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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-Nitro-N-ethyl-salicylamid 16331-61-6 C9H10N2O4
5-Nitro-N-ethyl-salicylamid
—— 6-methoxy-3-methyl-2,4-dinitro-phenol 861327-70-0 C8H8N2O6
6-methoxy-3-methyl-2,4-dinitro-phenol
—— p-methyleugenol 186743-25-9 C11H14O2
p-methyleugenol
—— (E)-4-fluoro-2-((4-hydroxyphenylimino)methyl)phenol 1246463-65-9 C13H10FNO2
(E)-4-fluoro-2-((4-hydroxyphenylimino)methyl)phenol
—— 5,6-dimethylguaiacol 123844-48-4 C9H12O2
5,6-dimethylguaiacol
—— 2-methoxy-5-(methoxymethyl)phenol 118297-98-6 C9H12O3
2-methoxy-5-(methoxymethyl)phenol
—— 4-[Bis-(2-chloro-ethyl)-amino]-benzene-1,2-diol 90944-19-7 C10H13Cl2NO2
4-[Bis-(2-chloro-ethyl)-amino]-benzene-1,2-diol
—— 4-HO-3-((6-HO-Benzo(1,3)dioxol-5-YL)-(4-HO-3,5-dimethoxy-PH)-ME)-5H-furan-2-one 191023-16-2 C20H18O9
4-HO-3-((6-HO-Benzo(1,3)dioxol-5-YL)-(4-HO-3,5-dimethoxy-PH)-ME)-5H-furan-2-one
—— 2-methyl-2-propanyl (3R)-3-{[(4-hydroxy-2-methyl-5-nitrophenyl)carbonyl](2-propanyl)amino}-1-piperidinecarboxylate 1259436-25-3 C21H31N3O6
2-methyl-2-propanyl (3R)-3-{[(4-hydroxy-2-methyl-5-nitrophenyl)carbonyl](2-propanyl)amino}-1-piperidinecarboxylate
—— N-(2-chloro-4-hydroxy-6-nitrophenyl)tetrahydro-2H-pyran-4-carboxamide 1231750-24-5 C12H13ClN2O5
N-(2-chloro-4-hydroxy-6-nitrophenyl)tetrahydro-2H-pyran-4-carboxamide
—— (-)-(1R,2R)-2-[(R)-(dimethylphenylsilyl)(2-hydroxyphenyl)methyl]cyclopentyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate 259881-11-3 C28H39NO4Si
(-)-(1R,2R)-2-[(R)-(dimethylphenylsilyl)(2-hydroxyphenyl)methyl]cyclopentyl 2,2,4,4-tetramethyl-1,3-oxazolidine-3-carboxylate
—— 4-(5-bromo-2-hydroxyphenyl)-3-methyl-1,4,7,8-tetrahydro-5H-furo[3,4-b]pyrazolo[4,3-e]pyridin-5-one 1019060-35-5 C15H12BrN3O3
4-(5-bromo-2-hydroxyphenyl)-3-methyl-1,4,7,8-tetrahydro-5H-furo[3,4-b]pyrazolo[4,3-e]pyridin-5-one
—— (E,Z)-3-(4-hydroxy-3-methoxybenzylidene)-tetrahydrofuran-2,4-dione 1123756-57-9 C12H10O5
(E,Z)-3-(4-hydroxy-3-methoxybenzylidene)-tetrahydrofuran-2,4-dione
—— 4-chloro-2,5-dinitro-phenol 17488-26-5 C6H3ClN2O5
4-chloro-2,5-dinitro-phenol
—— 5-(4H-benzo[d][1,3]dithiin-2-yl)-2,3-dimethoxyphenol 1155263-42-5 C16H16O3S2
5-(4H-benzo[d][1,3]dithiin-2-yl)-2,3-dimethoxyphenol
—— 1-(3-fluoro-4-hydroxy-benzyl)-3-(2-methoxy-cyclohexyl)-urea 1424464-11-8 C15H21FN2O3
1-(3-fluoro-4-hydroxy-benzyl)-3-(2-methoxy-cyclohexyl)-urea
—— 4-((thiophen-2-ylmethylene)amino)phenol 18210-01-0 C11H9NOS
4-((thiophen-2-ylmethylene)amino)phenol
—— 4-[(3-methoxyphenyl)methoxy]phenol 354761-97-0 C14H14O3
4-[(3-methoxyphenyl)methoxy]phenol
—— tert-butyl 2-(4-hydroxy-3-methoxyphenyl)acetate 1374784-91-4 C13H18O4
tert-butyl 2-(4-hydroxy-3-methoxyphenyl)acetate
—— 3-methyl-5-(2-furanyl)-phenol 1261900-61-1 C11H10O2
3-methyl-5-(2-furanyl)-phenol
—— 5-(4-Hydroxy-benzyl)-2-imino-thiazolidin-4-one 474558-85-5 C10H10N2O2S
5-(4-Hydroxy-benzyl)-2-imino-thiazolidin-4-one
—— 3,6-dibromo-2-chloro-4-methyl-phenol 855156-09-1 C7H5Br2ClO
3,6-dibromo-2-chloro-4-methyl-phenol
—— N-(5-dimethylaminopyridin-2-yl)-2-(4-hydroxy-2-methoxyphenyl)acetamide 883988-08-7 C16H19N3O3
N-(5-dimethylaminopyridin-2-yl)-2-(4-hydroxy-2-methoxyphenyl)acetamide
—— 3-amino-2-chloro-4-fluoro-phenol 1427407-23-5 C6H5ClFNO
3-amino-2-chloro-4-fluoro-phenol
—— o-2-Octylphenol 39999-00-3 C14H22O
o-2-Octylphenol
—— 2-tert-butyl-dimethylsilyloxymethyl-6-methyl phenol 185302-70-9 C14H24O2Si
2-tert-butyl-dimethylsilyloxymethyl-6-methyl phenol
—— (R)-4-(octan-2-yl)phenol 39999-01-4 C14H22O
(R)-4-(octan-2-yl)phenol
—— Potassium 2,6-dinitro-4-sulfophenolate 74525-39-6 C6H3KN2O8S
Potassium 2,6-dinitro-4-sulfophenolate
—— 5-salicylidene-2-thioxo-oxazolidin-4-one 99073-26-4 C10H7NO3S
5-salicylidene-2-thioxo-oxazolidin-4-one
—— 4-acetyl-2-(4-hydroxyphenyl)-5-methyl-1-vinyl-2,3-dihydro-1H-1,2,3-triazole 1169829-25-7 C13H15N3O2
4-acetyl-2-(4-hydroxyphenyl)-5-methyl-1-vinyl-2,3-dihydro-1H-1,2,3-triazole
—— 4-(Ethylideneamino)phenol 876486-75-8 C8H9NO
4-(Ethylideneamino)phenol
—— 5-(3-bromo-4-hydroxybenzylidene)-3-(6-fluoropyridine-3-yl)-1,3-oxazolidin-2,4-dione 1379032-11-7 C15H8BrFN2O4
5-(3-bromo-4-hydroxybenzylidene)-3-(6-fluoropyridine-3-yl)-1,3-oxazolidin-2,4-dione
—— 2,5-Diethylhydrochinon 66146-32-5 C10H14O2
2,5-Diethylhydrochinon
—— 3,4-dimethyl-5-ethylphenol 62126-75-4 C10H14O
3,4-dimethyl-5-ethylphenol
—— 5-(1-propenyl)guaiacol 41243-66-7 C10H12O2
5-(1-propenyl)guaiacol
—— N,N’-dimethyl-N,N’-(2-hydroxy-3-methoxy-5-methyl-benzyl)ethylenediamine 1192836-54-6 C22H32N2O4
N,N’-dimethyl-N,N’-(2-hydroxy-3-methoxy-5-methyl-benzyl)ethylenediamine
—— 1-(2-hydroxy-3-methoxy-5-methylphenyl)-2-methyl-benzodioxole 1219118-25-8 C16H16O4
1-(2-hydroxy-3-methoxy-5-methylphenyl)-2-methyl-benzodioxole
—— 5-(2-aminoethyl)-3,6-dimethylbenzene-1,2,4-triol 64632-44-6 C10H15NO3
5-(2-aminoethyl)-3,6-dimethylbenzene-1,2,4-triol
—— N,N-diethyl-2-hydroxy-3-methoxy-5-methylphenylthioacetamide 628339-24-2 C14H21NO3S
N,N-diethyl-2-hydroxy-3-methoxy-5-methylphenylthioacetamide
—— 5-(2-amino-ethyl)-3,6-dimethyl-benzene-1,2,4-triol; hydrobromide 60059-12-3 BrH*C10H15NO3
5-(2-amino-ethyl)-3,6-dimethyl-benzene-1,2,4-triol; hydrobromide
—— 4-nitro-2-(trimethylsilyl)phenol 1107604-31-8 C9H13NO3Si
4-nitro-2-(trimethylsilyl)phenol
—— tert-Butyl (E)-2-((4-Hydroxy-3-methoxyphenyl)methyl)-3-oxo-4-decenoate 145822-71-5 C22H32O5
tert-Butyl (E)-2-((4-Hydroxy-3-methoxyphenyl)methyl)-3-oxo-4-decenoate
—— 1-(2-hydroxy-3-methoxy-5-methylphenyl)-2-methoxybenzodioxole 1219118-23-6 C16H16O5
1-(2-hydroxy-3-methoxy-5-methylphenyl)-2-methoxybenzodioxole
—— 2-Aminomethyl-6-methoxy-4-methyl-phenol; hydrochloride 52780-63-9 C9H13NO2*ClH
2-Aminomethyl-6-methoxy-4-methyl-phenol; hydrochloride
—— 5-chlorocreosol 18268-80-9 C8H9ClO2
5-chlorocreosol
—— 2-Allyl-3-chlorphenol 58621-35-5 C9H9ClO
2-Allyl-3-chlorphenol
—— 6-Iodo-2,4,5-trichlorophenol 35020-03-2 C6H2Cl3IO
6-Iodo-2,4,5-trichlorophenol
—— 4-(N-ethyl-5-hydroxy-2-methoxyanilino)butanoic acid 1034888-22-6 C13H19NO4
4-(N-ethyl-5-hydroxy-2-methoxyanilino)butanoic acid
—— methyl 4(ethyl(5-hydroxy-2-methoxyphenyl)amino)butanoate 1034888-24-8 C14H21NO4
methyl 4(ethyl(5-hydroxy-2-methoxyphenyl)amino)butanoate
—— 2.4-dinitro-3-phenyl-phenol 28174-58-5 C12H8N2O5
2.4-dinitro-3-phenyl-phenol