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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
—— (4R)-4-(4-hydroxyphenyl)pentanoic acid —— C11H14O3
(4R)-4-(4-hydroxyphenyl)pentanoic acid
—— 2-[(1R)-1-hydroxypentyl]-6-methoxyphenol —— C12H18O3
2-[(1R)-1-hydroxypentyl]-6-methoxyphenol
—— 4-methyl-2-[(2S)-oxan-2-yl]phenol —— C12H16O2
4-methyl-2-[(2S)-oxan-2-yl]phenol
—— 3-methyl-2-[(2R)-oxan-2-yl]phenol —— C12H16O2
3-methyl-2-[(2R)-oxan-2-yl]phenol
—— 2-[(2S)-oxan-2-yl]phenol —— C11H14O2
2-[(2S)-oxan-2-yl]phenol
—— 4-[(2S)-2-methyloxan-2-yl]phenol —— C12H16O2
4-[(2S)-2-methyloxan-2-yl]phenol
—— 2-[(2R)-2-methyloxan-2-yl]phenol —— C12H16O2
2-[(2R)-2-methyloxan-2-yl]phenol
—— 4-methyl-2-[(2R)-2-methyloxolan-2-yl]phenol —— C12H16O2
4-methyl-2-[(2R)-2-methyloxolan-2-yl]phenol
—— 4-methyl-2-[(2S)-2-methyloxolan-2-yl]phenol —— C12H16O2
4-methyl-2-[(2S)-2-methyloxolan-2-yl]phenol
—— 4-chloro-2-{(E)-[(2-hydroxy-3,5-dimethylphenyl)imino]methyl}-6-nitrophenol —— C15H13ClN2O4
4-chloro-2-{(E)-[(2-hydroxy-3,5-dimethylphenyl)imino]methyl}-6-nitrophenol
—— 4-[(2R)-2-methyloxan-2-yl]phenol —— C12H16O2
4-[(2R)-2-methyloxan-2-yl]phenol
—— 2-methyl-6-[(2S)-oxan-2-yl]phenol —— C12H16O2
2-methyl-6-[(2S)-oxan-2-yl]phenol
—— 4-methoxy-2-[(2S)-oxan-2-yl]phenol —— C12H16O3
4-methoxy-2-[(2S)-oxan-2-yl]phenol
—— 4-methoxy-2-[(2R)-oxan-2-yl]phenol —— C12H16O3
4-methoxy-2-[(2R)-oxan-2-yl]phenol
—— 3-[(5R)-2-pyridin-2-yl-4,5-dihydro-1,3-oxazol-5-yl]phenol —— C14H12N2O2
3-[(5R)-2-pyridin-2-yl-4,5-dihydro-1,3-oxazol-5-yl]phenol
—— 4-[(1R)-1-hydroxypentyl]-2-methoxyphenol —— C12H18O3
4-[(1R)-1-hydroxypentyl]-2-methoxyphenol
—— 3-[(5S)-2-thiophen-2-yl-4,5-dihydro-1,3-oxazol-5-yl]phenol —— C13H11NO2S
3-[(5S)-2-thiophen-2-yl-4,5-dihydro-1,3-oxazol-5-yl]phenol
—— 5-methyl-2-[(2R)-oxan-2-yl]phenol —— C12H16O2
5-methyl-2-[(2R)-oxan-2-yl]phenol
—— 2-[(1S)-1-hydroxypentyl]-6-methoxyphenol —— C12H18O3
2-[(1S)-1-hydroxypentyl]-6-methoxyphenol
—— 4-[(1S)-1-hydroxypentyl]-2-methoxyphenol —— C12H18O3
4-[(1S)-1-hydroxypentyl]-2-methoxyphenol
—— 4-chloro-2-[(2S)-oxan-2-yl]phenol —— C11H13ClO2
4-chloro-2-[(2S)-oxan-2-yl]phenol
—— 4-[(2R)-2-ethoxypropoxy]phenol —— C11H16O3
4-[(2R)-2-ethoxypropoxy]phenol
—— 4-[(2S)-butan-2-yl]oxyphenol —— C10H14O2
4-[(2S)-butan-2-yl]oxyphenol
—— 3-[(5R)-2-ethyl-4,5-dihydro-1,3-oxazol-5-yl]phenol —— C11H13NO2
3-[(5R)-2-ethyl-4,5-dihydro-1,3-oxazol-5-yl]phenol
—— (S)-4-(1-hydroxyethyl)-2,6-dimethoxyphenol —— C10H14O4
(S)-4-(1-hydroxyethyl)-2,6-dimethoxyphenol
—— 3-[(5S)-2-pyridin-2-yl-4,5-dihydro-1,3-oxazol-5-yl]phenol —— C14H12N2O2
3-[(5S)-2-pyridin-2-yl-4,5-dihydro-1,3-oxazol-5-yl]phenol
—— 3-[(5S)-2-ethyl-4,5-dihydro-1,3-oxazol-5-yl]phenol —— C11H13NO2
3-[(5S)-2-ethyl-4,5-dihydro-1,3-oxazol-5-yl]phenol
—— 4-[[[4-(4-Bromophenyl)-3-phenyl-1,3-thiazol-2-ylidene]hydrazinylidene]methyl]benzene-1,2-diol —— C22H16BrN3O2S
4-[[[4-(4-Bromophenyl)-3-phenyl-1,3-thiazol-2-ylidene]hydrazinylidene]methyl]benzene-1,2-diol
—— (2R,5Z)-3-(4-ethoxyphenyl)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-(3-nitrophenyl)-1,1-dioxo-1,3-thiazolidin-4-one —— C25H22N2O8S
(2R,5Z)-3-(4-ethoxyphenyl)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-(3-nitrophenyl)-1,1-dioxo-1,3-thiazolidin-4-one
—— (2R)-2-(2-hydroxyphenyl)-N-methyl-1,3-thiazolidine-3-carboxamide —— C11H14N2O2S
(2R)-2-(2-hydroxyphenyl)-N-methyl-1,3-thiazolidine-3-carboxamide
—— (2S)-2-(4-hydroxyphenyl)-N-methyl-1,3-thiazolidine-3-carboxamide —— C11H14N2O2S
(2S)-2-(4-hydroxyphenyl)-N-methyl-1,3-thiazolidine-3-carboxamide
—— (2S,4R)-N-[(E)-(3-hydroxyphenyl)methylideneamino]-3-(morpholine-4-carbonyl)-2,4-diphenylcyclobutane-1-carboxamide —— C29H29N3O4
(2S,4R)-N-[(E)-(3-hydroxyphenyl)methylideneamino]-3-(morpholine-4-carbonyl)-2,4-diphenylcyclobutane-1-carboxamide
—— (2R,4R)-N-[(E)-(3-hydroxyphenyl)methylideneamino]-3-(morpholine-4-carbonyl)-2,4-diphenylcyclobutane-1-carboxamide —— C29H29N3O4
(2R,4R)-N-[(E)-(3-hydroxyphenyl)methylideneamino]-3-(morpholine-4-carbonyl)-2,4-diphenylcyclobutane-1-carboxamide
—— 2-[(1S)-1-hydroxypentyl]phenol —— C11H16O2
2-[(1S)-1-hydroxypentyl]phenol
—— methyl (4E)-1-ethyl-4-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-methyl-5-oxopyrrole-3-carboxylate —— C17H19NO5
methyl (4E)-1-ethyl-4-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-methyl-5-oxopyrrole-3-carboxylate
—— ethyl (2Z,5S)-2-[(2-hydroxy-5-nitrophenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H21N3O6S2
ethyl (2Z,5S)-2-[(2-hydroxy-5-nitrophenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— ethyl (2Z,5R)-2-[(2-hydroxy-5-nitrophenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H21N3O6S2
ethyl (2Z,5R)-2-[(2-hydroxy-5-nitrophenyl)methylidene]-7-methyl-5-(4-methylsulfanylphenyl)-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— N-[[2,5-bis(methylsulfanyl)-4-[[(3,4,5-trihydroxybenzoyl)hydrazinylidene]methyl]thiophen-3-yl]methylideneamino]-3,4,5-trihydroxybenzamide —— C22H20N4O8S3
N-[[2,5-bis(methylsulfanyl)-4-[[(3,4,5-trihydroxybenzoyl)hydrazinylidene]methyl]thiophen-3-yl]methylideneamino]-3,4,5-trihydroxybenzamide
—— (2Z)-5-bromo-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-6,7-dimethyl-[1,3]thiazolo[3,2-a]benzimidazol-1-one —— C19H15BrN2O3S
(2Z)-5-bromo-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-6,7-dimethyl-[1,3]thiazolo[3,2-a]benzimidazol-1-one
—— 2-[(1R)-1-hydroxypentyl]phenol —— C11H16O2
2-[(1R)-1-hydroxypentyl]phenol
—— (5E)-5-[(5-bromo-2-hydroxy-3-nitrophenyl)methylidene]-3-methyl-2-sulfanylidene-1,3-thiazolidin-4-one —— C11H7BrN2O4S2
(5E)-5-[(5-bromo-2-hydroxy-3-nitrophenyl)methylidene]-3-methyl-2-sulfanylidene-1,3-thiazolidin-4-one
—— methyl (4E)-1-(furan-2-ylmethyl)-4-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-methyl-5-oxopyrrole-3-carboxylate —— C20H19NO6
methyl (4E)-1-(furan-2-ylmethyl)-4-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-methyl-5-oxopyrrole-3-carboxylate
—— (5Z)-5-[(2-hydroxy-5-nitrophenyl)methylidene]-3-phenyl-1,3-thiazolidine-2,4-dione —— C16H10N2O5S
(5Z)-5-[(2-hydroxy-5-nitrophenyl)methylidene]-3-phenyl-1,3-thiazolidine-2,4-dione
—— 3-(4-hydroxy-3-nitrophenyl)-5',5',6,6-tetramethylspiro[5,7-dihydro-3H-1-benzofuran-2,2'-cyclohexane]-1',3',4-trione —— C23H25NO7
3-(4-hydroxy-3-nitrophenyl)-5',5',6,6-tetramethylspiro[5,7-dihydro-3H-1-benzofuran-2,2'-cyclohexane]-1',3',4-trione
—— 4-[[(2S)-butan-2-yl]sulfanylmethyl]benzene-1,2-diol —— C11H16O2S
4-[[(2S)-butan-2-yl]sulfanylmethyl]benzene-1,2-diol
—— 4-[[(2R)-butan-2-yl]sulfanylmethyl]benzene-1,2-diol —— C11H16O2S
4-[[(2R)-butan-2-yl]sulfanylmethyl]benzene-1,2-diol
—— 3-[(1S,2R)-2-amino-1-hydroxybutyl]phenol —— C10H15NO2
3-[(1S,2R)-2-amino-1-hydroxybutyl]phenol
—— 4-[(1R)-2-(cyclopropylamino)-1-hydroxyethyl]benzene-1,2-diol —— C11H15NO3
4-[(1R)-2-(cyclopropylamino)-1-hydroxyethyl]benzene-1,2-diol
—— 3-[(1R,2R)-2-amino-1-hydroxybutyl]phenol —— C10H15NO2
3-[(1R,2R)-2-amino-1-hydroxybutyl]phenol
—— 4-[(1S)-2-(cyclopropylamino)-1-hydroxyethyl]benzene-1,2-diol —— C11H15NO3
4-[(1S)-2-(cyclopropylamino)-1-hydroxyethyl]benzene-1,2-diol