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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-[(1R)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]phenol —— C13H19NO
2-[(1R)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]phenol
—— 4-[[[(1R)-1-cyclopropylethyl]amino]methyl]benzene-1,3-diol —— C12H17NO2
4-[[[(1R)-1-cyclopropylethyl]amino]methyl]benzene-1,3-diol
—— 2-[(1S)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]-4-methoxyphenol —— C14H21NO2
2-[(1S)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]-4-methoxyphenol
—— 2-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]phenol —— C13H19NO
2-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]phenol
—— 3-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]phenol —— C13H19NO
3-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]phenol
—— 2-[(1S)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]-5-methoxyphenol —— C14H21NO2
2-[(1S)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]-5-methoxyphenol
—— 2-[(1S)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]benzene-1,4-diol —— C13H19NO2
2-[(1S)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]benzene-1,4-diol
—— 4-[(1S)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]-2-methoxyphenol —— C14H21NO2
4-[(1S)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]-2-methoxyphenol
—— 2-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]-5-methoxyphenol —— C14H21NO2
2-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]-5-methoxyphenol
—— (2E)-4-(4-Hydroxyphenyl)-2-butanone Oxime —— C10H13NO2
(2E)-4-(4-Hydroxyphenyl)-2-butanone Oxime
—— (5Z)-5-[(5-bromo-2-hydroxyphenyl)methylidene]-2-[4-[(5E)-5-[(5-bromo-2-hydroxyphenyl)methylidene]-4-oxo-1,3-thiazol-2-yl]piperazin-1-yl]-1,3-thiazol-4-one —— C24H18Br2N4O4S2
(5Z)-5-[(5-bromo-2-hydroxyphenyl)methylidene]-2-[4-[(5E)-5-[(5-bromo-2-hydroxyphenyl)methylidene]-4-oxo-1,3-thiazol-2-yl]piperazin-1-yl]-1,3-thiazol-4-one
—— 5-[(E)-(3,6-dimethyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-ylidene)methyl]-2-methoxyphenol —— C14H14N4O2S
5-[(E)-(3,6-dimethyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-ylidene)methyl]-2-methoxyphenol
—— 4-[(1S)-1-[2-(furan-2-yl)ethylamino]ethyl]phenol —— C14H17NO2
4-[(1S)-1-[2-(furan-2-yl)ethylamino]ethyl]phenol
—— (2S)-2-(2,3-dibromo-6-hydroxy-5-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C17H16Br2N2O3S
(2S)-2-(2,3-dibromo-6-hydroxy-5-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— (5E)-5-[(4-hydroxyphenyl)methylidene]-3-(2-methoxyethyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C13H13NO3S2
(5E)-5-[(4-hydroxyphenyl)methylidene]-3-(2-methoxyethyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-[(1S)-1-[2-(furan-2-yl)ethylamino]ethyl]benzene-1,4-diol —— C14H17NO3
2-[(1S)-1-[2-(furan-2-yl)ethylamino]ethyl]benzene-1,4-diol
—— 2-[(1S)-1-[2-(furan-2-yl)ethylamino]ethyl]-5-methylphenol —— C15H19NO2
2-[(1S)-1-[2-(furan-2-yl)ethylamino]ethyl]-5-methylphenol
—— 2-[(1R)-1-[2-(furan-2-yl)ethylamino]ethyl]benzene-1,4-diol —— C14H17NO3
2-[(1R)-1-[2-(furan-2-yl)ethylamino]ethyl]benzene-1,4-diol
—— 2-[(1R)-1-[2-(furan-2-yl)ethylamino]ethyl]phenol —— C14H17NO2
2-[(1R)-1-[2-(furan-2-yl)ethylamino]ethyl]phenol
—— 4-[(1R)-1-[2-(furan-2-yl)ethylamino]ethyl]phenol —— C14H17NO2
4-[(1R)-1-[2-(furan-2-yl)ethylamino]ethyl]phenol
—— 2-[(1S)-1-[2-(furan-2-yl)ethylamino]ethyl]phenol —— C14H17NO2
2-[(1S)-1-[2-(furan-2-yl)ethylamino]ethyl]phenol
—— (5Z)-3-(4-hydroxyphenyl)-5-[3-(4-hydroxyphenyl)-4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H10N2O4S4
(5Z)-3-(4-hydroxyphenyl)-5-[3-(4-hydroxyphenyl)-4-oxo-2-sulfanylidene-1,3-thiazolidin-5-ylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2Z,5E)-5-(3,5-dibromo-4-hydroxybenzylidene)-3-methyl-2-[(4-methylphenyl)imino]-1,3-thiazolidin-4-one —— C18H14Br2N2O2S
(2Z,5E)-5-(3,5-dibromo-4-hydroxybenzylidene)-3-methyl-2-[(4-methylphenyl)imino]-1,3-thiazolidin-4-one
—— (5E)-3-amino-5-[(3-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C10H8N2O2S2
(5E)-3-amino-5-[(3-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5Z)-2-(5-chloro-2-hydroxyanilino)-5-[(Z)-3-(furan-2-yl)prop-2-enylidene]-1,3-thiazol-4-one —— C16H11ClN2O3S
(5Z)-2-(5-chloro-2-hydroxyanilino)-5-[(Z)-3-(furan-2-yl)prop-2-enylidene]-1,3-thiazol-4-one
—— (5E)-3-hexadecyl-5-[(4-hydroxyphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one —— C32H44N2O2S
(5E)-3-hexadecyl-5-[(4-hydroxyphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one
—— N-[(Z)-1-(5-bromothiophen-2-yl)ethylideneamino]-3,4,5-trihydroxybenzamide —— C13H11BrN2O4S
N-[(Z)-1-(5-bromothiophen-2-yl)ethylideneamino]-3,4,5-trihydroxybenzamide
—— N-(2-hydroxy-4-nitrophenyl)-2-[(5E)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide —— C21H17N3O5S2
N-(2-hydroxy-4-nitrophenyl)-2-[(5E)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide
—— N-(2-hydroxy-4-nitrophenyl)-4-[(5E)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide —— C23H21N3O5S2
N-(2-hydroxy-4-nitrophenyl)-4-[(5E)-5-[(Z)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide
—— N-(2-hydroxy-4-nitrophenyl)-4-[(5Z)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide —— C22H19N3O5S2
N-(2-hydroxy-4-nitrophenyl)-4-[(5Z)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide
—— N-(2-hydroxy-5-nitrophenyl)-2-[(5E)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide —— C20H15N3O5S2
N-(2-hydroxy-5-nitrophenyl)-2-[(5E)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide
—— N-(2-hydroxy-4-nitrophenyl)-2-[(5Z)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide —— C20H15N3O5S2
N-(2-hydroxy-4-nitrophenyl)-2-[(5Z)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide
—— N-(2-hydroxy-4-nitrophenyl)-4-[(5E)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide —— C22H19N3O5S2
N-(2-hydroxy-4-nitrophenyl)-4-[(5E)-4-oxo-5-[(Z)-3-phenylprop-2-enylidene]-2-sulfanylidene-1,3-thiazolidin-3-yl]butanamide
—— 6-[(5E)-5-[(4-chlorophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-4-nitrophenyl)hexanamide —— C22H20ClN3O5S2
6-[(5E)-5-[(4-chlorophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-4-nitrophenyl)hexanamide
—— (5E)-5-[(4-hydroxyphenyl)methylidene]-3-pentyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C15H17NO2S2
(5E)-5-[(4-hydroxyphenyl)methylidene]-3-pentyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5E)-3-amino-5-[(2-hydroxy-5-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C10H7N3O4S2
(5E)-3-amino-5-[(2-hydroxy-5-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 6-[(5E)-5-benzylidene-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-4-nitrophenyl)hexanamide —— C22H21N3O5S2
6-[(5E)-5-benzylidene-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-4-nitrophenyl)hexanamide
—— 4-[(5E)-5-[(3,4-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)butanamide —— C22H21N3O7S2
4-[(5E)-5-[(3,4-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)butanamide
—— 4-methyl-2-[(1S)-1-(3-propan-2-yloxypropylamino)ethyl]phenol —— C15H25NO2
4-methyl-2-[(1S)-1-(3-propan-2-yloxypropylamino)ethyl]phenol
—— 2-[(1S)-1-(3,5-dimethylanilino)ethyl]-4-methylphenol —— C17H21NO
2-[(1S)-1-(3,5-dimethylanilino)ethyl]-4-methylphenol
—— 2-[(1R)-1-(3,4-difluoroanilino)ethyl]-4-methylphenol —— C15H15F2NO
2-[(1R)-1-(3,4-difluoroanilino)ethyl]-4-methylphenol
—— 2-[(1S)-1-(cyclohexylamino)ethyl]-4-methylphenol —— C15H23NO
2-[(1S)-1-(cyclohexylamino)ethyl]-4-methylphenol
—— 4-methyl-2-[(1S)-1-(2-thiophen-2-ylethylamino)ethyl]phenol —— C15H19NOS
4-methyl-2-[(1S)-1-(2-thiophen-2-ylethylamino)ethyl]phenol
—— 4-methyl-2-[(1R)-1-[[(2S)-oxolan-2-yl]methylamino]ethyl]phenol —— C14H21NO2
4-methyl-2-[(1R)-1-[[(2S)-oxolan-2-yl]methylamino]ethyl]phenol
—— 2-[(1S)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]-4-methylphenol —— C12H19NO2
2-[(1S)-1-[[(2S)-1-hydroxypropan-2-yl]amino]ethyl]-4-methylphenol
—— 4-methyl-2-[(1R)-1-(pyridin-3-ylmethylamino)ethyl]phenol —— C15H18N2O
4-methyl-2-[(1R)-1-(pyridin-3-ylmethylamino)ethyl]phenol
—— 4-methyl-2-[(1R)-1-[[(2S)-4-methylpentan-2-yl]amino]ethyl]phenol —— C15H25NO
4-methyl-2-[(1R)-1-[[(2S)-4-methylpentan-2-yl]amino]ethyl]phenol
—— 2-[(1R)-1-(ethylamino)ethyl]-4-methylphenol —— C11H17NO
2-[(1R)-1-(ethylamino)ethyl]-4-methylphenol
—— 2-[[(1R)-1-(2-hydroxy-5-methylphenyl)ethyl]amino]benzonitrile —— C16H16N2O
2-[[(1R)-1-(2-hydroxy-5-methylphenyl)ethyl]amino]benzonitrile
—— 2-[(1S)-1-[[(3S)-1,1-dioxothiolan-3-yl]amino]ethyl]-4-methylphenol —— C13H19NO3S
2-[(1S)-1-[[(3S)-1,1-dioxothiolan-3-yl]amino]ethyl]-4-methylphenol