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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-[(1R,3S)-3-methylcyclopentyl]oxyphenol —— C12H16O2
4-[(1R,3S)-3-methylcyclopentyl]oxyphenol
—— 4-[(1S,3S)-3-methylcyclopentyl]oxyphenol —— C12H16O2
4-[(1S,3S)-3-methylcyclopentyl]oxyphenol
—— 4-[(1S,3R)-3-methylcyclopentyl]oxyphenol —— C12H16O2
4-[(1S,3R)-3-methylcyclopentyl]oxyphenol
—— 4-[(2R)-3-amino-2-hydroxypropoxy]-2,3,6-trimethylphenol —— C12H19NO3
4-[(2R)-3-amino-2-hydroxypropoxy]-2,3,6-trimethylphenol
—— 4-[(4R)-3-[(1R)-1-hydroxyethyl]-4-methyl-5H-1,2-oxazol-4-yl]phenol —— C12H15NO3
4-[(4R)-3-[(1R)-1-hydroxyethyl]-4-methyl-5H-1,2-oxazol-4-yl]phenol
—— 4-[(4R)-3-[(1S)-1-hydroxyethyl]-4-methyl-5H-1,2-oxazol-4-yl]phenol —— C12H15NO3
4-[(4R)-3-[(1S)-1-hydroxyethyl]-4-methyl-5H-1,2-oxazol-4-yl]phenol
—— 4-[(4S)-3-[(1R)-1-hydroxyethyl]-4-methyl-5H-1,2-oxazol-4-yl]phenol —— C12H15NO3
4-[(4S)-3-[(1R)-1-hydroxyethyl]-4-methyl-5H-1,2-oxazol-4-yl]phenol
—— 4-[(4S)-3-[(1S)-1-hydroxyethyl]-4-methyl-5H-1,2-oxazol-4-yl]phenol —— C12H15NO3
4-[(4S)-3-[(1S)-1-hydroxyethyl]-4-methyl-5H-1,2-oxazol-4-yl]phenol
—— 2-methyl-4-[[(2R)-piperazin-2-yl]methyl]phenol —— C12H18N2O
2-methyl-4-[[(2R)-piperazin-2-yl]methyl]phenol
—— 2-methyl-4-[[(2S)-piperazin-2-yl]methyl]phenol —— C12H18N2O
2-methyl-4-[[(2S)-piperazin-2-yl]methyl]phenol
—— (6R)-6-ethyl-3-(4-hydroxyphenyl)cyclohex-2-en-1-one —— C14H16O2
(6R)-6-ethyl-3-(4-hydroxyphenyl)cyclohex-2-en-1-one
—— (6S)-6-ethyl-3-(4-hydroxyphenyl)cyclohex-2-en-1-one —— C14H16O2
(6S)-6-ethyl-3-(4-hydroxyphenyl)cyclohex-2-en-1-one
—— (2S,5S)-2-ethyl-5-(4-hydroxyphenyl)-1,3-dioxolan-4-one —— C11H12O4
(2S,5S)-2-ethyl-5-(4-hydroxyphenyl)-1,3-dioxolan-4-one
—— (2R,5S)-2-ethyl-5-(4-hydroxyphenyl)-1,3-dioxolan-4-one —— C11H12O4
(2R,5S)-2-ethyl-5-(4-hydroxyphenyl)-1,3-dioxolan-4-one
—— (7R,8R)-7,8-diethoxybicyclo[4.2.0]octa-1(6),2,4-trien-2-ol —— C12H16O3
(7R,8R)-7,8-diethoxybicyclo[4.2.0]octa-1(6),2,4-trien-2-ol
—— (7R,8S)-7,8-diethoxybicyclo[4.2.0]octa-1(6),2,4-trien-2-ol —— C12H16O3
(7R,8S)-7,8-diethoxybicyclo[4.2.0]octa-1(6),2,4-trien-2-ol
—— (7S,8R)-7,8-diethoxybicyclo[4.2.0]octa-1(6),2,4-trien-2-ol —— C12H16O3
(7S,8R)-7,8-diethoxybicyclo[4.2.0]octa-1(6),2,4-trien-2-ol
—— (R)-(3,4-dihydroxyphenyl)-hydroxymethanesulfonic acid —— C7H8O6S
(R)-(3,4-dihydroxyphenyl)-hydroxymethanesulfonic acid
—— 3-[(3S)-4-methyl-3,6-dihydro-2H-pyran-3-yl]benzene-1,2-diol —— C12H14O3
3-[(3S)-4-methyl-3,6-dihydro-2H-pyran-3-yl]benzene-1,2-diol
—— 4-[(1R)-1-hydroxy-2-[(2R)-2-methyloxiran-2-yl]ethyl]benzene-1,3-diol —— C11H14O4
4-[(1R)-1-hydroxy-2-[(2R)-2-methyloxiran-2-yl]ethyl]benzene-1,3-diol
—— 4-[(3R)-3-aminobutyl]-2-methoxybenzene-1,3-diol —— C11H17NO3
4-[(3R)-3-aminobutyl]-2-methoxybenzene-1,3-diol
—— 4-[(1S)-1-hydroxy-2-[(2R)-2-methyloxiran-2-yl]ethyl]benzene-1,3-diol —— C11H14O4
4-[(1S)-1-hydroxy-2-[(2R)-2-methyloxiran-2-yl]ethyl]benzene-1,3-diol
—— 4-[(2S)-1-(cyclopropylamino)-3-hydroxypropan-2-yl]benzene-1,2-diol —— C12H17NO3
4-[(2S)-1-(cyclopropylamino)-3-hydroxypropan-2-yl]benzene-1,2-diol
—— 4-[(2S)-2-ethylhexyl]benzene-1,2-diol —— C14H22O2
4-[(2S)-2-ethylhexyl]benzene-1,2-diol
—— 4-[(S)-hydroxy-[(2S)-piperazin-2-yl]methyl]benzene-1,2-diol —— C11H16N2O3
4-[(S)-hydroxy-[(2S)-piperazin-2-yl]methyl]benzene-1,2-diol
—— [(S)-(3,4-dihydroxyphenyl)-hydroxymethyl] hydrogen sulfite —— C7H8O6S
[(S)-(3,4-dihydroxyphenyl)-hydroxymethyl] hydrogen sulfite
—— 2-[[(2R)-2-(hydroxymethyl)pyrrolidin-1-yl]methyl]benzene-1,3-diol —— C12H17NO3
2-[[(2R)-2-(hydroxymethyl)pyrrolidin-1-yl]methyl]benzene-1,3-diol
—— 4-[(1R)-1-(methylamino)-2-(propan-2-ylamino)ethyl]benzene-1,2-diol —— C12H20N2O2
4-[(1R)-1-(methylamino)-2-(propan-2-ylamino)ethyl]benzene-1,2-diol
—— 5-[[(2R)-2-(hydroxymethyl)pyrrolidin-1-yl]methyl]benzene-1,3-diol —— C12H17NO3
5-[[(2R)-2-(hydroxymethyl)pyrrolidin-1-yl]methyl]benzene-1,3-diol
—— 5-[[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]methyl]benzene-1,3-diol —— C12H17NO3
5-[[(2S)-2-(hydroxymethyl)pyrrolidin-1-yl]methyl]benzene-1,3-diol
—— [(R)-(3,4-dihydroxyphenyl)-hydroxymethyl] hydrogen sulfite —— C7H8O6S
[(R)-(3,4-dihydroxyphenyl)-hydroxymethyl] hydrogen sulfite
—— 5-[(1S)-1-hydroxy-2-(methylamino)ethyl]-2-methoxybenzene-1,3-diol —— C10H15NO4
5-[(1S)-1-hydroxy-2-(methylamino)ethyl]-2-methoxybenzene-1,3-diol
—— 5-[(S)-hydroxy-[(2S)-piperidin-2-yl]methyl]benzene-1,3-diol —— C12H17NO3
5-[(S)-hydroxy-[(2S)-piperidin-2-yl]methyl]benzene-1,3-diol
—— 5-[(1R,2R)-2-amino-1-hydroxypropyl]-2-methoxybenzene-1,3-diol —— C10H15NO4
5-[(1R,2R)-2-amino-1-hydroxypropyl]-2-methoxybenzene-1,3-diol
—— 4-[(R)-hydroxy-[(2S)-piperazin-2-yl]methyl]benzene-1,2-diol —— C11H16N2O3
4-[(R)-hydroxy-[(2S)-piperazin-2-yl]methyl]benzene-1,2-diol
—— 4-[(2R)-2-hydroxy-1-(propan-2-ylamino)propan-2-yl]benzene-1,2-diol —— C12H19NO3
4-[(2R)-2-hydroxy-1-(propan-2-ylamino)propan-2-yl]benzene-1,2-diol
—— 5-[[(2R)-butan-2-yl]-propylamino]benzene-1,3-diol —— C13H21NO2
5-[[(2R)-butan-2-yl]-propylamino]benzene-1,3-diol
—— 4-[(1R)-3-(dimethylamino)-1-hydroxypropyl]benzene-1,2-diol —— C11H17NO3
4-[(1R)-3-(dimethylamino)-1-hydroxypropyl]benzene-1,2-diol
—— 2-[[[(2R)-oxolan-2-yl]methylamino]methyl]benzene-1,3-diol —— C12H17NO3
2-[[[(2R)-oxolan-2-yl]methylamino]methyl]benzene-1,3-diol
—— 4-[(2S)-1-(ethylamino)-3-hydroxypropan-2-yl]benzene-1,2-diol —— C11H17NO3
4-[(2S)-1-(ethylamino)-3-hydroxypropan-2-yl]benzene-1,2-diol
—— 4-[(2R)-2-ethylhexyl]benzene-1,2-diol —— C14H22O2
4-[(2R)-2-ethylhexyl]benzene-1,2-diol
—— 4-[(1R)-1-(methylaminomethylsulfanyl)ethyl]benzene-1,2-diol —— C10H15NO2S
4-[(1R)-1-(methylaminomethylsulfanyl)ethyl]benzene-1,2-diol
—— 5-[(1S,2R)-2-amino-1-hydroxypropyl]-2-methoxybenzene-1,3-diol —— C10H15NO4
5-[(1S,2R)-2-amino-1-hydroxypropyl]-2-methoxybenzene-1,3-diol
—— 4-[(1S)-3-(dimethylamino)-1-hydroxypropyl]benzene-1,2-diol —— C11H17NO3
4-[(1S)-3-(dimethylamino)-1-hydroxypropyl]benzene-1,2-diol
—— 5-[(1S)-2-amino-1-hydroxyethyl]-3-ethoxybenzene-1,2-diol —— C10H15NO4
5-[(1S)-2-amino-1-hydroxyethyl]-3-ethoxybenzene-1,2-diol
—— (6R)-6-(3,4-dihydroxyphenyl)oxan-2-one —— C11H12O4
(6R)-6-(3,4-dihydroxyphenyl)oxan-2-one
—— 4-[(R)-hydroxy-[(2R)-pyrrolidin-2-yl]methyl]benzene-1,2-diol —— C11H15NO3
4-[(R)-hydroxy-[(2R)-pyrrolidin-2-yl]methyl]benzene-1,2-diol
—— 4-[(1S)-1-amino-2-(propan-2-ylamino)ethyl]benzene-1,2-diol —— C11H18N2O2
4-[(1S)-1-amino-2-(propan-2-ylamino)ethyl]benzene-1,2-diol
—— 4-[2-[(2S)-pyrrolidin-2-yl]ethyl]benzene-1,2-diol —— C12H17NO2
4-[2-[(2S)-pyrrolidin-2-yl]ethyl]benzene-1,2-diol
—— 4-[(2R)-1-(ethylamino)-3-hydroxypropan-2-yl]benzene-1,2-diol —— C11H17NO3
4-[(2R)-1-(ethylamino)-3-hydroxypropan-2-yl]benzene-1,2-diol