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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-(2,4-dihydroxyphenyl) propionaldehyde —— C9H10O3
3-(2,4-dihydroxyphenyl) propionaldehyde
—— 3-(3-hydroxy-4-methylphenyl) propionaldehyde —— C10H12O2
3-(3-hydroxy-4-methylphenyl) propionaldehyde
—— 3,5-diacetyl-2,6-dimethyl-4-(4'-hydroxyphenyl)-1,4-dihydropyridine —— C17H19NO3
3,5-diacetyl-2,6-dimethyl-4-(4'-hydroxyphenyl)-1,4-dihydropyridine
—— 5-(1-Hydroxyprop-2-en-1-yl)-2-methoxyphenol —— C10H12O3
5-(1-Hydroxyprop-2-en-1-yl)-2-methoxyphenol
—— 4-amino-2-fluoro-3-hydroxyphenylacetic acid —— C8H8FNO3
4-amino-2-fluoro-3-hydroxyphenylacetic acid
—— 3-(2-benzoylguanidino)-1-(4-hydroxybutyl)pyrazole picrate —— C6H3N3O7*C15H19N5O2
3-(2-benzoylguanidino)-1-(4-hydroxybutyl)pyrazole picrate
—— ethyl 4-amino-3-fluoro-5-hydroxyphenylacetate —— C10H12FNO3
ethyl 4-amino-3-fluoro-5-hydroxyphenylacetate
—— 4-(3-(tert-butylamino)-2-hydroxypropyl)-2-methoxyphenol —— C14H23NO3
4-(3-(tert-butylamino)-2-hydroxypropyl)-2-methoxyphenol
—— 4-(2-hydroxy-3-(phenylamino)propyl)-2-methoxyphenol —— C16H19NO3
4-(2-hydroxy-3-(phenylamino)propyl)-2-methoxyphenol
—— 4-(3-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}-4,5-dihydroisoxazol-5-ylmethyl)-2-methoxyphenol —— C26H28N2O4
4-(3-{4-[2-(5-ethylpyridin-2-yl)ethoxy]phenyl}-4,5-dihydroisoxazol-5-ylmethyl)-2-methoxyphenol
—— 6-[4-(4-hydroxy-3-methoxyphenyl)but-2-enyl]-3,6-dihydropyran-2-one —— C16H18O4
6-[4-(4-hydroxy-3-methoxyphenyl)but-2-enyl]-3,6-dihydropyran-2-one
—— methyl 4-(4-hydroxy-3-methoxyphenyl)butanoate —— C12H16O4
methyl 4-(4-hydroxy-3-methoxyphenyl)butanoate
—— 4-(4-hydroxy-3-methoxyphenyl)but-2-en-1-ol —— C11H14O3
4-(4-hydroxy-3-methoxyphenyl)but-2-en-1-ol
—— ferulic acid —— C11H12O4
ferulic acid
—— 1,4-bis(3-methoxy-4-hydroxyphenyl)-but-2-ene —— C18H20O4
1,4-bis(3-methoxy-4-hydroxyphenyl)-but-2-ene
—— 2-methoxy-4-[(R)-1-oxiranylmethyl]phenol —— C10H12O3
2-methoxy-4-[(R)-1-oxiranylmethyl]phenol
—— 2-methoxy-4-[(S)-1-oxiranylmethyl]phenol —— C10H12O3
2-methoxy-4-[(S)-1-oxiranylmethyl]phenol
—— 4-(3-(1,1,1,3,5,5,5-heptamethyltrisiloxan-3-yl)propyl)-2-methoxyphenol —— C17H34O4Si3
4-(3-(1,1,1,3,5,5,5-heptamethyltrisiloxan-3-yl)propyl)-2-methoxyphenol
—— 4-allyl-2-chloro-6-methoxy-phenol —— C10H11ClO2
4-allyl-2-chloro-6-methoxy-phenol
—— 2-bromo-6-methyl-4-nitroso-phenol —— C7H6BrNO2
2-bromo-6-methyl-4-nitroso-phenol
—— 2-iodo-6-methyl-4-nitroso-phenol —— C7H6INO2
2-iodo-6-methyl-4-nitroso-phenol
—— 2-phenyl-3-(5'-o-hydroxyphenyl-1',3',4'-thiadiazol-2'-yl)-5-methyl-4-thiazolidinone —— C18H15N3O2S2
2-phenyl-3-(5'-o-hydroxyphenyl-1',3',4'-thiadiazol-2'-yl)-5-methyl-4-thiazolidinone
—— (trans)-2-(3-hydroxyphenyl)cyclopropanecarboxylic acid —— C10H10O3
(trans)-2-(3-hydroxyphenyl)cyclopropanecarboxylic acid
—— (E)-N'-(4-hydroxy-3-methoxybenzylidene)-4-(benzo[d]thiazol-2-yl)benzohydrazide —— C22H17N3O3S
(E)-N'-(4-hydroxy-3-methoxybenzylidene)-4-(benzo[d]thiazol-2-yl)benzohydrazide
—— (Z)-2-amino-4-(4-hydroxy-3-methoxyphenyl)buta-1,3-diene-1,1,3-tricarbonitrile —— C14H10N4O2
(Z)-2-amino-4-(4-hydroxy-3-methoxyphenyl)buta-1,3-diene-1,1,3-tricarbonitrile
—— (Z)-2-(benzo[d]thiazol-2-ylamino)-5-(4-hydroxy-3-methoxybenzylidene)thiazol-4(5H)-one —— C18H13N3O3S2
(Z)-2-(benzo[d]thiazol-2-ylamino)-5-(4-hydroxy-3-methoxybenzylidene)thiazol-4(5H)-one
—— (E)-1-(2-chlorobenzyl)-5-((4-hydroxy-3-methoxybenzylidene)amino)-1H-imidazole-4-carbonitrile —— C19H15ClN4O2
(E)-1-(2-chlorobenzyl)-5-((4-hydroxy-3-methoxybenzylidene)amino)-1H-imidazole-4-carbonitrile
—— 4-((hydroxyamino)methyl)benzene-1,3-diol —— C7H9NO3
4-((hydroxyamino)methyl)benzene-1,3-diol
—— (3E,5E)-3-(2-fluorobenzylidene)-5-(4-hydroxy-3-methoxybenzylidene)dihydro-2H-pyran-4(3H)-one —— C20H17FO4
(3E,5E)-3-(2-fluorobenzylidene)-5-(4-hydroxy-3-methoxybenzylidene)dihydro-2H-pyran-4(3H)-one
—— 2-(diethoxyphosphoryl)-N-(4-hydroxy-3-methoxybenzylidene)propan-2-amine oxide —— C15H24NO6P
2-(diethoxyphosphoryl)-N-(4-hydroxy-3-methoxybenzylidene)propan-2-amine oxide
—— (Z)-5-(4-hydroxy-3-methoxybenzylidene)-4-thioxothiazolidin-2-one —— C11H9NO3S2
(Z)-5-(4-hydroxy-3-methoxybenzylidene)-4-thioxothiazolidin-2-one
—— 4-(difluoromethyl)-2-methoxy-phenol —— C8H8F2O2
4-(difluoromethyl)-2-methoxy-phenol
—— 2-(4-hydroxy-3-methoxyphenyl)-1,3-dioxan-5-ol —— C11H14O5
2-(4-hydroxy-3-methoxyphenyl)-1,3-dioxan-5-ol
—— 6-amino-4-(4-hydroxy-3-methoxyphenyl)-3-propyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile —— C17H18N4O3
6-amino-4-(4-hydroxy-3-methoxyphenyl)-3-propyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
—— 4-(3-chlorophenyl)-1-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-thiosemicarbazide 70161-62-5 C15H14ClN3O2S
4-(3-chlorophenyl)-1-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-thiosemicarbazide
—— 4-(2,4-dichlorophenyl)-1-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-thiosemicarbazide —— C15H13Cl2N3O2S
4-(2,4-dichlorophenyl)-1-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-thiosemicarbazide
—— (3E,5E)-3,5-bis(4-hydroxy-3-methoxybenzylidene)-1-(5-((E)-2-(2,6,6-trimethylcyclohex-2-enyl)vinyl)isoxazole-3-carbonyl)piperidin-4-one —— C36H38N2O7
(3E,5E)-3,5-bis(4-hydroxy-3-methoxybenzylidene)-1-(5-((E)-2-(2,6,6-trimethylcyclohex-2-enyl)vinyl)isoxazole-3-carbonyl)piperidin-4-one
—— 2-(4-hydroxy-3-methoxyphenyl)-2-(piperidin-1-yl)acetonitrile —— C14H18N2O2
2-(4-hydroxy-3-methoxyphenyl)-2-(piperidin-1-yl)acetonitrile
—— 2-[(4-hydroxy-3-methoxyphenyl)methylene]-5-methylfuran-3-one —— C13H12O4
2-[(4-hydroxy-3-methoxyphenyl)methylene]-5-methylfuran-3-one
—— 4-((1E)-2-(((E)-4-hydroxy-3-methoxystyrylsulfonyl)methylsulfonyl)-vinyl)-2-methoxyphenol —— C19H20O8S2
4-((1E)-2-(((E)-4-hydroxy-3-methoxystyrylsulfonyl)methylsulfonyl)-vinyl)-2-methoxyphenol
—— 2-amino-4-(4-hydroxy-3-methoxyphenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carbonitrile —— C17H14N2O5
2-amino-4-(4-hydroxy-3-methoxyphenyl)-7-methyl-5-oxo-4H,5H-pyrano[4,3-b]pyran-3-carbonitrile
—— 5-(4-hydroxy-3-methoxyphenyl)pent-4-enoic acid —— C12H14O4
5-(4-hydroxy-3-methoxyphenyl)pent-4-enoic acid
—— 4-(bis(p-tolylthio)methyl)-2-methoxyphenol —— C22H22O2S2
4-(bis(p-tolylthio)methyl)-2-methoxyphenol
—— methyl (Z)-12-((Z)-4-hydroxy-3-methoxybenzylideneamino)octadec-9-enoate —— C27H43NO4
methyl (Z)-12-((Z)-4-hydroxy-3-methoxybenzylideneamino)octadec-9-enoate
—— 2-methoxy-4-(1,3-oxathiolan-2-yl)phenol —— C10H12O3S
2-methoxy-4-(1,3-oxathiolan-2-yl)phenol
—— diethyl [(cyclohexylamino)(4-hydroxy-3-methoxyphenyl)methyl]phosphonate —— C18H30NO5P
diethyl [(cyclohexylamino)(4-hydroxy-3-methoxyphenyl)methyl]phosphonate
—— N'-(4-hydroxy-3-methoxybenzylidene)-2-phenoxypropanehydrazide —— C17H18N2O4
N'-(4-hydroxy-3-methoxybenzylidene)-2-phenoxypropanehydrazide
—— 4-(bis(heptylthio)methyl)-2-methoxyphenol —— C22H38O2S2
4-(bis(heptylthio)methyl)-2-methoxyphenol
—— 4-(bis(tert-butylthio)methyl)-2-methoxyphenol —— C16H26O2S2
4-(bis(tert-butylthio)methyl)-2-methoxyphenol
—— (2SR)-2-[(SR)-[(4-chlorophenyl)amino](4-hydroxy-3-methoxyphenyl)methyl]cyclohexan-1-one —— C20H22ClNO3
(2SR)-2-[(SR)-[(4-chlorophenyl)amino](4-hydroxy-3-methoxyphenyl)methyl]cyclohexan-1-one