-hydroxy-5-methoxyphenyl)methyl]-2-methylpentanamide —— C14H21NO3
(2R)-N-[(2-hydroxy-5-methoxyphenyl)methyl]-2-methylpentanamide
—— (2R)-N-[(2-hydroxy-5-methoxyphenyl)methyl]oxolane-2-carboxamide —— C13H17NO4
(2R)-N-[(2-hydroxy-5-methoxyphenyl)methyl]oxolane-2-carboxamide
—— (2S)-N-[(2-hydroxy-5-methoxyphenyl)methyl]-2-methylpentanamide —— C14H21NO3
(2S)-N-[(2-hydroxy-5-methoxyphenyl)methyl]-2-methylpentanamide
—— (1R)-2,2-dichloro-N-[(2-hydroxy-5-methoxyphenyl)methyl]-1-methylcyclopropane-1-carboxamide —— C13H15Cl2NO3
(1R)-2,2-dichloro-N-[(2-hydroxy-5-methoxyphenyl)methyl]-1-methylcyclopropane-1-carboxamide
—— (3E)-1-ethyl-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylidenehydrazinylidene]indol-2-one —— C18H17N3O3
(3E)-1-ethyl-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylidenehydrazinylidene]indol-2-one
—— 1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-[(1S,2R)-2-methylcyclohexyl]thiourea —— C16H23N3O2S
1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-[(1S,2R)-2-methylcyclohexyl]thiourea
—— 1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-[(1S,2S)-2-methylcyclohexyl]thiourea —— C16H23N3O2S
1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-[(1S,2S)-2-methylcyclohexyl]thiourea
—— 1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-[(1R,2R)-2-methylcyclohexyl]thiourea —— C16H23N3O2S
1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-[(1R,2R)-2-methylcyclohexyl]thiourea