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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-[(1S)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]phenol —— C13H19NO
2-[(1S)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]phenol
—— 4-[(1S)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]benzene-1,3-diol —— C13H19NO2
4-[(1S)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]benzene-1,3-diol
—— 2-[4-(1,3-Benzodioxol-5-yl)-1,2-oxazol-5-yl]-5-methoxy-4-propylphenol —— C20H19NO5
2-[4-(1,3-Benzodioxol-5-yl)-1,2-oxazol-5-yl]-5-methoxy-4-propylphenol
—— 2-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]benzene-1,4-diol —— C13H19NO2
2-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]benzene-1,4-diol
—— 4-[(1R)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]benzene-1,3-diol —— C13H19NO2
4-[(1R)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]benzene-1,3-diol
—— 4-[(1S)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]phenol —— C13H19NO
4-[(1S)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]phenol
—— 4-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]phenol —— C13H19NO
4-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]phenol
—— 4-[(1S)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]benzene-1,3-diol —— C13H19NO2
4-[(1S)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]benzene-1,3-diol
—— 2-[(1S)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]phenol —— C13H19NO
2-[(1S)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]phenol
—— 2-[(1R)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]benzene-1,4-diol —— C13H19NO2
2-[(1R)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]benzene-1,4-diol
—— 4-[[[(1S)-1-cyclopropylethyl]amino]methyl]benzene-1,3-diol —— C12H17NO2
4-[[[(1S)-1-cyclopropylethyl]amino]methyl]benzene-1,3-diol
—— 3-[(1S)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]phenol —— C13H19NO
3-[(1S)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]phenol
—— 4-[(1R)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]phenol —— C13H19NO
4-[(1R)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]phenol
—— 2-[(1S)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]benzene-1,4-diol —— C13H19NO2
2-[(1S)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]benzene-1,4-diol
—— 4-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]benzene-1,3-diol —— C13H19NO2
4-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]benzene-1,3-diol
—— 2-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]-4-methoxyphenol —— C14H21NO2
2-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]-4-methoxyphenol
—— 4-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]-2-methoxyphenol —— C14H21NO2
4-[(1R)-1-[[(1S)-1-cyclopropylethyl]amino]ethyl]-2-methoxyphenol
—— 2-[(1R)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]-4-methoxyphenol —— C14H21NO2
2-[(1R)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]-4-methoxyphenol
—— 4-[(1S)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]-2-methoxyphenol —— C14H21NO2
4-[(1S)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]-2-methoxyphenol
—— 2-[(1R)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]-5-methoxyphenol —— C14H21NO2
2-[(1R)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]-5-methoxyphenol
—— 4-[(1R)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]-2-methoxyphenol —— C14H21NO2
4-[(1R)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]-2-methoxyphenol
—— 2-[(1S)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]-5-methoxyphenol —— C14H21NO2
2-[(1S)-1-[[(1R)-1-cyclopropylethyl]amino]ethyl]-5-methoxyphenol
—— ethyl 2-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-7-methyl-3-oxo-5-(2-propan-2-yloxyphenyl)-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C27H27BrN2O6S
ethyl 2-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-7-methyl-3-oxo-5-(2-propan-2-yloxyphenyl)-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 3-(4-Hydroxyphenyl)-2-(4-hydroxyphenyl)imino-5-[(4-hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C22H16N2O4S
3-(4-Hydroxyphenyl)-2-(4-hydroxyphenyl)imino-5-[(4-hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— 2-[[[4-(4-methoxyanilino)-6-(N-phenylanilino)-1,3,5-triazin-2-yl]hydrazinylidene]methyl]-6-nitrophenol —— C29H24N8O4
2-[[[4-(4-methoxyanilino)-6-(N-phenylanilino)-1,3,5-triazin-2-yl]hydrazinylidene]methyl]-6-nitrophenol
—— 1,3-Bis[hydroxy-(2-hydroxyphenyl)methyl]thiourea —— C15H16N2O4S
1,3-Bis[hydroxy-(2-hydroxyphenyl)methyl]thiourea
—— 5-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-methyl-2-methylimino-1,3-thiazolidin-4-one —— C13H13BrN2O3S
5-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-methyl-2-methylimino-1,3-thiazolidin-4-one
—— S-(4-chloro-2,5-dihydroxyphenyl) piperidine-1-carbothioate —— C12H14ClNO3S
S-(4-chloro-2,5-dihydroxyphenyl) piperidine-1-carbothioate
—— propan-2-yl 2-[(3-bromo-4-hydroxyphenyl)methylidene]-5-(2-chlorophenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H20BrClN2O4S
propan-2-yl 2-[(3-bromo-4-hydroxyphenyl)methylidene]-5-(2-chlorophenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— ethyl 5-(4-bromophenyl)-2-[(5-chloro-2-hydroxyphenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C23H18BrClN2O4S
ethyl 5-(4-bromophenyl)-2-[(5-chloro-2-hydroxyphenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-[(2-hydroxy-3-nitrophenyl)methylidene]-7-methyl-3-oxo-N-phenyl-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide —— C25H18N4O5S2
2-[(2-hydroxy-3-nitrophenyl)methylidene]-7-methyl-3-oxo-N-phenyl-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
—— 5-[(2-Hydroxyphenyl)methylidene]-2-[4-[5-[(2-hydroxyphenyl)methylidene]-4-oxo-1,3-thiazol-2-yl]piperazin-1-yl]-1,3-thiazol-4-one —— C24H20N4O4S2
5-[(2-Hydroxyphenyl)methylidene]-2-[4-[5-[(2-hydroxyphenyl)methylidene]-4-oxo-1,3-thiazol-2-yl]piperazin-1-yl]-1,3-thiazol-4-one
—— 2-(2,6-Dihydroxy-4-oxocyclohexa-2,5-dien-1-ylidene)-3-oxoniumylidene-4-(2,4,6-trihydroxyphenyl)cyclobutan-1-olate —— C16H12O8
2-(2,6-Dihydroxy-4-oxocyclohexa-2,5-dien-1-ylidene)-3-oxoniumylidene-4-(2,4,6-trihydroxyphenyl)cyclobutan-1-olate
—— 2-methoxy-4-methyl-6-[[4-[(Z)-2-phenylethenyl]sulfonylpiperazin-1-yl]methyl]phenol —— C21H26N2O4S
2-methoxy-4-methyl-6-[[4-[(Z)-2-phenylethenyl]sulfonylpiperazin-1-yl]methyl]phenol
—— 2-(1,3-Benzodioxol-5-ylmethylideneamino)-4-chloro-5-nitrophenol —— C14H9ClN2O5
2-(1,3-Benzodioxol-5-ylmethylideneamino)-4-chloro-5-nitrophenol
—— (2E,3E)-3-(3-methoxy-4-oxidanylidene-cyclohexa-2,5-dien-1-ylidene)-2-(4,5,6,7-tetrahydro-3H-1,3-benzothiazol-2-ylidene)propanenitrile —— C17H16N2O2S
(2E,3E)-3-(3-methoxy-4-oxidanylidene-cyclohexa-2,5-dien-1-ylidene)-2-(4,5,6,7-tetrahydro-3H-1,3-benzothiazol-2-ylidene)propanenitrile
—— 3-(1,1-Dioxothiolan-3-yl)-5-[(3-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C14H13NO4S3
3-(1,1-Dioxothiolan-3-yl)-5-[(3-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2Z,5S)-2-[(2-ethylpyrazol-3-yl)methylidene]-5-(4-hydroxy-3-methoxyphenyl)-7-methyl-3-oxo-N-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide —— C27H25N5O4S
(2Z,5S)-2-[(2-ethylpyrazol-3-yl)methylidene]-5-(4-hydroxy-3-methoxyphenyl)-7-methyl-3-oxo-N-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
—— 3,5-Dihydroxy-4-[2-hydroxy-4-oxo-3-(2,4,6-trihydroxyphenyl)cyclobutylidene]cyclohexa-2,5-dien-1-one —— C16H12O8
3,5-Dihydroxy-4-[2-hydroxy-4-oxo-3-(2,4,6-trihydroxyphenyl)cyclobutylidene]cyclohexa-2,5-dien-1-one
—— (2Z,5R)-2-[(2-ethylpyrazol-3-yl)methylidene]-5-(4-hydroxy-3-methoxyphenyl)-7-methyl-3-oxo-N-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide —— C27H25N5O4S
(2Z,5R)-2-[(2-ethylpyrazol-3-yl)methylidene]-5-(4-hydroxy-3-methoxyphenyl)-7-methyl-3-oxo-N-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxamide
—— 2-[5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-phenylacetamide —— C19H16N2O5S
2-[5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-phenylacetamide
—— 5-[(5-Chloro-2-hydroxy-3-methoxyphenyl)methylidene]-3-(3,4-dimethylphenyl)-2-(3,4-dimethylphenyl)imino-1,3-thiazolidin-4-one —— C27H25ClN2O3S
5-[(5-Chloro-2-hydroxy-3-methoxyphenyl)methylidene]-3-(3,4-dimethylphenyl)-2-(3,4-dimethylphenyl)imino-1,3-thiazolidin-4-one
—— (2S)-2-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C17H16Br2N2O3S
(2S)-2-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— 5-[(E)-[3-[chloro(difluoro)methyl]-6-methyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-ylidene]methyl]-2-methoxyphenol —— C14H11ClF2N4O2S
5-[(E)-[3-[chloro(difluoro)methyl]-6-methyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-ylidene]methyl]-2-methoxyphenol
—— (2R)-2-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C17H16Br2N2O3S
(2R)-2-(2,3-dibromo-4-hydroxy-5-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— 8-(5-bromo-2-hydroxy-3-methoxyphenyl)-7-ethenyl-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C22H23BrO4
8-(5-bromo-2-hydroxy-3-methoxyphenyl)-7-ethenyl-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (2R)-2-(2,3-dibromo-6-hydroxy-5-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one —— C17H16Br2N2O3S
(2R)-2-(2,3-dibromo-6-hydroxy-5-methoxyphenyl)-2,3,5,6,7,8-hexahydro-1H-[1]benzothiolo[2,3-d]pyrimidin-4-one
—— 3-[(1S)-1-[2-(furan-2-yl)ethylamino]ethyl]phenol —— C14H17NO2
3-[(1S)-1-[2-(furan-2-yl)ethylamino]ethyl]phenol
—— 5-[(E)-[3-(difluoromethyl)-6-methyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-ylidene]methyl]-2-methoxyphenol —— C14H12F2N4O2S
5-[(E)-[3-(difluoromethyl)-6-methyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-ylidene]methyl]-2-methoxyphenol
—— 5-[(3-Bromo-4-hydroxy-5-nitrophenyl)methylidene]-3-(3-methylphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H11BrN2O4S2
5-[(3-Bromo-4-hydroxy-5-nitrophenyl)methylidene]-3-(3-methylphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one