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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
—— 2-methoxy-4-((trifluoromethyl)thio)phenol —— C8H7F3O2S
2-methoxy-4-((trifluoromethyl)thio)phenol
—— 2-(3-hydroxyphenyl)-3-pentanone —— C11H14O2
2-(3-hydroxyphenyl)-3-pentanone
—— 1-(3-ethyl-5,5-ethylene-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-3-(4-hydroxy-3,5-dimethyl-phenyl)-propanone —— C23H28O2S
1-(3-ethyl-5,5-ethylene-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-3-(4-hydroxy-3,5-dimethyl-phenyl)-propanone
—— 1-(3,4-dihydroxyphenethyl)-3-dodecylthiourea —— C21H36N2O2S
1-(3,4-dihydroxyphenethyl)-3-dodecylthiourea
—— N-allyl 3-(3,5-dibromo-2-hydroxy-4-methoxyphenyl)-2(E)-(hydroximino)propanamide —— C13H14Br2N2O4
N-allyl 3-(3,5-dibromo-2-hydroxy-4-methoxyphenyl)-2(E)-(hydroximino)propanamide
—— (E)-3,4,5-trihydroxy-N'-(3-(2-cyanobenzyloxy)phenylmethylidene)benzohydrazide —— C22H17N3O5
(E)-3,4,5-trihydroxy-N'-(3-(2-cyanobenzyloxy)phenylmethylidene)benzohydrazide
—— N'-(3-((2-cyanobenzyl)oxy)benzylidene)-3,4,5-trihydroxybenzohydrazide —— C22H17N3O5
N'-(3-((2-cyanobenzyl)oxy)benzylidene)-3,4,5-trihydroxybenzohydrazide
—— (Z)-3-cyclohexyl-5-(4-hydroxy-3-methoxybenzylidene)-2-thioxothiazolidin-4-one —— C17H19NO3S2
(Z)-3-cyclohexyl-5-(4-hydroxy-3-methoxybenzylidene)-2-thioxothiazolidin-4-one
—— 5-({[2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)ethyl]methylamino}methyl)-2-methoxyphenol —— C19H27NO4
5-({[2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)ethyl]methylamino}methyl)-2-methoxyphenol
—— 2-(2''-furyl)-1,3-bis(2'-hydroxy-5'-chlorobenzyl)imidazolidine —— C21H20Cl2N2O3
2-(2''-furyl)-1,3-bis(2'-hydroxy-5'-chlorobenzyl)imidazolidine
—— 2-(6-oxido-6H-dibenz[c,e][1,2]oxaphosphorin-6-yl)phenol —— C18H13O3P
2-(6-oxido-6H-dibenz[c,e][1,2]oxaphosphorin-6-yl)phenol
—— 1,3-diallyl-5-(4-hydroxy-3-methoxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione —— C18H18N2O5
1,3-diallyl-5-(4-hydroxy-3-methoxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
—— 2-[4,4-bis(hydroperoxy)hept-6-enyl]phenol —— C13H18O5
2-[4,4-bis(hydroperoxy)hept-6-enyl]phenol
—— 6,6'-((1E,1'E)-(propane-1,3-diylbis(azanylylidene))bis(methanylylidene))bis(2-methoxyphenol) —— C19H22N2O4
6,6'-((1E,1'E)-(propane-1,3-diylbis(azanylylidene))bis(methanylylidene))bis(2-methoxyphenol)
—— N,N,N-Tris{[(5-tert-butyl-1,3,4-thiadiazol-2-yl)imino]-[2H-2-(2-hydroxy-phenyl)-5-tert-butyl-1,3,4-thiadiazol-3-yl]methyl-amino}ethylamine —— C63H87N19O3S6
N,N,N-Tris{[(5-tert-butyl-1,3,4-thiadiazol-2-yl)imino]-[2H-2-(2-hydroxy-phenyl)-5-tert-butyl-1,3,4-thiadiazol-3-yl]methyl-amino}ethylamine
—— 1,2-calix[7]-crown-3 —— C81H104O8
1,2-calix[7]-crown-3
—— 4-(cyclohexylidenemethyl)phenol —— C13H16O
4-(cyclohexylidenemethyl)phenol
—— 3,5-bis(t-dodecylthiomethyl)-2,4,6-trimethylphenol —— C35H64OS2
3,5-bis(t-dodecylthiomethyl)-2,4,6-trimethylphenol
—— 5-(3-hydroxyphenyl)furan-2-carbaldehyde —— C11H8O3
5-(3-hydroxyphenyl)furan-2-carbaldehyde
—— 2-(4-hydroxyphenyl)-5,6-benzofurandione —— C14H8O4
2-(4-hydroxyphenyl)-5,6-benzofurandione
—— 4-n-octyl-2-fluorophenol —— C14H21FO
4-n-octyl-2-fluorophenol
—— (3,5-dihydroxy-benzyl)-phosphonic acid dimethyl ester —— C9H13O5P
(3,5-dihydroxy-benzyl)-phosphonic acid dimethyl ester
—— 4-[2-(3-Phenoxy-propylamino)-ethoxy]-phenol monohydrobromide —— BrH*C17H21NO3
4-[2-(3-Phenoxy-propylamino)-ethoxy]-phenol monohydrobromide
—— 2-methyl-undecyl-calix[4]resorcinarene —— C76H120O8
2-methyl-undecyl-calix[4]resorcinarene
—— 2-(4-hydroxy-3-methoxyphenyl)-7-(thiophen-2-yl)-9-(trifluoromethyl)-2,3-dihydropyrido[3',2':4,5]thieno[3,2-d]pyrimidin-4(1H)-one —— C21H14F3N3O3S2
2-(4-hydroxy-3-methoxyphenyl)-7-(thiophen-2-yl)-9-(trifluoromethyl)-2,3-dihydropyrido[3',2':4,5]thieno[3,2-d]pyrimidin-4(1H)-one
—— 2,6-dimethyl-3-methoxycarbonyl-4-(3-nitrophenyl)-5-(2-[4-(2-hydroxyethoxy)phenyl]ethoxycarbonyl)-1,4-dihydropyridine —— C26H28N2O8
2,6-dimethyl-3-methoxycarbonyl-4-(3-nitrophenyl)-5-(2-[4-(2-hydroxyethoxy)phenyl]ethoxycarbonyl)-1,4-dihydropyridine
—— Methyl 2-(4-hydroxyphenyl)ethanimidate;hydrochloride —— C9H11NO2*ClH
Methyl 2-(4-hydroxyphenyl)ethanimidate;hydrochloride
—— (E,E)-2-(benzylaminocarbonyl)-3-(4-hydroxy-3-methoxystyryl)acrylonitrile —— C20H18N2O3
(E,E)-2-(benzylaminocarbonyl)-3-(4-hydroxy-3-methoxystyryl)acrylonitrile
—— 2-bromo-5-chlorobenzene-1,3-diol —— C6H4BrClO2
2-bromo-5-chlorobenzene-1,3-diol
—— (E)-4-((pyridin-3-ylmethylene)amino)phenol —— C12H10N2O
(E)-4-((pyridin-3-ylmethylene)amino)phenol
—— N,N'-bis-tyramine urea —— C17H20N2O3
N,N'-bis-tyramine urea
—— (R)-3-(4-hydroxyphenyl)-4,5-dihydro-5-isoxazoleacetic acid methyl ester —— C12H13NO4
(R)-3-(4-hydroxyphenyl)-4,5-dihydro-5-isoxazoleacetic acid methyl ester
—— (S)-3-(4-hydroxyphenyl)-4,5-dihydro-5-isoxazoleacetic acid methyl ester —— C12H13NO4
(S)-3-(4-hydroxyphenyl)-4,5-dihydro-5-isoxazoleacetic acid methyl ester
—— 2-methoxy-4-(6-[[(1S)-1-phenylpropyl]amino]pyrazin-2-yl)phenol —— C20H21N3O2
2-methoxy-4-(6-[[(1S)-1-phenylpropyl]amino]pyrazin-2-yl)phenol
—— citreofuran —— C16H16O5
citreofuran
—— 2,3,5,6-tetranitro-resorcinol —— C6H2N4O10
2,3,5,6-tetranitro-resorcinol
—— 2-(3-heptyl-3-hydroxydecyl)-phenol —— C23H40O2
2-(3-heptyl-3-hydroxydecyl)-phenol
—— 3,4,5-trihydroxy-N'-(3-((3-methoxybenzyl)oxy)benzylidene)benzohydrazide —— C22H20N2O6
3,4,5-trihydroxy-N'-(3-((3-methoxybenzyl)oxy)benzylidene)benzohydrazide
—— (E)-3,4,5-trihydroxy-N'-(3-(3-methoxybenzyloxy)phenylmethylidene)benzohydrazide —— C22H20N2O6
(E)-3,4,5-trihydroxy-N'-(3-(3-methoxybenzyloxy)phenylmethylidene)benzohydrazide
—— N-benzyl 3-(3,5-dibromo-2-hydroxy-4-methoxyphenyl)-2(E)-(hydroximino)propanamide —— C17H16Br2N2O4
N-benzyl 3-(3,5-dibromo-2-hydroxy-4-methoxyphenyl)-2(E)-(hydroximino)propanamide
—— 2-(2-hydroxy-ethylsulfanylmethyl)phenol —— C9H12O2S
2-(2-hydroxy-ethylsulfanylmethyl)phenol
—— o-nitro-p-isobutylphenol —— C10H13NO3
o-nitro-p-isobutylphenol
—— (Z)-1-(4'-hydroxyphenyl)octadec-13-en-5-one —— C24H38O2
(Z)-1-(4'-hydroxyphenyl)octadec-13-en-5-one
—— (E)-1-(4'-hydroxyphenyl)octadec-13-en-5-one —— C24H38O2
(E)-1-(4'-hydroxyphenyl)octadec-13-en-5-one
—— 2-(2-hydroxy-3,5-dinitrophenyl)-5-(1-methyl-4-nitro-1H-pyrrol-2-yl)-1,3,4-oxadiazole —— C13H8N6O8
2-(2-hydroxy-3,5-dinitrophenyl)-5-(1-methyl-4-nitro-1H-pyrrol-2-yl)-1,3,4-oxadiazole
—— 1-(2-hydroxyphenyl)-5-phenyl-3-pentanol —— C17H20O2
1-(2-hydroxyphenyl)-5-phenyl-3-pentanol
—— 2-ethyl-4,6,7-trimethyl-2,3-dihydrobenzo[b]selenophen-5-ol —— C13H18OSe
2-ethyl-4,6,7-trimethyl-2,3-dihydrobenzo[b]selenophen-5-ol
—— 5,11,17,23-tetrakis<(diallylamino)methyl>-25,26,27,28-tetrahydroxycalix<4>arene —— C56H68N4O4
5,11,17,23-tetrakis<(diallylamino)methyl>-25,26,27,28-tetrahydroxycalix<4>arene
—— 3-methoxysalicylaldehyde-4(N)-ethylthiosemicarbazone 301202-22-2 C11H15N3O2S
3-methoxysalicylaldehyde-4(N)-ethylthiosemicarbazone
—— dihydro-3-(2-(4-hydroxy-3-methoxyphenyl)ethylidene)furan-2(3H)-one —— C13H14O4
dihydro-3-(2-(4-hydroxy-3-methoxyphenyl)ethylidene)furan-2(3H)-one