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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
—— Benzenemethanesulfonic acid,2-dihydroxy-, monosodium salt 4445-76-5 C7H8NaO5S+
Benzenemethanesulfonic acid,2-dihydroxy-, monosodium salt
—— 2,5-Trichloro-6-nitrophenol sodium salt 7361-14-0 C6H2Cl3NNaO3+
2,5-Trichloro-6-nitrophenol sodium salt
—— 4-(1-Hydroxy-2-pyrrolidin-1-ylethyl)benzene-1,2-diol;hydrochloride 5450-77-1 C12H18ClNO3
4-(1-Hydroxy-2-pyrrolidin-1-ylethyl)benzene-1,2-diol;hydrochloride
—— (4-hydroxy-3-nitro-phenyl)-trimethyl-arsonium; bromide 6333-55-7 Br*C9H13AsNO3
(4-hydroxy-3-nitro-phenyl)-trimethyl-arsonium; bromide
—— ethyl 2-amino-4-(3-hydroxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate 401464-53-7 C20H23NO5
ethyl 2-amino-4-(3-hydroxyphenyl)-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate
—— Phenol, 2,3,4,6-tetrachloro-, sodium salt (1:1) 131-61-3 C6H2Cl4NaO+
Phenol, 2,3,4,6-tetrachloro-, sodium salt (1:1)
—— 2-Methoxy-4-((E)-3-methyl-but-1-enyl)-phenol 51346-42-0 C12H16O2
2-Methoxy-4-((E)-3-methyl-but-1-enyl)-phenol
—— 3-Nitro-4-hydroxy-N-(n-propyl)-benzamid 27519-71-7 C10H12N2O4
3-Nitro-4-hydroxy-N-(n-propyl)-benzamid
—— Monopotassium hydroquinone 52688-73-0 C6H5KO2
Monopotassium hydroquinone
—— 4-(1-Amino-2-hydroxyethyl)-2,6-dimethoxyphenol 1270526-85-6 C10H15NO4
4-(1-Amino-2-hydroxyethyl)-2,6-dimethoxyphenol
—— 4-(1-amino-2,2,2-trifluoroethyl)-2,6-dimethylphenol 511522-43-3 C10H12F3NO
4-(1-amino-2,2,2-trifluoroethyl)-2,6-dimethylphenol
—— 2-Methyl-4-(methylamino)phenol;sulfuric acid 35271-57-9 C8H13NO5S
2-Methyl-4-(methylamino)phenol;sulfuric acid
—— N-(diaminomethylideneamino)-3-hydroxy-4,5-dimethoxybenzamide;sulfuric acid 35607-24-0 C10H16N4O8S
N-(diaminomethylideneamino)-3-hydroxy-4,5-dimethoxybenzamide;sulfuric acid
—— Sodium trinitrophenolate 3324-58-1 C6H3N3NaO7+
Sodium trinitrophenolate
—— 2-Amino-3-chloro-4-nitro-phenol 78593-88-1 C6H5ClN2O3
2-Amino-3-chloro-4-nitro-phenol
—— 2-(4-Hydroxy-2-methylphenyl)guanidine 247234-45-3 C8H11N3O
2-(4-Hydroxy-2-methylphenyl)guanidine
—— N-[2-(4-Hydroxyphenyl)ethyl]-2-methylpropanamide 921607-19-4 C12H17NO2
N-[2-(4-Hydroxyphenyl)ethyl]-2-methylpropanamide
—— 1-Chloro-3-[4-[2-(2-propen-1-yloxy)ethyl]phenoxy]-2-propanol 884340-62-9 C14H19ClO3
1-Chloro-3-[4-[2-(2-propen-1-yloxy)ethyl]phenoxy]-2-propanol
—— 1-<4-Hydroxy-3-methoxy-phenyl>-hexan-3-on 53172-00-2 C13H18O3
1-<4-Hydroxy-3-methoxy-phenyl>-hexan-3-on
—— 6-(3-Chloro-4-hydroxyphenoxy)hexyl 2-propenoate 620970-28-7 C15H19ClO4
6-(3-Chloro-4-hydroxyphenoxy)hexyl 2-propenoate
—— Bronkometer 7279-75-6 C14H25NO6S
Bronkometer
—— 2,5-Dipentylbenzene-1,4-diol 6995-84-2 C16H26O2
2,5-Dipentylbenzene-1,4-diol
—— 2-Amino-4-Nitrophenol Sulfate 1252802-48-4 C12H14N4O10S
2-Amino-4-Nitrophenol Sulfate
—— Hydroxy esreboxetine (4-hydroxy ethoxyphenoxy ring)- 252570-33-5 C19H23NO4
Hydroxy esreboxetine (4-hydroxy ethoxyphenoxy ring)-
—— N-Acetyl-N-[2-(4-hydroxyphenyl)ethyl]acetamide 63477-53-2 C12H15NO3
N-Acetyl-N-[2-(4-hydroxyphenyl)ethyl]acetamide
—— Bismuth resorcin 1381787-28-5 C18H15BiO6
Bismuth resorcin
—— Hydroxy(2-hydroxy-3-nitrophenyl)mercury 806656-92-8 C6H5HgNO4
Hydroxy(2-hydroxy-3-nitrophenyl)mercury
—— Hac8RG5tfv 912804-61-6 C14H23NO4S
Hac8RG5tfv
—— 4-[(1R)-2-[6-[[(2S)-2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]amino]hexylamino]-1-hydroxyethyl]benzene-1,2-diol;sulfuric acid —— C22H34N2O10S
4-[(1R)-2-[6-[[(2S)-2-(3,4-dihydroxyphenyl)-2-hydroxyethyl]amino]hexylamino]-1-hydroxyethyl]benzene-1,2-diol;sulfuric acid
—— Deterenol,(S)- 29170-06-7 C11H17NO2
Deterenol,(S)-
—— Colterol mesylate, (S)- 23239-49-8 C13H23NO6S
Colterol mesylate, (S)-
—— 2-(4-Hydroxybenzyl)-1-methylpyrrolidin 66162-88-7 C12H17NO
2-(4-Hydroxybenzyl)-1-methylpyrrolidin
—— 6-[(4-tert-butoxycarbonyl-1-piperazinyl)methyl]-2,3-dimethoxyphenol 486450-19-5 C18H28N2O5
6-[(4-tert-butoxycarbonyl-1-piperazinyl)methyl]-2,3-dimethoxyphenol
—— 3-(5-hydroxy-1,5-dimethylhexyl)phenol 268232-31-1 C14H22O2
3-(5-hydroxy-1,5-dimethylhexyl)phenol
—— Phenyl (2-hydroxy-5-nitrophenyl)methanesulfonate 62667-55-4 C13H11NO6S
Phenyl (2-hydroxy-5-nitrophenyl)methanesulfonate
—— 1-n-Butylthio-3,5-dihydroxibenzol 54839-92-8 C10H14O2S
1-n-Butylthio-3,5-dihydroxibenzol
—— (2-hydroxy-4-nitro-phenyl)-phosphonic acid 100047-64-1 C6H6NO6P
(2-hydroxy-4-nitro-phenyl)-phosphonic acid
—— 1-Methylthio-3,5-dihydroxibenzol 54839-91-7 C7H8O2S
1-Methylthio-3,5-dihydroxibenzol
—— 4-cyano-2-(4-hydroxyphenoxy)methylbenzoic acid 165111-48-8 C15H11NO4
4-cyano-2-(4-hydroxyphenoxy)methylbenzoic acid
—— 3-Fluoro-5-(2-thienyl)phenol 187392-82-1 C10H7FOS
3-Fluoro-5-(2-thienyl)phenol
—— 2,4,5-Trinitrobenzene-1,3-diol 26469-89-6 C6H3N3O8
2,4,5-Trinitrobenzene-1,3-diol
—— 4-[2-(Cyclopropylamino)ethyl]benzene-1,2-diol 114020-47-2 C11H15NO2
4-[2-(Cyclopropylamino)ethyl]benzene-1,2-diol
—— 2,4,6-Tricyclopropylphenol 60319-12-2 C15H18O
2,4,6-Tricyclopropylphenol
—— 2-(1-Bromoethyl)phenol 1130234-58-0 C8H9BrO
2-(1-Bromoethyl)phenol
—— 2-fluoro-4-nitrosophenol 351-49-5 C6H4FNO2
2-fluoro-4-nitrosophenol
—— 1,2,3,4,5,8-hexahydro-1-(3'hydroxyphenetyl)-6-methoxyisoquinoline 106488-62-4 C18H23NO2
1,2,3,4,5,8-hexahydro-1-(3'hydroxyphenetyl)-6-methoxyisoquinoline
—— 6-methyl-8,10,11-trihydroxy-5,6,7,8-tetrahydrodibenz<c,e>azocine 125771-42-8 C16H17NO3
6-methyl-8,10,11-trihydroxy-5,6,7,8-tetrahydrodibenz<c,e>azocine
—— 4-chloro-6-isopentyl-resorcinol 99858-00-1 C11H15ClO2
4-chloro-6-isopentyl-resorcinol
—— 5-Methyl-3-octylbenzene-1,2-diol 201858-80-2 C15H24O2
5-Methyl-3-octylbenzene-1,2-diol
—— N-{2-[4-(2-ethoxyethyl)-2,3-dimethylphenoxy]ethyl}isobutylamide 160842-26-2 C18H29NO3
N-{2-[4-(2-ethoxyethyl)-2,3-dimethylphenoxy]ethyl}isobutylamide