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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
—— 5-chloro-2-dodecylphenol 1115234-56-4 C18H29ClO
5-chloro-2-dodecylphenol
—— 2,4-dinitro-3,6-dichlorophenol 24542-13-0 C6H2Cl2N2O5
2,4-dinitro-3,6-dichlorophenol
—— 2,4,6-trimethyl-3-(methylthio)phenol 93972-27-1 C10H14OS
2,4,6-trimethyl-3-(methylthio)phenol
—— 2-methoxy-6-(((4-methoxyphenyl)imino)methyl)phenol 3117-64-4 C15H15NO3
2-methoxy-6-(((4-methoxyphenyl)imino)methyl)phenol
—— 3-(4-chlorophenyl)-N'-(4-hydroxy-3-nitrobenzoyl)furan-2-carbohydrazide 1622868-10-3 C18H12ClN3O6
3-(4-chlorophenyl)-N'-(4-hydroxy-3-nitrobenzoyl)furan-2-carbohydrazide
—— 2-allyl-5-bromophenol 41389-16-6 C9H9BrO
2-allyl-5-bromophenol
—— 2-allyl-3-bromophenol 41389-15-5 C9H9BrO
2-allyl-3-bromophenol
—— 4-[(2-hydroxyphenyl)imino]-2-pentanone 3094-84-6 C11H13NO2
4-[(2-hydroxyphenyl)imino]-2-pentanone
—— 2-(1-hydroxy-2,2-dimethylpropyl)-5-methoxyphenol 1322596-92-8 C12H18O3
2-(1-hydroxy-2,2-dimethylpropyl)-5-methoxyphenol
—— 2-Hydroxy-5-nitro-benzaldehyd-(2,4-dimethyl-phenylimin) 15677-18-6 C15H14N2O3
2-Hydroxy-5-nitro-benzaldehyd-(2,4-dimethyl-phenylimin)
—— Salicylaldehyd-valerylhydrazon 100253-95-0 C12H16N2O2
Salicylaldehyd-valerylhydrazon
—— 1-(methoxycarbonyl)-2-(2-hydroxyphenyl)-1,2,3,4-tetrahydropyridine 125592-98-5 C13H15NO3
1-(methoxycarbonyl)-2-(2-hydroxyphenyl)-1,2,3,4-tetrahydropyridine
—— Ethyl 2-hydroxy-2-(2-hydroxy-5-methoxyphenyl)propanoate 88111-98-2 C12H16O5
Ethyl 2-hydroxy-2-(2-hydroxy-5-methoxyphenyl)propanoate
—— 1-(4-hydroxybenzyl)pyrrolidin-2-one 135997-42-1 C11H13NO2
1-(4-hydroxybenzyl)pyrrolidin-2-one
—— 2,6,2',6'-Tetranitro-4,4'-sulfonyl-di-phenol 42877-56-5 C12H6N4O12S
2,6,2',6'-Tetranitro-4,4'-sulfonyl-di-phenol
—— (2S)-1-chloro-3-[4-(2-methoxyethyl)phenoxy]-2-propyl stearate 1107647-82-4 C30H51ClO4
(2S)-1-chloro-3-[4-(2-methoxyethyl)phenoxy]-2-propyl stearate
—— ardisinol II 62897-10-3 C19H30O2
ardisinol II
—— 3-(2-hydroxyphenyl)propyne 39894-71-8 C9H8O
3-(2-hydroxyphenyl)propyne
—— 4-[(1R)-1-aminoethyl]benzene-1,3-diol 1228571-73-0 C8H11NO2
4-[(1R)-1-aminoethyl]benzene-1,3-diol
—— 3-decylphenol 63442-89-7 C16H26O
3-decylphenol
—— 1-(4-hydroxy-3-methoxyphenyl)undec-1-ene 150059-18-0 C18H28O2
1-(4-hydroxy-3-methoxyphenyl)undec-1-ene
—— Methyl-(6-hydroxy-3-undecyl-phenyl)-aether 150058-93-8 C18H30O2
Methyl-(6-hydroxy-3-undecyl-phenyl)-aether
—— N,N-bis(3-methoxysalicylidene)-1,4-diaminobutane 104978-24-7 C20H24N2O4
N,N-bis(3-methoxysalicylidene)-1,4-diaminobutane
—— 4-(1-Propylnonyl)-phenol 17508-65-5 C18H30O
4-(1-Propylnonyl)-phenol
—— 2-benzyl-3-mercaptopropionic acid 3,4-dihydroxybenzylamide 122410-40-6 C17H19NO3S
2-benzyl-3-mercaptopropionic acid 3,4-dihydroxybenzylamide
—— Dimethylamino-(4-hydroxy-phenyl)-acetonitril 15190-16-6 C10H12N2O
Dimethylamino-(4-hydroxy-phenyl)-acetonitril
—— 3,4,5,6-tetrahydro-2-(4-hydroxyphenyl)-2H-thiopyran 282116-42-1 C11H14OS
3,4,5,6-tetrahydro-2-(4-hydroxyphenyl)-2H-thiopyran
—— 3-chloro-4-(4-chlorophenylamino)phenol 1198117-97-3 C12H9Cl2NO
3-chloro-4-(4-chlorophenylamino)phenol
—— 3-[(4-chlorophenyl)amino]-6-chlorophenol 1198117-52-0 C12H9Cl2NO
3-[(4-chlorophenyl)amino]-6-chlorophenol
—— N-(4-methylbenzyl)-3-(4-hydroxy-3-methoxyphenyl)propanamide 721968-32-7 C18H21NO3
N-(4-methylbenzyl)-3-(4-hydroxy-3-methoxyphenyl)propanamide
—— 2-(4-chloro-1,6-dihydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetic acid 1265355-33-6 C9H8BClO5
2-(4-chloro-1,6-dihydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetic acid
—— 1,2-dimethoxy-4-(2-tert-butyldimethylsiloxyethyl)benzene 406215-61-0 C16H28O3Si
1,2-dimethoxy-4-(2-tert-butyldimethylsiloxyethyl)benzene
—— 2-(2-amino-ethyl)-6-methoxy-phenol; hydrochloride 1986-12-5 C9H13NO2*ClH
2-(2-amino-ethyl)-6-methoxy-phenol; hydrochloride
—— 4-(((tert-butyldimethylsilyl)oxy)methyl)-2,6-dimethylphenol 452369-73-2 C15H26O2Si
4-(((tert-butyldimethylsilyl)oxy)methyl)-2,6-dimethylphenol
—— 1-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-one 112465-51-7 C11H12O4
1-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-en-1-one
—— 2,6-dimethoxy-4-(1-methoxypropyl)phenol 1574216-53-7 C12H18O4
2,6-dimethoxy-4-(1-methoxypropyl)phenol
—— 1-benzyl-4-methyl-5-(5-chloro-2-phenol)aminomethylene-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile 392733-40-3 C21H16ClN3O3
1-benzyl-4-methyl-5-(5-chloro-2-phenol)aminomethylene-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile
—— (4S)-4,5-dihydro-2-(2',4'-dihydroxyphenyl)-4-isopropyloxazole 169171-35-1 C12H15NO3
(4S)-4,5-dihydro-2-(2',4'-dihydroxyphenyl)-4-isopropyloxazole
—— (4S)-4,5-dihydro-2-(2',4'-dihydroxyphenyl)-4-<(S)-1-methylpropyl>oxazole 169171-34-0 C13H17NO3
(4S)-4,5-dihydro-2-(2',4'-dihydroxyphenyl)-4-<(S)-1-methylpropyl>oxazole
—— 4-Hydroxy-3-jodo-5-methoxybenzylidenmalononitril 27389-84-0 C11H7IN2O2
4-Hydroxy-3-jodo-5-methoxybenzylidenmalononitril
—— 4-[(E)-dec-1-enyl]-2-methoxyphenol 1192674-33-1 C17H26O2
4-[(E)-dec-1-enyl]-2-methoxyphenol
—— N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-(5-octyltriazol-1-yl)octanamide 1003840-79-6 C26H42N4O3
N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-(5-octyltriazol-1-yl)octanamide
—— 3,5-bis(4-hydroxy-3-methoxybenzylidene)tetrahydropyran-4-one 259132-38-2 C21H20O6
3,5-bis(4-hydroxy-3-methoxybenzylidene)tetrahydropyran-4-one
—— 2-Methoxy-4-[(5-octyltriazol-1-yl)methyl]phenol 1003840-84-3 C18H27N3O2
2-Methoxy-4-[(5-octyltriazol-1-yl)methyl]phenol
—— 2-Methoxy-4-[(4-octyltriazol-1-yl)methyl]phenol 1003840-82-1 C18H27N3O2
2-Methoxy-4-[(4-octyltriazol-1-yl)methyl]phenol
—— N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-(4-octyltriazol-1-yl)octanamide 1003840-78-5 C26H42N4O3
N-[(4-hydroxy-3-methoxyphenyl)methyl]-8-(4-octyltriazol-1-yl)octanamide
—— (3E,5E)-3,5-bis(4-hydroxy-3,5-dimethoxybenzylidene)-tetrahydropyran-4-one 1301298-41-8 C23H24O8
(3E,5E)-3,5-bis(4-hydroxy-3,5-dimethoxybenzylidene)-tetrahydropyran-4-one
—— (5Z)-5-[(5-fluoro-2-hydroxyphenyl)methylidene]-2-(methylsulfanyl)-4,5-dihydro-1,3-thiazol-4-one 1181081-69-5 C11H8FNO2S2
(5Z)-5-[(5-fluoro-2-hydroxyphenyl)methylidene]-2-(methylsulfanyl)-4,5-dihydro-1,3-thiazol-4-one
—— 2,3,4,5-tetrakis(3,4-dihydroxyphenyl)thiophene 1388814-41-2 C28H20O8S
2,3,4,5-tetrakis(3,4-dihydroxyphenyl)thiophene
—— 3,5-dibromo-4-iodophenyjl 556038-75-6 C6H3Br2IO
3,5-dibromo-4-iodophenyjl