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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-Benzyloxy-2-dimethylaminomethylphenol 30518-35-5 C16H19NO2
4-Benzyloxy-2-dimethylaminomethylphenol
—— Benzene-1,2,3-triol;methanesulfonic acid 114513-43-8 C7H10O6S
Benzene-1,2,3-triol;methanesulfonic acid
—— N-desethylethamivan 138863-01-1 C10H13NO3
N-desethylethamivan
—— 2-methoxy-4-[(2R,4R,5S,6R)-2,5,6-trimethyl-1,3-dioxan-4-yl]phenol 88536-83-8 C14H20O4
2-methoxy-4-[(2R,4R,5S,6R)-2,5,6-trimethyl-1,3-dioxan-4-yl]phenol
—— 4-[(2R,4R,5R,6R)-2,6-dibutyl-5-methyl-1,3-dioxan-4-yl]-2-methoxyphenol 104789-96-0 C20H32O4
4-[(2R,4R,5R,6R)-2,6-dibutyl-5-methyl-1,3-dioxan-4-yl]-2-methoxyphenol
—— 2-methoxy-4-[(2R,4R,5R,6R)-5-methyl-2,6-dipropyl-1,3-dioxan-4-yl]phenol 104789-95-9 C18H28O4
2-methoxy-4-[(2R,4R,5R,6R)-5-methyl-2,6-dipropyl-1,3-dioxan-4-yl]phenol
—— 2-methoxy-4-[(2R,4R,5S,6R)-5-methyl-2,6-dipentyl-1,3-dioxan-4-yl]phenol 104789-97-1 C22H36O4
2-methoxy-4-[(2R,4R,5S,6R)-5-methyl-2,6-dipentyl-1,3-dioxan-4-yl]phenol
—— 2-methoxy-4-[(2R,4R,5S,6R)-5-methyl-2,6-dipropyl-1,3-dioxan-4-yl]phenol 104789-95-9 C18H28O4
2-methoxy-4-[(2R,4R,5S,6R)-5-methyl-2,6-dipropyl-1,3-dioxan-4-yl]phenol
—— 4-[(2R,4R,5S,6R)-2,6-dibutyl-5-methyl-1,3-dioxan-4-yl]-2-methoxyphenol 104789-96-0 C20H32O4
4-[(2R,4R,5S,6R)-2,6-dibutyl-5-methyl-1,3-dioxan-4-yl]-2-methoxyphenol
—— 5-Allyl-2-methylphenol 40794-05-6 C10H12O
5-Allyl-2-methylphenol
—— N,N-diethylethanamine;4-methylphenol 15921-98-9 C6H15N*C7H8O
N,N-diethylethanamine;4-methylphenol
—— 2-((3-hydroxy-4-methoxyphenyl)amino)acetic acid 117427-57-3 C9H11NO4
2-((3-hydroxy-4-methoxyphenyl)amino)acetic acid
—— α-(1,3-dimethylureido)-4-hydroxy-3-methoxybenzylphosphonic acid 57848-30-3 C11H17N2O6P
α-(1,3-dimethylureido)-4-hydroxy-3-methoxybenzylphosphonic acid
—— Hydroxy[(3-hydroxyphenyl)methyl]oxophosphanium 61820-25-5 C7H8O3P+
Hydroxy[(3-hydroxyphenyl)methyl]oxophosphanium
—— 7-Hydroxy-2,1-benzisothiazol 58555-25-2 C7H5NOS
7-Hydroxy-2,1-benzisothiazol
—— 5-Hydroxy-2,1-benzisothiazol 56910-94-2 C7H5NOS
5-Hydroxy-2,1-benzisothiazol
—— 2-Butyl-5-chlorophenol 27581-21-1 C10H13ClO
2-Butyl-5-chlorophenol
—— 2,2',2'',2'''-Methanetetrayltetraphenol 141870-17-9 C25H20O4
2,2',2'',2'''-Methanetetrayltetraphenol
—— 2-fluoro-3,4-dihydroxy-5-nitrobenzonitrile 134611-41-9 C7H3FN2O4
2-fluoro-3,4-dihydroxy-5-nitrobenzonitrile
—— isopropyl 3,4-dihydroxy-5-nitrophenylglyoxylate 134610-49-4 C11H11NO7
isopropyl 3,4-dihydroxy-5-nitrophenylglyoxylate
—— N-[7-[(3,5-dihydroxy-4-methoxybenzoyl)amino]heptyl]-3,5-dihydroxy-4-methoxybenzamide 27914-66-5 C23H30N2O8
N-[7-[(3,5-dihydroxy-4-methoxybenzoyl)amino]heptyl]-3,5-dihydroxy-4-methoxybenzamide
—— 2-aminomethyl-3-methoxy-4-(1,1-dimethylethyl)-6-iodophenol hydrochloride 75552-09-9 C12H18INO2*ClH
2-aminomethyl-3-methoxy-4-(1,1-dimethylethyl)-6-iodophenol hydrochloride
—— 1,3-Bis-(p-hydroxyphenyl)-cyclobutan 52497-97-9 C16H16O2
1,3-Bis-(p-hydroxyphenyl)-cyclobutan
—— 2-hydroxy-3-methyl-5-nonyl benzonitrile 62390-72-1 C17H25NO
2-hydroxy-3-methyl-5-nonyl benzonitrile
—— 4-Nitro-2-(pyridin-1-ium-1-ylmethyl)phenolate;hydrochloride —— C12H11ClN2O3
4-Nitro-2-(pyridin-1-ium-1-ylmethyl)phenolate;hydrochloride
—— 3-Benzenesulfinyl-4-methoxy-phenol 65125-50-0 C13H12O3S
3-Benzenesulfinyl-4-methoxy-phenol
—— 2-(Aminomethyl)-3-bromobenzene-1,4-diol 687607-67-6 C7H8BrNO2
2-(Aminomethyl)-3-bromobenzene-1,4-diol
—— 3-(3-Hydroxy-4-methylphenyl)-1,3-oxazolidin-2-one 62072-61-1 C10H11NO3
3-(3-Hydroxy-4-methylphenyl)-1,3-oxazolidin-2-one
—— 2-Hydroxy-5-methyl-4-nitrobenzonitrile 110298-76-5 C8H6N2O3
2-Hydroxy-5-methyl-4-nitrobenzonitrile
—— 4-(2,2-difluoro-1-methylethyl)phenol 1429029-65-1 C9H10F2O
4-(2,2-difluoro-1-methylethyl)phenol
—— 5-bromo-2-(2-bromoprop-2-enyl)phenol 188714-75-2 C9H8Br2O
5-bromo-2-(2-bromoprop-2-enyl)phenol
—— Phenol-Formaldehyde Urea 93925-50-9 C8H12N2O3
Phenol-Formaldehyde Urea
—— 3-Amino-4-methylphenol hydrochloride 227302-39-8 C7H10ClNO
3-Amino-4-methylphenol hydrochloride
—— 2-chloro-6-methoxy-4-[(E)-2-nitroethenyl]phenol 871125-89-2 C9H8ClNO4
2-chloro-6-methoxy-4-[(E)-2-nitroethenyl]phenol
—— ortho-(trichloromethyl)phenol 69911-63-3 C7H5Cl3O
ortho-(trichloromethyl)phenol
—— 1,3-Benzenediol, nitro-, lead(2+) salt (1:1) 70268-38-1 C6H5NO4Pb+2
1,3-Benzenediol, nitro-, lead(2+) salt (1:1)
—— 4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol;sulfuric acid 77101-45-2 C8H13NO7S
4-[(1R)-2-amino-1-hydroxyethyl]benzene-1,2-diol;sulfuric acid
—— 1-(2,4-Dihydroxyphenyl)undecan-2-one 19810-04-9 C17H26O3
1-(2,4-Dihydroxyphenyl)undecan-2-one
—— Barium bis(2,4,6-trinitroresorcinolate) 20236-55-9 C6H3BaN3O8+2
Barium bis(2,4,6-trinitroresorcinolate)
—— 4-[4-[(4-hydroxy-3-methoxyphenyl)methylidene]-3,5-dioxopyrazolidin-1-yl]benzonitrile 1158813-50-3 C18H13N3O4
4-[4-[(4-hydroxy-3-methoxyphenyl)methylidene]-3,5-dioxopyrazolidin-1-yl]benzonitrile
—— 5-(Methoxymethyl)-2-nitrophenol 824933-92-8 C8H9NO4
5-(Methoxymethyl)-2-nitrophenol
—— 2-(3-hydroxy-1,1-dimethylpropyl)-5-methoxyphenol 886843-02-3 C12H18O3
2-(3-hydroxy-1,1-dimethylpropyl)-5-methoxyphenol
—— 2-(S)-ethyl-3-(2-hydroxy-3-methylphenyl-thio)propan-1-ol 470454-39-8 C12H18O2S
2-(S)-ethyl-3-(2-hydroxy-3-methylphenyl-thio)propan-1-ol
—— 2-Methoxy-3-methyl-4-prop-1-enylphenol 13041-12-8 C11H14O2
2-Methoxy-3-methyl-4-prop-1-enylphenol
—— 3-amino-1-(3-hydroxyphenyl)propan-1-ol 2380-77-0 C9H13NO2
3-amino-1-(3-hydroxyphenyl)propan-1-ol
—— 3-Pentadeca-8,11-dienylbenzene-1,2-diol;3-pentadeca-8,11,13-trienylbenzene-1,2-diol;3-pentadeca-8,11,14-trienylbenzene-1,2-diol;3-pentadec-8-enylbenzene-1,2-diol;3-pentadecylbenzene-1,2-diol —— C105H162O10
3-Pentadeca-8,11-dienylbenzene-1,2-diol;3-pentadeca-8,11,13-trienylbenzene-1,2-diol;3-pentadeca-8,11,14-trienylbenzene-1,2-diol;3-pentadec-8-enylbenzene-1,2-diol;3-pentadecylbenzene-1,2-diol
—— 3-Fluoro-6-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 1451391-55-1 C13H18BFO3
3-Fluoro-6-methyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
—— Ethyl 2-[2-(4-hydroxy-2-methylphenyl)cyclopropyl]acetate 381226-70-6 C14H18O3
Ethyl 2-[2-(4-hydroxy-2-methylphenyl)cyclopropyl]acetate
—— Ethyl 2-[2-(4-hydroxyphenyl)cyclopentyl]acetate —— C9H18N3O3Pol
Ethyl 2-[2-(4-hydroxyphenyl)cyclopentyl]acetate
—— (2-Hydroxy-3-nitrophenyl)-[4-(thiophene-2-carbonyl)piperazin-1-yl]methanone 473733-89-0 C16H15N3O5S
(2-Hydroxy-3-nitrophenyl)-[4-(thiophene-2-carbonyl)piperazin-1-yl]methanone