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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-methoxy-6-((2-morpholinoethylamino)methyl)phenol —— C14H22N2O3
2-methoxy-6-((2-morpholinoethylamino)methyl)phenol
—— 4-[(2R)-2-amino-2-hydroxyethyl]phenol —— C8H11NO2
4-[(2R)-2-amino-2-hydroxyethyl]phenol
—— 4-[(1S)-1-hydroxyprop-2-ynyl]phenol —— C9H8O2
4-[(1S)-1-hydroxyprop-2-ynyl]phenol
—— 4-[(1R)-1-hydroxyprop-2-ynyl]phenol —— C9H8O2
4-[(1R)-1-hydroxyprop-2-ynyl]phenol
—— (7S)-5-hydroxybicyclo[4.2.0]octa-1(6),2,4-triene-7-carbonitrile —— C9H7NO
(7S)-5-hydroxybicyclo[4.2.0]octa-1(6),2,4-triene-7-carbonitrile
—— 1-[5-(2-hydroxy-3-methoxyphenyl)-3-(thiophen-2-yl)-4,5-dihydro-1H-pyrazol-1-yl]ethan-1-one —— C16H16N2O3S
1-[5-(2-hydroxy-3-methoxyphenyl)-3-(thiophen-2-yl)-4,5-dihydro-1H-pyrazol-1-yl]ethan-1-one
—— 2-(2-Hydroxy-5-nitrophenyl)iminoindene-1,3-dione —— C15H8N2O5
2-(2-Hydroxy-5-nitrophenyl)iminoindene-1,3-dione
—— ethyl (2R)-2-(5-fluoro-2-hydroxyphenyl)-2-hydroxyacetate —— C10H11FO4
ethyl (2R)-2-(5-fluoro-2-hydroxyphenyl)-2-hydroxyacetate
—— 4-[(6R)-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazol-6-yl]phenol —— C11H12N2OS
4-[(6R)-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazol-6-yl]phenol
—— 1-(Propan-2-ylamino)-3-[4-[2-(2-propan-2-yloxyethoxy)ethyl]phenoxy]propan-2-ol —— C19H33NO4
1-(Propan-2-ylamino)-3-[4-[2-(2-propan-2-yloxyethoxy)ethyl]phenoxy]propan-2-ol
—— 4-(2-Sulfanylethynyl)phenol —— C8H6OS
4-(2-Sulfanylethynyl)phenol
—— (7S)-3-hydroxybicyclo[4.2.0]octa-1(6),2,4-triene-7-carbonitrile —— C9H7NO
(7S)-3-hydroxybicyclo[4.2.0]octa-1(6),2,4-triene-7-carbonitrile
—— 3-[(1S)-1-aminoethyl]benzene-1,2-diol —— C8H11NO2
3-[(1S)-1-aminoethyl]benzene-1,2-diol
—— (7R)-3-hydroxybicyclo[4.2.0]octa-1(6),2,4-triene-7-carbonitrile —— C9H7NO
(7R)-3-hydroxybicyclo[4.2.0]octa-1(6),2,4-triene-7-carbonitrile
—— 2-Methoxy-5-[(pyridin-2-ylmethylamino)methyl]phenol —— C14H16N2O2
2-Methoxy-5-[(pyridin-2-ylmethylamino)methyl]phenol
—— 4-[(1R,3S)-1,3-dihydroxybutyl]-3-[(1R,3R)-1,3-dihydroxybutyl]benzene-1,2-diol —— C14H22O6
4-[(1R,3S)-1,3-dihydroxybutyl]-3-[(1R,3R)-1,3-dihydroxybutyl]benzene-1,2-diol
—— 4-[(1S,3S)-1,3-dihydroxybutyl]-3-[(1R,3R)-1,3-dihydroxybutyl]benzene-1,2-diol —— C14H22O6
4-[(1S,3S)-1,3-dihydroxybutyl]-3-[(1R,3R)-1,3-dihydroxybutyl]benzene-1,2-diol
—— 4-[(1S,3R)-1,3-dihydroxybutyl]-3-[(1R,3R)-1,3-dihydroxybutyl]benzene-1,2-diol —— C14H22O6
4-[(1S,3R)-1,3-dihydroxybutyl]-3-[(1R,3R)-1,3-dihydroxybutyl]benzene-1,2-diol
—— 3,4-bis[(1R,3R)-1,3-dihydroxybutyl]benzene-1,2-diol —— C14H22O6
3,4-bis[(1R,3R)-1,3-dihydroxybutyl]benzene-1,2-diol
—— (2R)-2-[3-(2,5-dihydroxyphenyl)propanoyl]cyclopentan-1-one —— C14H16O4
(2R)-2-[3-(2,5-dihydroxyphenyl)propanoyl]cyclopentan-1-one
—— 4-[(2S)-2-[6-[[(1S)-2-(3,4-dihydroxyphenyl)-1-hydroxyethyl]amino]hexylamino]-2-hydroxyethyl]benzene-1,2-diol —— C22H32N2O6
4-[(2S)-2-[6-[[(1S)-2-(3,4-dihydroxyphenyl)-1-hydroxyethyl]amino]hexylamino]-2-hydroxyethyl]benzene-1,2-diol
—— 4-[(2S)-2-[6-[[(1R)-2-(3,4-dihydroxyphenyl)-1-hydroxyethyl]amino]hexylamino]-2-hydroxyethyl]benzene-1,2-diol —— C22H32N2O6
4-[(2S)-2-[6-[[(1R)-2-(3,4-dihydroxyphenyl)-1-hydroxyethyl]amino]hexylamino]-2-hydroxyethyl]benzene-1,2-diol
—— 4-[(2R)-2-[6-[[(1R)-2-(3,4-dihydroxyphenyl)-1-hydroxyethyl]amino]hexylamino]-2-hydroxyethyl]benzene-1,2-diol —— C22H32N2O6
4-[(2R)-2-[6-[[(1R)-2-(3,4-dihydroxyphenyl)-1-hydroxyethyl]amino]hexylamino]-2-hydroxyethyl]benzene-1,2-diol
—— 3-ethanehydrazonoylphenol —— C8H10N2O
3-ethanehydrazonoylphenol
—— N-[(Z)-[2-[(2,4-dichlorophenyl)methoxy]phenyl]methylideneamino]-2-hydroxy-5-nitrobenzamide —— C21H15Cl2N3O5
N-[(Z)-[2-[(2,4-dichlorophenyl)methoxy]phenyl]methylideneamino]-2-hydroxy-5-nitrobenzamide
—— N-[(Z)-(6-bromo-1,3-benzodioxol-5-yl)methylideneamino]-2-hydroxy-3-nitrobenzamide —— C15H10BrN3O6
N-[(Z)-(6-bromo-1,3-benzodioxol-5-yl)methylideneamino]-2-hydroxy-3-nitrobenzamide
—— 2-[2-[(3S)-3,5-diphenyl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]-5-methoxyphenol —— C25H21N3O2S
2-[2-[(3S)-3,5-diphenyl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]-5-methoxyphenol
—— 2-[2-[(3R)-3,5-diphenyl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]-5-methoxyphenol —— C25H21N3O2S
2-[2-[(3R)-3,5-diphenyl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]-5-methoxyphenol
—— (2S)-2-[(4-hydroxyphenyl)methyl]cyclohexan-1-one —— C13H16O2
(2S)-2-[(4-hydroxyphenyl)methyl]cyclohexan-1-one
—— (2R)-2-[(4-hydroxyphenyl)methyl]cyclohexan-1-one —— C13H16O2
(2R)-2-[(4-hydroxyphenyl)methyl]cyclohexan-1-one
—— 2-[(1R)-2,2-difluoro-1-hydroxyethyl]phenol —— C8H8F2O2
2-[(1R)-2,2-difluoro-1-hydroxyethyl]phenol
—— 4-[(1R)-1-hydroxy-2-piperidin-1-ylethyl]phenol —— C13H19NO2
4-[(1R)-1-hydroxy-2-piperidin-1-ylethyl]phenol
—— 6-[5-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-2-phenyl-1H-1,2,4-triazol-3-ylidene]cyclohexa-2,4-dien-1-one —— C23H19N3O3
6-[5-[(Z)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-2-phenyl-1H-1,2,4-triazol-3-ylidene]cyclohexa-2,4-dien-1-one
—— 2-amino-6-[(2S)-butan-2-yl]-4-nitrophenol —— C10H14N2O3
2-amino-6-[(2S)-butan-2-yl]-4-nitrophenol
—— (2R)-2-(N-[2-(benzotriazol-1-yl)acetyl]-3,4-dimethoxyanilino)-2-(4-hydroxy-3-methoxyphenyl)-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C30H33N5O7
(2R)-2-(N-[2-(benzotriazol-1-yl)acetyl]-3,4-dimethoxyanilino)-2-(4-hydroxy-3-methoxyphenyl)-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— (2S)-2-(N-[2-(benzotriazol-1-yl)acetyl]-3,4-dimethoxyanilino)-2-(4-hydroxy-3-methoxyphenyl)-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C30H33N5O7
(2S)-2-(N-[2-(benzotriazol-1-yl)acetyl]-3,4-dimethoxyanilino)-2-(4-hydroxy-3-methoxyphenyl)-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— (2R)-2-(N-[2-(benzotriazol-1-yl)acetyl]-3,4-dimethoxyanilino)-2-(4-hydroxy-3-methoxyphenyl)-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C30H33N5O7
(2R)-2-(N-[2-(benzotriazol-1-yl)acetyl]-3,4-dimethoxyanilino)-2-(4-hydroxy-3-methoxyphenyl)-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 4-[(3S)-3-amino-4-hydroxy-3-methylbutyl]phenol —— C11H17NO2
4-[(3S)-3-amino-4-hydroxy-3-methylbutyl]phenol
—— 4-[(1R)-1-(cyclopropylamino)-2-hydroxyethyl]-2,6-dimethylphenol —— C13H19NO2
4-[(1R)-1-(cyclopropylamino)-2-hydroxyethyl]-2,6-dimethylphenol
—— 4-[(1R)-1-(cyclopropylamino)-2-hydroxyethyl]phenol —— C11H15NO2
4-[(1R)-1-(cyclopropylamino)-2-hydroxyethyl]phenol
—— 4-[(1S)-1-(cyclopropylamino)-2-hydroxyethyl]-2,6-dimethylphenol —— C13H19NO2
4-[(1S)-1-(cyclopropylamino)-2-hydroxyethyl]-2,6-dimethylphenol
—— 3-[(1S)-1-(cyclopropylamino)-2-hydroxyethyl]phenol —— C11H15NO2
3-[(1S)-1-(cyclopropylamino)-2-hydroxyethyl]phenol
—— 3-[(1R)-1-(cyclopropylamino)-2-hydroxyethyl]phenol —— C11H15NO2
3-[(1R)-1-(cyclopropylamino)-2-hydroxyethyl]phenol
—— 4-[(2S)-2-amino-1-hydroxypropan-2-yl]-2-methoxyphenol —— C10H15NO3
4-[(2S)-2-amino-1-hydroxypropan-2-yl]-2-methoxyphenol
—— 3-[(2S)-2-amino-1-hydroxypropan-2-yl]phenol —— C9H13NO2
3-[(2S)-2-amino-1-hydroxypropan-2-yl]phenol
—— 4-[(3R)-3-amino-4-hydroxy-3-methylbutyl]phenol —— C11H17NO2
4-[(3R)-3-amino-4-hydroxy-3-methylbutyl]phenol
—— 3-[(1R)-1-(cyclopentylamino)-2-hydroxyethyl]phenol —— C13H19NO2
3-[(1R)-1-(cyclopentylamino)-2-hydroxyethyl]phenol
—— 3-[(2R)-2-(cyclopropylamino)-1-hydroxypropan-2-yl]phenol —— C12H17NO2
3-[(2R)-2-(cyclopropylamino)-1-hydroxypropan-2-yl]phenol
—— 4-[(2R)-2-(cyclopropylamino)-1-hydroxypropan-2-yl]phenol —— C12H17NO2
4-[(2R)-2-(cyclopropylamino)-1-hydroxypropan-2-yl]phenol
—— 3-[(2S)-2-(cyclopropylamino)-1-hydroxypropan-2-yl]phenol —— C12H17NO2
3-[(2S)-2-(cyclopropylamino)-1-hydroxypropan-2-yl]phenol