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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
—— P-Nitrocresol 58882-68-1 C14H14N2O6
P-Nitrocresol
—— (E)-3-(4-Hydroxy-3-methoxy-phenyl)-2-nitro-acrylonitrile 58046-27-8 C10H8N2O4
(E)-3-(4-Hydroxy-3-methoxy-phenyl)-2-nitro-acrylonitrile
—— cis-2,3-dihydroxy-6-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol 58330-31-7 C11H15NO3
cis-2,3-dihydroxy-6-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-5-ol
—— 6-Amino-6,7,8,9-tetrahydro-5H-benzo[7]annulene-2,3,5-triol--hydrogen chloride (1/1) 52079-42-2 C11H16ClNO3
6-Amino-6,7,8,9-tetrahydro-5H-benzo[7]annulene-2,3,5-triol--hydrogen chloride (1/1)
—— 2-(4-Chloro-2-fluoro-5-hydroxyphenyl)-3a,4,5,6,7,7a-hexahydro-1H-indazol-3-one 122855-12-3 C13H14ClFN2O2
2-(4-Chloro-2-fluoro-5-hydroxyphenyl)-3a,4,5,6,7,7a-hexahydro-1H-indazol-3-one
—— 3-[2-(Tert-butylamino)-1-hydroxyethyl]phenol;hydrochloride 36674-59-6 C12H20ClNO2
3-[2-(Tert-butylamino)-1-hydroxyethyl]phenol;hydrochloride
—— N-Carbamimidoyl-3-hydroxy-4,5-dimethoxybenzene-1-carbohydrazonic acid--sulfuric acid (2/1) 35607-24-0 C20H30N8O12S
N-Carbamimidoyl-3-hydroxy-4,5-dimethoxybenzene-1-carbohydrazonic acid--sulfuric acid (2/1)
—— N-Carbamimidoyl-3,4-dihydroxy-5-methoxybenzene-1-carbohydrazonic acid--sulfuric acid (2/1) 35607-26-2 C18H26N8O12S
N-Carbamimidoyl-3,4-dihydroxy-5-methoxybenzene-1-carbohydrazonic acid--sulfuric acid (2/1)
—— Benzoic acid, 3,4-dihydroxy-5-methoxy-, 2-(aminoiminomethyl)hydrazide, monohydrochloride 37055-69-9 C9H12N4O4
Benzoic acid, 3,4-dihydroxy-5-methoxy-, 2-(aminoiminomethyl)hydrazide, monohydrochloride
—— 4-(Methylamino)-2-methyl-phenol 45804-36-2 C8H11NO
4-(Methylamino)-2-methyl-phenol
—— (S,R)-(+)-rimiterol 32953-89-2 C12H17NO3
(S,R)-(+)-rimiterol
—— Unii-X22CE72unh 30230-52-5 C27H36O3
Unii-X22CE72unh
—— Unii-O7TO8QV9YC 26967-65-7 C30H42O3
Unii-O7TO8QV9YC
—— 4-Amyl-2-(P-hydroxyphenyl)-1-phenyl-3,5-pyrazolidinedione 22204-76-8 C20H22N2O3
4-Amyl-2-(P-hydroxyphenyl)-1-phenyl-3,5-pyrazolidinedione
—— Phenol, 2-chloro-6-nitro-4-(1,1,3,3-tetramethylbutyl)- 17199-21-2 C14H20ClNO3
Phenol, 2-chloro-6-nitro-4-(1,1,3,3-tetramethylbutyl)-
—— 2-bromo-4-<i>tert</i>-butyl-6-nitro-phenol 17199-23-4 C10H12BrNO3
2-bromo-4-<i>tert</i>-butyl-6-nitro-phenol
—— 2-Hexyl-M-cresol 17140-34-0 C13H20O
2-Hexyl-M-cresol
—— 1-(p-Hydroxyphenyl)-4-isopropyl-2-phenyl-3,5-pyrazolidinedione 14845-08-0 C18H18N2O3
1-(p-Hydroxyphenyl)-4-isopropyl-2-phenyl-3,5-pyrazolidinedione
—— cyclopentylbutanephrine 18866-80-3 C15H23NO3
cyclopentylbutanephrine
—— (+/-)-KWD 2016 18866-77-8 C13H19NO3
(+/-)-KWD 2016
—— Phenol, 5-(dimethylamino)-4-methyl-2-nitroso- 6265-11-8 C9H12N2O2
Phenol, 5-(dimethylamino)-4-methyl-2-nitroso-
—— N-Butyl-noradrenalin 1951-20-8 C12H19NO3
N-Butyl-noradrenalin
—— Amyltricresols, secondary 8063-33-0 C12H18O
Amyltricresols, secondary
—— (+/-)-N-n-propylnoradrenaline 7376-69-4 C11H17NO3
(+/-)-N-n-propylnoradrenaline
—— N-Isobutyl-noradrenalin 739301-51-0 C12H19NO3
N-Isobutyl-noradrenalin
—— 5-(Diethylamino)-4-methyl-2-nitrosophenol 6265-09-4 C11H16N2O2
5-(Diethylamino)-4-methyl-2-nitrosophenol
—— Bamethan sulfate 5716-20-1 C24H40N2O8S
Bamethan sulfate
—— Malononitrile, (5-chloro-2-hydroxybenzylidene)- 5348-77-6 C10H5ClN2O
Malononitrile, (5-chloro-2-hydroxybenzylidene)-
—— 4-[2-(ethylamino)-1-hydroxyethyl]benzene-1,2-diol;hydron;chloride —— C10H16ClNO3
4-[2-(ethylamino)-1-hydroxyethyl]benzene-1,2-diol;hydron;chloride
—— Methyl 1-(2-hydroxyphenyl)-2-oxo-cyclopent-3-ene-1-carboxylate 107021-37-4 C13H12O4
Methyl 1-(2-hydroxyphenyl)-2-oxo-cyclopent-3-ene-1-carboxylate
—— o-CRESOL, alpha,alpha'-(HEXAMETHYLENEDINITRILO)DI- 4081-35-0 C20H24N2O2
o-CRESOL, alpha,alpha'-(HEXAMETHYLENEDINITRILO)DI-
—— Ethyladrenaline 2947-00-4 C10H15NO3
Ethyladrenaline
—— sodium;4-nitro-3-(trifluoromethyl)phenolate —— C7H3F3NNaO3
sodium;4-nitro-3-(trifluoromethyl)phenolate
—— 4-(2-((3-Amino-4-pyridyl)amino)ethyl)catechol 451-75-2 C13H15N3O2
4-(2-((3-Amino-4-pyridyl)amino)ethyl)catechol
—— Sodium;2-cyclohexyl-4,6-dinitrophenolate —— C12H13N2NaO5
Sodium;2-cyclohexyl-4,6-dinitrophenolate
—— Isoprenaline sulphate 6779-80-2 C22H36N2O10S
Isoprenaline sulphate
—— 4-(cyclohex-1-en-3-yl)-2-methylbenzene-1,3-diol 1229193-40-1 C13H16O2
4-(cyclohex-1-en-3-yl)-2-methylbenzene-1,3-diol
—— 2-(cyclohexylsulfanyl)benzene-1,4-diol 441764-31-4 C12H16O2S
2-(cyclohexylsulfanyl)benzene-1,4-diol
—— 4-amino-2-methyl-resorcinol 856079-51-1 C7H9NO2
4-amino-2-methyl-resorcinol
—— 4,6-di(cyclohex-1-en-3-yl)-2-methylbenzene-1,3-diol 1229193-41-2 C19H24O2
4,6-di(cyclohex-1-en-3-yl)-2-methylbenzene-1,3-diol
—— 3-methoxy-2,4-dimethylphenol 81633-95-6 C9H12O2
3-methoxy-2,4-dimethylphenol
—— 1,1',1",1‴-((1<sup>4</sup>,1<sup>6</sup>,3<sup>4</sup>,3<sup>6</sup>,5<sup>4</sup>,5<sup>6</sup>,7<sup>4</sup>,7<sup>6</sup>-octahydroxy-1<sup>5</sup>,3<sup>5</sup>,5<sup>5</sup>,7<sup>5</sup>-tetramethyl-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-2,4,6,8-tetrayl)tetrakis(propane-3,1-diyl))tetrakis(3-phenylurea) 1200829-45-3 C72H80N8O12
1,1',1",1‴-((1<sup>4</sup>,1<sup>6</sup>,3<sup>4</sup>,3<sup>6</sup>,5<sup>4</sup>,5<sup>6</sup>,7<sup>4</sup>,7<sup>6</sup>-octahydroxy-1<sup>5</sup>,3<sup>5</sup>,5<sup>5</sup>,7<sup>5</sup>-tetramethyl-1,3,5,7(1,3)-tetrabenzenacyclooctaphane-2,4,6,8-tetrayl)tetrakis(propane-3,1-diyl))tetrakis(3-phenylurea)
—— Ethyl-(E)-β-(2,5-dihydroxyphenylthio)-crotonat 59483-96-4 C12H14O4S
Ethyl-(E)-β-(2,5-dihydroxyphenylthio)-crotonat
—— 4-(3-Hydroxyhexyl)-2-methoxyphenol 39728-78-4 C13H20O3
4-(3-Hydroxyhexyl)-2-methoxyphenol
—— 904236-71-1 C14H12ClNO2
—— 3-(2,5-dihydroxyphenyl)dihydrofuran-2(3H)-one 1621232-66-3 C10H10O4
3-(2,5-dihydroxyphenyl)dihydrofuran-2(3H)-one
—— 4-(2-bromoethoxy)-3-methoxyphenol 1262778-69-7 C9H11BrO3
4-(2-bromoethoxy)-3-methoxyphenol
—— 5-[(E)-2-[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]ethenyl]-2-methoxyphenol 1613391-32-4 C17H13ClN2O3
5-[(E)-2-[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]ethenyl]-2-methoxyphenol
—— N-(3,5-dimethyl-4-hydroxyphenyl)-4-(4-chlorophenyl)-1,3-thiazole-2-amine 1299975-22-6 C17H15ClN2OS
N-(3,5-dimethyl-4-hydroxyphenyl)-4-(4-chlorophenyl)-1,3-thiazole-2-amine
—— 2,3,5,6-tetrakis(cyclohexylsulfanyl)benzene-1,4-diol 1028684-70-9 C30H46O2S4
2,3,5,6-tetrakis(cyclohexylsulfanyl)benzene-1,4-diol