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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
—— 4-fluoro-2-[(2S)-1,1,1-trifluoropropan-2-yl]phenol —— C9H8F4O
4-fluoro-2-[(2S)-1,1,1-trifluoropropan-2-yl]phenol
—— 5-chloro-4-methyl-2-[(2S)-1,1,1-trifluoropropan-2-yl]phenol —— C10H10ClF3O
5-chloro-4-methyl-2-[(2S)-1,1,1-trifluoropropan-2-yl]phenol
—— 4-methyl-2-[(2R)-1,1,1-trifluoropropan-2-yl]phenol —— C10H11F3O
4-methyl-2-[(2R)-1,1,1-trifluoropropan-2-yl]phenol
—— 5-chloro-4-methyl-2-[(2R)-1,1,1-trifluoropropan-2-yl]phenol —— C10H10ClF3O
5-chloro-4-methyl-2-[(2R)-1,1,1-trifluoropropan-2-yl]phenol
—— 2-chloro-4-[(2R)-1,1,1-trifluoropropan-2-yl]phenol —— C9H8ClF3O
2-chloro-4-[(2R)-1,1,1-trifluoropropan-2-yl]phenol
—— 2-[(2S)-1,1,1-trifluoropropan-2-yl]phenol —— C9H9F3O
2-[(2S)-1,1,1-trifluoropropan-2-yl]phenol
—— 4-methyl-2-[(2S)-1,1,1-trifluoropropan-2-yl]phenol —— C10H11F3O
4-methyl-2-[(2S)-1,1,1-trifluoropropan-2-yl]phenol
—— 2-chloro-4-[(2S)-1,1,1-trifluoropropan-2-yl]phenol —— C9H8ClF3O
2-chloro-4-[(2S)-1,1,1-trifluoropropan-2-yl]phenol
—— 3-fluoro-4-[(2R)-1,1,1-trifluoropropan-2-yl]phenol —— C9H8F4O
3-fluoro-4-[(2R)-1,1,1-trifluoropropan-2-yl]phenol
—— 3-fluoro-4-[(2S)-1,1,1-trifluoropropan-2-yl]phenol —— C9H8F4O
3-fluoro-4-[(2S)-1,1,1-trifluoropropan-2-yl]phenol
—— 4-chloro-2-[(2S)-1,1,1-trifluoropropan-2-yl]phenol —— C9H8ClF3O
4-chloro-2-[(2S)-1,1,1-trifluoropropan-2-yl]phenol
—— 3-[(2S)-1,1,1-trifluoropropan-2-yl]phenol —— C9H9F3O
3-[(2S)-1,1,1-trifluoropropan-2-yl]phenol
—— 1-[(4-Fluorophenyl)methyl]-3-(2-hydroxy-5-nitrophenyl)thiourea —— C14H12FN3O3S
1-[(4-Fluorophenyl)methyl]-3-(2-hydroxy-5-nitrophenyl)thiourea
—— 1-(3-Ethylphenyl)-3-(2-hydroxy-5-nitrophenyl)thiourea —— C15H15N3O3S
1-(3-Ethylphenyl)-3-(2-hydroxy-5-nitrophenyl)thiourea
—— 1-[(2S)-2-ethylhexyl]-3-(2-hydroxy-5-nitrophenyl)thiourea —— C15H23N3O3S
1-[(2S)-2-ethylhexyl]-3-(2-hydroxy-5-nitrophenyl)thiourea
—— 1-(3-Fluoro-4-methylphenyl)-3-(2-hydroxy-5-nitrophenyl)thiourea —— C14H12FN3O3S
1-(3-Fluoro-4-methylphenyl)-3-(2-hydroxy-5-nitrophenyl)thiourea
—— 4-bromo-2-methoxy-5-[(Z)-[(4-phenyl-1,3-thiazol-2-yl)hydrazinylidene]methyl]phenol —— C17H14BrN3O2S
4-bromo-2-methoxy-5-[(Z)-[(4-phenyl-1,3-thiazol-2-yl)hydrazinylidene]methyl]phenol
—— 2-(4-methoxyphenyl)ethyl 4-(1H-indol-3-yl)butanoate —— C21H23NO3
2-(4-methoxyphenyl)ethyl 4-(1H-indol-3-yl)butanoate
—— 3-[(E)-6-amino-2-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)hex-1-enyl]phenol —— C18H19N3O2S
3-[(E)-6-amino-2-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)hex-1-enyl]phenol
—— [(E)-6-(3-hydroxyphenyl)-5-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)hex-5-enyl]azanium —— C18H20N3O2S+
[(E)-6-(3-hydroxyphenyl)-5-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)hex-5-enyl]azanium
—— 2-[(Z)-1-chloro-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C15H12ClN3O3S
2-[(Z)-1-chloro-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-7-methyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 5-[(Z)-2-chloro-2-(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)ethenyl]-2-methoxyphenol —— C15H11ClN2O3S
5-[(Z)-2-chloro-2-(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)ethenyl]-2-methoxyphenol
—— (5Z)-2-anilino-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxofuran-3-carboxylic acid —— C20H17NO7
(5Z)-2-anilino-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxofuran-3-carboxylic acid
—— 2-[(Z)-1-chloro-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-N,N-dimethyl-3H-benzimidazole-5-sulfonamide —— C18H18ClN3O4S
2-[(Z)-1-chloro-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-N,N-dimethyl-3H-benzimidazole-5-sulfonamide
—— 2-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-4-phenyl-1,3-thiazole-5-carboxylic acid —— C19H15NO4S
2-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-4-phenyl-1,3-thiazole-5-carboxylic acid
—— ethyl (5Z)-2-anilino-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-4-oxofuran-3-carboxylate —— C21H18ClNO6
ethyl (5Z)-2-anilino-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-4-oxofuran-3-carboxylate
—— ethyl (5Z)-2-anilino-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxofuran-3-carboxylate —— C22H21NO7
ethyl (5Z)-2-anilino-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxofuran-3-carboxylate
—— 5-[[[(2R)-2-(4-fluorophenyl)-2-hydroxyethyl]amino]methyl]-2-methoxyphenol —— C16H18FNO3
5-[[[(2R)-2-(4-fluorophenyl)-2-hydroxyethyl]amino]methyl]-2-methoxyphenol
—— 5-[[[(2S)-2-(4-fluorophenyl)-2-hydroxyethyl]amino]methyl]-2-methoxyphenol —— C16H18FNO3
5-[[[(2S)-2-(4-fluorophenyl)-2-hydroxyethyl]amino]methyl]-2-methoxyphenol
—— 1-(2-Chloro-4,6-dimethylphenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea —— C16H16ClN3O3S
1-(2-Chloro-4,6-dimethylphenyl)-3-[(2-hydroxy-5-nitrophenyl)methyl]thiourea
—— (E)-4-(3-hydroxyphenyl)-3-(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)but-3-enoic acid —— C16H12N2O4S
(E)-4-(3-hydroxyphenyl)-3-(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)but-3-enoic acid
—— (E)-4-(3-hydroxyphenyl)-3-(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)but-3-enoate —— C16H11N2O4S-
(E)-4-(3-hydroxyphenyl)-3-(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)but-3-enoate
—— (2E,6Z)-2-[(3-hydroxyphenyl)methylidene]-6-(thiophen-2-ylmethylidene)cyclohexan-1-one —— C18H16O2S
(2E,6Z)-2-[(3-hydroxyphenyl)methylidene]-6-(thiophen-2-ylmethylidene)cyclohexan-1-one
—— (2E,6Z)-2-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-6-(thiophen-2-ylmethylidene)cyclohexan-1-one —— C19H17ClO3S
(2E,6Z)-2-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-6-(thiophen-2-ylmethylidene)cyclohexan-1-one
—— (2E,6Z)-2-[(4-hydroxy-3-nitrophenyl)methylidene]-6-(thiophen-2-ylmethylidene)cyclohexan-1-one —— C18H15NO4S
(2E,6Z)-2-[(4-hydroxy-3-nitrophenyl)methylidene]-6-(thiophen-2-ylmethylidene)cyclohexan-1-one
—— (E)-4-(3-hydroxy-4-methoxyphenyl)-3-(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)but-3-enoate —— C17H13N2O5S-
(E)-4-(3-hydroxy-4-methoxyphenyl)-3-(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)but-3-enoate
—— (2E,6Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]-6-(thiophen-2-ylmethylidene)cyclohexan-1-one —— C19H18O3S
(2E,6Z)-2-[(3-hydroxy-4-methoxyphenyl)methylidene]-6-(thiophen-2-ylmethylidene)cyclohexan-1-one
—— (3R)-N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-1,1-dioxothiolane-3-carboxamide —— C13H15BrN2O5S
(3R)-N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-1,1-dioxothiolane-3-carboxamide
—— (3S)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-1,1-dioxothiolane-3-carboxamide —— C13H16N2O5S
(3S)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-1,1-dioxothiolane-3-carboxamide
—— 1-(3-ethoxypropyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea —— C14H21N3O3S
1-(3-ethoxypropyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea
—— 1-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-(3-ethoxypropyl)thiourea —— C14H20BrN3O3S
1-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-(3-ethoxypropyl)thiourea
—— 1-(3-bromophenyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea —— C15H14BrN3O2S
1-(3-bromophenyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea
—— N-[(2-hydroxy-5-nitrophenyl)methyl]-2-(4-methoxyphenyl)sulfanylacetamide —— C16H16N2O5S
N-[(2-hydroxy-5-nitrophenyl)methyl]-2-(4-methoxyphenyl)sulfanylacetamide
—— 2-(4-acetamidophenyl)-N-[(2-hydroxy-5-nitrophenyl)methyl]acetamide —— C17H17N3O5
2-(4-acetamidophenyl)-N-[(2-hydroxy-5-nitrophenyl)methyl]acetamide
—— [2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl] 2-(4-hydroxyphenyl)acetate —— C21H21NO4
[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl] 2-(4-hydroxyphenyl)acetate
—— [2-[1-Adamantyl(2-cyanoethyl)amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate —— C23H28N2O4
[2-[1-Adamantyl(2-cyanoethyl)amino]-2-oxoethyl] 2-(4-hydroxyphenyl)acetate
—— (5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 2-(4-hydroxyphenyl)acetate —— C17H14N2O4
(5-Phenyl-1,3,4-oxadiazol-2-yl)methyl 2-(4-hydroxyphenyl)acetate
—— (5S)-5-(2-hydroxyphenyl)-2,3-dimethylcyclohex-2-en-1-one —— C14H16O2
(5S)-5-(2-hydroxyphenyl)-2,3-dimethylcyclohex-2-en-1-one
—— (5R)-5-(2-hydroxyphenyl)-2,3-dimethylcyclohex-2-en-1-one —— C14H16O2
(5R)-5-(2-hydroxyphenyl)-2,3-dimethylcyclohex-2-en-1-one
—— 4-[(1S)-1-hydroxy-2-pyridin-4-ylethyl]phenol —— C13H13NO2
4-[(1S)-1-hydroxy-2-pyridin-4-ylethyl]phenol