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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-methyl-3-(phenylmethylsulfonyloxy)phenol 197960-61-5 C14H14O4S
5-methyl-3-(phenylmethylsulfonyloxy)phenol
—— 4-(2,2-Dichloroethyl)phenol 58640-10-1 C8H8Cl2O
4-(2,2-Dichloroethyl)phenol
—— 2-Methoxy-4-[1,3,3-tris(ethylsulfanyl)propyl]phenol 141890-05-3 C16H26O2S3
2-Methoxy-4-[1,3,3-tris(ethylsulfanyl)propyl]phenol
—— methyl (2S,3S,5R)-6-(3-bromo-2-hydroxy-5-isopropoxy-6-methoxyphenyl)-2-hydroxy-3-methoxy-5-methylhexanoate 1033591-49-9 C19H29BrO7
methyl (2S,3S,5R)-6-(3-bromo-2-hydroxy-5-isopropoxy-6-methoxyphenyl)-2-hydroxy-3-methoxy-5-methylhexanoate
—— 5-bromo-2,3-dimethoxyphenol 93828-11-6 C8H9BrO3
5-bromo-2,3-dimethoxyphenol
—— ethyl 2-(1,4-dihydroxy-6-(tetrahydro-2H-pyran-2-yloxy)-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate 1265363-13-0 C16H21BO7
ethyl 2-(1,4-dihydroxy-6-(tetrahydro-2H-pyran-2-yloxy)-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate
—— 3,4-diisopropyloxyphenol 96410-61-6 C12H18O3
3,4-diisopropyloxyphenol
—— 3-chloro-4-[3,3,3-trifluoro-2-hydroxy-1-methyl-2-(2-methyl-pyridin-4-yl)-propyl]-phenol 1134914-14-9 C16H15ClF3NO2
3-chloro-4-[3,3,3-trifluoro-2-hydroxy-1-methyl-2-(2-methyl-pyridin-4-yl)-propyl]-phenol
—— 4,5-dicyano-2-methoxyphenol 124784-49-2 C9H6N2O2
4,5-dicyano-2-methoxyphenol
—— 2-nitro-4-azidophenol 51642-26-3 C6H4N4O3
2-nitro-4-azidophenol
—— 3-(3-methoxyphenyl)amino-4-nitrophenol 350235-43-7 C13H12N2O4
3-(3-methoxyphenyl)amino-4-nitrophenol
—— 2-(4-phenethyloxy-phenyl)-ethanol 911627-03-7 C16H18O2
2-(4-phenethyloxy-phenyl)-ethanol
—— 2,4-Diheptyl-phenol 1987-49-1 C20H34O
2,4-Diheptyl-phenol
—— 3-(4-methylphenyl)amino-4-nitrophenol 488141-00-0 C13H12N2O3
3-(4-methylphenyl)amino-4-nitrophenol
—— 3-(3,5-dimethylphenyl)amino-4-nitrophenol 350235-41-5 C14H14N2O3
3-(3,5-dimethylphenyl)amino-4-nitrophenol
—— 3-[(3,4-dimethylphenyl)amino]-4,6-dinitrophenol 350235-97-1 C14H13N3O5
3-[(3,4-dimethylphenyl)amino]-4,6-dinitrophenol
—— 3-(3,4,5-Trimethoxyphenyl)amino-4-nitrophenol 350235-51-7 C15H16N2O6
3-(3,4,5-Trimethoxyphenyl)amino-4-nitrophenol
—— 3-(3,4-methylenedioxyphenyl)amino-4-nitrophenol 350235-49-3 C13H10N2O5
3-(3,4-methylenedioxyphenyl)amino-4-nitrophenol
—— 3-(3,4-dimethoxyphenyl)amino-4-nitrophenol 350235-47-1 C14H14N2O5
3-(3,4-dimethoxyphenyl)amino-4-nitrophenol
—— ethyl 2-(2,4-dihydroxy-3-nitrophenyl)-2-hydroxyacetate 1403381-49-6 C10H11NO7
ethyl 2-(2,4-dihydroxy-3-nitrophenyl)-2-hydroxyacetate
—— 4-(2-methoxyethyl)-phenoxy-acetaldehyde 87130-01-6 C11H14O3
4-(2-methoxyethyl)-phenoxy-acetaldehyde
—— 2-(3-penta-1,4-dienyl)phenol 17270-07-4 C11H12O
2-(3-penta-1,4-dienyl)phenol
—— 4-<(2E)-penta-2,4-dienyl>phenol 17270-08-5 C11H12O
4-<(2E)-penta-2,4-dienyl>phenol
—— vanillyl 7-methylnonanoate 906465-21-2 C18H28O4
vanillyl 7-methylnonanoate
—— 2-chloro-5-((4-methoxypyrimidin-2-yl)amino)phenol 915774-30-0 C11H10ClN3O2
2-chloro-5-((4-methoxypyrimidin-2-yl)amino)phenol
—— vanillyl 8-methyldecanoate 906465-22-3 C19H30O4
vanillyl 8-methyldecanoate
—— 4-(5-((2-bromobenzyl)thio)-1,3,4-oxadiazol-2-yl)-2-methoxyphenol 1391739-54-0 C16H13BrN2O3S
4-(5-((2-bromobenzyl)thio)-1,3,4-oxadiazol-2-yl)-2-methoxyphenol
—— 5-chloro-2-methyl-4-nitrophenol 97655-36-2 C7H6ClNO3
5-chloro-2-methyl-4-nitrophenol
—— vanillyl 6-methyloctanoate 906465-20-1 C17H26O4
vanillyl 6-methyloctanoate
—— 4-tert-butylsulfinyl-2-methoxyphenol 84838-89-1 C11H16O3S
4-tert-butylsulfinyl-2-methoxyphenol
—— 2-bromo-6-chloro-4-methylphenol 57018-10-7 C7H6BrClO
2-bromo-6-chloro-4-methylphenol
—— 3-[(4-Hydroxyphenyl)-dimethylsilyl]propyl prop-2-enoate 1042429-83-3 C14H20O3Si
3-[(4-Hydroxyphenyl)-dimethylsilyl]propyl prop-2-enoate
—— 6-(3-Hydroxy-4-methoxyphenyl)hexane-2,4-dione 918629-60-4 C13H16O4
6-(3-Hydroxy-4-methoxyphenyl)hexane-2,4-dione
—— 2-Iodo-6-methoxy-4-(1,2,4-triazol-4-yliminomethyl)phenol 331666-93-4 C10H9IN4O2
2-Iodo-6-methoxy-4-(1,2,4-triazol-4-yliminomethyl)phenol
—— 1-(4-Hydroxy-3-methoxyphenyl)heptane-3,5-dione 501665-75-4 C14H18O4
1-(4-Hydroxy-3-methoxyphenyl)heptane-3,5-dione
—— 4-nitro-2-([1,2,4]triazol-4-ylimino-methyl)-phenol 35546-57-7 C9H7N5O3
4-nitro-2-([1,2,4]triazol-4-ylimino-methyl)-phenol
—— bis(4-hydroxyphenyl)telluroxide 95458-32-5 C12H10O3Te
bis(4-hydroxyphenyl)telluroxide
—— 2-methoxy-5-([1,2,4]triazol-4-ylimino-methyl)-phenol 59670-60-9 C10H10N4O2
2-methoxy-5-([1,2,4]triazol-4-ylimino-methyl)-phenol
—— ethyl 5-(4-hydroxyphenyl)-7-methyl-3-oxo-3,5-dihydro-2H-thiazolo[3,2-a]pyrimidine-6-carboxylate 306957-44-8 C16H16N2O4S
ethyl 5-(4-hydroxyphenyl)-7-methyl-3-oxo-3,5-dihydro-2H-thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 4-(((4H-1,2,4-triazol-4-yl)imino)methyl)-2-methoxyphenol 214854-34-9 C10H10N4O2
4-(((4H-1,2,4-triazol-4-yl)imino)methyl)-2-methoxyphenol
—— N-[(2'-hydroxy-3'-methoxyphenyl)methylidene]-4H-1,2,4-triazol-4-amine 114187-82-5 C10H10N4O2
N-[(2'-hydroxy-3'-methoxyphenyl)methylidene]-4H-1,2,4-triazol-4-amine
—— 4-(2-((4-aminophenyl)amino)thiazol-4-yl)benzene-1,2-diol 797813-77-5 C15H13N3O2S
4-(2-((4-aminophenyl)amino)thiazol-4-yl)benzene-1,2-diol
—— N-[(E)-(3-hydroxyphenyl)methylidene]-4H-1,2,4-triazol-4-amine 32787-81-8 C9H8N4O
N-[(E)-(3-hydroxyphenyl)methylidene]-4H-1,2,4-triazol-4-amine
—— 4-[(4H-1,2,4-triazol-4-ylimino)methyl]phenol 32787-78-3 C9H8N4O
4-[(4H-1,2,4-triazol-4-ylimino)methyl]phenol
—— N-[(3'-hydroxyphenyl)methylidene]-4H-1,2,4-triazol-4-amine 32787-81-8 C9H8N4O
N-[(3'-hydroxyphenyl)methylidene]-4H-1,2,4-triazol-4-amine
—— (E)-2-[(4H-1,2,4-triazole-4-ylimino)methyl]phenol 32787-84-1 C9H8N4O
(E)-2-[(4H-1,2,4-triazole-4-ylimino)methyl]phenol
—— N-[(4'-hydroxyphenyl)methylidene]-4H-1,2,4-triazol-4-amine 32787-78-3 C9H8N4O
N-[(4'-hydroxyphenyl)methylidene]-4H-1,2,4-triazol-4-amine
—— N-[(5'-bromo-2'-hydroxyphenyl)methylidene]-4H-1,2,4-triazol-4-amine 294853-17-1 C9H7BrN4O
N-[(5'-bromo-2'-hydroxyphenyl)methylidene]-4H-1,2,4-triazol-4-amine
—— N-Boc-(R)-phenylephrine 82212-44-0 C14H21NO4
N-Boc-(R)-phenylephrine
—— N-acetyl-1-(3-hydroxyphenyl)-2-methylaminoethanol 69728-91-2 C11H15NO3
N-acetyl-1-(3-hydroxyphenyl)-2-methylaminoethanol