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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
—— 1-benzyl-3-[(3-hydroxyphenyl)methyl]-1-methylurea 1600520-83-9 C16H18N2O2
1-benzyl-3-[(3-hydroxyphenyl)methyl]-1-methylurea
—— 5-(3-hydroxyphenyl)-3-methylcyclohex-2-enone 1283136-31-1 C13H14O2
5-(3-hydroxyphenyl)-3-methylcyclohex-2-enone
—— {6-[2-(3,4-dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-pyridin-2-yl}-(2,3-dimethyl-1H-indol-5-yl)-amine 852333-67-6 C29H34N4O4
{6-[2-(3,4-dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-pyridin-2-yl}-(2,3-dimethyl-1H-indol-5-yl)-amine
—— (Z)-3-(4-hydroxy-3,5-dimethoxy-phenyl)-2-(5-methoxy-1H-indol-3-yl)-acrylonitrile 1258850-06-4 C20H18N2O4
(Z)-3-(4-hydroxy-3,5-dimethoxy-phenyl)-2-(5-methoxy-1H-indol-3-yl)-acrylonitrile
—— 1-(2-Hydroxy-4-methylphenyl)-1-octanone oxime 84498-20-4 C15H23NO2
1-(2-Hydroxy-4-methylphenyl)-1-octanone oxime
—— 2-[(Furan-2-ylmethylidenehydrazinylidene)methyl]phenol 903634-01-5 C12H10N2O2
2-[(Furan-2-ylmethylidenehydrazinylidene)methyl]phenol
—— [4-(2-Hydroxy-phenyl)-but-3-ynyl]-carbamic acid tert-butyl ester 1026516-37-9 C15H19NO3
[4-(2-Hydroxy-phenyl)-but-3-ynyl]-carbamic acid tert-butyl ester
—— [[(Aminocyclohexyl)amino]methyl]phenol 84878-46-6 C13H20N2O
[[(Aminocyclohexyl)amino]methyl]phenol
—— sodium;3-[[1-(3-chlorophenyl)-3-methyl-5-oxo-4H-pyrazol-4-yl]diazenyl]-4-hydroxy-5-nitrobenzenesulfonate —— C16H11ClN5NaO7S
sodium;3-[[1-(3-chlorophenyl)-3-methyl-5-oxo-4H-pyrazol-4-yl]diazenyl]-4-hydroxy-5-nitrobenzenesulfonate
—— N-[3-(4-hydroxyphenyl)-1-methylpropyl]acetamide 1204483-45-3 C12H17NO2
N-[3-(4-hydroxyphenyl)-1-methylpropyl]acetamide
—— 2-[2-[(1,3-Dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)methyl]diazenyl]-4-nitrophenol 85409-64-9 C18H18N4O3
2-[2-[(1,3-Dihydro-1,3,3-trimethyl-2H-indol-2-ylidene)methyl]diazenyl]-4-nitrophenol
—— 5,11,17,23-tetra-tert-butyl-25,27-dihydroxycalix<4>arene 131276-06-7 C44H56O2
5,11,17,23-tetra-tert-butyl-25,27-dihydroxycalix<4>arene
—— 2',4'-Dihydroxyphenyl-p-benzochinon 25483-68-5 C12H8O4
2',4'-Dihydroxyphenyl-p-benzochinon
—— 3-Difluoromethyl-4-methyl-phenol 139191-95-0 C8H8F2O
3-Difluoromethyl-4-methyl-phenol
—— 1-(2'-amino-4'-hydroxy-5'-methoxybenzoyl)-2-pyrrolidinecarboxaldehyde dimethyl acetal 53616-66-3 C15H22N2O5
1-(2'-amino-4'-hydroxy-5'-methoxybenzoyl)-2-pyrrolidinecarboxaldehyde dimethyl acetal
—— N-(5-cyanothien-2-yl)-2-(aminomethyl)-4-methoxyphenol 94631-65-9 C13H12N2O2S
N-(5-cyanothien-2-yl)-2-(aminomethyl)-4-methoxyphenol
—— p-(1,1,3,3-tetramethylbutyl)thiacalix[4]arene 182496-64-6 C56H80O4S4
p-(1,1,3,3-tetramethylbutyl)thiacalix[4]arene
—— 4-(2-(sec-butylamino)-1-hydroxyethyl)phenol 855271-29-3 C12H19NO2
4-(2-(sec-butylamino)-1-hydroxyethyl)phenol
—— p-[5-(1-imidazolyl)pentyloxy]phenol 87477-63-2 C14H18N2O2
p-[5-(1-imidazolyl)pentyloxy]phenol
—— Sodium;3-chloro-4-hydroxy-5-nitrobenzenesulfonate —— C6H3ClNNaO6S
Sodium;3-chloro-4-hydroxy-5-nitrobenzenesulfonate
—— 3-(4-((5-(1,1-Dimethylpropyl)-2-hydroxy-3-nitrophenyl)azo)-4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl)benzenesulphonamide 93893-61-9 C21H24N6O6S
3-(4-((5-(1,1-Dimethylpropyl)-2-hydroxy-3-nitrophenyl)azo)-4,5-dihydro-3-methyl-5-oxo-1H-pyrazol-1-yl)benzenesulphonamide
—— (4-hydroxy-phenyl)-diazenesulfonic acid 17668-87-0 C6H6N2O4S
(4-hydroxy-phenyl)-diazenesulfonic acid
—— 9-Bromo-1-thiophen-2-yl-5,6-dihydro-imidazo[5,1-a]isoquinolin-8-ol 1256777-91-9 C15H11BrN2OS
9-Bromo-1-thiophen-2-yl-5,6-dihydro-imidazo[5,1-a]isoquinolin-8-ol
—— 9-isobutyl-1-thiophen-2-yl-5,6-dihydro-imidazo [5,1-a]isoquinolin-8-ol 1256777-66-8 C19H20N2OS
9-isobutyl-1-thiophen-2-yl-5,6-dihydro-imidazo [5,1-a]isoquinolin-8-ol
—— N,N'-dodecamethylenebis(3,4,5-trihydroxybenzamide) 1169975-81-8 C26H36N2O8
N,N'-dodecamethylenebis(3,4,5-trihydroxybenzamide)
—— (Bis(2-hydroxypropyl)amino)-o-cresol 93981-17-0 C13H21NO3
(Bis(2-hydroxypropyl)amino)-o-cresol
—— 2-(3-((tertbutyldimethylsilyl) oxy)propyl)phenol 1346808-84-1 C15H26O2Si
2-(3-((tertbutyldimethylsilyl) oxy)propyl)phenol
—— 2,3,5-Tribrom-phenol 57383-81-0 C6H3Br3O
2,3,5-Tribrom-phenol
—— (2-methoxy-4-hydroxy)benzylamine hydrochloride 1255942-75-6 C8H11NO2*ClH
(2-methoxy-4-hydroxy)benzylamine hydrochloride
—— 4-(2-Amino-1-hydroxy-ethyl)-5-fluoro-benzene-1,2-diol; hydrochloride 70952-50-0 C8H10FNO3*ClH
4-(2-Amino-1-hydroxy-ethyl)-5-fluoro-benzene-1,2-diol; hydrochloride
—— isopropyl (S)-2-ethoxy-3-(3,6-dibromo-4-hydroxyphenyl)propionate 652991-83-8 C14H18Br2O4
isopropyl (S)-2-ethoxy-3-(3,6-dibromo-4-hydroxyphenyl)propionate
—— 9-methylene-N-vanillyl-octadecanamide 96513-72-3 C27H45NO3
9-methylene-N-vanillyl-octadecanamide
—— 4-(((3,5-Dibromo-2-hydroxyphenyl)imino)methyl)-6-hexylresorcinol 94303-99-8 C19H21Br2NO3
4-(((3,5-Dibromo-2-hydroxyphenyl)imino)methyl)-6-hexylresorcinol
—— 4-Methoxy-2-undecyl-phenol 148665-96-7 C18H30O2
4-Methoxy-2-undecyl-phenol
—— 2-chloro-3,5-dimethylbenzene-1,4-diol 223133-18-4 C8H9ClO2
2-chloro-3,5-dimethylbenzene-1,4-diol
—— (2Z,5Z)-5-(3-chloro-4-hydroxybenzylidene)-2-propylimino-3-o-tolylthiazolidin-4-one 1029435-58-2 C20H19ClN2O2S
(2Z,5Z)-5-(3-chloro-4-hydroxybenzylidene)-2-propylimino-3-o-tolylthiazolidin-4-one
—— 3,4-dihydroxybenzamidine 5690-00-6 C7H8N2O2
3,4-dihydroxybenzamidine
—— 1-(4-hydroxybenzyl)-1H-1,2,3-triazole-4-carboxylic acid 1510613-23-6 C10H9N3O3
1-(4-hydroxybenzyl)-1H-1,2,3-triazole-4-carboxylic acid
—— (S)-2-(4-Hydroxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester 929918-00-3 C16H23NO4
(S)-2-(4-Hydroxy-phenoxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
—— 1,2-Benzenediol, 4-[1-hydroxy-2-[(3-hydroxypropyl)amino]ethyl]- 95482-86-3 C11H17NO4
1,2-Benzenediol, 4-[1-hydroxy-2-[(3-hydroxypropyl)amino]ethyl]-
—— Falodin 8005-49-0 C34H33Cl6N2O11P
Falodin
—— 6-bromo-3-chloro-2-methylphenol 55289-29-7 C7H6BrClO
6-bromo-3-chloro-2-methylphenol
—— Phenol, 2-(1-methylpropyl)dinitro- 1344-30-5 C10H12N2O5
Phenol, 2-(1-methylpropyl)dinitro-
—— 3-Allyl-2-chlor-6-methyl-phenol 41389-65-5 C10H11ClO
3-Allyl-2-chlor-6-methyl-phenol
—— 2-Allyl-4-chloro-6-methyl-phenol 108002-11-5 C10H11ClO
2-Allyl-4-chloro-6-methyl-phenol
—— 4-(2-hydroxy-4-methylphenyl)-butyric acid 71945-73-8 C11H14O3
4-(2-hydroxy-4-methylphenyl)-butyric acid
—— 6-(2-hydroxy-4-methyl-phenyl)-4,5-dihydro-2<i>H</i>-pyridazin-3-one 39499-70-2 C11H12N2O2
6-(2-hydroxy-4-methyl-phenyl)-4,5-dihydro-2<i>H</i>-pyridazin-3-one
—— 4-Chloro-2-cyclohexylmethyl-6-methyl-phenol 136007-10-8 C14H19ClO
4-Chloro-2-cyclohexylmethyl-6-methyl-phenol
—— 3-Brom-2-chlor-6-hydroxytoluol 55289-31-1 C7H6BrClO
3-Brom-2-chlor-6-hydroxytoluol
—— N-[2-(4-hydroxyphenyl)ethyl]-2-hydroxy-3-methylpentanamide 1374640-37-5 C14H21NO3
N-[2-(4-hydroxyphenyl)ethyl]-2-hydroxy-3-methylpentanamide