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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-amino-3-hydroxy-2,6-dinitro-benzonitrile —— C7H4N4O5
4-amino-3-hydroxy-2,6-dinitro-benzonitrile
—— <i>N</i>-(2-hydroxy-3,5-dinitro-phenyl)-phthalimide —— C14H7N3O7
<i>N</i>-(2-hydroxy-3,5-dinitro-phenyl)-phthalimide
—— chloro-acetic acid-(2-hydroxy-3,5-dinitro-anilide) —— C8H6ClN3O6
chloro-acetic acid-(2-hydroxy-3,5-dinitro-anilide)
—— N-[2-(3,4-dihydroxyphenyl)ethyl]urea —— C9H12N2O3
N-[2-(3,4-dihydroxyphenyl)ethyl]urea
—— N-(2-hydroxyphenyl)pyridinium perchlorate —— C11H10NO*ClO4
N-(2-hydroxyphenyl)pyridinium perchlorate
—— N-(4-hydroxyphenyl)pyridinium perchlorate —— C11H10NO*ClO4
N-(4-hydroxyphenyl)pyridinium perchlorate
—— (2-hydroxyphenyl)thiophen-2-ylmethanol —— C11H10O2S
(2-hydroxyphenyl)thiophen-2-ylmethanol
—— 5-(ethylamino)-4-methyl-2-nitrosophenol hydrochloride —— C9H12N2O2*ClH
5-(ethylamino)-4-methyl-2-nitrosophenol hydrochloride
—— 4-(5-(benzylthio)-1,3,4-oxadiazol-2-yl)benzene-1,2-diol —— C15H12N2O3S
4-(5-(benzylthio)-1,3,4-oxadiazol-2-yl)benzene-1,2-diol
—— 9,10-methylene rivanil —— C27H45NO4
9,10-methylene rivanil
—— 3-bromo-4,5-dihydroxybenzonitrile 38897-25-5 C7H4BrNO2
3-bromo-4,5-dihydroxybenzonitrile
—— 2-hydroxyphenyl-hept-2-ynyl sulfide —— C26H30O2S
2-hydroxyphenyl-hept-2-ynyl sulfide
—— 2-(4-hydroxy-phenyl)-acetimidic acid ethyl ester —— C10H13NO2
2-(4-hydroxy-phenyl)-acetimidic acid ethyl ester
—— 4-hydroxybenzenethioacetamide —— C8H9NOS
4-hydroxybenzenethioacetamide
—— 2-(1-hydroxycyclobutyl)phenol —— C10H12O2
2-(1-hydroxycyclobutyl)phenol
—— N-(cyanomethyl)-2-hydroxy-N-methyl-5-nitrobenzamide —— C10H9N3O4
N-(cyanomethyl)-2-hydroxy-N-methyl-5-nitrobenzamide
—— N-(cyanomethyl)-2-hydroxy-5-nitrobenzamide —— C9H7N3O4
N-(cyanomethyl)-2-hydroxy-5-nitrobenzamide
—— N-(1-cyanocyclopropyl)-2-hydroxy-5-nitrobenzamide —— C11H9N3O4
N-(1-cyanocyclopropyl)-2-hydroxy-5-nitrobenzamide
—— N-benzyl-N-(cyanomethyl)-2-hydroxy-5-nitrobenzamide —— C16H13N3O4
N-benzyl-N-(cyanomethyl)-2-hydroxy-5-nitrobenzamide
—— (Z)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(1H-indol-3-yl)-acrylonitrile —— C19H16N2O3
(Z)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(1H-indol-3-yl)-acrylonitrile
—— 2-hydroxy-5-nitrophenylglyoxylic acid —— C8H5NO6
2-hydroxy-5-nitrophenylglyoxylic acid
—— 2-(2-hydroxy-3-nitrophenyl)-5-(4-nitro-1H-pyrrol-2-yl)-1,3,4-oxadiazole —— C12H7N5O6
2-(2-hydroxy-3-nitrophenyl)-5-(4-nitro-1H-pyrrol-2-yl)-1,3,4-oxadiazole
—— 2-(2-hydroxy-3-nitrophenyl)-5-(1-methyl-4-nitro-1H-pyrrol-2-yl)-1,3,4-oxadiazole —— C13H9N5O6
2-(2-hydroxy-3-nitrophenyl)-5-(1-methyl-4-nitro-1H-pyrrol-2-yl)-1,3,4-oxadiazole
—— N-tert-butyl-2-hydroxy-3-nitrobenzamide —— C11H14N2O4
N-tert-butyl-2-hydroxy-3-nitrobenzamide
—— (2-hydroxy-3-nitrophenyl)-((R)-3-hydroxypyrrolidin-1-yl)methanone —— C11H12N2O5
(2-hydroxy-3-nitrophenyl)-((R)-3-hydroxypyrrolidin-1-yl)methanone
—— 4-amino-5-hydroxy-2-nitro-benzenesulfonic acid —— C6H6N2O6S
4-amino-5-hydroxy-2-nitro-benzenesulfonic acid
—— (E)-N'-(3-hydroxy-2-iodo-4-methoxybenzylidene)-4-(benzo[d]thiazol-2-yl)benzohydrazide —— C22H16IN3O3S
(E)-N'-(3-hydroxy-2-iodo-4-methoxybenzylidene)-4-(benzo[d]thiazol-2-yl)benzohydrazide
—— hydroquinone diethyl ether —— C4H10O*C6H6O2
hydroquinone diethyl ether
—— Heptadecyl-(4-hydroxy-phenyl)-aether —— C23H40O2
Heptadecyl-(4-hydroxy-phenyl)-aether
—— (2,4-dihydroxy-5-methyl-phenyl)-glyoxylic acid —— C9H8O5
(2,4-dihydroxy-5-methyl-phenyl)-glyoxylic acid
—— 2-amino-3,5-dimethoxyphenol hydrochloride —— C8H11NO3*ClH
2-amino-3,5-dimethoxyphenol hydrochloride
—— (2,3-dihydrobenzo[1,4]oxazin-4-yl)-(4-hydroxy-3,5-dinitrophenyl)-methanone —— C15H11N3O7
(2,3-dihydrobenzo[1,4]oxazin-4-yl)-(4-hydroxy-3,5-dinitrophenyl)-methanone
—— octyl 3,5-di-nitro-4-hydroxybenzoate —— C15H20N2O7
octyl 3,5-di-nitro-4-hydroxybenzoate
—— isopropyl 3,5-dinitro-4-hydroxybenzoate —— C10H10N2O7
isopropyl 3,5-dinitro-4-hydroxybenzoate
—— 3-nitro-2-trifluoromethylphenol —— C7H4F3NO3
3-nitro-2-trifluoromethylphenol
—— 2-amino-4-nitro-6-hydroxy(isopropylbenzene) —— C9H12N2O3
2-amino-4-nitro-6-hydroxy(isopropylbenzene)
—— 2-Methylamino-6-nitro-phenol —— C7H8N2O3
2-Methylamino-6-nitro-phenol
—— N-(2-Hydroxy-3-nitrophenyl)-N'-phenylurea —— C13H11N3O4
N-(2-Hydroxy-3-nitrophenyl)-N'-phenylurea
—— (E)-N-(4-hydroxy-3-methoxybenzyl)-7-methyl-5-nonenamide 179617-78-8 C18H27NO3
(E)-N-(4-hydroxy-3-methoxybenzyl)-7-methyl-5-nonenamide
—— 11,20-di-tert-butyl-14,23-dihydroxy-16-thia<8.3>metacyclophane —— C30H44O2S
11,20-di-tert-butyl-14,23-dihydroxy-16-thia<8.3>metacyclophane
—— (E)-N-(4-hydroxy-3-methoxybenzyl)-10-methyl-8-dodecenamide —— C21H33NO3
(E)-N-(4-hydroxy-3-methoxybenzyl)-10-methyl-8-dodecenamide
—— (E)-N-(4-hydroxy-3-methoxybenzyl)-9-methyl-7-undecenamide —— C20H31NO3
(E)-N-(4-hydroxy-3-methoxybenzyl)-9-methyl-7-undecenamide
—— (E)-N-(4-hydroxy-3-methoxybenzyl)-6-methyl-4-octenamide —— C17H25NO3
(E)-N-(4-hydroxy-3-methoxybenzyl)-6-methyl-4-octenamide
—— 13,22-di-tert-butyl-16,25-dihydroxy-18-thia<10.3>metacyclophane —— C32H48O2S
13,22-di-tert-butyl-16,25-dihydroxy-18-thia<10.3>metacyclophane
—— [(2R,3S,6S)-3-acetoxy-6-(4-hydroxyphenyl)-3,6-dihydro-2H-pyran-2-yl]methyl acetate —— C16H18O6
[(2R,3S,6S)-3-acetoxy-6-(4-hydroxyphenyl)-3,6-dihydro-2H-pyran-2-yl]methyl acetate
—— p-(2-[2-hydroxy-3-phenoxypropylamino]-ethoxy)phenol hydrochloride —— C17H21NO4*ClH
p-(2-[2-hydroxy-3-phenoxypropylamino]-ethoxy)phenol hydrochloride
—— 2,5-dinitrobenzene-1,4-diol —— C6H4N2O6
2,5-dinitrobenzene-1,4-diol
—— 3-benzyl-7-(3-hydroxyphenyl)-4H-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one —— C17H12N4O2S
3-benzyl-7-(3-hydroxyphenyl)-4H-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
—— triethylammonium-3,5-dinitrosalicylate —— C6H15N*C7H4N2O7
triethylammonium-3,5-dinitrosalicylate
—— 2-(2-hydroxy-3,5-dinitrophenyl)-5-(4-nitro-1H-pyrrol-2-yl)-1,3,4-oxadiazole —— C12H6N6O8
2-(2-hydroxy-3,5-dinitrophenyl)-5-(4-nitro-1H-pyrrol-2-yl)-1,3,4-oxadiazole