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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
—— 4-bromo-2-(((5-mercapto-1,3,4-thiadiazol-2-yl)imino)methyl)phenol 304003-94-9 C9H6BrN3OS2
4-bromo-2-(((5-mercapto-1,3,4-thiadiazol-2-yl)imino)methyl)phenol
—— 2-(3-Hydroxyphenyl)cyclohex-2-en-1-one 1226980-81-9 C12H12O2
2-(3-Hydroxyphenyl)cyclohex-2-en-1-one
—— 3-Fluoro-4-methoxy-1,2-benzenediol 1394953-81-1 C7H7FO3
3-Fluoro-4-methoxy-1,2-benzenediol
—— 1459803-41-8 BrH*C19H23N3O3S
—— N-(p-Nitrosalicyliden)-dehydrovalin-methylester 62125-75-1 C13H14N2O5
N-(p-Nitrosalicyliden)-dehydrovalin-methylester
—— 2,6-dimethoxy-4-hydroxybenzaldehyde-4-phenyl-3-thiosemicarbazone 1415358-84-7 C16H17N3O3S
2,6-dimethoxy-4-hydroxybenzaldehyde-4-phenyl-3-thiosemicarbazone
—— 4-(1-Butylheptyl)-phenol 17508-62-2 C17H28O
4-(1-Butylheptyl)-phenol
—— 2-(((2-((1-(2-hydroxyphenyl)ethylidene)amino)phenyl)imino)methyl)-6-methoxyphenol 1265833-50-8 C22H20N2O3
2-(((2-((1-(2-hydroxyphenyl)ethylidene)amino)phenyl)imino)methyl)-6-methoxyphenol
—— (1,1,1-tris[(3-methoxysalicylideneamino)methyl]ethane) 1327160-50-8 C29H33N3O6
(1,1,1-tris[(3-methoxysalicylideneamino)methyl]ethane)
—— 2-Nitro-6-(1-methylbut-2-enyl)-phenol 27125-84-4 C11H13NO3
2-Nitro-6-(1-methylbut-2-enyl)-phenol
—— 4-Hydroxy-3-methoxy-benzaldehyd-(4-benzoylamino-thiosemicarbazon) 13737-50-3 C16H16N4O3S
4-Hydroxy-3-methoxy-benzaldehyd-(4-benzoylamino-thiosemicarbazon)
—— (5-Bromo-2-hydroxy-phenyl)-furan-2-yl-methanone oxime 97034-87-2 C11H8BrNO3
(5-Bromo-2-hydroxy-phenyl)-furan-2-yl-methanone oxime
—— 4-Hydroxy-3-methoxy-bromacetanilid 53527-08-5 C9H10BrNO3
4-Hydroxy-3-methoxy-bromacetanilid
—— (5-Bromo-4-fluoro-2-hydroxy-phenyl)-(3-hydroxy-pyridin-2-yl)-methanone O-tert-butyl-oxime 162267-73-4 C16H16BrFN2O3
(5-Bromo-4-fluoro-2-hydroxy-phenyl)-(3-hydroxy-pyridin-2-yl)-methanone O-tert-butyl-oxime
—— Methyl-(2,4-dihydroxy-phenyl)-p-tolyl-sulfonium 46795-61-3 C14H15O2S
Methyl-(2,4-dihydroxy-phenyl)-p-tolyl-sulfonium
—— 4-(5-bromo-2-hydroxy-thiobenzoyl)-morpholine 99859-28-6 C11H12BrNO2S
4-(5-bromo-2-hydroxy-thiobenzoyl)-morpholine
—— 6-bromo-2-chloro-3-methyl-4-nitro-phenol 861576-54-7 C7H5BrClNO3
6-bromo-2-chloro-3-methyl-4-nitro-phenol
—— 1-(2-Methyl-butyl)-2-oxy-3-methoxy-benzol 15116-10-6 C12H18O2
1-(2-Methyl-butyl)-2-oxy-3-methoxy-benzol
—— (1S,11S,13S,15S)-11-Allyl-15-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-10,17-dioxa-tricyclo[11.3.1.0<sup>3,8</sup>]heptadeca-3(8),4,6-trien-9-one 313644-81-4 C24H36O5Si
(1S,11S,13S,15S)-11-Allyl-15-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-10,17-dioxa-tricyclo[11.3.1.0<sup>3,8</sup>]heptadeca-3(8),4,6-trien-9-one
—— 3-Brom-4-hydroxy-1-<2-(3-brom-4-hydroxy-5-methoxy-phenyl)-ethylcarbamoylmethyl>-benzol 14140-82-0 C17H17Br2NO4
3-Brom-4-hydroxy-1-<2-(3-brom-4-hydroxy-5-methoxy-phenyl)-ethylcarbamoylmethyl>-benzol
—— 2.4-Dihydroxy-5-isopentyl-benzaldehyd-4-p-tolyl-thiosemicarbazon 18965-16-7 C20H25N3O2S
2.4-Dihydroxy-5-isopentyl-benzaldehyd-4-p-tolyl-thiosemicarbazon
—— 2-cyano-5-(2,5-dihydroxyphenyl)penta-2E,4E-dienoic acid benzylamide 878795-47-2 C19H16N2O3
2-cyano-5-(2,5-dihydroxyphenyl)penta-2E,4E-dienoic acid benzylamide
—— 5-(1-hexylcyclohexyl)resorcinol 951039-76-2 C18H28O2
5-(1-hexylcyclohexyl)resorcinol
—— 5-(1-heptylcyclopentyl)resorcinol 951039-79-5 C18H28O2
5-(1-heptylcyclopentyl)resorcinol
—— 2-amino-4-bromo-3-fluoro-phenol 889939-21-3 C6H5BrFNO
2-amino-4-bromo-3-fluoro-phenol
—— 5-methoxy-4'-bromo-2,2'-[ethylenedioxybis(nitrilomethylidyne)]diphenol 1613027-03-4 C17H17BrN2O5
5-methoxy-4'-bromo-2,2'-[ethylenedioxybis(nitrilomethylidyne)]diphenol
—— 2-[(Z)-2,5-Dichloro-phenylimino]-5-[1-(4-hydroxy-3-methoxy-phenyl)-meth-(Z)-ylidene]-thiazolidin-4-one 18101-17-2 C17H12Cl2N2O3S
2-[(Z)-2,5-Dichloro-phenylimino]-5-[1-(4-hydroxy-3-methoxy-phenyl)-meth-(Z)-ylidene]-thiazolidin-4-one
—— (5E)-5-methylbicyclo[8.2.2]tetradeca-1(13),5,10(14),11-tetraene-11,13-diol 78740-07-5 C15H20O2
(5E)-5-methylbicyclo[8.2.2]tetradeca-1(13),5,10(14),11-tetraene-11,13-diol
—— 4-(Hydroxy-piperidin-2-yl-methyl)-2-methanesulfonylmethyl-phenol 108930-09-2 C14H21NO4S
4-(Hydroxy-piperidin-2-yl-methyl)-2-methanesulfonylmethyl-phenol
—— 2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 351457-33-5 C13H19BO3
2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
—— 5-bromo-3,3',5'-trinitro-biphenyl-2,2'-diol 107192-04-1 C12H6BrN3O8
5-bromo-3,3',5'-trinitro-biphenyl-2,2'-diol
—— N-(3,5-dibromosalicylidene)-2,3,4,5,6-pentafluoroaniline 916849-84-8 C13H4Br2F5NO
N-(3,5-dibromosalicylidene)-2,3,4,5,6-pentafluoroaniline
—— 5-bromo-2-hydroxybenzimidamide 851382-94-0 C7H7BrN2O
5-bromo-2-hydroxybenzimidamide
—— dimethyl 2-[3-(2-hydroxyethyl)-4-methoxybenzyl]malonate 478929-71-4 C15H20O6
dimethyl 2-[3-(2-hydroxyethyl)-4-methoxybenzyl]malonate
—— Flm 5011 50652-76-1 C19H31NO2
Flm 5011
—— 4-bromo-2-[[(2,6-difluorophenyl)methylene]amino]-5-fluorophenol 1016235-21-4 C13H7BrF3NO
4-bromo-2-[[(2,6-difluorophenyl)methylene]amino]-5-fluorophenol
—— 4-(Di-prop-2-ynyl-amino)-3,5-dimethyl-phenol 23478-21-9 C14H15NO
4-(Di-prop-2-ynyl-amino)-3,5-dimethyl-phenol
—— N-2-(4′-hydroxyphenyl)ethyl-N′-hydroxyguanidine hydrochloride 1443827-19-7 C9H13N3O2*ClH
N-2-(4′-hydroxyphenyl)ethyl-N′-hydroxyguanidine hydrochloride
—— 2-(2-hydroxy-3-methoxyphenyl)-2-thiazoline 1062213-56-2 C10H11NO2S
2-(2-hydroxy-3-methoxyphenyl)-2-thiazoline
—— 4-hydroxy-(Z)-N-[2-amino-1,2-dicyanovinyl]formamidine 849204-91-7 C11H9N5O
4-hydroxy-(Z)-N-[2-amino-1,2-dicyanovinyl]formamidine
—— 1361117-97-6 C17H24Br2O2Si
—— 5,6-dihydroxy-2-o-hydroxyphenyl-4H-1,3,4-oxadiazin-5-one 28669-14-9 C9H8N2O3
5,6-dihydroxy-2-o-hydroxyphenyl-4H-1,3,4-oxadiazin-5-one
—— 2-(2-dichloromethylene-cyclohexyl)-4-methyl-phenol 103155-58-4 C14H16Cl2O
2-(2-dichloromethylene-cyclohexyl)-4-methyl-phenol
—— 1417183-01-7 C16H17NO3*ClH
—— 2-bromo-5-hydroxy-4-[(Z)-C-(3-hydroxypyridin-2-yl)-N-[(2-methylpropan-2-yl)oxy]carbonimidoyl]benzonitrile 162268-33-9 C17H16BrN3O3
2-bromo-5-hydroxy-4-[(Z)-C-(3-hydroxypyridin-2-yl)-N-[(2-methylpropan-2-yl)oxy]carbonimidoyl]benzonitrile
—— 1248662-07-8 C22H20N2O3
—— ethyl 4,5-dihydro-3-(2-hydroxyphenyl)isoxazole-5-carboxylate 165532-43-4 C12H13NO4
ethyl 4,5-dihydro-3-(2-hydroxyphenyl)isoxazole-5-carboxylate
—— (4S)-(2'-hydroxy-5'-methylphenyl)pentanol 399535-21-8 C12H18O2
(4S)-(2'-hydroxy-5'-methylphenyl)pentanol
—— 1-[5-(4-Hydroxy-3-methoxy-phenyl)-3-(1H-indol-3-yl)-4,5-dihydro-pyrazol-1-yl]-ethanone 716305-03-2 C20H19N3O3
1-[5-(4-Hydroxy-3-methoxy-phenyl)-3-(1H-indol-3-yl)-4,5-dihydro-pyrazol-1-yl]-ethanone
—— 1237132-96-5 C46H62O4