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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-methoxy-2-[(1R)-1-(oxan-4-ylmethylamino)ethyl]phenol —— C15H23NO3
4-methoxy-2-[(1R)-1-(oxan-4-ylmethylamino)ethyl]phenol
—— 4-methoxy-2-[(1S)-1-(oxan-4-ylmethylamino)ethyl]phenol —— C15H23NO3
4-methoxy-2-[(1S)-1-(oxan-4-ylmethylamino)ethyl]phenol
—— 3-[(6R)-6-propyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]phenol —— C16H19NOS
3-[(6R)-6-propyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]phenol
—— 3-[(6S)-6-propyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]phenol —— C16H19NOS
3-[(6S)-6-propyl-4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl]phenol
—— 2,6-bis[(2R)-decan-2-yl]phenol —— C26H46O
2,6-bis[(2R)-decan-2-yl]phenol
—— 2-[(2R)-decan-2-yl]-6-[(2S)-decan-2-yl]phenol —— C26H46O
2-[(2R)-decan-2-yl]-6-[(2S)-decan-2-yl]phenol
—— 2-[(1S)-1-[4-[(1R)-1-aminoethyl]piperidin-1-yl]ethyl]benzene-1,4-diol —— C15H24N2O2
2-[(1S)-1-[4-[(1R)-1-aminoethyl]piperidin-1-yl]ethyl]benzene-1,4-diol
—— 2-[(1S)-1-[4-[(1S)-1-aminoethyl]piperidin-1-yl]ethyl]benzene-1,4-diol —— C15H24N2O2
2-[(1S)-1-[4-[(1S)-1-aminoethyl]piperidin-1-yl]ethyl]benzene-1,4-diol
—— 2-[(1R)-1-[4-[(1S)-1-aminoethyl]piperidin-1-yl]ethyl]benzene-1,4-diol —— C15H24N2O2
2-[(1R)-1-[4-[(1S)-1-aminoethyl]piperidin-1-yl]ethyl]benzene-1,4-diol
—— 2-[(1R)-1-[4-[(1R)-1-aminoethyl]piperidin-1-yl]ethyl]benzene-1,4-diol —— C15H24N2O2
2-[(1R)-1-[4-[(1R)-1-aminoethyl]piperidin-1-yl]ethyl]benzene-1,4-diol
—— (4R)-4-[4-(2-methoxyethyl)phenoxy]pentanehydrazide —— C14H22N2O3
(4R)-4-[4-(2-methoxyethyl)phenoxy]pentanehydrazide
—— (5Z)-5-[(5-bromo-2-hydroxy-3-nitrophenyl)methylidene]-3-(3-chlorophenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H8BrClN2O4S2
(5Z)-5-[(5-bromo-2-hydroxy-3-nitrophenyl)methylidene]-3-(3-chlorophenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-[(1S)-1-(3-bromo-4-methylanilino)ethyl]benzene-1,4-diol —— C15H16BrNO2
2-[(1S)-1-(3-bromo-4-methylanilino)ethyl]benzene-1,4-diol
—— [2-[(4-hydroxy-3,5-dimethylphenyl)methylamino]-2-oxoethyl] (1S,5R)-9-oxobicyclo[3.3.1]nonane-3-carboxylate —— C21H27NO5
[2-[(4-hydroxy-3,5-dimethylphenyl)methylamino]-2-oxoethyl] (1S,5R)-9-oxobicyclo[3.3.1]nonane-3-carboxylate
—— 2-[(1R)-1-(3-bromo-4-methylanilino)ethyl]benzene-1,4-diol —— C15H16BrNO2
2-[(1R)-1-(3-bromo-4-methylanilino)ethyl]benzene-1,4-diol
—— 3-(2-hydroxyphenyl)-N-(pyridin-3-ylmethyl)-N-(pyridin-4-ylmethyl)propanamide —— C21H21N3O2
3-(2-hydroxyphenyl)-N-(pyridin-3-ylmethyl)-N-(pyridin-4-ylmethyl)propanamide
—— ethyl (2E,5R)-2-[(3-bromo-4-hydroxyphenyl)methylidene]-5-(2-chlorophenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C23H18BrClN2O4S
ethyl (2E,5R)-2-[(3-bromo-4-hydroxyphenyl)methylidene]-5-(2-chlorophenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (5E)-2-[(2E)-2-[(4-chlorophenyl)methylidene]hydrazinyl]-5-[(3,5-dibromo-2,4-dihydroxyphenyl)methylidene]-1,3-thiazol-4-one —— C17H10Br2ClN3O3S
(5E)-2-[(2E)-2-[(4-chlorophenyl)methylidene]hydrazinyl]-5-[(3,5-dibromo-2,4-dihydroxyphenyl)methylidene]-1,3-thiazol-4-one
—— (5E)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-2-pentylcyclopent-2-en-1-one —— C18H21BrO3
(5E)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-2-pentylcyclopent-2-en-1-one
—— (5E)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-2-pentylcyclopent-2-en-1-one —— C19H24O2
(5E)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-2-pentylcyclopent-2-en-1-one
—— (5E)-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-2-pentylcyclopent-2-en-1-one —— C18H21ClO3
(5E)-5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-2-pentylcyclopent-2-en-1-one
—— 3-[(1R)-1-[2-(4-methyl-1,2,4-triazol-3-yl)ethylamino]ethyl]phenol —— C13H18N4O
3-[(1R)-1-[2-(4-methyl-1,2,4-triazol-3-yl)ethylamino]ethyl]phenol
—— 2-[(1R)-1-[2-(4-methyl-1,2,4-triazol-3-yl)ethylamino]ethyl]phenol —— C13H18N4O
2-[(1R)-1-[2-(4-methyl-1,2,4-triazol-3-yl)ethylamino]ethyl]phenol
—— 3-[(1S)-1-[2-(4-methyl-1,2,4-triazol-3-yl)ethylamino]ethyl]phenol —— C13H18N4O
3-[(1S)-1-[2-(4-methyl-1,2,4-triazol-3-yl)ethylamino]ethyl]phenol
—— 4,6-bis[[bis[(2R)-2-chloropropyl]amino]methyl]-2-methylbenzene-1,3-diol —— C21H34Cl4N2O2
4,6-bis[[bis[(2R)-2-chloropropyl]amino]methyl]-2-methylbenzene-1,3-diol
—— 6-[[bis[(2R)-2-chloropropyl]amino]methyl]-4-[[bis[(2S)-2-chloropropyl]amino]methyl]-2-methylbenzene-1,3-diol —— C21H34Cl4N2O2
6-[[bis[(2R)-2-chloropropyl]amino]methyl]-4-[[bis[(2S)-2-chloropropyl]amino]methyl]-2-methylbenzene-1,3-diol
—— 4-[[bis[(2R)-2-chloropropyl]amino]methyl]-6-[[[(2R)-2-chloropropyl]-[(2S)-2-chloropropyl]amino]methyl]-2-methylbenzene-1,3-diol —— C21H34Cl4N2O2
4-[[bis[(2R)-2-chloropropyl]amino]methyl]-6-[[[(2R)-2-chloropropyl]-[(2S)-2-chloropropyl]amino]methyl]-2-methylbenzene-1,3-diol
—— 4-[[bis[(2R)-2-chloropropyl]amino]methyl]-6-[[[(2R)-2-chloropropyl]-[(2S)-2-chloropropyl]amino]methyl]benzene-1,3-diol —— C20H32Cl4N2O2
4-[[bis[(2R)-2-chloropropyl]amino]methyl]-6-[[[(2R)-2-chloropropyl]-[(2S)-2-chloropropyl]amino]methyl]benzene-1,3-diol
—— 3-amino-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-(4-methoxyphenyl)thiophene-2-carboxamide —— C20H19N3O4S
3-amino-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-(4-methoxyphenyl)thiophene-2-carboxamide
—— 4,6-bis[[bis[(2R)-2-chloropropyl]amino]methyl]benzene-1,3-diol —— C20H32Cl4N2O2
4,6-bis[[bis[(2R)-2-chloropropyl]amino]methyl]benzene-1,3-diol
—— [4-(2-Methoxyethyl)phenyl] 2-(3,4,5-trimethoxyphenyl)acetate —— C20H24O6
[4-(2-Methoxyethyl)phenyl] 2-(3,4,5-trimethoxyphenyl)acetate
—— N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C14H17BrN2O5S
N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 3,5-dihydroxy-4-[(2Z,4E)-5-(2,4,6-trihydroxyphenyl)penta-2,4-dienylidene]cyclohexa-2,5-dien-1-one —— C17H14O6
3,5-dihydroxy-4-[(2Z,4E)-5-(2,4,6-trihydroxyphenyl)penta-2,4-dienylidene]cyclohexa-2,5-dien-1-one
—— 3,5-dihydroxy-4-[(2E,4Z)-5-(2,4,6-trihydroxyphenyl)penta-2,4-dienylidene]cyclohexa-2,5-dien-1-one —— C17H14O6
3,5-dihydroxy-4-[(2E,4Z)-5-(2,4,6-trihydroxyphenyl)penta-2,4-dienylidene]cyclohexa-2,5-dien-1-one
—— 2-(4-Methoxyphenyl)ethyl 6-(carbamoylamino)hexanoate —— C16H24N2O4
2-(4-Methoxyphenyl)ethyl 6-(carbamoylamino)hexanoate
—— 4-bromo-2-methoxy-5-[(E)-2-(5-nitro-1,3-benzothiazol-2-yl)ethenyl]phenol —— C16H11BrN2O4S
4-bromo-2-methoxy-5-[(E)-2-(5-nitro-1,3-benzothiazol-2-yl)ethenyl]phenol
—— (4Z)-1-(3,4-dichlorophenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]pyrazolidine-3,5-dione —— C18H14Cl2N2O5
(4Z)-1-(3,4-dichlorophenyl)-4-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]pyrazolidine-3,5-dione
—— 2,5-bis[[[(2R)-2-chloropropyl]-[(2S)-2-chloropropyl]amino]methyl]benzene-1,4-diol —— C20H32Cl4N2O2
2,5-bis[[[(2R)-2-chloropropyl]-[(2S)-2-chloropropyl]amino]methyl]benzene-1,4-diol
—— 2,5-bis[[bis[(2R)-2-chloropropyl]amino]methyl]benzene-1,4-diol —— C20H32Cl4N2O2
2,5-bis[[bis[(2R)-2-chloropropyl]amino]methyl]benzene-1,4-diol
—— [2-[(4-hydroxy-3,5-dimethylphenyl)methylamino]-2-oxoethyl] 4-[(1R)-1-hydroxyethyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate —— C20H26N2O5
[2-[(4-hydroxy-3,5-dimethylphenyl)methylamino]-2-oxoethyl] 4-[(1R)-1-hydroxyethyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate
—— 2-[4-(2-methoxyethyl)phenoxy]-N-(3-methoxyphenyl)acetamide —— C18H21NO4
2-[4-(2-methoxyethyl)phenoxy]-N-(3-methoxyphenyl)acetamide
—— (2E,5E)-2,5-bis[(3-hydroxyphenyl)methylidene]cyclopentan-1-one —— C19H16O3
(2E,5E)-2,5-bis[(3-hydroxyphenyl)methylidene]cyclopentan-1-one
—— (2Z)-2-[(5E)-5-[(4-hydroxyphenyl)methylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene]acetonitrile —— C13H10N2O2S
(2Z)-2-[(5E)-5-[(4-hydroxyphenyl)methylidene]-3-methyl-4-oxo-1,3-thiazolidin-2-ylidene]acetonitrile
—— (E)-3-(4-hydroxy-3,5-dimethylphenyl)-2-methylsulfonylprop-2-enenitrile —— C12H13NO3S
(E)-3-(4-hydroxy-3,5-dimethylphenyl)-2-methylsulfonylprop-2-enenitrile
—— (E)-3-(3-hydroxy-4-methoxyphenyl)-2-methylsulfonylprop-2-enenitrile —— C11H11NO4S
(E)-3-(3-hydroxy-4-methoxyphenyl)-2-methylsulfonylprop-2-enenitrile
—— (6Z)-6-[(3-hydroxy-4-methoxyphenyl)methylidene]-3-methyl-1-propyl-7H-pyrrolo[2,3-d]pyrimidine-2,4,5-trione —— C18H19N3O5
(6Z)-6-[(3-hydroxy-4-methoxyphenyl)methylidene]-3-methyl-1-propyl-7H-pyrrolo[2,3-d]pyrimidine-2,4,5-trione
—— (E)-3-(4-hydroxyphenyl)-2-methylsulfonylprop-2-enenitrile —— C10H9NO3S
(E)-3-(4-hydroxyphenyl)-2-methylsulfonylprop-2-enenitrile
—— (2Z,5Z)-2-(3,3-dimethyl-2-oxobutylidene)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C19H23NO5S
(2Z,5Z)-2-(3,3-dimethyl-2-oxobutylidene)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (2Z,5E)-2-(3,3-dimethyl-2-oxobutylidene)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C17H18N2O5S
(2Z,5E)-2-(3,3-dimethyl-2-oxobutylidene)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one
—— (2Z,5E)-2-(3,3-dimethyl-2-oxobutylidene)-5-[(3-hydroxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one —— C17H19NO3S
(2Z,5E)-2-(3,3-dimethyl-2-oxobutylidene)-5-[(3-hydroxyphenyl)methylidene]-3-methyl-1,3-thiazolidin-4-one