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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
—— methyl (2R)-2-amino-2-(4-hydroxy-3-methoxyphenyl)propanoate —— C11H15NO4
methyl (2R)-2-amino-2-(4-hydroxy-3-methoxyphenyl)propanoate
—— 3-[2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-6-methyl-4H-1,2,4-triazin-5-one —— C12H13N5O3
3-[2-[(3-hydroxy-4-methoxyphenyl)methylidene]hydrazinyl]-6-methyl-4H-1,2,4-triazin-5-one
—— methyl (2S)-2-(4-hydroxy-3-methoxyphenyl)-2-(methylamino)propanoate —— C12H17NO4
methyl (2S)-2-(4-hydroxy-3-methoxyphenyl)-2-(methylamino)propanoate
—— 2-Chloro-5-[[5-[(4-hydroxy-3-nitrophenyl)methylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene]amino]benzoic acid —— C18H12ClN3O6S
2-Chloro-5-[[5-[(4-hydroxy-3-nitrophenyl)methylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene]amino]benzoic acid
—— 4-(5-Methylidene-2-phenylpyrazolidin-3-yl)phenol —— C16H16N2O
4-(5-Methylidene-2-phenylpyrazolidin-3-yl)phenol
—— 5-[(5-Chloro-2-hydroxy-3-nitrophenyl)methyl]furan-2-carboxylic acid —— C12H8ClNO6
5-[(5-Chloro-2-hydroxy-3-nitrophenyl)methyl]furan-2-carboxylic acid
—— 1-(4-Chlorophenyl)-3-(2-hydroxy-4-methylanilino)prop-2-en-1-one —— C16H14ClNO2
1-(4-Chlorophenyl)-3-(2-hydroxy-4-methylanilino)prop-2-en-1-one
—— (1R,2S)-2-[4-(2-methoxyethyl)phenoxy]cycloheptan-1-amine —— C16H25NO2
(1R,2S)-2-[4-(2-methoxyethyl)phenoxy]cycloheptan-1-amine
—— (2R)-1-[4-(2-methoxyethyl)phenoxy]-3,3-dimethylbutan-2-amine —— C15H25NO2
(2R)-1-[4-(2-methoxyethyl)phenoxy]-3,3-dimethylbutan-2-amine
—— (2S)-1-[4-(2-methoxyethyl)phenoxy]-3,3-dimethylbutan-2-amine —— C15H25NO2
(2S)-1-[4-(2-methoxyethyl)phenoxy]-3,3-dimethylbutan-2-amine
—— (2S,3R)-2-[4-(2-methoxyethyl)phenoxy]pentan-3-amine —— C14H23NO2
(2S,3R)-2-[4-(2-methoxyethyl)phenoxy]pentan-3-amine
—— (2R,3R)-2-[4-(2-methoxyethyl)phenoxy]pentan-3-amine —— C14H23NO2
(2R,3R)-2-[4-(2-methoxyethyl)phenoxy]pentan-3-amine
—— (2R)-1-(cyclopropylamino)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol —— C15H23NO3
(2R)-1-(cyclopropylamino)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol
—— (2R,3S)-2-[4-(2-methoxyethyl)phenoxy]pentan-3-amine —— C14H23NO2
(2R,3S)-2-[4-(2-methoxyethyl)phenoxy]pentan-3-amine
—— (1R,2R)-2-[4-(2-methoxyethyl)phenoxy]cycloheptan-1-amine —— C16H25NO2
(1R,2R)-2-[4-(2-methoxyethyl)phenoxy]cycloheptan-1-amine
—— (1S,2S)-2-[4-(2-methoxyethyl)phenoxy]cycloheptan-1-amine —— C16H25NO2
(1S,2S)-2-[4-(2-methoxyethyl)phenoxy]cycloheptan-1-amine
—— 1,2-Benzenediol,4-[[(2-furanylmethyl)amino]methyl]- —— C12H13NO3
1,2-Benzenediol,4-[[(2-furanylmethyl)amino]methyl]-
—— 3-[5-[(5-Chloro-2-hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid —— C13H10ClNO4S2
3-[5-[(5-Chloro-2-hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid
—— Methyl 4-(4-hydroxy-3-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate —— C14H16N2O5
Methyl 4-(4-hydroxy-3-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate
—— Methyl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate —— C14H15ClN2O5
Methyl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate
—— 3-(3-Hydroxy-4-methoxyphenyl)-2-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]prop-2-enenitrile —— C20H16N2O3S
3-(3-Hydroxy-4-methoxyphenyl)-2-[4-(4-methoxyphenyl)-1,3-thiazol-2-yl]prop-2-enenitrile
—— ethyl 2-[(4-hydroxy-3-nitrophenyl)methylidene]-7-methyl-3-oxo-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C21H17N3O6S2
ethyl 2-[(4-hydroxy-3-nitrophenyl)methylidene]-7-methyl-3-oxo-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-(4-Butoxyphenyl)-4-[(2-hydroxy-3-nitrophenyl)methylidene]-1,3-oxazol-5-one —— C20H18N2O6
2-(4-Butoxyphenyl)-4-[(2-hydroxy-3-nitrophenyl)methylidene]-1,3-oxazol-5-one
—— 2-hydroxy-2-(3-hydroxyphenyl)-N-methylethanaminium —— C9H14NO2+
2-hydroxy-2-(3-hydroxyphenyl)-N-methylethanaminium
—— 7-ethenyl-8-(2-hydroxy-4-methoxyphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C22H24O4
7-ethenyl-8-(2-hydroxy-4-methoxyphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— diethyl 7-(2-hydroxy-5-nitrophenyl)-2-oxo-3,5,6,7-tetrahydro-2H-thiopyrano[2,3-d]thiazole-5,6-dicarboxylate —— C18H18N2O8S2
diethyl 7-(2-hydroxy-5-nitrophenyl)-2-oxo-3,5,6,7-tetrahydro-2H-thiopyrano[2,3-d]thiazole-5,6-dicarboxylate
—— 5-[(3,5-Dibromo-4-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C10H5Br2NO2S2
5-[(3,5-Dibromo-4-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— [4-[(2-Hydroxy-4-nitrophenyl)iminomethyl]-2-methoxyphenyl] pyridine-4-carboxylate —— C20H15N3O6
[4-[(2-Hydroxy-4-nitrophenyl)iminomethyl]-2-methoxyphenyl] pyridine-4-carboxylate
—— 5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-2-(4-methoxyphenyl)imino-3-(2-methylpropyl)-1,3-thiazolidin-4-one —— C22H24N2O4S
5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-2-(4-methoxyphenyl)imino-3-(2-methylpropyl)-1,3-thiazolidin-4-one
—— N-[(2-ethoxyphenyl)methylideneamino]-3,4,5-trihydroxybenzamide —— C16H16N2O5
N-[(2-ethoxyphenyl)methylideneamino]-3,4,5-trihydroxybenzamide
—— 6-hydroxy-5-[(2-hydroxy-5-nitrophenyl)iminomethyl]-4-methyl-2-oxo-1H-pyridine-3-carbonitrile —— C14H10N4O5
6-hydroxy-5-[(2-hydroxy-5-nitrophenyl)iminomethyl]-4-methyl-2-oxo-1H-pyridine-3-carbonitrile
—— (2S)-2-(3-hydroxy-4-methoxyphenyl)-2-morpholin-4-ylacetic acid —— C13H17NO5
(2S)-2-(3-hydroxy-4-methoxyphenyl)-2-morpholin-4-ylacetic acid
—— 7-ethenyl-8-(2-hydroxy-4,6-dimethoxyphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C22H24O5
7-ethenyl-8-(2-hydroxy-4,6-dimethoxyphenyl)-3,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (2R)-2-(dimethylamino)-2-(3-hydroxy-4-methoxyphenyl)acetic acid —— C11H15NO4
(2R)-2-(dimethylamino)-2-(3-hydroxy-4-methoxyphenyl)acetic acid
—— (2S)-4-(4-hydroxyphenyl)-2-methyl-2-morpholin-4-ylbutanenitrile —— C15H20N2O2
(2S)-4-(4-hydroxyphenyl)-2-methyl-2-morpholin-4-ylbutanenitrile
—— 2-[5-ethyl-3-[N-(5-ethyl-1,3,4-thiadiazol-2-yl)-C-piperidin-1-ylcarbonimidoyl]-2H-1,3,4-thiadiazol-2-yl]phenol —— C20H26N6OS2
2-[5-ethyl-3-[N-(5-ethyl-1,3,4-thiadiazol-2-yl)-C-piperidin-1-ylcarbonimidoyl]-2H-1,3,4-thiadiazol-2-yl]phenol
—— 2-[(2-Hydroxy-3-prop-2-enylphenyl)methylidene]propanedinitrile —— C13H10N2O
2-[(2-Hydroxy-3-prop-2-enylphenyl)methylidene]propanedinitrile
—— 2-[(E)-[(2,4-Difluorophenyl)imino]methyl]-6-methoxyphenol —— C14H11F2NO2
2-[(E)-[(2,4-Difluorophenyl)imino]methyl]-6-methoxyphenol
—— 4-(5-Methylidenepyrazolidin-3-yl)phenol —— C10H12N2O
4-(5-Methylidenepyrazolidin-3-yl)phenol
—— 4-hydroxy-N-[(2R)-3-methylbutan-2-yl]-3-nitrobenzenesulfonamide —— C11H16N2O5S
4-hydroxy-N-[(2R)-3-methylbutan-2-yl]-3-nitrobenzenesulfonamide
—— 4-hydroxy-N-[(2S)-3-methylbutan-2-yl]-3-nitrobenzenesulfonamide —— C11H16N2O5S
4-hydroxy-N-[(2S)-3-methylbutan-2-yl]-3-nitrobenzenesulfonamide
—— 4-[(3S)-3-[[(1R,5R,6S)-6-bicyclo[3.2.0]hept-3-enyl]amino]butyl]phenol —— C17H23NO
4-[(3S)-3-[[(1R,5R,6S)-6-bicyclo[3.2.0]hept-3-enyl]amino]butyl]phenol
—— 2-methoxy-5-[[(1S)-2-methyl-1-thiophen-2-ylpropyl]amino]phenol —— C15H19NO2S
2-methoxy-5-[[(1S)-2-methyl-1-thiophen-2-ylpropyl]amino]phenol
—— 4-[[(1S)-1-(3-bromothiophen-2-yl)ethyl]amino]-3-nitrophenol —— C12H11BrN2O3S
4-[[(1S)-1-(3-bromothiophen-2-yl)ethyl]amino]-3-nitrophenol
—— 4-[(3S)-3-[[(1R,5R,6R)-6-bicyclo[3.2.0]hept-3-enyl]amino]butyl]phenol —— C17H23NO
4-[(3S)-3-[[(1R,5R,6R)-6-bicyclo[3.2.0]hept-3-enyl]amino]butyl]phenol
—— 2-methoxy-5-[[(1R)-2-methyl-1-thiophen-2-ylpropyl]amino]phenol —— C15H19NO2S
2-methoxy-5-[[(1R)-2-methyl-1-thiophen-2-ylpropyl]amino]phenol
—— 4-[[(1R)-1-(3-bromothiophen-2-yl)ethyl]amino]-3-nitrophenol —— C12H11BrN2O3S
4-[[(1R)-1-(3-bromothiophen-2-yl)ethyl]amino]-3-nitrophenol
—— ethyl 2-(4-chloroanilino)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4-oxothiophene-3-carboxylate —— C21H18ClNO5S
ethyl 2-(4-chloroanilino)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4-oxothiophene-3-carboxylate
—— 3,4,5-triethoxy-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide —— C21H26N2O6
3,4,5-triethoxy-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]benzamide
—— 2-[Benzotriazol-1-yl-(2-methylanilino)methyl]-4-nitrophenol —— C20H17N5O3
2-[Benzotriazol-1-yl-(2-methylanilino)methyl]-4-nitrophenol