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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
—— N-trans-feruloyl-4′-O-methyldopamine —— C19H21NO5
N-trans-feruloyl-4′-O-methyldopamine
—— (R,E)-6-acetyl-2-(1-(3,4-dihydroxyphenethylamino)-ethylidene)-7,9-dihydroxy-8,9b-dimethyldibenzo[b,d]furan-1,3(2H,9bH)-dione —— C26H25NO8
(R,E)-6-acetyl-2-(1-(3,4-dihydroxyphenethylamino)-ethylidene)-7,9-dihydroxy-8,9b-dimethyldibenzo[b,d]furan-1,3(2H,9bH)-dione
—— diethyl 4-((3,4-dihydroxyphenethyl)carbamoyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate —— C22H28N2O7
diethyl 4-((3,4-dihydroxyphenethyl)carbamoyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
—— N-[5,6,8,9,11,12,14,15-3H8]arachidonoyl-3-hydroxytyramine —— C28H41NO3
N-[5,6,8,9,11,12,14,15-3H8]arachidonoyl-3-hydroxytyramine
—— dopamine gluconamide —— C14H21NO8
dopamine gluconamide
—— dopamine ribonamide —— C13H19NO7
dopamine ribonamide
—— 4-(2-((4-hydroxybenzylidene)amino)ethyl)benzene-1,2-diol —— C15H15NO3
4-(2-((4-hydroxybenzylidene)amino)ethyl)benzene-1,2-diol
—— (E)-N’-(3'-hydroxy-4'-methoxybenzylidene)isonicotinohydrazide —— C14H13N3O3
(E)-N’-(3'-hydroxy-4'-methoxybenzylidene)isonicotinohydrazide
—— N-(2-hydroxy-4-nitrophenyl)-2-propylpentanamide —— C14H20N2O4
N-(2-hydroxy-4-nitrophenyl)-2-propylpentanamide
—— N-(2-hydroxy-5-nitrophenyl)-2-propylpentanamide —— C14H20N2O4
N-(2-hydroxy-5-nitrophenyl)-2-propylpentanamide
—— (E)-N′-(2-hydroxy-5-methoxybenzylidene)isonicotinohydrazide —— C14H13N3O3
(E)-N′-(2-hydroxy-5-methoxybenzylidene)isonicotinohydrazide
—— deoxyspongiaquinol —— C22H32O3
deoxyspongiaquinol
—— 3-(p-hydroxyphenyl)-propionylphenylethylamine 106827-59-2 C17H19NO2
3-(p-hydroxyphenyl)-propionylphenylethylamine
—— (E)-1-(2-hydroxy-6-methoxy-phenyl)-3-(5-hydroxymethyl-furan-2-yl)prop-2-en-1-one —— C15H14O5
(E)-1-(2-hydroxy-6-methoxy-phenyl)-3-(5-hydroxymethyl-furan-2-yl)prop-2-en-1-one
—— EMK 871 59832-13-2 C12H10N2O3
EMK 871
—— 5-methoxy-2,4,6-trimethyl-resorcinol —— C10H14O3
5-methoxy-2,4,6-trimethyl-resorcinol
—— 3-phenylpropyl 3-(3,4-dihydroxyphenyl)propanoate —— C18H20O4
3-phenylpropyl 3-(3,4-dihydroxyphenyl)propanoate
—— cis-2-(3,4-dihydroxyphenyl)-4-[(E)-(3,4-dihydroxyphenyl)methylene]-tetrahydro-5-oxofuran-3-carboxylic acid —— C18H14O8
cis-2-(3,4-dihydroxyphenyl)-4-[(E)-(3,4-dihydroxyphenyl)methylene]-tetrahydro-5-oxofuran-3-carboxylic acid
—— N-hexadecyl-3,4-dihydroxycinnamamide —— C25H41NO3
N-hexadecyl-3,4-dihydroxycinnamamide
—— (E)-1-(3-(3,4-dihydroxyphenyl)propanoyl)-6-styryl-5,6-dihydropyridin-2(1H)-one —— C22H21NO4
(E)-1-(3-(3,4-dihydroxyphenyl)propanoyl)-6-styryl-5,6-dihydropyridin-2(1H)-one
—— 2-oxy-3-(3,4-dihydroxyphenyl)-1,2,5-oxadiazole —— C8H6N2O4
2-oxy-3-(3,4-dihydroxyphenyl)-1,2,5-oxadiazole
—— (E)-1-(3-hydroxyphenyl)-2-nitropropene —— C9H9NO3
(E)-1-(3-hydroxyphenyl)-2-nitropropene
—— vanillyl octadecanoate —— C26H44O4
vanillyl octadecanoate
—— hydroxytyrosyl stearate —— C26H44O4
hydroxytyrosyl stearate
—— 2-(3,4-disteayloxyphenyl) ethyl stearate —— C62H112O6
2-(3,4-disteayloxyphenyl) ethyl stearate
—— 4,4-difluoro-3-(4-hydroxyphenyl)-8-phenyl-4-bora-3a,4a-diaza-s-indacene —— C21H15BF2N2O
4,4-difluoro-3-(4-hydroxyphenyl)-8-phenyl-4-bora-3a,4a-diaza-s-indacene
—— 4-(((E)-pyridin-2-ylmethylidene)amino)phenol —— C12H10N2O
4-(((E)-pyridin-2-ylmethylidene)amino)phenol
—— bis[3-(4-hydroxy-3-methoxyphenyl)prop-2-ene]disulphide —— C20H22O4S2
bis[3-(4-hydroxy-3-methoxyphenyl)prop-2-ene]disulphide
—— 4-(1-hydroxyprop-2-enyl)guaiacol —— C10H12O3
4-(1-hydroxyprop-2-enyl)guaiacol
—— 2-(1-(indolin-1-yl)ethyl)-5-methoxyphenol —— C17H19NO2
2-(1-(indolin-1-yl)ethyl)-5-methoxyphenol
—— 5-methoxy-2-(prop-1-en-2-yl)phenol —— C10H12O2
5-methoxy-2-(prop-1-en-2-yl)phenol
—— 2-hydroxy-4-methoxyacetophenone N<sup>4</sup>-dimethylthiosemicarbazone —— C12H17N3O2S
2-hydroxy-4-methoxyacetophenone N<sup>4</sup>-dimethylthiosemicarbazone
—— 2-(2-hydroxypropan-2-yl)-5-methoxyphenol —— C10H14O3
2-(2-hydroxypropan-2-yl)-5-methoxyphenol
—— 2-(2-aminothiazol-5-yl)-5-methoxyphenol —— C10H10N2O2S
2-(2-aminothiazol-5-yl)-5-methoxyphenol
—— (2E)-3-(5-chlorothiophen-2-yl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one —— C14H11ClO3S
(2E)-3-(5-chlorothiophen-2-yl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
—— 3-cyclopropyl-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one —— C13H14O3
3-cyclopropyl-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
—— (E)-3-(furan-2-yl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one —— C14H12O4
(E)-3-(furan-2-yl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
—— 4-(2,3,4-trimethoxybenzyl)-1-[3-(4-hydroxy-2,3,5-trimethylphenoxy)propyl]piperazine —— C26H38N2O5
4-(2,3,4-trimethoxybenzyl)-1-[3-(4-hydroxy-2,3,5-trimethylphenoxy)propyl]piperazine
—— Methyl-(3-hydroxy-2-isopentyl-phenyl)-aether —— C12H18O2
Methyl-(3-hydroxy-2-isopentyl-phenyl)-aether
—— 3-methoxy-benzene-1,2,4-triol —— C7H8O4
3-methoxy-benzene-1,2,4-triol
—— 4-[(5-amino-1H-1,2,4-triazol-3-yl)imino]methylbenzene-1,3-diol —— C9H9N5O2
4-[(5-amino-1H-1,2,4-triazol-3-yl)imino]methylbenzene-1,3-diol
—— 2,3,6-Trichloro-4-trifluoromethoxyphenol —— C7H2Cl3F3O2
2,3,6-Trichloro-4-trifluoromethoxyphenol
—— 3-hydroxy-9-oxo-9,10-seco-23,24-bisnorchola-1,3,5(10)-trien-22-oic acid —— C22H30O4
3-hydroxy-9-oxo-9,10-seco-23,24-bisnorchola-1,3,5(10)-trien-22-oic acid
—— (3E,5E)-3,5-bis(3,4-dihydroxybenzylidene)-1-ethylpiperidin-4-one —— C21H21NO5
(3E,5E)-3,5-bis(3,4-dihydroxybenzylidene)-1-ethylpiperidin-4-one
—— 3-(4-Hydroxyphenyl)propiolaldehyde —— C9H6O2
3-(4-Hydroxyphenyl)propiolaldehyde
—— 2-hexyl-5-methoxyphenol —— C13H20O2
2-hexyl-5-methoxyphenol
—— 4-hydroxy-2-nitrothiophenol —— C6H5NO3S
4-hydroxy-2-nitrothiophenol
—— 4-hydroxy-2-methoxythiophenol —— C7H8O2S
4-hydroxy-2-methoxythiophenol
—— 3-(3,4-dihydroxyphenyl)propyl cis-5,8,11,14,17-eicosapentaenoate —— C29H40O4
3-(3,4-dihydroxyphenyl)propyl cis-5,8,11,14,17-eicosapentaenoate
—— (2S,4S,5R)-2-(5-bromo-2-hydroxyphenyl)-3,4-dimethyl-5-phenyl-1,3-oxazolidine —— C17H18BrNO2
(2S,4S,5R)-2-(5-bromo-2-hydroxyphenyl)-3,4-dimethyl-5-phenyl-1,3-oxazolidine