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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
—— 1,2,3-Trihydroxy-benzosuberan 91970-48-8 C11H14O3
1,2,3-Trihydroxy-benzosuberan
—— 4-Hydroxy-5-isopropyl-2-methoxybenzonitrile 1145716-31-9 C11H13NO2
4-Hydroxy-5-isopropyl-2-methoxybenzonitrile
—— 2-{[(3-hydroxyphenyl)imino]methyl}phenol 782-75-2 C13H11NO2
2-{[(3-hydroxyphenyl)imino]methyl}phenol
—— 1-(3,4-Dihydroxy)phenethyl-3-carbamoyl-1,4-dihydropyridine 104822-72-2 C14H16N2O3
1-(3,4-Dihydroxy)phenethyl-3-carbamoyl-1,4-dihydropyridine
—— 2-(4-hydroxy-3,5-dimethoxybenzylidene)hydrazine-1-carboxamide 6024-59-5 C10H13N3O4
2-(4-hydroxy-3,5-dimethoxybenzylidene)hydrazine-1-carboxamide
—— 2,4-dihydroxyacetophenone semicarbazone 56644-47-4 C9H11N3O3
2,4-dihydroxyacetophenone semicarbazone
—— p-cyanomethylcalix[4]arene 115421-59-5 C36H28N4O4
p-cyanomethylcalix[4]arene
—— (4-Hydroxy-3,5-dimethoxyphenyl)methanesulfonic acid 10536-34-2 C9H12O6S
(4-Hydroxy-3,5-dimethoxyphenyl)methanesulfonic acid
—— N-(5-bromosalicylidene)-2-chloroaniline 89046-29-7 C13H9BrClNO
N-(5-bromosalicylidene)-2-chloroaniline
—— 2,3-Dihydroxybenzaldehyde semicarbazone 106324-34-9 C8H9N3O3
2,3-Dihydroxybenzaldehyde semicarbazone
—— 2,2'-[(2-hydroxy-5-methyl-1,3-phenylene)bis(methanylidene)]bis(hydrazine-1-carboxamide) 300731-04-8 C11H14N6O3
2,2'-[(2-hydroxy-5-methyl-1,3-phenylene)bis(methanylidene)]bis(hydrazine-1-carboxamide)
—— 2-hydroxy-3-methoxybenzaldehyde semicarbazone 58336-41-7 C9H11N3O3
2-hydroxy-3-methoxybenzaldehyde semicarbazone
—— 2-Methoxy-6-[(3-methoxy-phenylimino)-methyl]-phenol 57322-37-9 C15H15NO3
2-Methoxy-6-[(3-methoxy-phenylimino)-methyl]-phenol
—— (2,3,4-trihydroxy-phenyl)-glyoxylic acid 101080-35-7 C8H6O6
(2,3,4-trihydroxy-phenyl)-glyoxylic acid
—— 2-[(4-chloro-phenylimino)-methyl]-4-methyl-phenol 19430-20-7 C14H12ClNO
2-[(4-chloro-phenylimino)-methyl]-4-methyl-phenol
—— 2-Hydroxy-5-nitrobenzyl thiocyanate 5394-11-6 C8H6N2O3S
2-Hydroxy-5-nitrobenzyl thiocyanate
—— N'-[3-hydroxy-4-methoxyphenyl-methylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide 350046-93-4 C17H16N2O5
N'-[3-hydroxy-4-methoxyphenyl-methylidene]-2,3-dihydro-1,4-benzodioxine-2-carbohydrazide
—— 4-(3,4-dihydroxyphenyl)-2-mercaptothiazole —— C9H7NO2S2
4-(3,4-dihydroxyphenyl)-2-mercaptothiazole
—— 2-hydroxyphenyl-1,3-dithiolane 7070-92-0 C9H10OS2
2-hydroxyphenyl-1,3-dithiolane
—— salicylaldehyde acetylhydrazone 5941-05-9 C9H10N2O2
salicylaldehyde acetylhydrazone
—— N'-[1-(2-Hydroxy-phenyl)-meth-(E)-ylidene]-hydrazinecarbodithioic acid methyl ester 133978-98-0 C9H10N2OS2
N'-[1-(2-Hydroxy-phenyl)-meth-(E)-ylidene]-hydrazinecarbodithioic acid methyl ester
—— 2,4,6-tribromo-3,5-dimethoxyphenol 121869-55-4 C8H7Br3O3
2,4,6-tribromo-3,5-dimethoxyphenol
—— (E)-N'-(1-(2-hydroxyphenyl)ethylidene)benzohydrazide 139924-53-1 C15H14N2O2
(E)-N'-(1-(2-hydroxyphenyl)ethylidene)benzohydrazide
—— 2,5-bis(4-hydroxy-2-methylphenyl)-3-methylthiophene 1430419-46-7 C19H18O2S
2,5-bis(4-hydroxy-2-methylphenyl)-3-methylthiophene
—— 3-Fluoro-2-hydroxy-5-methoxybenzaldehyde 1417996-86-1 C8H7FO3
3-Fluoro-2-hydroxy-5-methoxybenzaldehyde
—— N-(5-methyl-2-hydroxyphenyl)-2-hydroxy-5-bromobenzaldimine 137532-62-8 C14H12BrNO2
N-(5-methyl-2-hydroxyphenyl)-2-hydroxy-5-bromobenzaldimine
—— 2,6-bis[(((5-methoxy-2-hydroxybenzyl)(N',N'-(dimethylamino)ethyl))amino)methyl]-4-methylphenol 845862-53-5 C33H48N4O5
2,6-bis[(((5-methoxy-2-hydroxybenzyl)(N',N'-(dimethylamino)ethyl))amino)methyl]-4-methylphenol
—— 4-(3-hydroxyphenyl)-4-methyl-3,4,5,6-tetrahydro-2H-pyran 139368-23-3 C12H16O2
4-(3-hydroxyphenyl)-4-methyl-3,4,5,6-tetrahydro-2H-pyran
—— Heptadecenylcatechol 54954-20-0 C23H38O2
Heptadecenylcatechol
—— 3,3'-(1,2,4-thiadiazole-3,5-diyl)diphenol 1078733-79-5 C14H10N2O2S
3,3'-(1,2,4-thiadiazole-3,5-diyl)diphenol
—— 4-hydroxy-2,3,5-trimethyl-α-[(trimethylsilyl)methyl]benzenemethanol 1230388-85-8 C14H24O2Si
4-hydroxy-2,3,5-trimethyl-α-[(trimethylsilyl)methyl]benzenemethanol
—— 4-nitro-3-trimethylsilanylmethylphenol 103368-95-2 C10H15NO3Si
4-nitro-3-trimethylsilanylmethylphenol
—— N-(5-Chloro-2-hydroxy-4-nitrophenyl)-N'-(3-cyanophenyl)urea 84954-11-0 C14H9ClN4O4
N-(5-Chloro-2-hydroxy-4-nitrophenyl)-N'-(3-cyanophenyl)urea
—— 2-isopropylphenyl 4-(4-hydroxy-3-methoxybenzylcarbamoyl)-piperidine-1-carboxylate 1193988-32-7 C24H30N2O5
2-isopropylphenyl 4-(4-hydroxy-3-methoxybenzylcarbamoyl)-piperidine-1-carboxylate
—— 2-hydroxyl-N-methylbenzenecarboximidamide 1228574-64-8 C8H10N2O
2-hydroxyl-N-methylbenzenecarboximidamide
—— 3-(azidomethyl)phenol 1007587-60-1 C7H7N3O
3-(azidomethyl)phenol
—— 2,3,5-tribromo-6-chloro-hydroquinone 85531-44-8 C6H2Br3ClO2
2,3,5-tribromo-6-chloro-hydroquinone
—— 3,4-dimethoxy-5-methylphenol 100668-75-5 C9H12O3
3,4-dimethoxy-5-methylphenol
—— 4-Methoxy-3,6-bis(2,4,4-trimethylpentan-2-yl)benzene-1,2-diol 113436-82-1 C23H40O3
4-Methoxy-3,6-bis(2,4,4-trimethylpentan-2-yl)benzene-1,2-diol
—— 3-(1,2,3-thiadiazol-4-yl)phenol 303149-00-0 C8H6N2OS
3-(1,2,3-thiadiazol-4-yl)phenol
—— 4'-demethylmacrophyllol 113271-05-9 C17H16O6
4'-demethylmacrophyllol
—— 7-hydroxy-4,5-dihydro-imidazo[1,2-a]quinoline 1426933-50-7 C11H10N2O
7-hydroxy-4,5-dihydro-imidazo[1,2-a]quinoline
—— (E)-3-(2-nitrovinyl)benzene-1,2-diol 1308250-94-3 C8H7NO4
(E)-3-(2-nitrovinyl)benzene-1,2-diol
—— 1-(3',5'-dihydroxyphenyl)nonan-2-one 184375-01-7 C15H22O3
1-(3',5'-dihydroxyphenyl)nonan-2-one
—— 2-Chloro-3,5,6-trifluorophenol 121555-66-6 C6H2ClF3O
2-Chloro-3,5,6-trifluorophenol
—— m-Octadecylphenol 63442-91-1 C24H42O
m-Octadecylphenol
—— 2-(1-butyl)-4-chloro-3-methoxy-5-methylphenol 122745-98-6 C12H17ClO2
2-(1-butyl)-4-chloro-3-methoxy-5-methylphenol
—— 4,4'-(1,1,3,3-Tetraphenyldisiloxane-1,3-diyl)diphenol 125167-54-6 C36H30O3Si2
4,4'-(1,1,3,3-Tetraphenyldisiloxane-1,3-diyl)diphenol
—— 4-(3-Methylpentyl)benzene-1,2-diol 688335-78-6 C12H18O2
4-(3-Methylpentyl)benzene-1,2-diol
—— 4-chloro-2-(1-hexynyl)-3-methoxyphenol 122745-95-3 C13H15ClO2
4-chloro-2-(1-hexynyl)-3-methoxyphenol