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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
—— 2,6-Dimethyl-4-nonylphenol 67990-03-8 C17H28O
2,6-Dimethyl-4-nonylphenol
—— 5-Tert-butyl-2-methoxy-4-prop-1-enylphenol 67907-33-9 C14H20O2
5-Tert-butyl-2-methoxy-4-prop-1-enylphenol
—— 4-Allyl-5-(tert-butyl)-2-methoxyphenol 67874-75-3 C14H20O2
4-Allyl-5-(tert-butyl)-2-methoxyphenol
—— Methyl 2,4-dihydroxyphenylglycolate 67828-37-9 C9H8O5
Methyl 2,4-dihydroxyphenylglycolate
—— 1,3-Diisocyanato-2-methylbenzene;2-ethyl-2-(hydroxymethyl)propane-1,3-diol;phenol —— C21H26N2O6
1,3-Diisocyanato-2-methylbenzene;2-ethyl-2-(hydroxymethyl)propane-1,3-diol;phenol
—— 2-Methoxy-4-prop-2-enylphenol;oxozinc —— C10H12O3Zn
2-Methoxy-4-prop-2-enylphenol;oxozinc
—— Hydron;4-[1-hydroxy-2-(propan-2-ylamino)ethyl]-2-methoxyphenol;chloride 1420-27-5 C12H20ClNO3
Hydron;4-[1-hydroxy-2-(propan-2-ylamino)ethyl]-2-methoxyphenol;chloride
—— 6-Chlor-4-hydroxy-3-methoxy-benzylalkohol 18268-77-4 C8H9ClO3
6-Chlor-4-hydroxy-3-methoxy-benzylalkohol
—— 4-Allyl-2-[(3-hydroxy-propylamino)-methyl]-6-methoxy-phenol 54219-81-7 C14H21NO3
4-Allyl-2-[(3-hydroxy-propylamino)-methyl]-6-methoxy-phenol
—— 4-Allyl-2-[(1-hydroxymethyl-propylamino)-methyl]-6-methoxy-phenol 54219-85-1 C15H23NO3
4-Allyl-2-[(1-hydroxymethyl-propylamino)-methyl]-6-methoxy-phenol
—— 4-Allyl-2-[(2-hydroxy-2-phenyl-ethylamino)-methyl]-6-methoxy-phenol 54219-86-2 C19H23NO3
4-Allyl-2-[(2-hydroxy-2-phenyl-ethylamino)-methyl]-6-methoxy-phenol
—— Phenol, 2,2'-(((2-hydroxyethyl)imino)bis(methylene))bis(6-methoxy-4-(2-propenyl)- 54219-88-4 C24H31NO5
Phenol, 2,2'-(((2-hydroxyethyl)imino)bis(methylene))bis(6-methoxy-4-(2-propenyl)-
—— 4-Allyl-2-[(2-hydroxy-propylamino)-methyl]-6-methoxy-phenol 54219-84-0 C14H21NO3
4-Allyl-2-[(2-hydroxy-propylamino)-methyl]-6-methoxy-phenol
—— 4-Allyl-2-[(3-ethoxy-propylamino)-methyl]-6-methoxy-phenol 54219-83-9 C16H25NO3
4-Allyl-2-[(3-ethoxy-propylamino)-methyl]-6-methoxy-phenol
—— 4-Allyl-2-{[(2-hydroxy-ethyl)-methyl-amino]-methyl}-6-methoxy-phenol 54219-87-3 C14H21NO3
4-Allyl-2-{[(2-hydroxy-ethyl)-methyl-amino]-methyl}-6-methoxy-phenol
—— 4-Allyl-2-methoxy-6-[(2-methoxy-ethylamino)-methyl]-phenol 54219-79-3 C14H21NO3
4-Allyl-2-methoxy-6-[(2-methoxy-ethylamino)-methyl]-phenol
—— 4-Allyl-2-methoxy-6-[(3-methoxy-propylamino)-methyl]-phenol 54219-82-8 C15H23NO3
4-Allyl-2-methoxy-6-[(3-methoxy-propylamino)-methyl]-phenol
—— 4-Allyl-2-[(2-ethoxy-ethylamino)-methyl]-6-methoxy-phenol 54219-80-6 C15H23NO3
4-Allyl-2-[(2-ethoxy-ethylamino)-methyl]-6-methoxy-phenol
—— 2-<N.N-Bis-(2-chlorethyl)-aminomethyl>-4-nitrophenol 56537-91-8 C11H14Cl2N2O3
2-<N.N-Bis-(2-chlorethyl)-aminomethyl>-4-nitrophenol
—— 3-Morpholinomethyl-brenzcatechin 6452-83-1 C11H15NO3
3-Morpholinomethyl-brenzcatechin
—— Tin(II); 4-nitro-phenolate 57936-22-8 2C6H4NO3*Sn
Tin(II); 4-nitro-phenolate
—— 3,5-Dichlor-4-methoxy-phenol 56680-68-3 C7H6Cl2O2
3,5-Dichlor-4-methoxy-phenol
—— 3-Chloro-4-methylcatechol 174509-39-8 C7H7ClO2
3-Chloro-4-methylcatechol
—— p-Nitrophenol mercury(II) salt 22098-38-0 C12H8HgN2O6
p-Nitrophenol mercury(II) salt
—— Lead, (N-nitro-1H-tetrazol-5-aminato)(2,4,6-trinitro-1,3-benzenediolato(2-))di- 19651-80-0 C7HN9O10Pb2
Lead, (N-nitro-1H-tetrazol-5-aminato)(2,4,6-trinitro-1,3-benzenediolato(2-))di-
—— Einecs 239-414-3 15394-93-1 C16H12ClN5O4
Einecs 239-414-3
—— 2-Chloro-4-hydroxy-3,5-dimethoxybenzyl alcohol 169337-51-3 C9H11ClO4
2-Chloro-4-hydroxy-3,5-dimethoxybenzyl alcohol
—— <i>S</i>-(2,5-Dihydroxy-phenyl)-isothioharnstoff 43162-29-4 C7H8N2O2S
<i>S</i>-(2,5-Dihydroxy-phenyl)-isothioharnstoff
—— 4-Amino-2-methylphenol, sulfate —— C14H20N2O6S
4-Amino-2-methylphenol, sulfate
—— Phenol, 2,2'-[oxybis(2,1-ethanediylthiomethylene)]bis[4-methyl-6-nonyl- 4142-74-9 C38H62O3S2
Phenol, 2,2'-[oxybis(2,1-ethanediylthiomethylene)]bis[4-methyl-6-nonyl-
—— hydron;4-[(1S,2R)-1-hydroxy-2-(propan-2-ylamino)butyl]benzene-1,2-diol;chloride —— C13H22ClNO3
hydron;4-[(1S,2R)-1-hydroxy-2-(propan-2-ylamino)butyl]benzene-1,2-diol;chloride
—— 4-Chloro-6-ethyl-alpha-(methylimino)-o-cresol 56911-71-8 C10H12ClNO
4-Chloro-6-ethyl-alpha-(methylimino)-o-cresol
—— (3-chloro-4-hydroxyphenyl)mercury;hydrate —— C6H6ClHgO2
(3-chloro-4-hydroxyphenyl)mercury;hydrate
—— Terbutaline Sulfate 23031-32-5 C24H40N2O10S
Terbutaline Sulfate
—— Calcium;3-hydroxy-4-methoxybenzenesulfonate —— C14H14CaO10S2
Calcium;3-hydroxy-4-methoxybenzenesulfonate
—— 1-(5-(2-hydroxyphenyl)-3-(thiophen-2-yl)-4,5-dihydro-1H-pyrazol-1-yl)ethanone 131557-39-6 C15H14N2O2S
1-(5-(2-hydroxyphenyl)-3-(thiophen-2-yl)-4,5-dihydro-1H-pyrazol-1-yl)ethanone
—— 2-(4-chlorophenoxy)-N-[(2-hydroxy-3-methoxyphenyl)methylideneamino]acetamide 6643-91-0 C16H15ClN2O4
2-(4-chlorophenoxy)-N-[(2-hydroxy-3-methoxyphenyl)methylideneamino]acetamide
—— 4-(2-hydroxy-3-methoxy-thiobenzoyl)-morpholine 70733-87-8 C12H15NO3S
4-(2-hydroxy-3-methoxy-thiobenzoyl)-morpholine
—— 4-[(1R)-1-hydroxypropyl]-2-methoxyphenol 210555-52-5 C10H14O3
4-[(1R)-1-hydroxypropyl]-2-methoxyphenol
—— 4-Chloro-2-[(6-methylpyridin-2-yl)iminomethyl]phenol 303797-00-4 C13H11ClN2O
4-Chloro-2-[(6-methylpyridin-2-yl)iminomethyl]phenol
—— 5(4H)-Isoxazolone, 4-[(3-hydroxyphenyl)methylene]-3-phenyl- 54754-44-8 C16H11NO3
5(4H)-Isoxazolone, 4-[(3-hydroxyphenyl)methylene]-3-phenyl-
—— 4-{[1-(2-Hydroxy-3-methoxy-phenyl)-meth-(E)-ylidene]-amino}-benzonitrile 5226-92-6 C15H12N2O2
4-{[1-(2-Hydroxy-3-methoxy-phenyl)-meth-(E)-ylidene]-amino}-benzonitrile
—— 4-((pyridin-2-ylimino)methyl)phenol 73447-08-2 C12H10N2O
4-((pyridin-2-ylimino)methyl)phenol
—— 1,2-Ethanediol, 1-(4-hydroxy-3-methoxyphenyl)-, (1S)- 87171-17-3 C9H12O4
1,2-Ethanediol, 1-(4-hydroxy-3-methoxyphenyl)-, (1S)-
—— 1,2-Ethanediol, 1-(4-hydroxy-3-methoxyphenyl)-, (R)- 87171-18-4 C9H12O4
1,2-Ethanediol, 1-(4-hydroxy-3-methoxyphenyl)-, (R)-
—— 2-morpholino-5-vanillylidene-thiazol-4-one 101113-19-3 C15H16N2O4S
2-morpholino-5-vanillylidene-thiazol-4-one
—— 5-Methyl-2-[(3-methylbenzylidene)amino]phenol 303769-75-7 C15H15NO
5-Methyl-2-[(3-methylbenzylidene)amino]phenol
—— 2-((2,4-Dichloro-phenylimino)-methyl)-4-nitro-phenol 5375-40-6 C13H8Cl2N2O3
2-((2,4-Dichloro-phenylimino)-methyl)-4-nitro-phenol
—— 2-[(E)-(benzylimino)methyl]-4-bromophenol 53848-15-0 C14H12BrNO
2-[(E)-(benzylimino)methyl]-4-bromophenol
—— 5-(2-hydroxyphenylmethylene)-2-piperidino-4-oxo-2-thiazoline 81182-99-2 C15H16N2O2S
5-(2-hydroxyphenylmethylene)-2-piperidino-4-oxo-2-thiazoline