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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-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
—— 3-ethyl-4-nitroso-phenol 98491-59-9 C8H9NO2
3-ethyl-4-nitroso-phenol
—— 3-ethyl-4-nitrophenol 14143-34-1 C8H9NO3
3-ethyl-4-nitrophenol
—— (E)-4-(2-hydroxyphenyl)-2-methylbut-2-enyl methyl carbonate 939017-90-0 C13H16O4
(E)-4-(2-hydroxyphenyl)-2-methylbut-2-enyl methyl carbonate
—— 2-(3-cyclopropylidene-propyl)-phenol 327155-42-0 C12H14O
2-(3-cyclopropylidene-propyl)-phenol
—— N-formyl-6-[3-(2-hydroxyphenyl)propyl]-1,2,3,4-tetrahydropyridine 186352-42-1 C15H19NO2
N-formyl-6-[3-(2-hydroxyphenyl)propyl]-1,2,3,4-tetrahydropyridine
—— (o-acetylthiopropyl)phenol 17733-43-6 C11H14O2S
(o-acetylthiopropyl)phenol
—— 4-bromo-2-(1H,1H,2H,2H,3H,3H-perfluoroisodecyl)phenol 610778-18-2 C16H10BrF15O
4-bromo-2-(1H,1H,2H,2H,3H,3H-perfluoroisodecyl)phenol
—— N-(4-hydroxybenzyl)-thiosemicarbazide 137761-62-7 C8H11N3OS
N-(4-hydroxybenzyl)-thiosemicarbazide
—— methyl N-(4-hydroxybenzyl)dithiocarbamate 137761-44-5 C9H11NOS2
methyl N-(4-hydroxybenzyl)dithiocarbamate
—— dimethyl 2-(o-hydroxybenzyl)succinate 215184-82-0 C13H16O5
dimethyl 2-(o-hydroxybenzyl)succinate
—— 2-[3-(Hexylsulfanyl)propyl]phenol 135037-43-3 C15H24OS
2-[3-(Hexylsulfanyl)propyl]phenol
—— 2-(oxiran-2-ylmethyl)phenol 64276-05-7 C9H10O2
2-(oxiran-2-ylmethyl)phenol
—— 2-(1H,1H,2H,2H,3H,3H-perfluoroisodecyl)phenol 610778-17-1 C16H11F15O
2-(1H,1H,2H,2H,3H,3H-perfluoroisodecyl)phenol
—— 4-(3-hydroxyphenyl)butan-2-one 56363-73-6 C10H12O2
4-(3-hydroxyphenyl)butan-2-one
—— 4,5-dichloro-3,6-dihydroxy-10,10-dimethyl-10-sila-9H-xanthen-9-one 1391714-50-3 C15H12Cl2O3Si
4,5-dichloro-3,6-dihydroxy-10,10-dimethyl-10-sila-9H-xanthen-9-one
—— (C6H5)2Sn(C6H4-m-OH)2 115051-37-1 C24H20O2Sn
(C6H5)2Sn(C6H4-m-OH)2
—— 2-[5-(2-hydroxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl]-1,3-thiazol-4(5H)-one 1149372-40-6 C18H15N3O2S
2-[5-(2-hydroxyphenyl)-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl]-1,3-thiazol-4(5H)-one
—— 2-methylphenyl-E-(3-hydroxy-5-methoxy)-styryl ether 960069-02-7 C16H16O3
2-methylphenyl-E-(3-hydroxy-5-methoxy)-styryl ether
—— 5-[(E)-2-pyridin-2-ylethenyl]benzene-1,3-diol 879009-46-8 C13H11NO2
5-[(E)-2-pyridin-2-ylethenyl]benzene-1,3-diol
—— (E)-5-[2(pyridin-3-yl)vinyl]benzene-1,3-diol 744209-01-6 C13H11NO2
(E)-5-[2(pyridin-3-yl)vinyl]benzene-1,3-diol
—— 2,6-dimethoxy-4-pentylphenol 198206-80-3 C13H20O3
2,6-dimethoxy-4-pentylphenol
—— (4-hydroxy-3-nitro-phenyl)-acetic acid amide 63367-09-9 C8H8N2O4
(4-hydroxy-3-nitro-phenyl)-acetic acid amide
—— (E)-5-[2(pyridin-4-yl)vinyl]benzene-1,3-diol 744209-00-5 C13H11NO2
(E)-5-[2(pyridin-4-yl)vinyl]benzene-1,3-diol
—— 2-(1-Hydroxy-cyclopropyl)-phenol 60068-23-7 C9H10O2
2-(1-Hydroxy-cyclopropyl)-phenol
—— 5-fluoro-2-nitro-3-(trifluoromethyl)phenol 863983-99-7 C7H3F4NO3
5-fluoro-2-nitro-3-(trifluoromethyl)phenol
—— 3-Trityl-phenol 115293-27-1 C25H20O
3-Trityl-phenol
—— tert-butyl (2S,3R)-3-tert-butoxy-1-(2-hydroxy-3,5,6-trimethoxyphenethylamino)-1-oxobutan-2-ylcarbamate 1380092-33-0 C24H40N2O8
tert-butyl (2S,3R)-3-tert-butoxy-1-(2-hydroxy-3,5,6-trimethoxyphenethylamino)-1-oxobutan-2-ylcarbamate
—— 3-hydrazino-6-(3-hydroxylphenyl)-1,2,4-triazine 1380345-71-0 C9H9N5O
3-hydrazino-6-(3-hydroxylphenyl)-1,2,4-triazine
—— methyl (4-hydroxy-2,3-dimethylphenyl)acetate 885682-14-4 C11H14O3
methyl (4-hydroxy-2,3-dimethylphenyl)acetate
—— N-[3-(3,4-dimethylphenyl)propyl]-2-(4-hydroxy-3,5-dimethoxyphenyl)acetamide 488855-69-2 C21H27NO4
N-[3-(3,4-dimethylphenyl)propyl]-2-(4-hydroxy-3,5-dimethoxyphenyl)acetamide