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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
—— 2-Methoxy-4-[2,3,3-tris(ethylsulfanyl)propyl]phenol 97141-26-9 C16H26O2S3
2-Methoxy-4-[2,3,3-tris(ethylsulfanyl)propyl]phenol
—— Ethyl [(4-hydroxyphenyl)methyl]carbamate 102015-00-9 C10H13NO3
Ethyl [(4-hydroxyphenyl)methyl]carbamate
—— S-[4-(4-Hydroxyphenoxy)butyl] dimethylcarbamothioate 103614-74-0 C13H19NO3S
S-[4-(4-Hydroxyphenoxy)butyl] dimethylcarbamothioate
—— 5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-5-methylhexadecan-3-one 104186-10-9 C24H40O4
5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-5-methylhexadecan-3-one
—— N-[1-(2-Hydroxyphenyl)-2-sulfamoylethyl]acetamide 104060-64-2 C10H14N2O4S
N-[1-(2-Hydroxyphenyl)-2-sulfamoylethyl]acetamide
—— 2-Fluoro-4-(iodomethyl)-6-methoxyphenol 104716-75-8 C8H8FIO2
2-Fluoro-4-(iodomethyl)-6-methoxyphenol
—— 1-Methylpyridin-2-one;2,4,6-trinitrophenol 104742-77-0 C12H10N4O8
1-Methylpyridin-2-one;2,4,6-trinitrophenol
—— 4-Bromo-2-octylphenol 105465-03-0 C14H21BrO
4-Bromo-2-octylphenol
—— N-(5-Hydroxy-2-methoxyphenyl)propanamide 105620-96-0 C10H13NO3
N-(5-Hydroxy-2-methoxyphenyl)propanamide
—— Phenol, 2-chloro-4-fluoro-, methanesulfonate 106123-84-6 C7H8ClFO4S
Phenol, 2-chloro-4-fluoro-, methanesulfonate
—— 2,2'-Sulfinothioylbis(4-methylphenol) 106257-76-5 C14H14O2S2
2,2'-Sulfinothioylbis(4-methylphenol)
—— N-[2-(3,4-Dihydroxyphenyl)ethyl]octadeca-9,12,15-trienamide 105955-13-3 C26H39NO3
N-[2-(3,4-Dihydroxyphenyl)ethyl]octadeca-9,12,15-trienamide
—— N-[2-(3,4-Dihydroxyphenyl)ethyl]-3-phenylprop-2-enamide 105954-99-2 C17H17NO3
N-[2-(3,4-Dihydroxyphenyl)ethyl]-3-phenylprop-2-enamide
—— 2-(Benzylideneamino)phenol;2,4,6-trinitrophenol 106113-98-8 C19H14N4O8
2-(Benzylideneamino)phenol;2,4,6-trinitrophenol
—— 3-(Benzylideneamino)phenol;2,4,6-trinitrophenol 106113-99-9 C19H14N4O8
3-(Benzylideneamino)phenol;2,4,6-trinitrophenol
—— N-(Heptan-2-YL)-3-(4-hydroxyphenyl)propanamide 106827-60-5 C16H25NO2
N-(Heptan-2-YL)-3-(4-hydroxyphenyl)propanamide
—— 4-{2-[(Pyridin-2-yl)oxy]ethyl}phenol 107003-92-9 C13H13NO2
4-{2-[(Pyridin-2-yl)oxy]ethyl}phenol
—— 2-{[2-(1H-Imidazol-5-yl)ethyl]amino}benzene-1,4-diol 106984-03-6 C11H13N3O2
2-{[2-(1H-Imidazol-5-yl)ethyl]amino}benzene-1,4-diol
—— Acetic acid;benzene-1,2,4,5-tetrol 107770-91-2 C14H22O12
Acetic acid;benzene-1,2,4,5-tetrol
—— 4-Prop-2-enylpyridine;2,4,6-trinitrophenol 107411-11-0 C14H12N4O7
4-Prop-2-enylpyridine;2,4,6-trinitrophenol
—— Ethyl 3-(4-hydroxyphenyl)oxirane-2-carboxylate 109318-45-8 C11H12O4
Ethyl 3-(4-hydroxyphenyl)oxirane-2-carboxylate
—— 5-(Octadecane-1-sulfonyl)benzene-1,2,3-triol 109462-57-9 C24H42O5S
5-(Octadecane-1-sulfonyl)benzene-1,2,3-triol
—— 5-[(2-Aminoethyl)amino]-2-nitrophenol 110220-06-9 C8H11N3O3
5-[(2-Aminoethyl)amino]-2-nitrophenol
—— Benzene-1,2-diol;formic acid 110851-12-2 C7H8O4
Benzene-1,2-diol;formic acid
—— 4-Hexatriacontyl-2,6-dimethylphenol 111307-59-6 C44H82O
4-Hexatriacontyl-2,6-dimethylphenol
—— 2-Bromo-4-hydroxy-6-nitrobenzonitrile 111695-55-7 C7H3BrN2O3
2-Bromo-4-hydroxy-6-nitrobenzonitrile
—— 4-{1,1,1,5,5,5-Hexamethyl-3-[(trimethylsilyl)oxy]trisiloxan-3-yl}phenol 111100-42-6 C15H32O4Si4
4-{1,1,1,5,5,5-Hexamethyl-3-[(trimethylsilyl)oxy]trisiloxan-3-yl}phenol
—— 3-Octyl-2-(prop-2-EN-1-YL)phenol 111159-16-1 C17H26O
3-Octyl-2-(prop-2-EN-1-YL)phenol
—— 4-Hydroxy-2,6-dinitrobenzonitrile 111695-53-5 C7H3N3O5
4-Hydroxy-2,6-dinitrobenzonitrile
—— 4-(2,2,3,3,4,4,5,5-Octafluoropentyl)phenol 111915-34-5 C11H8F8O
4-(2,2,3,3,4,4,5,5-Octafluoropentyl)phenol
—— 4-(4-Anilinoanilino)-2-methylphenol 112096-09-0 C19H18N2O
4-(4-Anilinoanilino)-2-methylphenol
—— 2-Ethyl-7-(4-hydroxy-2,3,5-trimethylphenoxy)-2-methylheptanoic acid 112109-71-4 C19H30O4
2-Ethyl-7-(4-hydroxy-2,3,5-trimethylphenoxy)-2-methylheptanoic acid
—— 1-[(Propan-2-yl)amino]-3-[4-(2-propoxyethyl)phenoxy]propan-2-ol 112064-54-7 C17H29NO3
1-[(Propan-2-yl)amino]-3-[4-(2-propoxyethyl)phenoxy]propan-2-ol
—— 3-[(5-Amino-4-hydroxy-2-nitrophenyl)sulfanyl]propanoic acid 112303-53-4 C9H10N2O5S
3-[(5-Amino-4-hydroxy-2-nitrophenyl)sulfanyl]propanoic acid
—— Benzoic acid;2-methoxy-5-(methoxymethyl)phenol 112777-55-6 C16H18O5
Benzoic acid;2-methoxy-5-(methoxymethyl)phenol
—— 5-[(2,4-Diaminopyrimidin-5-yl)methyl]-3-methoxy-2-(methylsulfanyl)phenol 112806-34-5 C13H16N4O2S
5-[(2,4-Diaminopyrimidin-5-yl)methyl]-3-methoxy-2-(methylsulfanyl)phenol
—— 1-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-1H-pyrrole-2,5-dione 112798-67-1 C13H13NO4
1-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-1H-pyrrole-2,5-dione
—— 1-[3-(4-Hydroxy-3-methoxyphenyl)propyl]pyrrolidine-2,5-dione 112798-54-6 C14H17NO4
1-[3-(4-Hydroxy-3-methoxyphenyl)propyl]pyrrolidine-2,5-dione
—— 4-Bromo-5-(hydroxymethyl)benzene-1,2-diol 113274-39-8 C7H7BrO3
4-Bromo-5-(hydroxymethyl)benzene-1,2-diol
—— 2,2'-[Disulfanediylbis(methylene)]bis(6-methoxy-4-methylphenol) 113695-02-6 C18H22O4S2
2,2'-[Disulfanediylbis(methylene)]bis(6-methoxy-4-methylphenol)
—— 1,8-Diazabicyclo[6.4.3]pentadecane;2,4,6-trinitrophenol 113872-15-4 C19H29N5O7
1,8-Diazabicyclo[6.4.3]pentadecane;2,4,6-trinitrophenol
—— Picric acid; compound with N-p-tolyl-acetamide 114069-80-6 C6H3N3O7*C9H11NO
Picric acid; compound with N-p-tolyl-acetamide
—— 5,5'-[Ethane-1,2-diylbis(oxy)]di(benzene-1,3-diol) 114212-69-0 C14H14O6
5,5'-[Ethane-1,2-diylbis(oxy)]di(benzene-1,3-diol)
—— 2-(2-tert-Butyl-3-methyl-1,3-oxazolidin-5-yl)phenol 114090-47-0 C14H21NO2
2-(2-tert-Butyl-3-methyl-1,3-oxazolidin-5-yl)phenol
—— 2-[(1,3-Dithiolan-2-ylidene)amino]-4-pentylphenol 114073-12-0 C14H19NOS2
2-[(1,3-Dithiolan-2-ylidene)amino]-4-pentylphenol
—— N-[(2-Hydroxy-5-methoxyphenyl)methyl]-N-(phosphonomethyl)glycine 114119-25-4 C11H16NO7P
N-[(2-Hydroxy-5-methoxyphenyl)methyl]-N-(phosphonomethyl)glycine
—— Acetic acid;2-tert-butyl-5-chlorobenzene-1,4-diol 114239-31-5 C14H21ClO6
Acetic acid;2-tert-butyl-5-chlorobenzene-1,4-diol
—— 1,7-Diazabicyclo[5.5.2]tetradecane;2,4,6-trinitrophenol 114661-59-5 C18H27N5O7
1,7-Diazabicyclo[5.5.2]tetradecane;2,4,6-trinitrophenol
—— 2-Fluoro-6-(3-methylbut-2-en-1-yl)phenol 116268-01-0 C11H13FO
2-Fluoro-6-(3-methylbut-2-en-1-yl)phenol
—— 3-(Decyloxy)-6-hydroxybenzene-1,2-dicarbonitrile 116539-63-0 C18H24N2O2
3-(Decyloxy)-6-hydroxybenzene-1,2-dicarbonitrile