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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
—— 2,2'-((2-((carboxymethyl)(2-hydroxy-5-methoxybenzyl)amino)ethyl)azanediyl)diacetic acid 1616587-96-2 C16H22N2O8
2,2'-((2-((carboxymethyl)(2-hydroxy-5-methoxybenzyl)amino)ethyl)azanediyl)diacetic acid
—— 2-[(2-Aminoethylamino)methyl]-4-methoxyphenol 1183339-39-0 C10H16N2O2
2-[(2-Aminoethylamino)methyl]-4-methoxyphenol
—— 5-(2,5-Dihydroxy-benzyl)-4,4-dimethyl-[1,3]dioxolan-2-one 464920-08-9 C12H14O5
5-(2,5-Dihydroxy-benzyl)-4,4-dimethyl-[1,3]dioxolan-2-one
—— Propyl carbamimidothioate;2,4,6-trinitrophenol 6335-89-3 C10H13N5O7S
Propyl carbamimidothioate;2,4,6-trinitrophenol
—— 5-(4-Butylanilino)-2,4-dinitrophenol 1314491-07-0 C16H17N3O5
5-(4-Butylanilino)-2,4-dinitrophenol
—— 5,6-dimethyl-2-ethyl-3-methoxyphenol 125569-62-2 C11H16O2
5,6-dimethyl-2-ethyl-3-methoxyphenol
—— N-(3-chloro-4-hydroxy-5-methylphenyl)-4-(4-fluorophenyl)-1,3-thiazole-2-amine 1299975-15-7 C16H12ClFN2OS
N-(3-chloro-4-hydroxy-5-methylphenyl)-4-(4-fluorophenyl)-1,3-thiazole-2-amine
—— 2-(3-Hydroxy-butyl)-5-methoxy-phenol 121175-59-5 C11H16O3
2-(3-Hydroxy-butyl)-5-methoxy-phenol
—— 2,4,6-Trinitrophenol-1-phenyl-1h-imidazole(1:1) 6314-35-8 C15H11N5O7
2,4,6-Trinitrophenol-1-phenyl-1h-imidazole(1:1)
—— (2E,4E)-1-(2,4-dihydroxy-6-methoxyphenyl)-5-phenyl-2,4-pentadien-1-one 1207843-47-7 C18H16O4
(2E,4E)-1-(2,4-dihydroxy-6-methoxyphenyl)-5-phenyl-2,4-pentadien-1-one
—— Heptyl carbamimidothioate;2,4,6-trinitrophenol 6336-00-1 C14H21N5O7S
Heptyl carbamimidothioate;2,4,6-trinitrophenol
—— 3-bromo-5-hydroxy-2-methoxybenzaldehyde 147067-68-3 C8H7BrO3
3-bromo-5-hydroxy-2-methoxybenzaldehyde
—— 2,4,6-Trinitrophenol-1,3-dimethylpyrrolidine(1:1) 6307-50-2 C12H16N4O7
2,4,6-Trinitrophenol-1,3-dimethylpyrrolidine(1:1)
—— 4-{3-[2-(2-Hydroxyethyl)-1H-imidazol-1-yl]propyl}phenol 366016-92-4 C14H18N2O2
4-{3-[2-(2-Hydroxyethyl)-1H-imidazol-1-yl]propyl}phenol
—— 4-(3,5-dimethoxy-4-hydroxybenzoyl)-3-morpholinol 76534-75-3 C13H17NO6
4-(3,5-dimethoxy-4-hydroxybenzoyl)-3-morpholinol
—— 4-(tert-butyldimethylsilanyloxy)-3-chloro-5-methoxyphenol 1365030-60-9 C13H21ClO3Si
4-(tert-butyldimethylsilanyloxy)-3-chloro-5-methoxyphenol
—— (4-hydroxy-3-nitro-phenyl)-(4-nitro-phenyl)-arsinic acid 6973-85-9 C12H9AsN2O7
(4-hydroxy-3-nitro-phenyl)-(4-nitro-phenyl)-arsinic acid
—— atromentic acid 90320-59-5 C18H12O7
atromentic acid
—— 2,4,6-Triiodo-3-methoxyphenol 2012-30-8 C7H5I3O2
2,4,6-Triiodo-3-methoxyphenol
—— 3,3-bis-(4-hydroxy-3,5-dinitro-phenyl)-phthalide 139369-70-3 C20H10N4O12
3,3-bis-(4-hydroxy-3,5-dinitro-phenyl)-phthalide
—— methyl [3-hydroxy-4-(4-hydroxyphenyl)-5-oxofuran-2(5H)-ylidene](4-hydroxyphenyl)acetate 54805-70-8 C19H14O7
methyl [3-hydroxy-4-(4-hydroxyphenyl)-5-oxofuran-2(5H)-ylidene](4-hydroxyphenyl)acetate
—— Bis(4-hydroxyphenyl)arsinous iodide 6309-82-6 C12H10AsIO2
Bis(4-hydroxyphenyl)arsinous iodide
—— 1-[2-(4-Hydroxy-phenyl)-ethyl]-pyrrolidin-2-one 85231-14-7 C12H15NO2
1-[2-(4-Hydroxy-phenyl)-ethyl]-pyrrolidin-2-one
—— N-ethyl-N-methylethanamine;2,4,6-trinitrophenol 6635-09-2 C11H16N4O7
N-ethyl-N-methylethanamine;2,4,6-trinitrophenol
—— Dimethylaminohydrochinon 50564-14-2 C8H11NO2
Dimethylaminohydrochinon
—— Dipyridin-3-yldiazene; 2,4,6-trinitrophenol 7249-69-6 C16H11N7O7
Dipyridin-3-yldiazene; 2,4,6-trinitrophenol
—— 2-{[bis-(2-chloro-ethyl)-amino]-methyl}-hydroquinone 91245-27-1 C11H15Cl2NO2
2-{[bis-(2-chloro-ethyl)-amino]-methyl}-hydroquinone
—— 4-(((2S,3S)-2-methyl-2-(prop-1-en-2-yl)tetrahydrofuran-3-yl)-methyl)phenol 1258500-57-0 C15H20O2
4-(((2S,3S)-2-methyl-2-(prop-1-en-2-yl)tetrahydrofuran-3-yl)-methyl)phenol
—— 4-(3-hydroxy-benzylidene)-3-phenyl-4<i>H</i>-isoxazol-5-one 54754-44-8 C16H11NO3
4-(3-hydroxy-benzylidene)-3-phenyl-4<i>H</i>-isoxazol-5-one
—— {4-[(3-{4-[3,5-bis-(4-hydroxy-3-methoxy-benzylidene)-4-oxo-piperidin-1-yl]-4-oxo-butyrylamino}-propyl)-tert-butoxycarbonyl-amino]-butyl}-(3-tert-butoxycarbonylamino-propyl)-carbamic acid tert-butyl ester 1247874-41-4 C50H73N5O13
{4-[(3-{4-[3,5-bis-(4-hydroxy-3-methoxy-benzylidene)-4-oxo-piperidin-1-yl]-4-oxo-butyrylamino}-propyl)-tert-butoxycarbonyl-amino]-butyl}-(3-tert-butoxycarbonylamino-propyl)-carbamic acid tert-butyl ester
—— 4-Chloro-2-(hexadecyliminomethyl)phenol 6311-18-8 C23H38ClNO
4-Chloro-2-(hexadecyliminomethyl)phenol
—— normetanephrine hydrochloride 13062-62-9 C9H13NO3*ClH
normetanephrine hydrochloride
—— normetanephrine hydrochloride 29101-68-6 C9H13NO3*ClH
normetanephrine hydrochloride
—— 2,4,6-Trinitrophenol--decahydroisoquinoline (1/1) 6350-14-7 C15H20N4O7
2,4,6-Trinitrophenol--decahydroisoquinoline (1/1)
—— 4-(4-[1,2,3]-triazol-1-yl-but-1-ynyl)-phenol 864157-06-2 C12H11N3O
4-(4-[1,2,3]-triazol-1-yl-but-1-ynyl)-phenol
—— 4-(2-[1,2,3]Triazol-1-yl-ethanesulfonylmethyl)-phenol 864156-99-0 C11H13N3O3S
4-(2-[1,2,3]Triazol-1-yl-ethanesulfonylmethyl)-phenol
—— 2-Hydroxy-N-ethyl-thiobenzamid 4611-38-5 C9H11NOS
2-Hydroxy-N-ethyl-thiobenzamid
—— 4-(3-(1H-1,2,3-triazol-1-yl)propoxy)phenol 864157-10-8 C11H13N3O2
4-(3-(1H-1,2,3-triazol-1-yl)propoxy)phenol
—— 6-Bromo-4-(1,3-dioxolan-2-yl)-3-nitrobenzene-1,2-diol 1001433-48-2 C9H8BrNO6
6-Bromo-4-(1,3-dioxolan-2-yl)-3-nitrobenzene-1,2-diol
—— 4-(triisopropylsilyloxy)phenethyl 2-(3-ethylidene-2-oxotetrahydro-2H-pyran-4-yl)acetate 1160497-82-4 C26H40O5Si
4-(triisopropylsilyloxy)phenethyl 2-(3-ethylidene-2-oxotetrahydro-2H-pyran-4-yl)acetate
—— N(benzylamino)salicylphosphonic acid 61146-25-6 C14H16NO4P
N(benzylamino)salicylphosphonic acid
—— 4-(4-Methyl-1,3-dioxan-2-yl)phenol 902262-79-7 C11H14O3
4-(4-Methyl-1,3-dioxan-2-yl)phenol
—— Antineoplastic-44835 91461-36-8 C13H12AsNO4
Antineoplastic-44835
—— 1-[3-(4-hydroxy-3-methoxyphenyl)propyl]imidazole 202595-42-4 C13H16N2O2
1-[3-(4-hydroxy-3-methoxyphenyl)propyl]imidazole
—— 1-[3-(3-chloro-4-hydroxyphenyl)propyl]imidazole 202595-46-8 C12H13ClN2O
1-[3-(3-chloro-4-hydroxyphenyl)propyl]imidazole
—— 4-(4-(1H-1,2,3-triazol-1-yl)propyl)phenol 366016-83-3 C11H13N3O
4-(4-(1H-1,2,3-triazol-1-yl)propyl)phenol
—— 3-{1-[3-(3-hydroxyphenyl)propyl]-1H-imidazol-2-yl}-1,2-propanediol 366016-98-0 C15H20N2O3
3-{1-[3-(3-hydroxyphenyl)propyl]-1H-imidazol-2-yl}-1,2-propanediol
—— 3-[3-(1H-1,2,3-triazole-1-yl)propyl]phenol 366016-85-5 C11H13N3O
3-[3-(1H-1,2,3-triazole-1-yl)propyl]phenol
—— 4-(1-azabicyclo[2.2.2]oct-3-yloxy)phenol Hydrochloride 854935-04-9 C13H17NO2*ClH
4-(1-azabicyclo[2.2.2]oct-3-yloxy)phenol Hydrochloride
—— 3-(4-chloro-2-hydroxyphenyl)propanenitrile 942268-23-7 C9H8ClNO
3-(4-chloro-2-hydroxyphenyl)propanenitrile