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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
—— 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
—— 4-chloro-N-[(5-hydroxy-2-nitrophenyl)methylideneamino]benzamide 329081-35-8 C14H10ClN3O4
4-chloro-N-[(5-hydroxy-2-nitrophenyl)methylideneamino]benzamide
—— N-[(5-hydroxy-2-nitrophenyl)methylideneamino]pyridine-3-carboxamide 330646-37-2 C13H10N4O4
N-[(5-hydroxy-2-nitrophenyl)methylideneamino]pyridine-3-carboxamide
—— (R)-Dobutamine 61661-05-0 C18H23NO3
(R)-Dobutamine
—— 4-[(2-Hydroxyphenyl)methylidene]-3-phenyl-1,2-oxazol-5-one 54754-45-9 C16H11NO3
4-[(2-Hydroxyphenyl)methylidene]-3-phenyl-1,2-oxazol-5-one
—— 4-Chloro-6-[(4-chloroanilino)methylidene]-2-iodocyclohexa-2,4-dien-1-one 500551-52-0 C13H8Cl2INO
4-Chloro-6-[(4-chloroanilino)methylidene]-2-iodocyclohexa-2,4-dien-1-one
—— 4,4'-(1-Methylpentylidene)bisphenol 14007-30-8 C18H22O2
4,4'-(1-Methylpentylidene)bisphenol
—— 4-Nonyl-o-cresol 14417-90-4 C16H26O
4-Nonyl-o-cresol
—— magnesium styphnate 13255-27-1 C6HN3O8*Mg
magnesium styphnate
—— Bis-(3-hydroxy-p-tolylammonium)sulfate —— C14H20N2O6S
Bis-(3-hydroxy-p-tolylammonium)sulfate
—— 1-Amino-2-(4-hydroxyphenyl)guanidine;nitric acid 94221-21-3 C7H10N4O*HNO3
1-Amino-2-(4-hydroxyphenyl)guanidine;nitric acid
—— 2,5-bis-{[bis-(2-chloro-ethyl)-amino]-methyl}-hydroquinone 4420-79-5 C16H24Cl4N2O2
2,5-bis-{[bis-(2-chloro-ethyl)-amino]-methyl}-hydroquinone
—— 3-(4-Oxocyclohexa-2,5-dien-1-ylidene)carbazamidine 7316-92-9 C7H8N4O
3-(4-Oxocyclohexa-2,5-dien-1-ylidene)carbazamidine
—— ST 1552 (Sympathomimetic agent) 41621-46-9 C24H36N2O6
ST 1552 (Sympathomimetic agent)
—— Titanium(2+) phenoxide--hydrogen chloride (1/2/2) 2234-06-2 C12H12Cl2O2Ti
Titanium(2+) phenoxide--hydrogen chloride (1/2/2)
—— 4-[(S)-hydroxy-[(2R)-piperidin-2-yl]methyl]benzene-1,2-diol;hydrobromide 31842-61-2 C12H18BrNO3
4-[(S)-hydroxy-[(2R)-piperidin-2-yl]methyl]benzene-1,2-diol;hydrobromide
—— Metoquinone 622-91-3 C20H24N2O4
Metoquinone
—— Isoetarine 79490-84-9 C13H21NO3
Isoetarine
—— Tris(m-methylphenyl) phosphite 620-38-2 C21H21O6P
Tris(m-methylphenyl) phosphite
—— 2-Methyldopamine 53622-73-4 C9H13NO2
2-Methyldopamine
—— Hydron;4-[2-[6-(2-phenylethylamino)hexylamino]ethyl]benzene-1,2-diol;dichloride —— C22H34Cl2N2O2
Hydron;4-[2-[6-(2-phenylethylamino)hexylamino]ethyl]benzene-1,2-diol;dichloride