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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-chloro-2-[5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol —— C16H15ClN2O
4-chloro-2-[5-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenol
—— 4-{1-[(2-Hydroxyethyl)sulfanyl]-2-nitroethyl}phenol —— C10H13NO4S
4-{1-[(2-Hydroxyethyl)sulfanyl]-2-nitroethyl}phenol
—— 2-[Bis(2-hydroxyethyl)amino]-5-[(3-hydroxyphenyl)methylidene]-1,3-thiazol-4-one —— C14H16N2O4S
2-[Bis(2-hydroxyethyl)amino]-5-[(3-hydroxyphenyl)methylidene]-1,3-thiazol-4-one
—— 5-[(2-Hydroxyphenyl)methylidene]-4-imino-1,3-thiazolidin-2-one —— C10H8N2O2S
5-[(2-Hydroxyphenyl)methylidene]-4-imino-1,3-thiazolidin-2-one
—— 5-[1-(4-Hydroxy-3-methoxy-phenyl)-meth-(Z)-ylidene]-4-imino-thiazolidin-2-one 37859-07-7 C11H10N2O3S
5-[1-(4-Hydroxy-3-methoxy-phenyl)-meth-(Z)-ylidene]-4-imino-thiazolidin-2-one
—— 2,6-dimethoxy-4-[(1R)-1-methoxyprop-2-enyl]phenol —— C12H16O4
2,6-dimethoxy-4-[(1R)-1-methoxyprop-2-enyl]phenol
—— 2,6-dimethoxy-4-[(1S)-1-methoxyprop-2-enyl]phenol —— C12H16O4
2,6-dimethoxy-4-[(1S)-1-methoxyprop-2-enyl]phenol
—— (3R,4S)-4-(4-hydroxyphenoxy)pyrrolidin-3-ol —— C10H13NO3
(3R,4S)-4-(4-hydroxyphenoxy)pyrrolidin-3-ol
—— Ethyl (s)-3-hydroxyphenylpropionate —— C11H14O3
Ethyl (s)-3-hydroxyphenylpropionate
—— ethyl (2R)-2-(3-chloro-2-hydroxyphenyl)-2-hydroxypropanoate —— C11H13ClO4
ethyl (2R)-2-(3-chloro-2-hydroxyphenyl)-2-hydroxypropanoate
—— ethyl (2R)-2-(3-hydroxyphenyl)propanoate —— C11H14O3
ethyl (2R)-2-(3-hydroxyphenyl)propanoate
—— (2R)-2-hydroxy-2-(2-hydroxy-4-methoxyphenyl)propanoic acid —— C10H12O5
(2R)-2-hydroxy-2-(2-hydroxy-4-methoxyphenyl)propanoic acid
—— 5-methoxy-2-[(E,2R)-pent-3-en-2-yl]phenol —— C12H16O2
5-methoxy-2-[(E,2R)-pent-3-en-2-yl]phenol
—— ethyl (2S)-2-(3-chloro-2-hydroxyphenyl)-2-hydroxypropanoate —— C11H13ClO4
ethyl (2S)-2-(3-chloro-2-hydroxyphenyl)-2-hydroxypropanoate
—— 4-methoxy-3-[(R)-methylsulfinyl]phenol —— C8H10O3S
4-methoxy-3-[(R)-methylsulfinyl]phenol
—— 4-methoxy-3-[(S)-methylsulfinyl]phenol —— C8H10O3S
4-methoxy-3-[(S)-methylsulfinyl]phenol
—— 5-[[(3R)-4-benzyl-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-2-methoxyphenol —— C21H28N2O3
5-[[(3R)-4-benzyl-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-2-methoxyphenol
—— methyl (2S)-2-(3-fluoro-4-hydroxyphenyl)propanoate —— C10H11FO3
methyl (2S)-2-(3-fluoro-4-hydroxyphenyl)propanoate
—— ethyl (2S)-2-(5-chloro-2-hydroxyphenyl)-2-hydroxypropanoate —— C11H13ClO4
ethyl (2S)-2-(5-chloro-2-hydroxyphenyl)-2-hydroxypropanoate
—— ethyl (2R)-2-(5-chloro-2-hydroxyphenyl)-2-hydroxypropanoate —— C11H13ClO4
ethyl (2R)-2-(5-chloro-2-hydroxyphenyl)-2-hydroxypropanoate
—— (1S,10R,13S)-13-aminotricyclo[8.2.1.03,8]trideca-3(8),4,6-trien-5-ol —— C13H17NO
(1S,10R,13S)-13-aminotricyclo[8.2.1.03,8]trideca-3(8),4,6-trien-5-ol
—— 3-[(1R)-1-pyrrolidin-1-ylethyl]phenol —— C12H17NO
3-[(1R)-1-pyrrolidin-1-ylethyl]phenol
—— 2-[[(3R)-4-cyclopentyl-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-5-methoxyphenol —— C19H30N2O3
2-[[(3R)-4-cyclopentyl-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-5-methoxyphenol
—— 3-[(1S)-1-pyrrolidin-1-ylethyl]phenol —— C12H17NO
3-[(1S)-1-pyrrolidin-1-ylethyl]phenol
—— 4-[(2R)-1-hydroxypropan-2-yl]oxyphenol —— C9H12O3
4-[(2R)-1-hydroxypropan-2-yl]oxyphenol
—— (E,4R)-4-(4-hydroxyphenoxy)pent-2-enoic acid —— C11H12O4
(E,4R)-4-(4-hydroxyphenoxy)pent-2-enoic acid
—— 4-[(E,2R)-5-hydroxypent-3-en-2-yl]oxyphenol —— C11H14O3
4-[(E,2R)-5-hydroxypent-3-en-2-yl]oxyphenol
—— 4-[(2S)-1-hydroxypropan-2-yl]oxyphenol —— C9H12O3
4-[(2S)-1-hydroxypropan-2-yl]oxyphenol
—— 4-methyl-2-[(2R)-oxolan-2-yl]phenol —— C11H14O2
4-methyl-2-[(2R)-oxolan-2-yl]phenol
—— 4-methyl-2-[(2S)-oxolan-2-yl]phenol —— C11H14O2
4-methyl-2-[(2S)-oxolan-2-yl]phenol
—— (4S,6S)-4-(2-hydroxyphenyl)-3,6-dimethyl-1,3-oxazinan-2-one —— C12H15NO3
(4S,6S)-4-(2-hydroxyphenyl)-3,6-dimethyl-1,3-oxazinan-2-one
—— (4R,6R)-4-(2-hydroxyphenyl)-3,6-dimethyl-1,3-oxazinan-2-one —— C12H15NO3
(4R,6R)-4-(2-hydroxyphenyl)-3,6-dimethyl-1,3-oxazinan-2-one
—— ethyl (2S)-2-hydroxy-2-(3-hydroxy-4-methoxyphenyl)acetate —— C11H14O5
ethyl (2S)-2-hydroxy-2-(3-hydroxy-4-methoxyphenyl)acetate
—— ethyl (2R)-2-hydroxy-2-(3-hydroxy-4-methoxyphenyl)acetate —— C11H14O5
ethyl (2R)-2-hydroxy-2-(3-hydroxy-4-methoxyphenyl)acetate
—— 4-[(2S)-4-imidazol-1-ylbutan-2-yl]phenol —— C13H16N2O
4-[(2S)-4-imidazol-1-ylbutan-2-yl]phenol
—— 4-[(2R)-4-imidazol-1-ylbutan-2-yl]phenol —— C13H16N2O
4-[(2R)-4-imidazol-1-ylbutan-2-yl]phenol
—— (5S)-5-[(2-hydroxyphenyl)methyl]-1,3-oxazolidin-2-one —— C10H11NO3
(5S)-5-[(2-hydroxyphenyl)methyl]-1,3-oxazolidin-2-one
—— (5R)-5-[(2-hydroxyphenyl)methyl]-1,3-oxazolidin-2-one —— C10H11NO3
(5R)-5-[(2-hydroxyphenyl)methyl]-1,3-oxazolidin-2-one
—— 5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-3-(3-methylphenyl)-1,3-thiazolidine-2,4-dione —— C18H15NO4S
5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-3-(3-methylphenyl)-1,3-thiazolidine-2,4-dione
—— 3-[[5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]methyl]benzoic acid —— C19H15NO6S
3-[[5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]methyl]benzoic acid
—— 3-[(5R)-2-amino-4,5-dihydro-1H-imidazol-5-yl]phenol —— C9H11N3O
3-[(5R)-2-amino-4,5-dihydro-1H-imidazol-5-yl]phenol
—— 2-[(2S,3R)-3-methyloxiran-2-yl]phenol —— C9H10O2
2-[(2S,3R)-3-methyloxiran-2-yl]phenol
—— 4-[(5R)-2-amino-4,5-dihydro-1H-imidazol-5-yl]phenol —— C9H11N3O
4-[(5R)-2-amino-4,5-dihydro-1H-imidazol-5-yl]phenol
—— 4-[(5S)-2-amino-4,5-dihydro-1H-imidazol-5-yl]phenol —— C9H11N3O
4-[(5S)-2-amino-4,5-dihydro-1H-imidazol-5-yl]phenol
—— 3-[(5S)-2-amino-4,5-dihydro-1H-imidazol-5-yl]phenol —— C9H11N3O
3-[(5S)-2-amino-4,5-dihydro-1H-imidazol-5-yl]phenol
—— 2-[(2S,3S)-3-methyloxiran-2-yl]phenol —— C9H10O2
2-[(2S,3S)-3-methyloxiran-2-yl]phenol
—— 2-[(2R,3R)-3-methyloxiran-2-yl]phenol —— C9H10O2
2-[(2R,3R)-3-methyloxiran-2-yl]phenol
—— 2-[(1S)-1-ethylsulfanylethyl]-6-fluorophenol —— C10H13FOS
2-[(1S)-1-ethylsulfanylethyl]-6-fluorophenol
—— 2-[(1R)-1-ethylsulfanylethyl]-6-fluorophenol —— C10H13FOS
2-[(1R)-1-ethylsulfanylethyl]-6-fluorophenol
—— 4-[(1R,3R)-3-methylcyclopentyl]oxyphenol —— C12H16O2
4-[(1R,3R)-3-methylcyclopentyl]oxyphenol