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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-Chloro-2-[3-[3-[(5-chloro-2-hydroxyphenyl)methylideneamino]propyl-(3-trimethoxysilylpropyl)amino]propyliminomethyl]phenol 1365148-30-6 C26H37Cl2N3O5Si
4-Chloro-2-[3-[3-[(5-chloro-2-hydroxyphenyl)methylideneamino]propyl-(3-trimethoxysilylpropyl)amino]propyliminomethyl]phenol
—— 4-(4,6-bis(4-fluorophenyl)-1,3,5-triazin-2-yl)benzene-1,3-diol 804548-29-6 C21H13F2N3O2
4-(4,6-bis(4-fluorophenyl)-1,3,5-triazin-2-yl)benzene-1,3-diol
—— (2,6-Diethyl-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-(2-morpholin-4-yl-ethyl)-amine; compound with picric acid 34397-36-9 C6H3N3O7*C19H30N4O
(2,6-Diethyl-phenyl)-(4,5-dihydro-1H-imidazol-2-yl)-(2-morpholin-4-yl-ethyl)-amine; compound with picric acid
—— 3-[1-Hydroxy-2-(3-hydroxy-3-phenyl-propylamino)-ethyl]-phenol 47167-77-1 C17H21NO3
3-[1-Hydroxy-2-(3-hydroxy-3-phenyl-propylamino)-ethyl]-phenol
—— ((7a<i>R</i>)-(7a<i>r</i>)-hexahydropyrrolizin-1<i>c</i>-yl)-methanol; picrate 23179-41-1 C6H3N3O7*C8H15NO
((7a<i>R</i>)-(7a<i>r</i>)-hexahydropyrrolizin-1<i>c</i>-yl)-methanol; picrate
—— 2-Methoxy-6-(2-phenyl-5-pyrazin-2-yl-3,4-dihydro-2H-pyrazol-3-yl)-phenol 75303-22-9 C20H18N4O2
2-Methoxy-6-(2-phenyl-5-pyrazin-2-yl-3,4-dihydro-2H-pyrazol-3-yl)-phenol
—— 4-<2-Cyclohexyliden-aethyl>-m-kresol 782-48-9 C15H20O
4-<2-Cyclohexyliden-aethyl>-m-kresol
—— 4-(2-hydroxy-4,6-dimethoxy-phenyl)-2-methyl-butan-2-ol 684239-45-0 C13H20O4
4-(2-hydroxy-4,6-dimethoxy-phenyl)-2-methyl-butan-2-ol
—— 4-(3-tert-butyl-2-hydroxy-5-methylbenzyl)-6-diethylamino-2,10-dimethyldibenzo[d.g][1.3.2]dioxaphosphocin 251920-11-3 C31H40NO3P
4-(3-tert-butyl-2-hydroxy-5-methylbenzyl)-6-diethylamino-2,10-dimethyldibenzo[d.g][1.3.2]dioxaphosphocin
—— α-Brom-o-hydroxy-zimtsaeure-diethylamid 14813-15-1 C13H16BrNO2
α-Brom-o-hydroxy-zimtsaeure-diethylamid
—— Methyl-dithiocarbamic acid 2,5-dihydroxy-phenyl ester 53635-92-0 C8H9NO2S2
Methyl-dithiocarbamic acid 2,5-dihydroxy-phenyl ester
—— N-<(2-Hydroxy-phenyl)-(5-methyl-(2)-furyl)-methyl>-N-methyl-carbaminsaeure-methylester 7646-31-3 C15H17NO4
N-<(2-Hydroxy-phenyl)-(5-methyl-(2)-furyl)-methyl>-N-methyl-carbaminsaeure-methylester
—— 3-(2,4-dihydroxybenzyl)-4-hydroxy-N-(2-hydroxyethyl)butanamide 1515405-86-3 C13H19NO5
3-(2,4-dihydroxybenzyl)-4-hydroxy-N-(2-hydroxyethyl)butanamide
—— 4-(adamantan-2-ylaminomethyl)benzene-1,3-diol 1157458-60-0 C17H23NO2
4-(adamantan-2-ylaminomethyl)benzene-1,3-diol
—— 6-amino-2-bromo-4-chloro-3-methyl-phenol 876473-21-1 C7H7BrClNO
6-amino-2-bromo-4-chloro-3-methyl-phenol
—— 3,4-dihydroxyphenethyl trifluoroacetate 1056355-55-5 C10H9F3O4
3,4-dihydroxyphenethyl trifluoroacetate
—— 4-(5-Furfuryl-furfuryl)-phenol 93011-80-4 C16H14O3
4-(5-Furfuryl-furfuryl)-phenol
—— 4-(2-Methylbut-3-en-2-yl)guajakol 28012-19-3 C12H16O2
4-(2-Methylbut-3-en-2-yl)guajakol
—— 2-methyl-4-methoxy-5-diethylaminophenol 137290-96-1 C12H19NO2
2-methyl-4-methoxy-5-diethylaminophenol
—— 5-(5-chloro-2-hydroxyphenyl)-3H-1,3,4-oxadiazol-2-one 89892-62-6 C8H5ClN2O3
5-(5-chloro-2-hydroxyphenyl)-3H-1,3,4-oxadiazol-2-one
—— 4-[[2,2-Bis(ethylsulfonyl)-1-(4-hydroxyanilino)ethenyl]amino]phenol 90429-58-6 C18H22N2O6S2
4-[[2,2-Bis(ethylsulfonyl)-1-(4-hydroxyanilino)ethenyl]amino]phenol
—— 2878-92-4 C25H17N3O4S
—— 4-methoxy-5-<(2-methoxypyrid-5-yl)methyl>-2-methylphenol 117653-30-2 C15H17NO3
4-methoxy-5-<(2-methoxypyrid-5-yl)methyl>-2-methylphenol
—— 2-(3-Methoxy-4-hydroxyphenyl)-2-hydroxyacetamidoxim 54669-59-9 C9H12N2O4
2-(3-Methoxy-4-hydroxyphenyl)-2-hydroxyacetamidoxim
—— 2-{[6-(3-chloro-phenylamino)-[1,2,5]oxadiazolo[3,4-b]pyrazin-5-yl]-hydrazonomethyl}-6-methoxy-phenol 851661-26-2 C18H14ClN7O3
2-{[6-(3-chloro-phenylamino)-[1,2,5]oxadiazolo[3,4-b]pyrazin-5-yl]-hydrazonomethyl}-6-methoxy-phenol
—— N-(3'-hydroxybenzyl)hydroxylamine 89937-61-1 C7H9NO2
N-(3'-hydroxybenzyl)hydroxylamine
—— N-Dodecyl-4-hydroxy-3-nitrobenzamid 70382-09-1 C19H30N2O4
N-Dodecyl-4-hydroxy-3-nitrobenzamid
—— tris-(2-(2-hydroxy-4-methylbenzylideneamino)ethyl)amine 138805-06-8 C30H36N4O3
tris-(2-(2-hydroxy-4-methylbenzylideneamino)ethyl)amine
—— 3,4-dicyclohexyloxyphenol 1330575-13-7 C18H26O3
3,4-dicyclohexyloxyphenol
—— 3,4-Dichloro-5-(difluoromethoxy)phenol 1804516-99-1 C7H4Cl2F2O2
3,4-Dichloro-5-(difluoromethoxy)phenol
—— 2,4-dihydroxy-5-methyl-4'-N-(β-methoxyethyl)-aminodiphenylamine 74032-81-8 C16H20N2O3
2,4-dihydroxy-5-methyl-4'-N-(β-methoxyethyl)-aminodiphenylamine
—— (Z)-3-(2,4-Dichloro-phenyl)-2-{[(5,6-diphenyl-[1,2,4]triazin-3-yl)-hydrazono]-phenyl-methyl}-N-(2-hydroxy-4-nitro-phenyl)-acrylamide 118509-14-1 C37H25Cl2N7O4
(Z)-3-(2,4-Dichloro-phenyl)-2-{[(5,6-diphenyl-[1,2,4]triazin-3-yl)-hydrazono]-phenyl-methyl}-N-(2-hydroxy-4-nitro-phenyl)-acrylamide
—— 3-(4-Hydroxy-3-methylphenyl)prop-2-enenitrile 1314759-53-9 C10H9NO
3-(4-Hydroxy-3-methylphenyl)prop-2-enenitrile
—— 2-(2-morpholin-4-yl-cyclopentyl)-benzene-1,4-diol 97442-74-5 C15H21NO3
2-(2-morpholin-4-yl-cyclopentyl)-benzene-1,4-diol
—— 3-Brom-5-methyl-salicylaldehyd-anil 93647-58-6 C14H12BrNO
3-Brom-5-methyl-salicylaldehyd-anil
—— 2-methoxyethyl 4-hydroxybenzimidate hydrochloride 106307-00-0 C10H13NO3*ClH
2-methoxyethyl 4-hydroxybenzimidate hydrochloride
—— 3-(2-hydroxy-4-methoxyphenyl)-5-(3,4-methylenedioxyphenyl)cyclohex-2-en-1-one 101986-19-0 C20H18O5
3-(2-hydroxy-4-methoxyphenyl)-5-(3,4-methylenedioxyphenyl)cyclohex-2-en-1-one
—— (3-Chloro-5-hydroxy-4-methoxy-phenyl)-hydroxy-acetonitrile 54246-10-5 C9H8ClNO3
(3-Chloro-5-hydroxy-4-methoxy-phenyl)-hydroxy-acetonitrile
—— 4,6-dihydroxy-5-methoxy-isophthalaldehyde 28006-90-8 C9H8O5
4,6-dihydroxy-5-methoxy-isophthalaldehyde
—— 4-(2-propenoxy)-2,3-difluorophenol 909111-73-5 C9H8F2O2
4-(2-propenoxy)-2,3-difluorophenol
—— 1,3-dihydroxy-4-(thiophen-2-yl)benzene 365548-62-5 C10H8O2S
1,3-dihydroxy-4-(thiophen-2-yl)benzene
—— 5-<4-Hydroxy-2-methoxy-phenyl>-4,5-dihydro-furan-2-on 14657-81-9 C11H12O4
5-<4-Hydroxy-2-methoxy-phenyl>-4,5-dihydro-furan-2-on
—— 2-N-((S)-1-phenylethyl)salicylaldimine 3266-80-6 C15H15NO
2-N-((S)-1-phenylethyl)salicylaldimine
—— 5.6-dinitro-o-cresol 70637-65-9 C7H6N2O5
5.6-dinitro-o-cresol
—— (4-Hydroxy-3,5-dimethyl-benzyl)-phosphonic acid dimethyl ester 56733-62-1 C11H17O4P
(4-Hydroxy-3,5-dimethyl-benzyl)-phosphonic acid dimethyl ester
—— 5-Phenyl-2-(2-hydroxybenzylidenhydrazono)-3-(4-fluorphenyl)4-oxo-thiazolidin 16113-58-9 C22H16FN3O2S
5-Phenyl-2-(2-hydroxybenzylidenhydrazono)-3-(4-fluorphenyl)4-oxo-thiazolidin
—— 2-Oxo-1-benzyl-4-propyl-5-aethyl-6-<2-hydroxy-3,5-dimethyl-phenyl>-hexahydropyrimidin 5082-99-5 C24H32N2O2
2-Oxo-1-benzyl-4-propyl-5-aethyl-6-<2-hydroxy-3,5-dimethyl-phenyl>-hexahydropyrimidin
—— N-cyclohexyl-N-[(4-hydroxyphenyl)methyl]propane-1-sulfonamide 1444693-90-6 C16H25NO3S
N-cyclohexyl-N-[(4-hydroxyphenyl)methyl]propane-1-sulfonamide
—— Methoxypikrinsaeure 15445-98-4 C7H5N3O8
Methoxypikrinsaeure
—— 4-allyl-2-methoxy-6-(4-methoxybenzyl)aminomethylphenol 94914-93-9 C19H23NO3
4-allyl-2-methoxy-6-(4-methoxybenzyl)aminomethylphenol