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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-(4-methoxyphenyl)ethyl 2-[(5S,7R)-3-bromo-1-adamantyl]acetate —— C21H27BrO3
2-(4-methoxyphenyl)ethyl 2-[(5S,7R)-3-bromo-1-adamantyl]acetate
—— [(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-[(3-methylthiophen-2-yl)methyl]azanium —— C14H18NO2S+
[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-[(3-methylthiophen-2-yl)methyl]azanium
—— [(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-[(5-methylthiophen-2-yl)methyl]azanium —— C14H18NO2S+
[(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-[(5-methylthiophen-2-yl)methyl]azanium
—— (5E)-3-(2-hydroxy-4-nitrophenyl)-2-phenyl-5-[(E)-3-phenylprop-2-enylidene]imidazol-4-one —— C24H17N3O4
(5E)-3-(2-hydroxy-4-nitrophenyl)-2-phenyl-5-[(E)-3-phenylprop-2-enylidene]imidazol-4-one
—— 2-[(1S)-cyclopent-2-en-1-yl]-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C19H25NO3
2-[(1S)-cyclopent-2-en-1-yl]-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 2-[(1S)-cyclopent-2-en-1-yl]-N-(furan-2-ylmethyl)-N-[(2-hydroxyphenyl)methyl]acetamide —— C19H21NO3
2-[(1S)-cyclopent-2-en-1-yl]-N-(furan-2-ylmethyl)-N-[(2-hydroxyphenyl)methyl]acetamide
—— 2-[(1R)-cyclopent-2-en-1-yl]-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C19H25NO3
2-[(1R)-cyclopent-2-en-1-yl]-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 2-[(1S)-cyclopent-2-en-1-yl]-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C19H25NO3
2-[(1S)-cyclopent-2-en-1-yl]-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 2-[(1R)-cyclopent-2-en-1-yl]-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C19H25NO3
2-[(1R)-cyclopent-2-en-1-yl]-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 4-[[[(2S)-1-hydroxybutan-2-yl]amino]methyl]-2-nitrophenol —— C11H16N2O4
4-[[[(2S)-1-hydroxybutan-2-yl]amino]methyl]-2-nitrophenol
—— N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]hexanamide —— C18H27NO3
N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]hexanamide
—— (1S)-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]cyclohex-3-ene-1-carboxamide —— C19H25NO3
(1S)-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]cyclohex-3-ene-1-carboxamide
—— N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]hexanamide —— C18H27NO3
N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]hexanamide
—— (1S)-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]cyclohex-3-ene-1-carboxamide —— C19H25NO3
(1S)-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]cyclohex-3-ene-1-carboxamide
—— 2-[(1R)-1-(2-chloro-4-nitroanilino)ethyl]-4-methoxyphenol —— C15H15ClN2O4
2-[(1R)-1-(2-chloro-4-nitroanilino)ethyl]-4-methoxyphenol
—— 2-[(1S)-1-(2-chloro-4-nitroanilino)ethyl]-4-methoxyphenol —— C15H15ClN2O4
2-[(1S)-1-(2-chloro-4-nitroanilino)ethyl]-4-methoxyphenol
—— 3-cyclopentyl-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide —— C20H29NO3
3-cyclopentyl-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide
—— N-[(2-hydroxyphenyl)methyl]-2-methoxy-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C15H21NO4
N-[(2-hydroxyphenyl)methyl]-2-methoxy-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 3-cyclopentyl-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C20H29NO3
3-cyclopentyl-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— 3-cyclohexyl-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide —— C21H31NO3
3-cyclohexyl-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]propanamide
—— N-[(2-hydroxyphenyl)methyl]-2-methoxy-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C15H21NO4
N-[(2-hydroxyphenyl)methyl]-2-methoxy-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 3-cyclohexyl-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide —— C21H31NO3
3-cyclohexyl-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]propanamide
—— N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]cyclopentanecarboxamide —— C18H25NO3
N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]cyclopentanecarboxamide
—— N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]cyclopentanecarboxamide —— C18H25NO3
N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]cyclopentanecarboxamide
—— 1-[(2-hydroxy-3-methoxyphenyl)methyl]-3-[2-[(2R)-2-methylpiperidin-1-yl]ethyl]urea —— C17H27N3O3
1-[(2-hydroxy-3-methoxyphenyl)methyl]-3-[2-[(2R)-2-methylpiperidin-1-yl]ethyl]urea
—— 1-[(2-hydroxy-3-methoxyphenyl)methyl]-3-[2-[(2S)-2-methylpiperidin-1-yl]ethyl]urea —— C17H27N3O3
1-[(2-hydroxy-3-methoxyphenyl)methyl]-3-[2-[(2S)-2-methylpiperidin-1-yl]ethyl]urea
—— (1R,2S)-N-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C18H21NO4S
(1R,2S)-N-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide
—— 2-[[[(1S)-1-(2-methoxyphenyl)ethyl]amino]methyl]-4-nitrophenol —— C16H18N2O4
2-[[[(1S)-1-(2-methoxyphenyl)ethyl]amino]methyl]-4-nitrophenol
—— (1S,2S)-N-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C18H21NO4S
(1S,2S)-N-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide
—— (1S,2R)-N-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C18H21NO4S
(1S,2R)-N-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide
—— 2-[[[(1R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methylpropyl]amino]methyl]-6-methoxyphenol —— C20H25NO4
2-[[[(1R)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methylpropyl]amino]methyl]-6-methoxyphenol
—— 2-[[[(1R)-1-(2,4-dimethoxyphenyl)ethyl]amino]methyl]-4-nitrophenol —— C17H20N2O5
2-[[[(1R)-1-(2,4-dimethoxyphenyl)ethyl]amino]methyl]-4-nitrophenol
—— 4-nitro-2-[[[(3R)-1-pyrimidin-2-ylpiperidin-3-yl]amino]methyl]phenol —— C16H19N5O3
4-nitro-2-[[[(3R)-1-pyrimidin-2-ylpiperidin-3-yl]amino]methyl]phenol
—— 2-[[[(1S)-1-(2,4-dimethoxyphenyl)ethyl]amino]methyl]-4-nitrophenol —— C17H20N2O5
2-[[[(1S)-1-(2,4-dimethoxyphenyl)ethyl]amino]methyl]-4-nitrophenol
—— 2-[[[(2S)-2-(3-fluorophenyl)-2-hydroxyethyl]amino]methyl]-4-nitrophenol —— C15H15FN2O4
2-[[[(2S)-2-(3-fluorophenyl)-2-hydroxyethyl]amino]methyl]-4-nitrophenol
—— 2-[[[(2R)-2-(3-fluorophenyl)-2-hydroxyethyl]amino]methyl]-4-nitrophenol —— C15H15FN2O4
2-[[[(2R)-2-(3-fluorophenyl)-2-hydroxyethyl]amino]methyl]-4-nitrophenol
—— 2-[[[(1R)-1-(2-methoxyphenyl)ethyl]amino]methyl]-4-nitrophenol —— C16H18N2O4
2-[[[(1R)-1-(2-methoxyphenyl)ethyl]amino]methyl]-4-nitrophenol
—— 4-nitro-2-[[[(3S)-1-pyrimidin-2-ylpiperidin-3-yl]amino]methyl]phenol —— C16H19N5O3
4-nitro-2-[[[(3S)-1-pyrimidin-2-ylpiperidin-3-yl]amino]methyl]phenol
—— 2-[[[(1S)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methylpropyl]amino]methyl]-6-methoxyphenol —— C20H25NO4
2-[[[(1S)-1-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methylpropyl]amino]methyl]-6-methoxyphenol
—— (1R,2R)-N-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C18H21NO4S
(1R,2R)-N-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide
—— 2-(4-methoxyphenyl)ethyl (E)-2-cyano-3-(2,5-dimethyl-1-propylpyrrol-3-yl)prop-2-enoate —— C22H26N2O3
2-(4-methoxyphenyl)ethyl (E)-2-cyano-3-(2,5-dimethyl-1-propylpyrrol-3-yl)prop-2-enoate
—— benzyl (4S)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C20H20N2O4S
benzyl (4S)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— benzyl (4R)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C20H20N2O4S
benzyl (4R)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— 2,6-dimethoxy-4-[(2S)-1,3-thiazolidin-2-yl]phenol —— C11H15NO3S
2,6-dimethoxy-4-[(2S)-1,3-thiazolidin-2-yl]phenol
—— 2,6-dimethoxy-4-[(2R)-1,3-thiazolidin-2-yl]phenol —— C11H15NO3S
2,6-dimethoxy-4-[(2R)-1,3-thiazolidin-2-yl]phenol
—— 2,4-Dinitro-5-(trifluoromethyl)phenol —— C7H3F3N2O5
2,4-Dinitro-5-(trifluoromethyl)phenol
—— 2-amino-4-(5-hydroxy-2-methoxyphenyl)-6-(2-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)-1H-pyridine-3-carbonitrile —— C20H17N3O3
2-amino-4-(5-hydroxy-2-methoxyphenyl)-6-(2-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)-1H-pyridine-3-carbonitrile
—— 5-[[(3S)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]methyl]-2-methoxyphenol —— C20H32N2O2
5-[[(3S)-4-(cyclopropylmethyl)-3-propan-2-yl-1,4-diazepan-1-yl]methyl]-2-methoxyphenol
—— (3R)-1-[(3,4-dihydroxyphenyl)methyl]-4-[(4-fluorophenyl)methyl]-3-propan-2-yl-1,4-diazepan-5-one —— C22H27FN2O3
(3R)-1-[(3,4-dihydroxyphenyl)methyl]-4-[(4-fluorophenyl)methyl]-3-propan-2-yl-1,4-diazepan-5-one
—— (3S)-1-[(3,4-dihydroxyphenyl)methyl]-4-[(4-fluorophenyl)methyl]-3-propan-2-yl-1,4-diazepan-5-one —— C22H27FN2O3
(3S)-1-[(3,4-dihydroxyphenyl)methyl]-4-[(4-fluorophenyl)methyl]-3-propan-2-yl-1,4-diazepan-5-one