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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-nitro-2-thiazol-5-ylphenol 876343-44-1 C9H6N2O3S
4-nitro-2-thiazol-5-ylphenol
—— 1-(5-Hydroxy-2-nitrophenyl)prop-2-en-1-one 453518-20-2 C9H7NO4
1-(5-Hydroxy-2-nitrophenyl)prop-2-en-1-one
—— 5-bromo-2-hydroxy-N,N-dimethyl-3-nitro-6-(trifluoromethyl)benzamide 654683-24-6 C10H8BrF3N2O4
5-bromo-2-hydroxy-N,N-dimethyl-3-nitro-6-(trifluoromethyl)benzamide
—— Piperazine, 1-(2-hydroxy-3-nitrobenzoyl)-4-[(1-methyl-1H-pyrrol-2-yl)carbonyl]- 473733-95-8 C17H18N4O5
Piperazine, 1-(2-hydroxy-3-nitrobenzoyl)-4-[(1-methyl-1H-pyrrol-2-yl)carbonyl]-
—— 4-bromo-2-chloro-6-ethyl-phenol 63770-16-1 C8H8BrClO
4-bromo-2-chloro-6-ethyl-phenol
—— 2-methyl-6-(2,2,2-trifluoro-ethyl)-phenol 440659-13-2 C9H9F3O
2-methyl-6-(2,2,2-trifluoro-ethyl)-phenol
—— 5-allyloxy-2-hydroxytoluene 79950-48-4 C10H12O2
5-allyloxy-2-hydroxytoluene
—— 4-bromo-2-(2,2,2-trifluoroethyl)phenol 749930-85-6 C8H6BrF3O
4-bromo-2-(2,2,2-trifluoroethyl)phenol
—— 2-[2-[4-[2-(2,5-Dihydroxyphenyl)ethynyl]phenyl]ethynyl]benzene-1,4-diol 827624-66-8 C22H14O4
2-[2-[4-[2-(2,5-Dihydroxyphenyl)ethynyl]phenyl]ethynyl]benzene-1,4-diol
—— 2,2'-[(2,5-Dihydroxy-1,4-phenylene)di(ethyne-2,1-diyl)]di(benzene-1,4-diol) 827624-72-6 C22H14O6
2,2'-[(2,5-Dihydroxy-1,4-phenylene)di(ethyne-2,1-diyl)]di(benzene-1,4-diol)
—— 4-(Methanesulfonyl)-3-methoxyphenol 648905-03-7 C8H10O4S
4-(Methanesulfonyl)-3-methoxyphenol
—— 3-Methyl-4-[(2-pyridinylmethyl)amino]phenol 887589-36-8 C13H14N2O
3-Methyl-4-[(2-pyridinylmethyl)amino]phenol
—— 3-Methyl-4-[(4-pyridinylmethyl)amino]phenol 887589-29-9 C13H14N2O
3-Methyl-4-[(4-pyridinylmethyl)amino]phenol
—— 2-((R)-3-Hydroxy-1-methyl-propyl)-phenol 447461-87-2 C10H14O2
2-((R)-3-Hydroxy-1-methyl-propyl)-phenol
—— 2-[[4-(2-Acetyloxyethyl)phenoxy]methyl]benzoic acid 856420-31-0 C18H18O5
2-[[4-(2-Acetyloxyethyl)phenoxy]methyl]benzoic acid
—— 4-Chloro-2-[[4-(2-hydroxyethyl)phenoxy]methyl]benzoic acid 1046494-92-1 C16H15ClO4
4-Chloro-2-[[4-(2-hydroxyethyl)phenoxy]methyl]benzoic acid
—— (4-Hydroxy-2,3-dimethyl-phenyl)-acetic acid ethyl ester 1207545-21-8 C12H16O3
(4-Hydroxy-2,3-dimethyl-phenyl)-acetic acid ethyl ester
—— 1,1,4,4,7-pentamethyl-1,4-disila-1,2,3,4-tetrahydronaphthalen-6-ol 827339-69-5 C13H22OSi2
1,1,4,4,7-pentamethyl-1,4-disila-1,2,3,4-tetrahydronaphthalen-6-ol
—— 3-chloro-4-(2-diethylamino-ethoxy)-phenol 935692-86-7 C12H18ClNO2
3-chloro-4-(2-diethylamino-ethoxy)-phenol
—— N-(3-chloro-5-hydroxybenzyl)acetamide 862541-25-1 C9H10ClNO2
N-(3-chloro-5-hydroxybenzyl)acetamide
—— 1-(4-chlorophenyl)-3-(4-hydroxy-2-nitro-phenyl)urea 862014-82-2 C13H10ClN3O4
1-(4-chlorophenyl)-3-(4-hydroxy-2-nitro-phenyl)urea
—— 4-bromo-6-(hydroxymethyl)-3-methoxy-2-methylphenol 946860-99-7 C9H11BrO3
4-bromo-6-(hydroxymethyl)-3-methoxy-2-methylphenol
—— S-bromo-2-hydroxy-4-methoxy-3-methylbenzaldehyde 946860-98-6 C9H9BrO3
S-bromo-2-hydroxy-4-methoxy-3-methylbenzaldehyde
—— (4-allyl-3-hydroxyphenyl)acetic acid methyl ester 950514-52-0 C12H14O3
(4-allyl-3-hydroxyphenyl)acetic acid methyl ester
—— (2-allyl-3-hydroxyphenyl)acetic acid methyl ester 950514-53-1 C12H14O3
(2-allyl-3-hydroxyphenyl)acetic acid methyl ester
—— 6-(4-chlorophenyl)-3-(4-hydroxy-3-methoxyphenyl)thieno[3,2-d]pyrimidin-4(3H)-one 515141-37-4 C19H13ClN2O3S
6-(4-chlorophenyl)-3-(4-hydroxy-3-methoxyphenyl)thieno[3,2-d]pyrimidin-4(3H)-one
—— trimethylsilylcresol 1443366-07-1 C10H16OSi
trimethylsilylcresol
—— Ethyl 5-[(3-hydroxyphenyl)methyl]-1,2,3,6-tetrahydropyridine-4-carboxylate 744195-93-5 C15H19NO3
Ethyl 5-[(3-hydroxyphenyl)methyl]-1,2,3,6-tetrahydropyridine-4-carboxylate
—— 2-[1-(1H-1,2,3-benzotriazol-1-yl)ethyl]-4-nitrophenol 1379588-06-3 C14H12N4O3
2-[1-(1H-1,2,3-benzotriazol-1-yl)ethyl]-4-nitrophenol
—— 2-[(4-hydroxyphenyl)methyl]-3-oxobutanoic acid N-methylamide 361576-49-0 C12H15NO3
2-[(4-hydroxyphenyl)methyl]-3-oxobutanoic acid N-methylamide
—— 1-(3-Hydroxy-4-methoxyphenyl)cyclopropanecarboxylic acid 936728-04-0 C11H12O4
1-(3-Hydroxy-4-methoxyphenyl)cyclopropanecarboxylic acid
—— 1-(3-Chloro-4-hydroxyphenyl)cyclopropanecarboxylic acid 945244-31-5 C10H9ClO3
1-(3-Chloro-4-hydroxyphenyl)cyclopropanecarboxylic acid
—— 2-allyl-6-fluoro-3-methylphenol 1256257-63-2 C10H11FO
2-allyl-6-fluoro-3-methylphenol
—— 3-chloro-5-hydroxyphenethyl acetate 1042023-78-8 C10H11ClO3
3-chloro-5-hydroxyphenethyl acetate
—— 2-(2,3-dihydro-1,4-benzodioxin-6-yl)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-methoxyacetamide 1207549-44-7 C19H20N2O6
2-(2,3-dihydro-1,4-benzodioxin-6-yl)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-methoxyacetamide
—— (4-bromo-2-chloro-5-hydroxyphenyl)boronic acid 1046861-50-0 C6H5BBrClO3
(4-bromo-2-chloro-5-hydroxyphenyl)boronic acid
—— tert-butyl 3-hydroxy-3-(3-hydroxyphenyl)propylcarbamate 1141782-09-3 C14H21NO4
tert-butyl 3-hydroxy-3-(3-hydroxyphenyl)propylcarbamate
—— 5-(4-Fluoro-3-hydroxyphenyl)-4,4-dimethyl-2,4-dihydropyrazol-3-one 1010801-09-8 C11H11FN2O2
5-(4-Fluoro-3-hydroxyphenyl)-4,4-dimethyl-2,4-dihydropyrazol-3-one
—— 5-(2-Fluoro-3-hydroxyphenyl)-4,4-dimethyl-2,4-dihydropyrazol-3-one 1010801-12-3 C11H11FN2O2
5-(2-Fluoro-3-hydroxyphenyl)-4,4-dimethyl-2,4-dihydropyrazol-3-one
—— 2,3-difluoro-4-methyl-5-nitro-phenol 1232506-08-9 C7H5F2NO3
2,3-difluoro-4-methyl-5-nitro-phenol
—— 2-(5-cyclopentyl-4-hydroxy-2-nitro-phenyl)acetic acid 1233531-09-3 C13H15NO5
2-(5-cyclopentyl-4-hydroxy-2-nitro-phenyl)acetic acid
—— methyl 2-(5-cyclopentyl-4-hydroxy-2-nitro-phenyl)acetate 1233531-10-6 C14H17NO5
methyl 2-(5-cyclopentyl-4-hydroxy-2-nitro-phenyl)acetate
—— 3-Cycloheptyl-1,1-dioxo-1-benzothiophen-6-ol 1032791-46-0 C15H18O3S
3-Cycloheptyl-1,1-dioxo-1-benzothiophen-6-ol
—— 2,3-difluoro-4-methyl-6-nitrophenol 1134197-64-0 C7H5F2NO3
2,3-difluoro-4-methyl-6-nitrophenol
—— 4-(4-hydroxyphenyl)thiophene-3-carbonitrile 1235035-55-8 C11H7NOS
4-(4-hydroxyphenyl)thiophene-3-carbonitrile
—— 2-(3,5-difluoro-4-hydroxybenzyl)cyclopropanecarboxylic acid ethyl ester 1224103-76-7 C13H14F2O3
2-(3,5-difluoro-4-hydroxybenzyl)cyclopropanecarboxylic acid ethyl ester
—— 3-fluoro-2-(3-hydroxypropyl)-6-methoxyphenol 951796-88-6 C10H13FO3
3-fluoro-2-(3-hydroxypropyl)-6-methoxyphenol
—— 2-(5-tert-butyl-2-hydroxy-4-nitrophenyl)-2-methylpropanoic acid 1246213-44-4 C14H19NO5
2-(5-tert-butyl-2-hydroxy-4-nitrophenyl)-2-methylpropanoic acid
—— 3-Methoxy-2-nitrosophenol 88331-64-0 C7H7NO3
3-Methoxy-2-nitrosophenol
—— 2-but-1-ynyl-5-fluoro-phenol 1170264-42-2 C10H9FO
2-but-1-ynyl-5-fluoro-phenol