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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-(2-hydroxy-5-methylphenyl)-4,4,8-trimethyl-5H-[1,2]thiazolo[5,4-c]quinoline-1-thione 6174-46-5 C20H20N2OS2
2-(2-hydroxy-5-methylphenyl)-4,4,8-trimethyl-5H-[1,2]thiazolo[5,4-c]quinoline-1-thione
—— 2,4-diamino-5-(3-allyl-4-hydroxy-5-methoxybenzyl)pyrimidine 121936-21-8 C15H18N4O2
2,4-diamino-5-(3-allyl-4-hydroxy-5-methoxybenzyl)pyrimidine
—— 6-(2-hydroxy-3-{2-[2-(4-hydroxy-3,5-dimethoxyphenyl)-ethyl]-[1,3]-dithian-2-yl}-propyl)-2,2-dimethyl-[1,3]-dioxin-4-one 1139819-27-4 C23H32O7S2
6-(2-hydroxy-3-{2-[2-(4-hydroxy-3,5-dimethoxyphenyl)-ethyl]-[1,3]-dithian-2-yl}-propyl)-2,2-dimethyl-[1,3]-dioxin-4-one
—— 2-{2-[2-(4-hydroxy-3,5-dimethoxyphenyl)-ethyl]-[1,3]dithian-2-yl}acetaldehyde 1139819-23-0 C16H22O4S2
2-{2-[2-(4-hydroxy-3,5-dimethoxyphenyl)-ethyl]-[1,3]dithian-2-yl}acetaldehyde
—— Methyl 6-(4-hydroxy-3-nitrophenyl)-3,4-dimethyl-2-oxo-1,6-dihydropyrimidine-5-carboxylate 6380-94-5 C14H15N3O6
Methyl 6-(4-hydroxy-3-nitrophenyl)-3,4-dimethyl-2-oxo-1,6-dihydropyrimidine-5-carboxylate
—— 3,3-bis-(4-hydroxy-3-methoxy-phenyl)-indolin-2-one 47561-94-4 C22H19NO5
3,3-bis-(4-hydroxy-3-methoxy-phenyl)-indolin-2-one
—— 4-Amino-5-hydroxy-benzocyclobuten 4082-27-3 C8H9NO
4-Amino-5-hydroxy-benzocyclobuten
—— 2,6-Dimethoxy-nitrosophenol 19628-74-1 C8H9NO4
2,6-Dimethoxy-nitrosophenol
—— 2,6-dimethoxy-4-hydroxyaniline 20032-71-7 C8H11NO3
2,6-dimethoxy-4-hydroxyaniline
—— 3,5-dimethoxy-4-nitrosophenol 136491-41-3 C8H9NO4
3,5-dimethoxy-4-nitrosophenol
—— 1-<2-<<2-hydroxy-3-(4-hydroxyphenoxy)propyl>amino>ethyl>urea 76167-26-5 C12H19N3O4
1-<2-<<2-hydroxy-3-(4-hydroxyphenoxy)propyl>amino>ethyl>urea
—— ICI 119033 76167-39-0 C19H25N3O4
ICI 119033
—— 1,1-Diethyl-3-[2-[[2-hydroxy-3-(4-hydroxyphenoxy)propyl]amino]ethyl]urea 76167-29-8 C16H27N3O4
1,1-Diethyl-3-[2-[[2-hydroxy-3-(4-hydroxyphenoxy)propyl]amino]ethyl]urea
—— 1,1-dimethyl-3-<2-<<2-hydroxy-3-(4-hydroxyphenoxy)propyl>amino>ethyl>urea 53672-84-7 C14H23N3O4
1,1-dimethyl-3-<2-<<2-hydroxy-3-(4-hydroxyphenoxy)propyl>amino>ethyl>urea
—— 1-[2-[[2-Hydroxy-3-(4-hydroxyphenoxy)propyl]amino]ethyl]-3-(2-methoxyethyl)urea 76167-20-9 C15H25N3O5
1-[2-[[2-Hydroxy-3-(4-hydroxyphenoxy)propyl]amino]ethyl]-3-(2-methoxyethyl)urea
—— 1-(2-Hydroxyethyl)-3-[2-[[2-hydroxy-3-(4-hydroxyphenoxy)propyl]amino]ethyl]urea 71676-19-2 C14H23N3O5
1-(2-Hydroxyethyl)-3-[2-[[2-hydroxy-3-(4-hydroxyphenoxy)propyl]amino]ethyl]urea
—— 5-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione 58215-62-6 C11H8BrNO4S
5-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione
—— 4-[(Cyclohexylamino)methyl]-2-methoxyphenol;hydrochloride 5427-38-3 C14H22ClNO2
4-[(Cyclohexylamino)methyl]-2-methoxyphenol;hydrochloride
—— 2-[(Cyclohexylamino)methyl]-6-methoxyphenol hydrochloride 5442-65-9 C14H22ClNO2
2-[(Cyclohexylamino)methyl]-6-methoxyphenol hydrochloride
—— 2-chloro-5-[[(5-(o-hydroxy-p-methoxyphenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine 1257842-99-1 C15H12ClN3O3S
2-chloro-5-[[(5-(o-hydroxy-p-methoxyphenyl)-1,3,4-oxadiazol-2-yl)thio]methyl]pyridine
—— 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