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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
—— 2,3,4,6-Tetranitro-phenol 641-16-7 C6H2N4O9
2,3,4,6-Tetranitro-phenol
—— 2-(1-Methyloctyl)-phenol 17404-45-4 C15H24O
2-(1-Methyloctyl)-phenol
—— 4-(1-Butyloctyl)-phenol 17508-66-6 C18H30O
4-(1-Butyloctyl)-phenol
—— 2-(1-Propyloctyl)-phenol 17404-52-3 C17H28O
2-(1-Propyloctyl)-phenol
—— 3-hydroxy-2,4-dinitro-benzoic acid 116779-73-8 C7H4N2O7
3-hydroxy-2,4-dinitro-benzoic acid
—— 2,6-Dinitro-3-methylphenol 603-03-2 C7H6N2O5
2,6-Dinitro-3-methylphenol
—— 2-bromo-6-(trimethylsilyl)phenol 58144-49-3 C9H13BrOSi
2-bromo-6-(trimethylsilyl)phenol
—— 2-(((2-(dimethylamino)ethyl)amino)methyl)-4-nitrophenol —— C11H17N3O3
2-(((2-(dimethylamino)ethyl)amino)methyl)-4-nitrophenol
—— 2-[(E)-hydrazinylidenemethyl]-4-nitrophenol —— C7H7N3O3
2-[(E)-hydrazinylidenemethyl]-4-nitrophenol
—— (1S,2R)-1-(4-hydroxyphenyl)-1,2,3-propanetriol 25743-67-3 C9H12O4
(1S,2R)-1-(4-hydroxyphenyl)-1,2,3-propanetriol
—— (E)-2-(((4H-1,2,4-triazol-4-yl)imino)methyl)-4-nitrophenol 1335287-62-1 C9H7N5O3
(E)-2-(((4H-1,2,4-triazol-4-yl)imino)methyl)-4-nitrophenol
—— 3-(3-hydroxyphenyl)quinuclidin-2-ene hydrobromide 79412-63-8 BrH*C13H15NO
3-(3-hydroxyphenyl)quinuclidin-2-ene hydrobromide
—— nonylcatechol 73702-91-7 C15H24O2
nonylcatechol
—— 2-bromo-4-hydroxy-5-methoxybenzyl alcohol 52783-67-2 C8H9BrO3
2-bromo-4-hydroxy-5-methoxybenzyl alcohol
—— 5-bromo-2,4-dimethoxyphenol 154377-22-7 C8H9BrO3
5-bromo-2,4-dimethoxyphenol
—— 2-(1,5-Dimethyl-hex-4-enyl)-4,5-dimethoxy-phenol 134036-92-3 C16H24O3
2-(1,5-Dimethyl-hex-4-enyl)-4,5-dimethoxy-phenol
—— 2,6-Dimethyl-4-<4-(furan-3-yl)butyl>phenol 125404-80-0 C16H20O2
2,6-Dimethyl-4-<4-(furan-3-yl)butyl>phenol
—— 2-(But-2-enyl)-4-methyl-phenol 7573-19-5 C11H14O
2-(But-2-enyl)-4-methyl-phenol
—— Sawaranospirolide A 128508-28-1 C14H16O7
Sawaranospirolide A
—— 2-Methoxy-4-(pyridin-3-yliminomethyl)phenol 416879-47-5 C13H12N2O2
2-Methoxy-4-(pyridin-3-yliminomethyl)phenol
—— 3,5-dimethoxy-2-nitrosophenol 119266-65-8 C8H9NO4
3,5-dimethoxy-2-nitrosophenol
—— 5-heptyl-2-methylphenol 883978-30-1 C14H22O
5-heptyl-2-methylphenol
—— 4-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-2,2-dimethyl-6-oxo-1,3-dihydropyridine-5-carbonitrile 1220912-83-3 C16H16N2O3
4-[(E)-2-(3,4-dihydroxyphenyl)ethenyl]-2,2-dimethyl-6-oxo-1,3-dihydropyridine-5-carbonitrile
—— 4-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2,2-dimethyl-6-oxo-1,3-dihydropyridine-5-carbonitrile 1049662-81-8 C17H18N2O3
4-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-2,2-dimethyl-6-oxo-1,3-dihydropyridine-5-carbonitrile
—— 4-propylaminomethyl-pyrocatechol 125789-64-2 C10H15NO2
4-propylaminomethyl-pyrocatechol
—— 3-ethoxy-4-(4-hydroxy-3-methyl-phenylamino)-cyclobut-3-ene-1,2-dione 898545-59-0 C13H13NO4
3-ethoxy-4-(4-hydroxy-3-methyl-phenylamino)-cyclobut-3-ene-1,2-dione
—— 1-(4-hydroxy-3-methoxy-phenyl)-butan-1-ol 114515-48-9 C11H16O3
1-(4-hydroxy-3-methoxy-phenyl)-butan-1-ol
—— 4-(1-butenyl)guaiacol 85960-78-7 C11H14O2
4-(1-butenyl)guaiacol
—— 2,3,5,6,-tetrafluoro-4-methoxyphenol 14753-97-0 C7H4F4O2
2,3,5,6,-tetrafluoro-4-methoxyphenol
—— phenylcapsaicin 848127-67-3 C21H23NO3
phenylcapsaicin
—— chloro-acetic acid-(2-hydroxy-6-nitro-anilide) 876496-59-2 C8H7ClN2O4
chloro-acetic acid-(2-hydroxy-6-nitro-anilide)
—— 2-(4-hydroxy-3-nitro-5-trifluoromethylphenyl)-4-methylpentanoic acid ethyl ester 1168133-80-9 C15H18F3NO5
2-(4-hydroxy-3-nitro-5-trifluoromethylphenyl)-4-methylpentanoic acid ethyl ester
—— 3-(4-chloro-2-hydroxyphenylamino)-4-(tetrahydrothiophen-3-ylamino)cyclobut-3-ene-1,2-dione 1092388-91-4 C14H13ClN2O3S
3-(4-chloro-2-hydroxyphenylamino)-4-(tetrahydrothiophen-3-ylamino)cyclobut-3-ene-1,2-dione
—— 2-(4-hydroxybenzyl)cyclohexane-1,3-dione 112621-26-8 C13H14O3
2-(4-hydroxybenzyl)cyclohexane-1,3-dione
—— 3-(4-hydroxybenzyl)-4,5-dichloroimidazole 1404549-14-9 C10H8Cl2N2O
3-(4-hydroxybenzyl)-4,5-dichloroimidazole
—— 4-(hydroxymethyl)-3-nitrophenol 86031-17-6 C7H7NO4
4-(hydroxymethyl)-3-nitrophenol
—— 4-(1,3-dinitropropan-2-yl)phenol 117538-85-9 C9H10N2O5
4-(1,3-dinitropropan-2-yl)phenol
—— 4-[(1,4-dioxan-2-yloxy)methyl]phenol 1197205-62-1 C11H14O4
4-[(1,4-dioxan-2-yloxy)methyl]phenol
—— 4-(3,5-dimethylisoxazol-4-yl)phenol 875628-75-4 C11H11NO2
4-(3,5-dimethylisoxazol-4-yl)phenol
—— 2-[(4-Hydroxyphenyl)methyl]-2-methylcyclohexane-1,3-dione 112621-28-0 C14H16O3
2-[(4-Hydroxyphenyl)methyl]-2-methylcyclohexane-1,3-dione
—— 2-Hydroxy-4,6-dimethoxy-benzenesulfonic acid 128612-65-7 C8H10O6S
2-Hydroxy-4,6-dimethoxy-benzenesulfonic acid
—— 2-(4-hydroxybenzyl)-2-methyl-1,3-cyclopentanedione 112621-27-9 C13H14O3
2-(4-hydroxybenzyl)-2-methyl-1,3-cyclopentanedione
—— Di-<p-hydroxy-benzyl>-disulfid 14191-93-6 C14H14O2S2
Di-<p-hydroxy-benzyl>-disulfid
—— 4-[[Tert-butyl(dimethyl)silyl]methyl]phenol 960366-26-1 C13H22OSi
4-[[Tert-butyl(dimethyl)silyl]methyl]phenol
—— 4-Azido-2-iodo-6-nitrophenol 91502-46-4 C6H3IN4O3
4-Azido-2-iodo-6-nitrophenol
—— p-(tert-butyldiphenylsilyloxymethyl)phenol 113068-75-0 C23H26O2Si
p-(tert-butyldiphenylsilyloxymethyl)phenol
—— 4-({[2-(trimethylsilyl)ethoxy]methoxy}methyl)phenol 1312023-24-7 C13H22O3Si
4-({[2-(trimethylsilyl)ethoxy]methoxy}methyl)phenol
—— (E)-N-nitrozo(p-hydroxybenzyl)methylamine 90465-99-9 C8H10N2O2
(E)-N-nitrozo(p-hydroxybenzyl)methylamine
—— 2-(4-Methyl-1,3-dioxan-2-yl)phenol 64866-42-8 C11H14O3
2-(4-Methyl-1,3-dioxan-2-yl)phenol
—— 2-(4,5-Dimethyl-[1,3]dioxolan-2-yl)-phenol 6988-23-4 C11H14O3
2-(4,5-Dimethyl-[1,3]dioxolan-2-yl)-phenol