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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-bromo-4-(1,2-dibromo-propyl)-6-methoxy-phenol 40446-85-3 C10H11Br3O2
2-bromo-4-(1,2-dibromo-propyl)-6-methoxy-phenol
—— N,N′-bis(5-bromosalicylidene)-2,3-diaminopyridine 1255303-78-6 C19H13Br2N3O2
N,N′-bis(5-bromosalicylidene)-2,3-diaminopyridine
—— ferrocenyl-1,4-hydroquinone 887281-17-6 C16H14FeO2
ferrocenyl-1,4-hydroquinone
—— 3-(4-hydroxyphenyl)-5-tributylstannylisoxazole 141993-06-8 C21H33NO2Sn
3-(4-hydroxyphenyl)-5-tributylstannylisoxazole
—— (E)-4-Methoxy-2-((2-(dimethylamino)ethylimino)methyl)phenol 1400582-30-0 C12H18N2O2
(E)-4-Methoxy-2-((2-(dimethylamino)ethylimino)methyl)phenol
—— salicylaldehyde-2-furanthiocarboxyhydrazone 95399-61-4 C12H10N2O2S
salicylaldehyde-2-furanthiocarboxyhydrazone
—— salicylaldehyde-N(4)-diethylthiosemicarbazone 1562062-43-4 C12H17N3OS
salicylaldehyde-N(4)-diethylthiosemicarbazone
—— 2-((2-hydroxy-3-methoxybenzylidene)amino)-2-methylpropane-1,3-diol 211056-74-5 C12H17NO4
2-((2-hydroxy-3-methoxybenzylidene)amino)-2-methylpropane-1,3-diol
—— 3-[3-(3-hydroxy-4-methoxyphenyl)-8-oxo-8H-thieno[2,3-b]pyrrolizin-6-yl]acrylic acid methyl ester 1200638-83-0 C20H15NO5S
3-[3-(3-hydroxy-4-methoxyphenyl)-8-oxo-8H-thieno[2,3-b]pyrrolizin-6-yl]acrylic acid methyl ester
—— Atranol-4-(m-tolyl)thiosemicarbazone 21236-35-1 C16H17N3O2S
Atranol-4-(m-tolyl)thiosemicarbazone
—— 2-Methoxy-4-propen-(1)-yl-6-hydroxymethylphenol 22039-56-1 C11H14O3
2-Methoxy-4-propen-(1)-yl-6-hydroxymethylphenol
—— 3,5-Dimethoxy-2-{[(E)-2-pyridin-2-yl-ethylimino]-methyl}-phenol 112359-97-4 C16H18N2O3
3,5-Dimethoxy-2-{[(E)-2-pyridin-2-yl-ethylimino]-methyl}-phenol
—— α-(2-hydroxy-5-trifluoromethoxyphenyl)-N-tert-butylnitrone 255052-09-6 C12H14F3NO3
α-(2-hydroxy-5-trifluoromethoxyphenyl)-N-tert-butylnitrone
—— 4-chloro-2-[(2-hydroxyethyl)-iminomethyl]phenol 2276-86-0 C9H10ClNO2
4-chloro-2-[(2-hydroxyethyl)-iminomethyl]phenol
—— 2-(4-(Difluoromethoxy)-2,3-difluorophenyl)acetic acid 1803850-80-7 C9H6F4O3
2-(4-(Difluoromethoxy)-2,3-difluorophenyl)acetic acid
—— 4-[4-Hexoxy-3-(hexoxymethyl)-2-[(4-hydroxyphenyl)methyl]-3-methylbutyl]phenol 1595262-57-9 C31H48O4
4-[4-Hexoxy-3-(hexoxymethyl)-2-[(4-hydroxyphenyl)methyl]-3-methylbutyl]phenol
—— 5-[2-(2-hydroxy-4-methoxyphenyl)ethyl]-2-cycloocten-1-one 471279-52-4 C17H22O3
5-[2-(2-hydroxy-4-methoxyphenyl)ethyl]-2-cycloocten-1-one
—— N,N'-bis(2-hydroxybenzylidene)-3,4-pyridinediamine 756492-97-4 C19H15N3O2
N,N'-bis(2-hydroxybenzylidene)-3,4-pyridinediamine
—— 2-fluoroisoproterenol oxalate 81441-16-9 C2H2O4*2C11H16FNO3
2-fluoroisoproterenol oxalate
—— N-(3-Hydroxy-4-methoxyphenethyl)-2,4-dimethoxy-3-hydroxyphenethylamin 35046-36-7 C19H25NO5
N-(3-Hydroxy-4-methoxyphenethyl)-2,4-dimethoxy-3-hydroxyphenethylamin
—— 1-(2-hydroxy-3-methoxy-5-methylbenzyl)-4,7-diisopropyl-1,4,7-triazacyclononane 193804-61-4 C21H37N3O2
1-(2-hydroxy-3-methoxy-5-methylbenzyl)-4,7-diisopropyl-1,4,7-triazacyclononane
—— 2'-hydroxy-5'-methylacetophenone imine 33598-02-6 C9H11NO
2'-hydroxy-5'-methylacetophenone imine
—— <N-(3-hydroxy-2-nitrobenzoyl)amino>acetaldehyde diethyl acetal 94295-84-8 C13H18N2O6
<N-(3-hydroxy-2-nitrobenzoyl)amino>acetaldehyde diethyl acetal
—— 6-(2,3-difluoro-4-hydroxyphenyl)-4,5-dihydropyridazin-3(2H)-one 1010800-90-4 C10H8F2N2O2
6-(2,3-difluoro-4-hydroxyphenyl)-4,5-dihydropyridazin-3(2H)-one
—— N-[2-(3-Bromo-4,5-dimethoxy-phenyl)-ethyl]-3-(4-hydroxy-3-methoxy-phenyl)-propionamide 35714-29-5 C20H24BrNO5
N-[2-(3-Bromo-4,5-dimethoxy-phenyl)-ethyl]-3-(4-hydroxy-3-methoxy-phenyl)-propionamide
—— 2,2'-(1,7-heptanediylbisnitrilomethylidine)bis(4-hydroxyphenolato)nickel(II) 1416548-28-1 C21H24N2NiO4
2,2'-(1,7-heptanediylbisnitrilomethylidine)bis(4-hydroxyphenolato)nickel(II)
—— O,O'-Dideutero-resorcin 20666-98-2 C6H6O2
O,O'-Dideutero-resorcin
—— 2-(2-hydroxy-5-nitrophenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-1-oxyl 626206-35-7 C13H16N3O4
2-(2-hydroxy-5-nitrophenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-1-oxyl
—— N,N'-bis(3-hydroxysalicylidene)-1,2-diaminopropane 326475-31-4 C17H18N2O4
N,N'-bis(3-hydroxysalicylidene)-1,2-diaminopropane
—— 2-[(3-methylaminopropylimino)methyl]phenol 101512-38-3 C11H16N2O
2-[(3-methylaminopropylimino)methyl]phenol
—— 4-bromo-2-(((3,5-dimethylisoxazol-4-yl)imino)methyl)phenol 1085234-36-1 C12H11BrN2O2
4-bromo-2-(((3,5-dimethylisoxazol-4-yl)imino)methyl)phenol
—— 1051911-84-2 C56H46N4O13S4
—— 2-hydroxyacetophenone-S-benzyldithiocarbazate 42204-03-5 C16H16N2OS2
2-hydroxyacetophenone-S-benzyldithiocarbazate
—— 5-methyl-2-hydroxyacetophenone 4-N,N-dimethyl thiosemicarbazone 96860-32-1 C12H17N3OS
5-methyl-2-hydroxyacetophenone 4-N,N-dimethyl thiosemicarbazone
—— 2,3,5-trimethyl-4-hydroxyphenyl thiocyanate 101836-20-8 C10H11NOS
2,3,5-trimethyl-4-hydroxyphenyl thiocyanate
—— 2-Dimethylamino-5-ethylsulfanyl-4-nitro-phenol 56025-01-5 C10H14N2O3S
2-Dimethylamino-5-ethylsulfanyl-4-nitro-phenol
—— 14650-32-9 C22H6Br4Cl10O2
—— 75931-17-8 C16H14N2NiO4
—— diisopropyl (1-hydroxy-5-(2-hydroxy-3-methoxy-5-(prop-1-en-1-yl)phenyl)-2-methylpyrrolidin-2-yl)phosphonate 1201808-96-9 C21H34NO6P
diisopropyl (1-hydroxy-5-(2-hydroxy-3-methoxy-5-(prop-1-en-1-yl)phenyl)-2-methylpyrrolidin-2-yl)phosphonate
—— 4-hydroxybenzaldehyde O-ethyloxime 113079-60-0 C9H11NO2
4-hydroxybenzaldehyde O-ethyloxime
—— 2-Methoxy-4-(1,2-dibromopropyl)phenol 1448-81-3 C10H12Br2O2
2-Methoxy-4-(1,2-dibromopropyl)phenol
—— 2-[(E)-Isopropylimino-methyl]-phenol 135609-63-1 C10H13NO
2-[(E)-Isopropylimino-methyl]-phenol
—— ethyl 2-amino-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-1,4-dihydropyrimidine-5-carboxylate 359450-51-4 C15H19N3O4
ethyl 2-amino-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-1,4-dihydropyrimidine-5-carboxylate
—— N,N'-ethylene-bis(4-methoxy-salicylideneamine) 157982-82-6 C18H20N2O4
N,N'-ethylene-bis(4-methoxy-salicylideneamine)
—— (R)-2-(2-hydroxybenzylideneamino)-1-butanol 34096-94-1 C11H15NO2
(R)-2-(2-hydroxybenzylideneamino)-1-butanol
—— (E)-5-Methoxy-2-((2-(dimethylamino)ethylimino)methyl)phenol 1400582-29-7 C12H18N2O2
(E)-5-Methoxy-2-((2-(dimethylamino)ethylimino)methyl)phenol
—— 5-(2-{[1-(3-Benzyloxy-4-methoxy-phenyl)-meth-(E)-ylidene]-amino}-ethyl)-2-methoxy-phenol 40166-87-8 C24H25NO4
5-(2-{[1-(3-Benzyloxy-4-methoxy-phenyl)-meth-(E)-ylidene]-amino}-ethyl)-2-methoxy-phenol
—— nicotinic acid amide; picrate 609-95-0 C6H3N3O7*C6H6N2O
nicotinic acid amide; picrate
—— 6-hydroxy-1-(3-hydroxy-4-methoxy-benzyl)-5-methoxy-1,3-dihydro-indol-2-one 27086-06-2 C17H17NO5
6-hydroxy-1-(3-hydroxy-4-methoxy-benzyl)-5-methoxy-1,3-dihydro-indol-2-one
—— 4-chloro-2-(4,6-dichloro-[1,3,5]triazin-2-ylamino)-5-methyl-phenol 29453-47-2 C10H7Cl3N4O
4-chloro-2-(4,6-dichloro-[1,3,5]triazin-2-ylamino)-5-methyl-phenol