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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-(4-Methoxyphenyl)ethyl 2,2-dioxo-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine-7-carboxylate —— C17H18N2O5S
2-(4-Methoxyphenyl)ethyl 2,2-dioxo-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine-7-carboxylate
—— 2-(1,3-benzoxazol-2-ylsulfanyl)-N-(2-hydroxy-4-nitrophenyl)acetamide —— C15H11N3O5S
2-(1,3-benzoxazol-2-ylsulfanyl)-N-(2-hydroxy-4-nitrophenyl)acetamide
—— N-(2-hydroxy-4-nitrophenyl)-2-(4-oxo-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-3-yl)acetamide —— C18H16N4O5S
N-(2-hydroxy-4-nitrophenyl)-2-(4-oxo-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-3-yl)acetamide
—— 2-(2,4-dioxo-1,3-thiazolidin-3-yl)-N-(2-hydroxy-4-nitrophenyl)acetamide —— C11H9N3O6S
2-(2,4-dioxo-1,3-thiazolidin-3-yl)-N-(2-hydroxy-4-nitrophenyl)acetamide
—— [(4S,5R,6R)-4-hydroxy-6-(4-hydroxy-3,5-dimethoxyphenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinan-5-yl]-thiophen-2-ylmethanone —— C18H17F3N2O5S2
[(4S,5R,6R)-4-hydroxy-6-(4-hydroxy-3,5-dimethoxyphenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinan-5-yl]-thiophen-2-ylmethanone
—— [(4S,5R,6S)-4-hydroxy-6-(4-hydroxy-3,5-dimethoxyphenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinan-5-yl]-thiophen-2-ylmethanone —— C18H17F3N2O5S2
[(4S,5R,6S)-4-hydroxy-6-(4-hydroxy-3,5-dimethoxyphenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinan-5-yl]-thiophen-2-ylmethanone
—— (5E)-3-ethyl-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-(2-methylphenyl)imino-1,3-thiazolidin-4-one —— C20H20N2O3S
(5E)-3-ethyl-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-(2-methylphenyl)imino-1,3-thiazolidin-4-one
—— (5E)-3-ethyl-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-(2-methylphenyl)imino-1,3-thiazolidin-4-one —— C20H20N2O3S
(5E)-3-ethyl-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-(2-methylphenyl)imino-1,3-thiazolidin-4-one
—— (5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-2-(2-methylphenyl)imino-1,3-thiazolidin-4-one —— C19H18N2O3S
(5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-2-(2-methylphenyl)imino-1,3-thiazolidin-4-one
—— (5E)-2-(3-chlorophenyl)imino-3-ethyl-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C19H17ClN2O3S
(5E)-2-(3-chlorophenyl)imino-3-ethyl-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— (5E)-2-(3-chlorophenyl)imino-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C18H15ClN2O3S
(5E)-2-(3-chlorophenyl)imino-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (5E)-2-(4-fluorophenyl)imino-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C18H15FN2O3S
(5E)-2-(4-fluorophenyl)imino-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (5E)-2-(4-chlorophenyl)imino-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-(2-methylpropyl)-1,3-thiazolidin-4-one —— C21H21ClN2O3S
(5E)-2-(4-chlorophenyl)imino-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-(2-methylpropyl)-1,3-thiazolidin-4-one
—— (5E)-2-(2-chlorophenyl)imino-3-ethyl-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C19H17ClN2O3S
(5E)-2-(2-chlorophenyl)imino-3-ethyl-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— (5E)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-3-methyl-2-(2-methylphenyl)imino-1,3-thiazolidin-4-one —— C20H20N2O2S
(5E)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-3-methyl-2-(2-methylphenyl)imino-1,3-thiazolidin-4-one
—— (5E)-5-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-3-methyl-2-(2-methylphenyl)imino-1,3-thiazolidin-4-one —— C22H22N2O3S
(5E)-5-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-3-methyl-2-(2-methylphenyl)imino-1,3-thiazolidin-4-one
—— (5E)-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-2-(2-methylphenyl)imino-1,3-thiazolidin-4-one —— C19H18N2O3S
(5E)-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-2-(2-methylphenyl)imino-1,3-thiazolidin-4-one
—— (5E)-2-(4-chlorophenyl)imino-3-ethyl-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C19H17ClN2O3S
(5E)-2-(4-chlorophenyl)imino-3-ethyl-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— (5E)-2-(2-chlorophenyl)imino-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-(2-methylpropyl)-1,3-thiazolidin-4-one —— C21H21ClN2O3S
(5E)-2-(2-chlorophenyl)imino-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-(2-methylpropyl)-1,3-thiazolidin-4-one
—— (5E)-2-(4-chlorophenyl)imino-3-ethyl-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidin-4-one —— C20H19ClN2O2S
(5E)-2-(4-chlorophenyl)imino-3-ethyl-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidin-4-one
—— (5E)-2-(2-chlorophenyl)imino-3-ethyl-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidin-4-one —— C20H19ClN2O2S
(5E)-2-(2-chlorophenyl)imino-3-ethyl-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidin-4-one
—— (5E)-5-[(5-chloro-2-hydroxyphenyl)methylidene]-2-(3-chlorophenyl)imino-3-ethyl-1,3-thiazolidin-4-one —— C18H14Cl2N2O2S
(5E)-5-[(5-chloro-2-hydroxyphenyl)methylidene]-2-(3-chlorophenyl)imino-3-ethyl-1,3-thiazolidin-4-one
—— (5E)-2-(3-chlorophenyl)imino-3-ethyl-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidin-4-one —— C20H19ClN2O2S
(5E)-2-(3-chlorophenyl)imino-3-ethyl-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidin-4-one
—— (5E)-2-(4-fluorophenyl)imino-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C18H15FN2O3S
(5E)-2-(4-fluorophenyl)imino-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (5E)-5-[(5-chloro-2-hydroxyphenyl)methylidene]-2-(2-fluorophenyl)imino-3-methyl-1,3-thiazolidin-4-one —— C17H12ClFN2O2S
(5E)-5-[(5-chloro-2-hydroxyphenyl)methylidene]-2-(2-fluorophenyl)imino-3-methyl-1,3-thiazolidin-4-one
—— (5E)-2-(4-fluorophenyl)imino-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C19H17FN2O2S
(5E)-2-(4-fluorophenyl)imino-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (5E)-2-(2,4-difluorophenyl)imino-3-ethyl-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidin-4-one —— C20H18F2N2O2S
(5E)-2-(2,4-difluorophenyl)imino-3-ethyl-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidin-4-one
—— (5E)-2-(2,4-difluorophenyl)imino-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C18H14F2N2O3S
(5E)-2-(2,4-difluorophenyl)imino-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (5E)-2-(2-chlorophenyl)imino-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C18H15ClN2O3S
(5E)-2-(2-chlorophenyl)imino-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (5E)-2-(2,4-difluorophenyl)imino-3-ethyl-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C19H16F2N2O3S
(5E)-2-(2,4-difluorophenyl)imino-3-ethyl-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— (5E)-5-[(3-bromo-4-hydroxyphenyl)methylidene]-2-(4-fluorophenyl)imino-3-methyl-1,3-thiazolidin-4-one —— C17H12BrFN2O2S
(5E)-5-[(3-bromo-4-hydroxyphenyl)methylidene]-2-(4-fluorophenyl)imino-3-methyl-1,3-thiazolidin-4-one
—— (5E)-2-(2,4-difluorophenyl)imino-5-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C21H18F2N2O3S
(5E)-2-(2,4-difluorophenyl)imino-5-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (5E)-2-(4-ethylphenyl)imino-5-[(4-hydroxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C19H18N2O2S
(5E)-2-(4-ethylphenyl)imino-5-[(4-hydroxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (5E)-2-(3,4-dimethylphenyl)imino-5-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C23H24N2O3S
(5E)-2-(3,4-dimethylphenyl)imino-5-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (5E)-2-(4-ethylphenyl)imino-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C20H20N2O3S
(5E)-2-(4-ethylphenyl)imino-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (5E)-2-(4-ethylphenyl)imino-5-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C23H24N2O3S
(5E)-2-(4-ethylphenyl)imino-5-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (5E)-2-(4-ethylphenyl)imino-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C21H22N2O2S
(5E)-2-(4-ethylphenyl)imino-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (5E)-3-ethyl-5-[(2-hydroxyphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one —— C18H16N2O2S
(5E)-3-ethyl-5-[(2-hydroxyphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one
—— (5E)-5-[(5-bromo-2-hydroxyphenyl)methylidene]-3-ethyl-2-phenylimino-1,3-thiazolidin-4-one —— C18H15BrN2O2S
(5E)-5-[(5-bromo-2-hydroxyphenyl)methylidene]-3-ethyl-2-phenylimino-1,3-thiazolidin-4-one
—— (5E)-3-ethyl-5-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one —— C23H24N2O3S
(5E)-3-ethyl-5-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one
—— (5E)-5-[(5-chloro-2-hydroxyphenyl)methylidene]-3-ethyl-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one —— C19H17ClN2O2S
(5E)-5-[(5-chloro-2-hydroxyphenyl)methylidene]-3-ethyl-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one
—— (5E)-3-ethyl-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one —— C19H18N2O3S
(5E)-3-ethyl-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-phenylimino-1,3-thiazolidin-4-one
—— (5E)-3-ethyl-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one —— C21H22N2O2S
(5E)-3-ethyl-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one
—— (5E)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-2-(4-methylphenyl)imino-3-propyl-1,3-thiazolidin-4-one —— C22H24N2O2S
(5E)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-2-(4-methylphenyl)imino-3-propyl-1,3-thiazolidin-4-one
—— (5E)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-3-methyl-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one —— C20H20N2O2S
(5E)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-3-methyl-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one
—— 2-Methoxy-5-(8-thia-4,6-diazatricyclo[7.5.0.02,7]tetradeca-1(9),2,4,6-tetraen-3-ylamino)phenol —— C18H19N3O2S
2-Methoxy-5-(8-thia-4,6-diazatricyclo[7.5.0.02,7]tetradeca-1(9),2,4,6-tetraen-3-ylamino)phenol
—— N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-methyl-1-benzofuran-2-carboxamide —— C18H15BrN2O4
N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-methyl-1-benzofuran-2-carboxamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-methyl-1-benzofuran-2-carboxamide —— C18H16N2O4
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-methyl-1-benzofuran-2-carboxamide
—— (3E)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylidenehydrazinylidene]-1-propylindol-2-one —— C19H19N3O3
(3E)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylidenehydrazinylidene]-1-propylindol-2-one
—— (E)-3-(1-butyl-5-chloro-3-methylpyrazol-4-yl)-1-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one —— C18H21ClN2O3
(E)-3-(1-butyl-5-chloro-3-methylpyrazol-4-yl)-1-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one