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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-Hydroxy-5-nitro-benzoic acid (4-diethylamino-benzylidene)-hydrazide —— C18H20N4O4
2-Hydroxy-5-nitro-benzoic acid (4-diethylamino-benzylidene)-hydrazide
—— N-[(E)-(3-hydroxy-2-methoxyphenyl)methylideneamino]-6-oxo-1H-pyrimidine-5-carboxamide —— C13H12N4O4
N-[(E)-(3-hydroxy-2-methoxyphenyl)methylideneamino]-6-oxo-1H-pyrimidine-5-carboxamide
—— N'-[(E)-(2,6-Dichlorophenyl)methylidene]-3,4,5-trihydroxybenzohydrazide —— C14H10Cl2N2O4
N'-[(E)-(2,6-Dichlorophenyl)methylidene]-3,4,5-trihydroxybenzohydrazide
—— 3,4,5-trihydroxy-N-[(E)-1-(5-methylfuran-2-yl)ethylideneamino]benzamide —— C14H14N2O5
3,4,5-trihydroxy-N-[(E)-1-(5-methylfuran-2-yl)ethylideneamino]benzamide
—— N-[(E)-1-(3-hydroxyphenyl)ethylideneamino]nonanamide —— C17H26N2O2
N-[(E)-1-(3-hydroxyphenyl)ethylideneamino]nonanamide
—— N-[(E)-hexan-2-ylideneamino]-3,4,5-trihydroxybenzamide —— C13H18N2O4
N-[(E)-hexan-2-ylideneamino]-3,4,5-trihydroxybenzamide
—— 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-N-[(E)-(3-nitrophenyl)methylideneamino]-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C20H19N5O5S
4-(4-hydroxy-3-methoxyphenyl)-6-methyl-N-[(E)-(3-nitrophenyl)methylideneamino]-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— N,N'-bis[(E)-1-(3-hydroxyphenyl)ethylideneamino]pentanediamide —— C21H24N4O4
N,N'-bis[(E)-1-(3-hydroxyphenyl)ethylideneamino]pentanediamide
—— 2-methoxy-5-[(E)-[(3-nitrophenyl)hydrazinylidene]methyl]phenol —— C14H13N3O4
2-methoxy-5-[(E)-[(3-nitrophenyl)hydrazinylidene]methyl]phenol
—— 3-(3,4-dihydroxyphenyl)-N'-[(E)-thiophen-2-ylmethylidene]propanehydrazide —— C14H14N2O3S
3-(3,4-dihydroxyphenyl)-N'-[(E)-thiophen-2-ylmethylidene]propanehydrazide
—— 4-cyano-N-[(E)-(3-hydroxyphenyl)methylideneamino]-5-oxo-1,4-dihydropyrazole-3-carboxamide —— C12H9N5O3
4-cyano-N-[(E)-(3-hydroxyphenyl)methylideneamino]-5-oxo-1,4-dihydropyrazole-3-carboxamide
—— 5-[(E)-[[2-chloro-5-(trifluoromethyl)phenyl]hydrazinylidene]methyl]-2-methoxyphenol —— C15H12ClF3N2O2
5-[(E)-[[2-chloro-5-(trifluoromethyl)phenyl]hydrazinylidene]methyl]-2-methoxyphenol
—— N-[(E)-butan-2-ylideneamino]-3,4,5-trihydroxybenzamide —— C11H14N2O4
N-[(E)-butan-2-ylideneamino]-3,4,5-trihydroxybenzamide
—— 2-(4-chloro-2-methylphenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]propanamide —— C18H19ClN2O4
2-(4-chloro-2-methylphenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]propanamide
—— 3,4,5-trihydroxy-N-[(E)-pentan-2-ylideneamino]benzamide —— C12H16N2O4
3,4,5-trihydroxy-N-[(E)-pentan-2-ylideneamino]benzamide
—— N-[(E)-[5-(4-bromophenyl)furan-2-yl]methylideneamino]-3-(2-hydroxy-4-methoxyphenyl)butanamide —— C22H21BrN2O4
N-[(E)-[5-(4-bromophenyl)furan-2-yl]methylideneamino]-3-(2-hydroxy-4-methoxyphenyl)butanamide
—— N-[(E)-(3-hydroxyphenyl)methylideneamino]heptanamide —— C14H20N2O2
N-[(E)-(3-hydroxyphenyl)methylideneamino]heptanamide
—— N'-[(1E)-1-(3-hydroxyphenyl)ethylidene]-2-phenylcyclopropanecarbohydrazide —— C18H18N2O2
N'-[(1E)-1-(3-hydroxyphenyl)ethylidene]-2-phenylcyclopropanecarbohydrazide
—— 4-(2-(3-HO-4-Methoxybenzylidene)hydrazino)-N-(3-methylphenyl)-4-oxobutanamide 303083-55-8 C19H21N3O4
4-(2-(3-HO-4-Methoxybenzylidene)hydrazino)-N-(3-methylphenyl)-4-oxobutanamide
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-methyl-4-nitrobenzamide —— C16H15N3O5
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-methyl-4-nitrobenzamide
—— 5-[(E)-(5-aminotetrazol-1-yl)iminomethyl]-3-bromo-2-methoxyphenol —— C9H9BrN6O2
5-[(E)-(5-aminotetrazol-1-yl)iminomethyl]-3-bromo-2-methoxyphenol
—— N'-[(E)-cyclohex-3-en-1-ylmethylidene]-3,4,5-trihydroxybenzohydrazide —— C14H16N2O4
N'-[(E)-cyclohex-3-en-1-ylmethylidene]-3,4,5-trihydroxybenzohydrazide
—— Maleic acid (3-hydroxybenzylidene)hydrazide —— C11H10N2O4
Maleic acid (3-hydroxybenzylidene)hydrazide
—— 1-ethyl-3-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea —— C11H15N3O2S
1-ethyl-3-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea
—— 5-[(E)-[2-(4-Amino-5-methyl-4H-1,2,4-triazol-3-YL)hydrazin-1-ylidene]methyl]-2-methoxyphenol —— C11H14N6O2
5-[(E)-[2-(4-Amino-5-methyl-4H-1,2,4-triazol-3-YL)hydrazin-1-ylidene]methyl]-2-methoxyphenol
—— 3,4,5-trihydroxy-N-[(E)-(3-nitrophenyl)methylideneamino]benzamide —— C14H11N3O6
3,4,5-trihydroxy-N-[(E)-(3-nitrophenyl)methylideneamino]benzamide
—— N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(5-methylpyrazol-1-yl)acetamide —— C14H15BrN4O3
N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(5-methylpyrazol-1-yl)acetamide
—— 3-Hydroxy-4-methoxybenzaldehyde 1,3-benzoxazol-2-ylhydrazone —— C15H13N3O3
3-Hydroxy-4-methoxybenzaldehyde 1,3-benzoxazol-2-ylhydrazone
—— Methyl 3-(2,3,4-trihydroxyphenyl)propanoate —— C10H12O5
Methyl 3-(2,3,4-trihydroxyphenyl)propanoate
—— 2-(Benzothiazol-2-ylsulfanyl)-acetic acid (3-HO-4-methoxy-benzylidene)-hydrazide —— C17H15N3O3S2
2-(Benzothiazol-2-ylsulfanyl)-acetic acid (3-HO-4-methoxy-benzylidene)-hydrazide
—— Methyl 2,4,6-trihydroxyphenylacetate —— C9H10O5
Methyl 2,4,6-trihydroxyphenylacetate
—— 4-[2-(Methylamino)ethyl]benzene-1,2,3-triol —— C9H13NO3
4-[2-(Methylamino)ethyl]benzene-1,2,3-triol
—— Propan-2-yl 2-(2,3,4-trihydroxyphenyl)acetate —— C11H14O5
Propan-2-yl 2-(2,3,4-trihydroxyphenyl)acetate
—— 3-bromo-5-[(E)-[(4,6-dimethylpyrimidin-2-yl)hydrazinylidene]methyl]-2-methoxyphenol —— C14H15BrN4O2
3-bromo-5-[(E)-[(4,6-dimethylpyrimidin-2-yl)hydrazinylidene]methyl]-2-methoxyphenol
—— 1-cyclohexyl-3-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea —— C15H21N3O2S
1-cyclohexyl-3-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea
—— N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]pyridine-4-carboxamide —— C14H12BrN3O3
N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]pyridine-4-carboxamide
—— 1-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(oxolan-2-ylmethyl)thiourea —— C14H19N3O3S
1-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(oxolan-2-ylmethyl)thiourea
—— 5-[(2E)-2-(3-hydroxybenzylidene)hydrazinyl]-6-methyl-1,2,4-triazin-3(2H)-one —— C11H11N5O2
5-[(2E)-2-(3-hydroxybenzylidene)hydrazinyl]-6-methyl-1,2,4-triazin-3(2H)-one
—— N'-[(E)-(4-chlorophenyl)methylidene]-2-hydroxy-3,5-dinitrobenzohydrazide —— C14H9ClN4O6
N'-[(E)-(4-chlorophenyl)methylidene]-2-hydroxy-3,5-dinitrobenzohydrazide
—— 3-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(E)-1-(3-hydroxyphenyl)ethylideneamino]-5-methyltriazole-4-carboxamide —— C14H14N8O3
3-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(E)-1-(3-hydroxyphenyl)ethylideneamino]-5-methyltriazole-4-carboxamide
—— 5-[(E)-{2-[4,6-di(piperidin-1-yl)-1,3,5-triazin-2-yl]-2-methylhydrazinylidene}methyl]-2-methoxyphenol —— C22H31N7O2
5-[(E)-{2-[4,6-di(piperidin-1-yl)-1,3,5-triazin-2-yl]-2-methylhydrazinylidene}methyl]-2-methoxyphenol
—— 2-Methoxy-5-(pyridin-2-yl-hydrazonomethyl)-phenol —— C13H13N3O2
2-Methoxy-5-(pyridin-2-yl-hydrazonomethyl)-phenol
—— 3-[(E)-(3-hydroxy-4-methoxyphenyl)diazenyl]-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]-3-oxopropanehydrazide —— C18H18N4O6
3-[(E)-(3-hydroxy-4-methoxyphenyl)diazenyl]-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]-3-oxopropanehydrazide
—— (E)-2-hydroxy-3,5-dinitro-N'-((E)-3-(5-nitrofuran-2-yl)allylidene)benzohydrazide 1310099-98-9 C14H9N5O9
(E)-2-hydroxy-3,5-dinitro-N'-((E)-3-(5-nitrofuran-2-yl)allylidene)benzohydrazide
—— 2-[(2Z)-2-[(E)-benzylidenehydrazinylidene]-3-(4-hydroxyphenyl)-4-oxo-1,3-thiazolidin-5-yl]acetic acid —— C18H15N3O4S
2-[(2Z)-2-[(E)-benzylidenehydrazinylidene]-3-(4-hydroxyphenyl)-4-oxo-1,3-thiazolidin-5-yl]acetic acid
—— 3-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-methyltriazole-4-carboxamide —— C14H14N8O4
3-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-methyltriazole-4-carboxamide
—— 2-Hydroxy-N'-[(E)-(2-methoxyphenyl)methylidene]-5-nitrobenzohydrazide —— C15H13N3O5
2-Hydroxy-N'-[(E)-(2-methoxyphenyl)methylidene]-5-nitrobenzohydrazide
—— N'-[(E)-(4-tert-butylphenyl)methylidene]-3,4,5-trihydroxybenzohydrazide —— C18H20N2O4
N'-[(E)-(4-tert-butylphenyl)methylidene]-3,4,5-trihydroxybenzohydrazide
—— 3,4,5-trihydroxy-N-[(E)-(3-methylthiophen-2-yl)methylideneamino]benzamide —— C13H12N2O4S
3,4,5-trihydroxy-N-[(E)-(3-methylthiophen-2-yl)methylideneamino]benzamide
—— N'-[(E)-(2-Fluorophenyl)methylidene]-3,4,5-trihydroxybenzohydrazide —— C14H11FN2O4
N'-[(E)-(2-Fluorophenyl)methylidene]-3,4,5-trihydroxybenzohydrazide