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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
—— 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
—— Ethyl-(Z)-β-(2,5-dihydroxyphenylthio)-crotonat 59483-94-2 C12H14O4S
Ethyl-(Z)-β-(2,5-dihydroxyphenylthio)-crotonat
—— allyl 3-fluoro-4-hydroxyphenyl selenide 934996-93-7 C9H9FOSe
allyl 3-fluoro-4-hydroxyphenyl selenide
—— 1.2-Bis-<2'.4'-dihydroxy-benzoyl>-ethylen 92965-41-8 C16H12O6
1.2-Bis-<2'.4'-dihydroxy-benzoyl>-ethylen
—— N-(4-hydroxyphenyl) N'-hydroxyguanidine 359818-91-0 C7H9N3O2
N-(4-hydroxyphenyl) N'-hydroxyguanidine
—— 4',4',6,6-tetramethyl-3-(4-hydroxy-3-methoxyphenyl)-3,5,6,7-tetrahydrospiro[benzofuran-2(4H),1'-cyclohexane]-2',4,6'-trione 1193375-07-3 C24H28O6
4',4',6,6-tetramethyl-3-(4-hydroxy-3-methoxyphenyl)-3,5,6,7-tetrahydrospiro[benzofuran-2(4H),1'-cyclohexane]-2',4,6'-trione
—— 4-bromo-2-fluoro-6-iodophenol 1228093-50-2 C6H3BrFIO
4-bromo-2-fluoro-6-iodophenol
—— 11-deoxy-10-α-hydroxyapicularen A 1351395-53-3 C25H31NO6
11-deoxy-10-α-hydroxyapicularen A
—— 3-[5-(4-Hydroxy-3-methoxy-benzyl)-4,5-dihydro-isoxazol-3-yl]-propionic acid 128317-01-1 C14H17NO5
3-[5-(4-Hydroxy-3-methoxy-benzyl)-4,5-dihydro-isoxazol-3-yl]-propionic acid
—— 4-methyl-2-hydroxyphenyl disulfide 33931-33-8 C14H14O2S2
4-methyl-2-hydroxyphenyl disulfide
—— 5-Methyl-2-aethylmercapto-phenol 23385-51-5 C9H12OS
5-Methyl-2-aethylmercapto-phenol
—— Pyrrolidine-1-carbodithioic acid 2,5-dihydroxy-phenyl ester 53635-91-9 C11H13NO2S2
Pyrrolidine-1-carbodithioic acid 2,5-dihydroxy-phenyl ester
—— 3-benzoyl-2-(4-hydroxy-3-methoxyphenyl)thiazolidine 133600-76-7 C17H17NO3S
3-benzoyl-2-(4-hydroxy-3-methoxyphenyl)thiazolidine
—— 2-<2-hydroxy-1-(isopropylthio)ethyl>-p-cresol 121836-00-8 C12H18O2S
2-<2-hydroxy-1-(isopropylthio)ethyl>-p-cresol
—— 4-hydroxybenzylidene-2-hydroxyaniline 17065-03-1 C13H11NO2
4-hydroxybenzylidene-2-hydroxyaniline
—— 4-{[(2-hydroxyphenyl)amino]methylidene}cyclohexa-2,5-dien-1-one 17065-03-1 C13H11NO2
4-{[(2-hydroxyphenyl)amino]methylidene}cyclohexa-2,5-dien-1-one
—— 5-tert-Pentylguajacol 117681-87-5 C12H18O2
5-tert-Pentylguajacol
—— 6-methoxy-2(3-methylbut-2-enoyl)phenol 98910-60-2 C12H14O3
6-methoxy-2(3-methylbut-2-enoyl)phenol
—— Vanillin-carbonyl-13C 63057-71-6 C8H8O3
Vanillin-carbonyl-13C
—— 2,3,4-trihydroxy-5-methoxy-benzaldehyde 87997-31-7 C8H8O5
2,3,4-trihydroxy-5-methoxy-benzaldehyde
—— 3-{5-[1-(4-Hydroxy-3-methoxy-phenyl)-meth-(Z)-ylidene]-4-oxo-2-thioxo-thiazolidin-3-yl}-propionic acid 7025-18-5 C14H13NO5S2
3-{5-[1-(4-Hydroxy-3-methoxy-phenyl)-meth-(Z)-ylidene]-4-oxo-2-thioxo-thiazolidin-3-yl}-propionic acid
—— 4-(Bis-ethylsulfanyl-methyl)-2-iodo-phenol 91238-73-2 C11H15IOS2
4-(Bis-ethylsulfanyl-methyl)-2-iodo-phenol
—— 3-methyl-2-thioxo-5-vanillylidene-thiazolidin-4-one 23517-87-5 C12H11NO3S2
3-methyl-2-thioxo-5-vanillylidene-thiazolidin-4-one
—— 4-chloro-2-pentyl-phenol 13081-16-8 C11H15ClO
4-chloro-2-pentyl-phenol
—— 2-hydroxy-3-methoxy-5-methyl-benzonitrile 6948-31-8 C9H9NO2
2-hydroxy-3-methoxy-5-methyl-benzonitrile
—— 2-Thioxo-5-(3-methoxy-4-hydroxy-5-bromo-benzylidene)-thiazolidin-3-one 127378-23-8 C11H8BrNO3S2
2-Thioxo-5-(3-methoxy-4-hydroxy-5-bromo-benzylidene)-thiazolidin-3-one
—— methyl 7-(4-hydroxy-3-methoxyphenyl)-6-(2-thenoyl)-4,7-dihydrotetrazolo[1,5-a]pyrimidine-5-carboxylate 947077-29-4 C18H15N5O5S
methyl 7-(4-hydroxy-3-methoxyphenyl)-6-(2-thenoyl)-4,7-dihydrotetrazolo[1,5-a]pyrimidine-5-carboxylate
—— 1-[3-(furan-2-yl)-4,5-dihydro-5-(4-hydroxy-3-methoxyphenyl)-pyrazol-1-yl]ethanone 1290605-08-1 C16H16N2O4
1-[3-(furan-2-yl)-4,5-dihydro-5-(4-hydroxy-3-methoxyphenyl)-pyrazol-1-yl]ethanone
—— 2-Methoxy-4-{[(E)-3-nitro-phenylimino]-methyl}-phenol 58285-76-0 C14H12N2O4
2-Methoxy-4-{[(E)-3-nitro-phenylimino]-methyl}-phenol
—— 3-(3-Chloro-4-hydroxy-5-methoxy-phenyl)-propionic acid methyl ester 77092-55-8 C11H13ClO4
3-(3-Chloro-4-hydroxy-5-methoxy-phenyl)-propionic acid methyl ester
—— 2-(triphenylsilyl)phenol 18738-00-6 C24H20OSi
2-(triphenylsilyl)phenol