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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
—— 3-(4-Butylphenyl)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C21H21NO3S2
3-(4-Butylphenyl)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-[5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoic acid —— C17H19NO5S2
2-[5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoic acid
—— 3-Tert-butyl-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H19NO4S2
3-Tert-butyl-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 11-[5-[(4-Hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]undecanoic acid —— C23H31NO6S2
11-[5-[(4-Hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]undecanoic acid
—— 2-[5-[(2-Hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonic acid —— C12H11NO5S3
2-[5-[(2-Hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonic acid
—— 3-(2-Ethylphenyl)-5-[(4-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H15NO2S2
3-(2-Ethylphenyl)-5-[(4-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-(4-Ethylphenyl)-5-[(3-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H15NO2S2
3-(4-Ethylphenyl)-5-[(3-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-(4-Ethylphenyl)-5-[(4-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H15NO2S2
3-(4-Ethylphenyl)-5-[(4-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-(Furan-2-ylmethyl)-5-[(3-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C15H11NO3S2
3-(Furan-2-ylmethyl)-5-[(3-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-Tert-butyl-5-[(3,4-dihydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C14H15NO3S2
3-Tert-butyl-5-[(3,4-dihydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 11-[5-[(3,4-Dihydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]undecanoic acid —— C21H27NO5S2
11-[5-[(3,4-Dihydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]undecanoic acid
—— 3-Tert-butyl-5-[(2-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C14H15NO2S2
3-Tert-butyl-5-[(2-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-(4-Butylphenyl)-5-[(3,4-dihydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C20H19NO3S2
3-(4-Butylphenyl)-5-[(3,4-dihydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-[5-[(3-Hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonic acid —— C12H11NO5S3
2-[5-[(3-Hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonic acid
—— 5-[(3,4-Dihydroxyphenyl)methylidene]-3-[2-(4-methoxyphenyl)ethyl]-2-sulfanylidene-1,3-thiazolidin-4-one —— C19H17NO4S2
5-[(3,4-Dihydroxyphenyl)methylidene]-3-[2-(4-methoxyphenyl)ethyl]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-(2-Ethylphenyl)-5-[(3-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H15NO2S2
3-(2-Ethylphenyl)-5-[(3-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-(4-Butylphenyl)-5-[(4-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C20H19NO2S2
3-(4-Butylphenyl)-5-[(4-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 5-[(3,4-Dihydroxyphenyl)methylidene]-3-(2,5-dimethylphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H15NO3S2
5-[(3,4-Dihydroxyphenyl)methylidene]-3-(2,5-dimethylphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-(4-Ethylphenyl)-5-[(2-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H15NO2S2
3-(4-Ethylphenyl)-5-[(2-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-Tert-butyl-5-[(4-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C14H15NO2S2
3-Tert-butyl-5-[(4-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-(4-Butylphenyl)-5-[(2-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C20H19NO2S2
3-(4-Butylphenyl)-5-[(2-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 5-[(3,4-Dihydroxyphenyl)methylidene]-3-(2-ethylphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H15NO3S2
5-[(3,4-Dihydroxyphenyl)methylidene]-3-(2-ethylphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-[5-[(3,4-Dihydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonic acid —— C12H11NO6S3
2-[5-[(3,4-Dihydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonic acid
—— 2-[5-[(4-Hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonic acid —— C12H11NO5S3
2-[5-[(4-Hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonic acid
—— 3-(4-Butylphenyl)-5-[(3-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C20H19NO2S2
3-(4-Butylphenyl)-5-[(3-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-(2-Ethylphenyl)-5-[(2-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H15NO2S2
3-(2-Ethylphenyl)-5-[(2-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-[1-[2-(2-Bromo-4-hydroxy-5-methoxyphenyl)acetyl]piperidin-4-yl]-5-ethyl-1,3-oxazolidin-2-one —— C19H25BrN2O5
3-[1-[2-(2-Bromo-4-hydroxy-5-methoxyphenyl)acetyl]piperidin-4-yl]-5-ethyl-1,3-oxazolidin-2-one
—— 1-(4-Fluorophenyl)-3-(2-hydroxy-5-nitrophenyl)thiourea —— C13H10FN3O3S
1-(4-Fluorophenyl)-3-(2-hydroxy-5-nitrophenyl)thiourea
—— 1-(4-Fluorophenyl)-3-(2-hydroxy-4-nitrophenyl)thiourea —— C13H10FN3O3S
1-(4-Fluorophenyl)-3-(2-hydroxy-4-nitrophenyl)thiourea
—— N-[[3-[(4-bromophenyl)methyl]-4-chloro-2-oxo-1,3-thiazol-5-yl]methylideneamino]-2-(4-hydroxyphenoxy)acetamide —— C19H15BrClN3O4S
N-[[3-[(4-bromophenyl)methyl]-4-chloro-2-oxo-1,3-thiazol-5-yl]methylideneamino]-2-(4-hydroxyphenoxy)acetamide
—— 3-[[4-Chloro-5-[[[2-(4-hydroxyphenoxy)acetyl]hydrazinylidene]methyl]-2-oxo-1,3-thiazol-3-yl]methyl]benzoic acid —— C20H16ClN3O6S
3-[[4-Chloro-5-[[[2-(4-hydroxyphenoxy)acetyl]hydrazinylidene]methyl]-2-oxo-1,3-thiazol-3-yl]methyl]benzoic acid
—— ethyl 5-(4-bromophenyl)-2-[(2-hydroxy-3-methoxyphenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H21BrN2O5S
ethyl 5-(4-bromophenyl)-2-[(2-hydroxy-3-methoxyphenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— Ethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-methylsulfanyl-1,4-dihydropyrimidin-3-ium-5-carboxylate —— C16H21N2O4S+
Ethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-methylsulfanyl-1,4-dihydropyrimidin-3-ium-5-carboxylate
—— N-[(3-hydroxyphenyl)methylideneamino]-2-pyridin-1-ium-1-ylacetamide —— C14H14N3O2+
N-[(3-hydroxyphenyl)methylideneamino]-2-pyridin-1-ium-1-ylacetamide
—— 2-(3-Ethyl-1,3-oxazolidin-2-yl)phenol —— C11H15NO2
2-(3-Ethyl-1,3-oxazolidin-2-yl)phenol
—— N-(2-hydroxy-5-nitrophenyl)-6-[4-oxo-2-sulfanylidene-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]hexanamide —— C20H19N3O5S3
N-(2-hydroxy-5-nitrophenyl)-6-[4-oxo-2-sulfanylidene-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]hexanamide
—— 2-(4-bromo-3-methylphenoxy)-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C17H17BrN2O4
2-(4-bromo-3-methylphenoxy)-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 2-(2,4-dimethylphenoxy)-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C18H20N2O4
2-(2,4-dimethylphenoxy)-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 2-[(3-Bromo-4-methoxyphenyl)iminomethyl]-6-methyl-4-nitrophenol —— C15H13BrN2O4
2-[(3-Bromo-4-methoxyphenyl)iminomethyl]-6-methyl-4-nitrophenol
—— 2,4,6-Triethoxyphenol —— C12H18O4
2,4,6-Triethoxyphenol
—— 2-(2,4-dibromo-6-methylphenoxy)-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C17H16Br2N2O4
2-(2,4-dibromo-6-methylphenoxy)-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— N-[3-[(2-hydroxy-3-methoxyphenyl)-morpholin-4-ylmethyl]-4,5-dimethylthiophen-2-yl]furan-2-carboxamide —— C23H26N2O5S
N-[3-[(2-hydroxy-3-methoxyphenyl)-morpholin-4-ylmethyl]-4,5-dimethylthiophen-2-yl]furan-2-carboxamide
—— N-[3-[(4-hydroxy-3-methoxyphenyl)-morpholin-4-ylmethyl]-4,5-dimethylthiophen-2-yl]furan-2-carboxamide —— C23H26N2O5S
N-[3-[(4-hydroxy-3-methoxyphenyl)-morpholin-4-ylmethyl]-4,5-dimethylthiophen-2-yl]furan-2-carboxamide
—— N-[3-[(4-hydroxy-3-methoxyphenyl)-morpholin-4-ylmethyl]-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]acetamide —— C22H28N2O4S
N-[3-[(4-hydroxy-3-methoxyphenyl)-morpholin-4-ylmethyl]-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]acetamide
—— N-[3-[(2-hydroxy-3-methoxyphenyl)-morpholin-4-ylmethyl]-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]acetamide —— C22H28N2O4S
N-[3-[(2-hydroxy-3-methoxyphenyl)-morpholin-4-ylmethyl]-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]acetamide
—— 2-methoxy-6-[(2-methyl-1H-indol-3-yl)-(pyridin-2-ylamino)methyl]phenol —— C22H21N3O2
2-methoxy-6-[(2-methyl-1H-indol-3-yl)-(pyridin-2-ylamino)methyl]phenol
—— N,N'-bis[(3-hydroxyphenyl)methylideneamino]propanediamide —— C17H16N4O4
N,N'-bis[(3-hydroxyphenyl)methylideneamino]propanediamide
—— N,N'-bis[(3-hydroxyphenyl)methylideneamino]nonanediamide —— C23H28N4O4
N,N'-bis[(3-hydroxyphenyl)methylideneamino]nonanediamide
—— 2-(4-Hydroxy-3-methoxyphenyl)-3-(4-methylphenyl)-1,3-thiazolidin-4-one —— C17H17NO3S
2-(4-Hydroxy-3-methoxyphenyl)-3-(4-methylphenyl)-1,3-thiazolidin-4-one
—— 6-Amino-3-butyl-4-(4-hydroxyphenyl)-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile —— C17H18N4O2
6-Amino-3-butyl-4-(4-hydroxyphenyl)-2,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile