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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
—— (2S,4S)-2-(3-hydroxy-4-methoxyphenyl)-1,3-thiazinane-4-carboxylic acid —— C12H15NO4S
(2S,4S)-2-(3-hydroxy-4-methoxyphenyl)-1,3-thiazinane-4-carboxylic acid
—— (2R,4R)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-1,3-thiazinane-4-carboxylic acid —— C12H14BrNO4S
(2R,4R)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-1,3-thiazinane-4-carboxylic acid
—— (2S,4S)-2-(4-hydroxy-3-methoxyphenyl)-1,3-thiazinane-4-carboxylic acid —— C12H15NO4S
(2S,4S)-2-(4-hydroxy-3-methoxyphenyl)-1,3-thiazinane-4-carboxylic acid
—— (2R,4S)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-1,3-thiazinane-4-carboxylic acid —— C12H14BrNO4S
(2R,4S)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)-1,3-thiazinane-4-carboxylic acid
—— (2R,4S)-2-(3-hydroxy-4-methoxyphenyl)-1,3-thiazinane-4-carboxylic acid —— C12H15NO4S
(2R,4S)-2-(3-hydroxy-4-methoxyphenyl)-1,3-thiazinane-4-carboxylic acid
—— (2R,4R)-2-(3-hydroxy-4-methoxyphenyl)-1,3-thiazinane-4-carboxylic acid —— C12H15NO4S
(2R,4R)-2-(3-hydroxy-4-methoxyphenyl)-1,3-thiazinane-4-carboxylic acid
—— (2Z)-2-[(4-hydroxy-3-methoxyphenyl)methylidenehydrazinylidene]-5-phenyl-1,3-thiazolidin-4-one —— C17H15N3O3S
(2Z)-2-[(4-hydroxy-3-methoxyphenyl)methylidenehydrazinylidene]-5-phenyl-1,3-thiazolidin-4-one
—— 2-(N-hydroxy-C-nonylcarbonimidoyl)-5-methoxyphenol —— C17H27NO3
2-(N-hydroxy-C-nonylcarbonimidoyl)-5-methoxyphenol
—— methyl 2-[(5-bromo-2-hydroxyphenyl)methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C22H17BrN2O4S
methyl 2-[(5-bromo-2-hydroxyphenyl)methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 5-(5-Chloro-2-hydroxyphenyl)-6-ethenyl-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione —— C22H23ClO3
5-(5-Chloro-2-hydroxyphenyl)-6-ethenyl-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione
—— 2-[(5-Bromo-2-hydroxy-3-methoxyphenyl)methylidene]-[1,3]thiazolo[3,2-a]benzimidazol-1-one —— C17H11BrN2O3S
2-[(5-Bromo-2-hydroxy-3-methoxyphenyl)methylidene]-[1,3]thiazolo[3,2-a]benzimidazol-1-one
—— 4-Bromo-2-[2-(3-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol —— C23H21BrFN2O+
4-Bromo-2-[2-(3-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol
—— 4-Bromo-2-[2-(3-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol —— C23H20BrFN2O
4-Bromo-2-[2-(3-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol
—— 2-[6-(1,3-Benzodioxol-5-yl)-2-(3-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-5-methoxyphenol —— C24H21FN2O4
2-[6-(1,3-Benzodioxol-5-yl)-2-(3-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-5-methoxyphenol
—— 4-Bromo-2-[4-(4-methylphenyl)-5-aza-1-azoniaspiro[5.5]undec-3-en-2-yl]phenol —— C22H26BrN2O+
4-Bromo-2-[4-(4-methylphenyl)-5-aza-1-azoniaspiro[5.5]undec-3-en-2-yl]phenol
—— 2-[6-(1,3-Benzodioxol-5-yl)-2-(3-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-5-methoxyphenol —— C24H22FN2O4+
2-[6-(1,3-Benzodioxol-5-yl)-2-(3-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-5-methoxyphenol
—— 5-[(2-Bromo-5-hydroxyphenyl)methylidene]-3-(4-methylphenyl)-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one —— C24H19BrN2O2S
5-[(2-Bromo-5-hydroxyphenyl)methylidene]-3-(4-methylphenyl)-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one
—— 4-Bromo-2-[4-(4-methylphenyl)-1,5-diazaspiro[5.5]undec-3-en-2-yl]phenol —— C22H25BrN2O
4-Bromo-2-[4-(4-methylphenyl)-1,5-diazaspiro[5.5]undec-3-en-2-yl]phenol
—— 5-(4-chlorophenyl)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]-7-methyl-3-oxo-N-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide —— C28H22ClN3O4S
5-(4-chlorophenyl)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]-7-methyl-3-oxo-N-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
—— 2-(4-Hydroxyphenyl)-2-piperidin-1-ium-1-ylacetonitrile —— C13H17N2O+
2-(4-Hydroxyphenyl)-2-piperidin-1-ium-1-ylacetonitrile
—— 4-[(1S)-1-(2-aminoethylamino)ethyl]benzene-1,3-diol —— C10H16N2O2
4-[(1S)-1-(2-aminoethylamino)ethyl]benzene-1,3-diol
—— 2-[(1S)-1-(2-aminoethylamino)ethyl]benzene-1,4-diol —— C10H16N2O2
2-[(1S)-1-(2-aminoethylamino)ethyl]benzene-1,4-diol
—— 2-[(1S)-1-(2-aminoethylamino)ethyl]-5-methylphenol —— C11H18N2O
2-[(1S)-1-(2-aminoethylamino)ethyl]-5-methylphenol
—— 2-[(1R)-1-(2-aminoethylamino)ethyl]-4-methylphenol —— C11H18N2O
2-[(1R)-1-(2-aminoethylamino)ethyl]-4-methylphenol
—— 2-[(1R)-1-(2-aminoethylamino)ethyl]-5-methylphenol —— C11H18N2O
2-[(1R)-1-(2-aminoethylamino)ethyl]-5-methylphenol
—— 3-[(1R)-1-(2-aminoethylamino)ethyl]phenol —— C10H16N2O
3-[(1R)-1-(2-aminoethylamino)ethyl]phenol
—— 2-[(1S)-1-(2-aminoethylamino)ethyl]-4-methylphenol —— C11H18N2O
2-[(1S)-1-(2-aminoethylamino)ethyl]-4-methylphenol
—— 2-[(1R)-1-(2-aminoethylamino)ethyl]phenol —— C10H16N2O
2-[(1R)-1-(2-aminoethylamino)ethyl]phenol
—— 4-[(1R)-1-(2-aminoethylamino)ethyl]phenol —— C10H16N2O
4-[(1R)-1-(2-aminoethylamino)ethyl]phenol
—— N-(2-Hydroxy-5-nitrophenyl)(phenylcyclopentyl)formamide —— C18H18N2O4
N-(2-Hydroxy-5-nitrophenyl)(phenylcyclopentyl)formamide
—— ethyl 2-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C28H28N2O5S2
ethyl 2-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-[(5-Bromo-2-hydroxyphenyl)methylidene]-4-(5-ethyl-1,3,4-thiadiazol-2-yl)-5-iminothiolan-3-one —— C15H12BrN3O2S2
2-[(5-Bromo-2-hydroxyphenyl)methylidene]-4-(5-ethyl-1,3,4-thiadiazol-2-yl)-5-iminothiolan-3-one
—— N-[(3-hydroxyphenyl)methylideneamino]hexanamide —— C13H18N2O2
N-[(3-hydroxyphenyl)methylideneamino]hexanamide
—— 2-hydroxy-5-nitro-N-[(5-nitrofuran-2-yl)methylideneamino]benzamide —— C12H8N4O7
2-hydroxy-5-nitro-N-[(5-nitrofuran-2-yl)methylideneamino]benzamide
—— 4-methyl-2-[(1R)-1-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol —— C15H24N2O
4-methyl-2-[(1R)-1-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol
—— 2-[(1R)-1-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol —— C14H22N2O
2-[(1R)-1-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol
—— 4-methyl-2-[(1S)-1-[[(3R)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol —— C15H24N2O
4-methyl-2-[(1S)-1-[[(3R)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol
—— 5-methoxy-2-[(1S)-1-[[(3R)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol —— C15H24N2O2
5-methoxy-2-[(1S)-1-[[(3R)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol
—— 4-methyl-2-[(1R)-1-[[(3R)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol —— C15H24N2O
4-methyl-2-[(1R)-1-[[(3R)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol
—— 4-methoxy-2-[[[(3R)-1-methylpyrrolidin-3-yl]methylamino]methyl]phenol —— C14H22N2O2
4-methoxy-2-[[[(3R)-1-methylpyrrolidin-3-yl]methylamino]methyl]phenol
—— 5-methoxy-2-[(1S)-1-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol —— C15H24N2O2
5-methoxy-2-[(1S)-1-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol
—— 5-methoxy-2-[(1R)-1-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol —— C15H24N2O2
5-methoxy-2-[(1R)-1-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol
—— 2-[(1S)-1-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol —— C14H22N2O
2-[(1S)-1-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol
—— 2-[(1R)-1-[[(3R)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol —— C14H22N2O
2-[(1R)-1-[[(3R)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol
—— 2-methoxy-4-[(1R)-1-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol —— C15H24N2O2
2-methoxy-4-[(1R)-1-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol
—— 2-methoxy-4-[(1S)-1-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol —— C15H24N2O2
2-methoxy-4-[(1S)-1-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol
—— 2-[(1S)-1-[[(3R)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol —— C14H22N2O
2-[(1S)-1-[[(3R)-1-methylpyrrolidin-3-yl]methylamino]ethyl]phenol
—— 7-ethenyl-8-(3-hydroxy-4-methoxyphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C21H22O4
7-ethenyl-8-(3-hydroxy-4-methoxyphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— 2-[(1S)-1-[[(3S)-1-ethylpyrrolidin-3-yl]methylamino]ethyl]-5-methylphenol —— C16H26N2O
2-[(1S)-1-[[(3S)-1-ethylpyrrolidin-3-yl]methylamino]ethyl]-5-methylphenol
—— 2-[(1S)-1-[[(3R)-1-ethylpyrrolidin-3-yl]methylamino]ethyl]benzene-1,4-diol —— C15H24N2O2
2-[(1S)-1-[[(3R)-1-ethylpyrrolidin-3-yl]methylamino]ethyl]benzene-1,4-diol