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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
—— 5-hydroxy-2-nitrobenzaldehyde ethylene acetal 98454-56-9 C9H9NO5
5-hydroxy-2-nitrobenzaldehyde ethylene acetal
—— 1-methoxy-2,3,4-trihydroxybenzene 87997-30-6 C7H8O4
1-methoxy-2,3,4-trihydroxybenzene
—— 1,6-bis(4-hydroxyphenoxy)hexa-2,4-diyne 350795-99-2 C18H14O4
1,6-bis(4-hydroxyphenoxy)hexa-2,4-diyne
—— 2,4-diallyl-1,3-benzenediol 71489-64-0 C12H14O2
2,4-diallyl-1,3-benzenediol
—— 2-((1-hydroxy-2-methyl-propan-2-ylimino)methyl)-6-methoxyphenol 25458-13-3 C12H17NO3
2-((1-hydroxy-2-methyl-propan-2-ylimino)methyl)-6-methoxyphenol
—— 2,6-Dimethoxy-4-isopropenylphenol 57295-87-1 C11H14O3
2,6-Dimethoxy-4-isopropenylphenol
—— 10,22-Dimethyl-3,6,14,18-tetrazatricyclo[18.3.1.18,12]pentacosa-1(23),8,10,12(25),20(24),21-hexaene-24,25-diol 103793-59-5 C23H34N4O2
10,22-Dimethyl-3,6,14,18-tetrazatricyclo[18.3.1.18,12]pentacosa-1(23),8,10,12(25),20(24),21-hexaene-24,25-diol
—— (3R,6R)-3-benzyl-6-(4-hydroxybenzyl)piperazine-2,5-dione 1589549-23-4 C18H18N2O3
(3R,6R)-3-benzyl-6-(4-hydroxybenzyl)piperazine-2,5-dione
—— 4-((4,6-Dimethylpyrimidin-2-ylamino)methyl)benzene-1,2-diol 1186662-62-3 C13H15N3O2
4-((4,6-Dimethylpyrimidin-2-ylamino)methyl)benzene-1,2-diol
—— dibenzyl 2-(4-hydroxy-3-methoxyphenyl)ethyl phosphate 1220703-49-0 C23H25O6P
dibenzyl 2-(4-hydroxy-3-methoxyphenyl)ethyl phosphate
—— 2-fluoro-4-hydroxy-5-nitrobenzonitrile 1134198-38-1 C7H3FN2O3
2-fluoro-4-hydroxy-5-nitrobenzonitrile
—— diethyl (2-hydroxy-5-decylphenyl)phosphonate 95206-54-5 C20H35O4P
diethyl (2-hydroxy-5-decylphenyl)phosphonate
—— ethyl (2-hydroxy-5-methylphenyl)(2'-hydroxyphenyl)phosphinate 99706-42-0 C15H17O4P
ethyl (2-hydroxy-5-methylphenyl)(2'-hydroxyphenyl)phosphinate
—— (2-hydroxy-5-methylphenyl)(2'-hydroxyphenyl)phosphinic acid 99706-47-5 C13H13O4P
(2-hydroxy-5-methylphenyl)(2'-hydroxyphenyl)phosphinic acid
—— 5,6-dihydro-6-(p-hydroxyphenyl)-2-methyl-2H-pyran-3(4H)-one 106281-31-6 C12H14O3
5,6-dihydro-6-(p-hydroxyphenyl)-2-methyl-2H-pyran-3(4H)-one
—— Phenol, 2,4-di-sec-nonyl- 191810-84-1 C24H42O
Phenol, 2,4-di-sec-nonyl-
—— 2-(Hexadecan-2-YL)phenol 18627-00-4 C22H38O
2-(Hexadecan-2-YL)phenol
—— 4-(thiophen-2-ylmethylideneamino)phenol 18210-01-0 C11H9NOS
4-(thiophen-2-ylmethylideneamino)phenol
—— 2-(3-Methylsulfonylpropyl)phenol 17733-60-7 C10H14O3S
2-(3-Methylsulfonylpropyl)phenol
—— 4-(2-(thiophen-3-yl)ethoxy)phenol 1263175-45-6 C12H12O2S
4-(2-(thiophen-3-yl)ethoxy)phenol
—— 5-Methoxy-2-(3-methyl-1-propylsulfanylbutyl)phenol 179630-64-9 C15H24O2S
5-Methoxy-2-(3-methyl-1-propylsulfanylbutyl)phenol
—— 3-cyclopentylphenol 60834-87-9 C11H14O
3-cyclopentylphenol
—— 4-Hydroxy-2'-oxodecylbenzene 142272-43-3 C16H24O2
4-Hydroxy-2'-oxodecylbenzene
—— (4S)-4-(4'-p-hydroxy)benzyl-4,5-dihydrooxazoline 1269269-60-4 C10H11NO2
(4S)-4-(4'-p-hydroxy)benzyl-4,5-dihydrooxazoline
—— 4-(4-hydroxyphenyl)butyramide 29112-55-8 C10H13NO2
4-(4-hydroxyphenyl)butyramide
—— (S)-4-(4-hydroxybenzyl)-3-acetyloxazolidin-2-one 931527-23-0 C12H13NO4
(S)-4-(4-hydroxybenzyl)-3-acetyloxazolidin-2-one
—— 3-(3-Cyclopenten-1-yl)-1,2-benzenediol 339366-86-8 C11H12O2
3-(3-Cyclopenten-1-yl)-1,2-benzenediol
—— 2-(2-Chloro-allyl)-6-methoxy-phenol 29025-29-4 C10H11ClO2
2-(2-Chloro-allyl)-6-methoxy-phenol
—— E-1-(2'-hydroxy-5'-ethylphenyl)-1-ethanone oxime 97400-88-9 C10H13NO2
E-1-(2'-hydroxy-5'-ethylphenyl)-1-ethanone oxime
—— 4-ethyl-2-(1-methyl-but-3-enyl)-phenol 161988-81-4 C13H18O
4-ethyl-2-(1-methyl-but-3-enyl)-phenol
—— 2-Cyclopentyl-4-methoxy-phenol 32396-10-4 C12H16O2
2-Cyclopentyl-4-methoxy-phenol
—— 2-allyl-4-ethylphenol 58621-34-4 C11H14O
2-allyl-4-ethylphenol
—— 4-ethyl-2-(1-hydroxy-1-methyl-but-3-enyl)-phenol 161988-80-3 C13H18O2
4-ethyl-2-(1-hydroxy-1-methyl-but-3-enyl)-phenol
—— 4-ethyl-2-(1-methyl-but-3-enyl)-6-nitro-phenol 161988-82-5 C13H17NO3
4-ethyl-2-(1-methyl-but-3-enyl)-6-nitro-phenol
—— di[2-(4-hydroxyphenyl)]ethyl ether 501123-58-6 C16H18O3
di[2-(4-hydroxyphenyl)]ethyl ether
—— 2-(2-Methylphenyl)guanidine;2,4,6-trinitrophenol 61705-85-9 C14H14N6O7
2-(2-Methylphenyl)guanidine;2,4,6-trinitrophenol
—— tert-Butyl (3R)-3-[(2-chloro-5-hydroxy-4-methoxybenzoyl)(isopropyl)amino]piperidine-1-carboxylate 1044564-25-1 C21H31ClN2O5
tert-Butyl (3R)-3-[(2-chloro-5-hydroxy-4-methoxybenzoyl)(isopropyl)amino]piperidine-1-carboxylate
—— 2-[(2-Hydroxy-3-methoxy-5-methylphenyl)methylamino]acetic acid 58035-75-9 C11H15NO4
2-[(2-Hydroxy-3-methoxy-5-methylphenyl)methylamino]acetic acid
—— N,N-diethyl-3-(2-hydroxy-5-methoxyphenyl)-2-oxopropanamide 675120-17-9 C14H19NO4
N,N-diethyl-3-(2-hydroxy-5-methoxyphenyl)-2-oxopropanamide
—— 2-bromo-4,6-dinitro-resorcinol 484653-22-7 C6H3BrN2O6
2-bromo-4,6-dinitro-resorcinol
—— 3-methoxy-4-nitrosophenol 39501-58-1 C7H7NO3
3-methoxy-4-nitrosophenol
—— 1-(3-hydroxyphenyl)oct-1-yne 99209-61-7 C14H18O
1-(3-hydroxyphenyl)oct-1-yne
—— 3-methoxy-6-(1-methylheptyl)phenol 6565-46-4 C15H24O2
3-methoxy-6-(1-methylheptyl)phenol
—— 4-hydroxy-6-methoxybenzene-1,3-disulfonyl dichloride 1073265-72-1 C7H6Cl2O6S2
4-hydroxy-6-methoxybenzene-1,3-disulfonyl dichloride
—— 2-Cyclopentyl-5-methoxyphenol 21712-99-2 C12H16O2
2-Cyclopentyl-5-methoxyphenol
—— 3-methoxy-4-iodophenol 895518-65-7 C7H7IO2
3-methoxy-4-iodophenol
—— (S)-1-(tert-Butylsulfinyl)-2,3,5-trihydroxy-4-isopropylbenzene 261949-64-8 C13H20O4S
(S)-1-(tert-Butylsulfinyl)-2,3,5-trihydroxy-4-isopropylbenzene
—— 2-allyl-3-methoxyphenol 6738-38-1 C10H12O2
2-allyl-3-methoxyphenol
—— 3-ethyl-2,4,6-trinitro-phenol 19036-79-4 C8H7N3O7
3-ethyl-2,4,6-trinitro-phenol
—— 2-ethyl-6-hydroxy-1-nitrobenzene 118161-26-5 C8H9NO3
2-ethyl-6-hydroxy-1-nitrobenzene