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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-[[Tert-butyl(dimethyl)silyl]oxymethyl]-2-methoxy-6-[2-(3-methoxy-4-phenylmethoxyphenyl)ethynyl]phenol 259739-69-0 C30H36O5Si
4-[[Tert-butyl(dimethyl)silyl]oxymethyl]-2-methoxy-6-[2-(3-methoxy-4-phenylmethoxyphenyl)ethynyl]phenol
—— 5-<2-Hydroxy-4-methoxy-phenyl>-4,5-dihydro-furan-2-on 14563-36-1 C11H12O4
5-<2-Hydroxy-4-methoxy-phenyl>-4,5-dihydro-furan-2-on
—— 2-chloro-4-(2,2-dichlorovinyl)phenol 83671-22-1 C8H5Cl3O
2-chloro-4-(2,2-dichlorovinyl)phenol
—— di-t-butyl (2-hydroxyphenyl) phosphonate 98057-61-5 C14H23O4P
di-t-butyl (2-hydroxyphenyl) phosphonate
—— 2-<<<2-(hydroxymethyl)phenyl>thio>methyl>-4-methoxyphenol 104774-97-2 C15H16O3S
2-<<<2-(hydroxymethyl)phenyl>thio>methyl>-4-methoxyphenol
—— N-Methyl-4-chlor-2-hydroxy-benzaldimin 118872-15-4 C8H8ClNO
N-Methyl-4-chlor-2-hydroxy-benzaldimin
—— 4-[(4-hydroxyphenyl)methyl]-3,5-heptanedione 67206-04-6 C14H18O3
4-[(4-hydroxyphenyl)methyl]-3,5-heptanedione
—— (3,4-dihydroxyphenyl)boronic acid 852631-64-2 C6H7BO4
(3,4-dihydroxyphenyl)boronic acid
—— 4-(2,3-Dibromo-propyl)-2-methoxy-phenol 5746-35-0 C10H12Br2O2
4-(2,3-Dibromo-propyl)-2-methoxy-phenol
—— ethyl 3-(2-chloro-4-hydroxyphenyl)propanoate 729590-56-1 C11H13ClO3
ethyl 3-(2-chloro-4-hydroxyphenyl)propanoate
—— Phenol, 2,4-dinitro-6-nonyl- 4099-67-6 C15H22N2O5
Phenol, 2,4-dinitro-6-nonyl-
—— 2-Propyl-4,6-dinitrophenol 4099-72-3 C9H10N2O5
2-Propyl-4,6-dinitrophenol
—— 5-<1-hydroxy-1-(3-hydroxyphenyl)methyl>-3-thiophenesulfonamide 155955-14-9 C11H11NO4S2
5-<1-hydroxy-1-(3-hydroxyphenyl)methyl>-3-thiophenesulfonamide
—— Phenol, 4-(2-aminoethyl)-3-methoxy- 3965-92-2 C9H13NO2
Phenol, 4-(2-aminoethyl)-3-methoxy-
—— 4-(2-Aminoethyl)-3-methoxyphenol hydrochloride 34536-15-7 C9H14ClNO2
4-(2-Aminoethyl)-3-methoxyphenol hydrochloride
—— n-butylammonium picrate —— C4H11N*C6H3N3O7
n-butylammonium picrate
—— 3,5-dichloro-6-methyl-benzene-1,2,4-triol 859792-57-7 C7H6Cl2O3
3,5-dichloro-6-methyl-benzene-1,2,4-triol
—— 1<sup>3</sup>-Amino-3-oxy-4-methoxy-1-butyl-benzol 876478-42-1 C11H17NO2
1<sup>3</sup>-Amino-3-oxy-4-methoxy-1-butyl-benzol
—— dopamine-5-sulfonic acid 106351-88-6 C8H11NO5S
dopamine-5-sulfonic acid
—— dopamine-2-sulfonic acid 106351-89-7 C8H11NO5S
dopamine-2-sulfonic acid
—— dopamine-6-sulfonic acid 83442-18-6 C8H11NO5S
dopamine-6-sulfonic acid
—— 5-{Hydroxy-[2-(3,4,5-trimethoxy-phenyl)-thiophen-3-yl]-methyl}-2-methoxy-phenol 371778-74-4 C21H22O6S
5-{Hydroxy-[2-(3,4,5-trimethoxy-phenyl)-thiophen-3-yl]-methyl}-2-methoxy-phenol
—— 2-Methyl-6-<4-hydroxy-3-methoxy-phenyl>-hexan 92369-60-3 C14H22O2
2-Methyl-6-<4-hydroxy-3-methoxy-phenyl>-hexan
—— 4-[2-(1,1-Dimethyl-3-phenyl-propylamino)-1-hydroxy-ethyl]-3-methoxy-benzene-1,2-diol 64725-05-9 C20H27NO4
4-[2-(1,1-Dimethyl-3-phenyl-propylamino)-1-hydroxy-ethyl]-3-methoxy-benzene-1,2-diol
—— N-[6-[(2-Chloro-4-hydroxyphenyl)imino]-4-methoxy-3-oxo-1,4-cyclohexadien-1-YL]acetamide 66612-11-1 C15H13ClN2O4
N-[6-[(2-Chloro-4-hydroxyphenyl)imino]-4-methoxy-3-oxo-1,4-cyclohexadien-1-YL]acetamide
—— 2-Hydroxy-5-methylamino-1-nitro-benzol 14703-86-7 C7H8N2O3
2-Hydroxy-5-methylamino-1-nitro-benzol
—— 2-Nitro-4-octadecyl-phenol 16260-12-1 C24H41NO3
2-Nitro-4-octadecyl-phenol
—— 4,4'-(Propane-2,2-diyldisulfanediyl)bis(2,6-dimethylphenol) 27428-13-3 C19H24O2S2
4,4'-(Propane-2,2-diyldisulfanediyl)bis(2,6-dimethylphenol)
—— 3-Nonyl-4-hydroxy-anisol 26185-54-6 C16H26O2
3-Nonyl-4-hydroxy-anisol
—— 1-Cyclooctyl-3-[(3-hydroxyphenyl)methyl]urea 1333852-94-0 C16H24N2O2
1-Cyclooctyl-3-[(3-hydroxyphenyl)methyl]urea
—— 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