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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
—— 1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-(2-methylprop-2-enyl)thiourea —— C12H15N3O3S
1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-(2-methylprop-2-enyl)thiourea
—— 1-[(2-hydroxy-5-nitrophenyl)methyl]-3-[[(2R)-oxolan-2-yl]methyl]thiourea —— C13H17N3O4S
1-[(2-hydroxy-5-nitrophenyl)methyl]-3-[[(2R)-oxolan-2-yl]methyl]thiourea
—— 1-[(2-hydroxy-5-nitrophenyl)methyl]-3-[[(2S)-oxolan-2-yl]methyl]thiourea —— C13H17N3O4S
1-[(2-hydroxy-5-nitrophenyl)methyl]-3-[[(2S)-oxolan-2-yl]methyl]thiourea
—— 1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-[(4-methoxyphenyl)methyl]thiourea —— C16H17N3O4S
1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-[(4-methoxyphenyl)methyl]thiourea
—— 1-Cyclohexyl-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea —— C14H19N3O3S
1-Cyclohexyl-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea
—— 1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-propan-2-ylthiourea —— C11H15N3O3S
1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-propan-2-ylthiourea
—— 1-Cyclopropyl-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea —— C11H13N3O3S
1-Cyclopropyl-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea
—— 1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-(2-phenylethyl)thiourea —— C16H17N3O3S
1-[(2-Hydroxy-5-nitrophenyl)methyl]-3-(2-phenylethyl)thiourea
—— 1-(3-Chloro-4-fluorophenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea —— C14H11ClFN3O3S
1-(3-Chloro-4-fluorophenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea
—— [2-Oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl] 2-(4-hydroxyphenyl)acetate —— C19H18N2O4
[2-Oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl] 2-(4-hydroxyphenyl)acetate
—— [(2R)-1-(1-adamantylamino)-1-oxopropan-2-yl] 2-(4-hydroxyphenyl)acetate —— C21H27NO4
[(2R)-1-(1-adamantylamino)-1-oxopropan-2-yl] 2-(4-hydroxyphenyl)acetate
—— [(2R)-1-(cyclopropylamino)-1-oxopropan-2-yl] 2-(4-hydroxyphenyl)acetate —— C14H17NO4
[(2R)-1-(cyclopropylamino)-1-oxopropan-2-yl] 2-(4-hydroxyphenyl)acetate
—— [2-Oxo-2-(propylamino)ethyl] 2-(4-hydroxyphenyl)acetate —— C13H17NO4
[2-Oxo-2-(propylamino)ethyl] 2-(4-hydroxyphenyl)acetate
—— [2-(Tert-butylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C14H19NO4
[2-(Tert-butylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [2-(2-Methylpropylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C14H19NO4
[2-(2-Methylpropylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [2-(1-Adamantylmethylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C21H27NO4
[2-(1-Adamantylmethylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [2-[Benzyl(methyl)amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C18H19NO4
[2-[Benzyl(methyl)amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [(2S)-1-(1-adamantylamino)-1-oxopropan-2-yl] 2-(4-hydroxyphenyl)acetate —— C21H27NO4
[(2S)-1-(1-adamantylamino)-1-oxopropan-2-yl] 2-(4-hydroxyphenyl)acetate
—— (2-Morpholin-4-yl-2-oxoethyl) 2-(4-hydroxyphenyl)acetate —— C14H17NO5
(2-Morpholin-4-yl-2-oxoethyl) 2-(4-hydroxyphenyl)acetate
—— [2-[[(1R)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C22H29NO4
[2-[[(1R)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C17H20N2O4
[2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [(2R)-1-amino-1-oxopropan-2-yl] 2-(4-hydroxyphenyl)acetate —— C11H13NO4
[(2R)-1-amino-1-oxopropan-2-yl] 2-(4-hydroxyphenyl)acetate
—— [2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C17H23NO4
[2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [2-(Cyclohexylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C16H21NO4
[2-(Cyclohexylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] 2-(4-hydroxyphenyl)acetate —— C18H19NO4
[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl] 2-(4-hydroxyphenyl)acetate
—— [2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C16H20N2O4
[2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [2-(Cyclopropylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C13H15NO4
[2-(Cyclopropylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [2-(2-Acetylhydrazinyl)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C12H14N2O5
[2-(2-Acetylhydrazinyl)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [2-[[(1S)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C22H29NO4
[2-[[(1S)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C17H23NO4
[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [2-(Ethoxycarbonylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C13H15NO6
[2-(Ethoxycarbonylamino)-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— [2-Oxo-2-(pentan-3-ylamino)ethyl] 2-(4-hydroxyphenyl)acetate —— C15H21NO4
[2-Oxo-2-(pentan-3-ylamino)ethyl] 2-(4-hydroxyphenyl)acetate
—— 3-[(2R)-2-(aminomethyl)spiro[2.4]heptan-2-yl]phenol —— C14H19NO
3-[(2R)-2-(aminomethyl)spiro[2.4]heptan-2-yl]phenol
—— 4-[(2S)-2-(aminomethyl)spiro[2.4]heptan-2-yl]phenol —— C14H19NO
4-[(2S)-2-(aminomethyl)spiro[2.4]heptan-2-yl]phenol
—— 4-[(2R)-2-(aminomethyl)spiro[2.4]heptan-2-yl]phenol —— C14H19NO
4-[(2R)-2-(aminomethyl)spiro[2.4]heptan-2-yl]phenol
—— 4-[[[(3S)-oxolan-3-yl]amino]methyl]benzene-1,2-diol —— C11H15NO3
4-[[[(3S)-oxolan-3-yl]amino]methyl]benzene-1,2-diol
—— (1S,2S,3R)-2-(3-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid —— C11H12O4
(1S,2S,3R)-2-(3-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid
—— (1S,2S,3R)-2-(2-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid —— C11H12O4
(1S,2S,3R)-2-(2-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid
—— (1S,2R,3R)-2-(3-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid —— C11H12O4
(1S,2R,3R)-2-(3-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid
—— (1R,2R)-1-(3,4-dihydroxyphenyl)-2-methylcyclopropane-1-carboxylic acid —— C11H12O4
(1R,2R)-1-(3,4-dihydroxyphenyl)-2-methylcyclopropane-1-carboxylic acid
—— 4-[[[(3R)-oxolan-3-yl]amino]methyl]benzene-1,2-diol —— C11H15NO3
4-[[[(3R)-oxolan-3-yl]amino]methyl]benzene-1,2-diol
—— (1S,2R)-1-(3,4-dihydroxyphenyl)-2-methylcyclopropane-1-carboxylic acid —— C11H12O4
(1S,2R)-1-(3,4-dihydroxyphenyl)-2-methylcyclopropane-1-carboxylic acid
—— (1S,2R,3S)-2-(2-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid —— C11H12O4
(1S,2R,3S)-2-(2-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid
—— (1S,2R,3S)-2-(3-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid —— C11H12O4
(1S,2R,3S)-2-(3-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid
—— (1S,2R,3R)-2-(2-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid —— C11H12O4
(1S,2R,3R)-2-(2-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid
—— (1S,2S,3S)-2-(3-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid —— C11H12O4
(1S,2S,3S)-2-(3-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid
—— (1S,2S,3S)-2-(2-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid —— C11H12O4
(1S,2S,3S)-2-(2-hydroxyphenyl)-3-methoxycyclopropane-1-carboxylic acid
—— rac-(1R,3R)-3-(2-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O3
rac-(1R,3R)-3-(2-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1S,3R)-3-(2-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O3
(1S,3R)-3-(2-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid
—— (1S,3S)-3-(2-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid —— C12H14O3
(1S,3S)-3-(2-hydroxyphenyl)-2,2-dimethylcyclopropane-1-carboxylic acid