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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-(4-Hydroxybenzylidene)-6-methylcyclohexanone 1289642-72-3 C14H16O2
2-(4-Hydroxybenzylidene)-6-methylcyclohexanone
—— 5-chlorotetrafluorophenol 14754-08-6 C6HClF4O
5-chlorotetrafluorophenol
—— p-(4-chlorobutyl)phenol 21782-54-7 C10H13ClO
p-(4-chlorobutyl)phenol
—— 2-nitro-4-(pyrrolidine-1-sulfonyl)phenol 722464-31-5 C10H12N2O5S
2-nitro-4-(pyrrolidine-1-sulfonyl)phenol
—— N-butyl-N-(3'-phenylpropyl)-4-hydroxy-3-nitrobenzenesulfonamide 147237-67-0 C19H24N2O5S
N-butyl-N-(3'-phenylpropyl)-4-hydroxy-3-nitrobenzenesulfonamide
—— ethyl 4-(3-methoxy-4-hydroxyphenyl)-2-phenyl-1,3-oxazoline-4-carboxylate 1244763-20-9 C19H19NO5
ethyl 4-(3-methoxy-4-hydroxyphenyl)-2-phenyl-1,3-oxazoline-4-carboxylate
—— 2-(4,5-diphenyl-1H-imidazol-2-yl)-4,6-dinitrophenol 311781-64-3 C21H14N4O5
2-(4,5-diphenyl-1H-imidazol-2-yl)-4,6-dinitrophenol
—— 5-methoxy-2-(3-phenylisoxazol-5-yl)phenol 1186130-66-4 C16H13NO3
5-methoxy-2-(3-phenylisoxazol-5-yl)phenol
—— (E)-4-(2-nitrobut-1-en-1-yl)phenol 1035694-88-2 C10H11NO3
(E)-4-(2-nitrobut-1-en-1-yl)phenol
—— 3-fluoro-4-methoxy-5-hydroxybenzaldehyde 79418-74-9 C8H7FO3
3-fluoro-4-methoxy-5-hydroxybenzaldehyde
—— 2-hexyl-4-methylphenol 54612-53-2 C13H20O
2-hexyl-4-methylphenol
—— 2-amino-1-(2-hydroxy-5-methoxy-phenyl)-ethanol 59852-28-7 C9H13NO3
2-amino-1-(2-hydroxy-5-methoxy-phenyl)-ethanol
—— 3-(1-Hydroxy-4,4,5,5-tetramethylimidazol-2-yl)phenol 899419-41-1 C13H18N2O2
3-(1-Hydroxy-4,4,5,5-tetramethylimidazol-2-yl)phenol
—— 2,6-di-(2-dodecyl)phenol 100905-20-2 C30H54O
2,6-di-(2-dodecyl)phenol
—— 2-(3-bromo-4-hydroxy-5-methoxybenzylidene)malononitrile 99972-15-3 C11H7BrN2O2
2-(3-bromo-4-hydroxy-5-methoxybenzylidene)malononitrile
—— 5-isoxazoleethanol, α-[4-hydroxyphenyl]-3-methyl- 113465-78-4 C12H13NO3
5-isoxazoleethanol, α-[4-hydroxyphenyl]-3-methyl-
—— 5-[β-(4'-Hydroxy-3',5'-dimethylphenyl)ethenyl]-3-methylisoxazole 113465-19-3 C14H15NO2
5-[β-(4'-Hydroxy-3',5'-dimethylphenyl)ethenyl]-3-methylisoxazole
—— 5-[β-(4'-hydroxy-3'-methoxyphenyl)ethenyl]-3-methylisoxazole 113465-15-9 C13H13NO3
5-[β-(4'-hydroxy-3'-methoxyphenyl)ethenyl]-3-methylisoxazole
—— 5-[β-(4'-hydroxy-3',5'-dimethoxyphenyl)ethenyl]-3-methylisoxazole 113465-35-3 C14H15NO4
5-[β-(4'-hydroxy-3',5'-dimethoxyphenyl)ethenyl]-3-methylisoxazole
—— 3-[β-(4'-hydroxy-3',5'-dimethoxyphenyl)ethenyl]-5-methylpyrazole 113482-91-0 C14H16N2O3
3-[β-(4'-hydroxy-3',5'-dimethoxyphenyl)ethenyl]-5-methylpyrazole
—— 5-(dimethylamino)-2-nitrophenol 14703-83-4 C8H10N2O3
5-(dimethylamino)-2-nitrophenol
—— 2-nitro-4-(toluene-4-sulfonyl)-phenol 51207-57-9 C13H11NO5S
2-nitro-4-(toluene-4-sulfonyl)-phenol
—— 4-[[5-(Methoxymethoxy)-6-propan-2-ylpyridin-2-yl]methyl]-3,5-dimethylphenol 1253214-86-6 C19H25NO3
4-[[5-(Methoxymethoxy)-6-propan-2-ylpyridin-2-yl]methyl]-3,5-dimethylphenol
—— 2-(1,3-oxathiolan-2-yl)phenol 7070-91-9 C9H10O2S
2-(1,3-oxathiolan-2-yl)phenol
—— 8-(3-nitro-4-hydroxyphenyl)-4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene 1181844-40-5 C19H18BF2N3O3
8-(3-nitro-4-hydroxyphenyl)-4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene
—— 2,6-diethyl-1,3,5,7-tetramethyl-8-(4-hydroxyphenyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene 1230026-26-2 C23H27BF2N2O
2,6-diethyl-1,3,5,7-tetramethyl-8-(4-hydroxyphenyl)-4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
—— hexyl 3,4-dihydroxy-5-nitrophenylglyoxylate 125629-06-3 C14H17NO7
hexyl 3,4-dihydroxy-5-nitrophenylglyoxylate
—— 2,6-diformyl-4-methylphenol oxime 129083-51-8 C9H10N2O3
2,6-diformyl-4-methylphenol oxime
—— Aethyl-4,6-dichlorohomogentisat 65565-36-8 C10H10Cl2O4
Aethyl-4,6-dichlorohomogentisat
—— N-(2-chlorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxamide 677320-93-3 C19H18ClN3O3S
N-(2-chlorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxamide
—— 2-(3-Methyl-4-hydroxyphenyl)-1,2,4-triazine-3,5(2H,4H)-dione 175971-60-5 C10H9N3O3
2-(3-Methyl-4-hydroxyphenyl)-1,2,4-triazine-3,5(2H,4H)-dione
—— N-cyclohexyl-N'-(2-hydroxy-4-nitrophenyl)-urea 118362-73-5 C13H17N3O4
N-cyclohexyl-N'-(2-hydroxy-4-nitrophenyl)-urea
—— methyl 5-(3',5'-dihydroxyphenyl)-2(R,S)-methylpentenoate 77523-20-7 C13H18O4
methyl 5-(3',5'-dihydroxyphenyl)-2(R,S)-methylpentenoate
—— 2-hydroxy-5-methylbenzaldehyde oxime 1726-86-9 C8H9NO2
2-hydroxy-5-methylbenzaldehyde oxime
—— 5-chloro-2-hydroxy-benzaldehyde oxime 1595-14-8 C7H6ClNO2
5-chloro-2-hydroxy-benzaldehyde oxime
—— ethylsyringamide 192724-37-1 C11H15NO4
ethylsyringamide
—— 4-(4-hydroxyphenyl)-4H-2,3-dihydrothiopyran 184879-27-4 C11H12OS
4-(4-hydroxyphenyl)-4H-2,3-dihydrothiopyran
—— 3,5-bis-(3-hydroxy-4-methoxybenzylidene)tetrahydrothiopyran-4-one 1088178-54-4 C21H20O5S
3,5-bis-(3-hydroxy-4-methoxybenzylidene)tetrahydrothiopyran-4-one
—— 4-methylsalicylanil 20536-96-3 C14H13NO
4-methylsalicylanil
—— 3,5-bis(3,4-dihydroxybenzylidene)tetrahydrothiopyran-4-one 405313-51-1 C19H16O5S
3,5-bis(3,4-dihydroxybenzylidene)tetrahydrothiopyran-4-one
—— 2-(4-hydroxy-3,5-dimethoxyphenyl)benzothiazole 198134-42-8 C15H13NO3S
2-(4-hydroxy-3,5-dimethoxyphenyl)benzothiazole
—— 4-(4-hydroxyphenyl)-4H-tetrahydrothiopyran 184879-26-3 C11H14OS
4-(4-hydroxyphenyl)-4H-tetrahydrothiopyran
—— 4-Amino-pyrogallol-1.3-dimethylaether 146715-70-0 C8H11NO3
4-Amino-pyrogallol-1.3-dimethylaether
—— (+)-threo-syringylglycerol 121748-11-6 C11H16O6
(+)-threo-syringylglycerol
—— 2-(N,N-diethylamino)carbonyloxymethyl-4-(4-hydroxy-3,5-dimethoxybenzoyl)-1-(3,4,5-trimethoxybenzoyl)piperazine 819075-21-3 C29H39N3O10
2-(N,N-diethylamino)carbonyloxymethyl-4-(4-hydroxy-3,5-dimethoxybenzoyl)-1-(3,4,5-trimethoxybenzoyl)piperazine
—— 4-hydroxy-3,5-dimethoxybenzoyl chloride 50597-60-9 C9H9ClO4
4-hydroxy-3,5-dimethoxybenzoyl chloride
—— 3-[8(Z),11(Z)-pentadecadienyl] phenol 51546-63-5 C21H32O
3-[8(Z),11(Z)-pentadecadienyl] phenol
—— 3,5-bis((Z)-4-hydroxybenzylidene)tetrahydro-4H-thiopyran-4-one 1360119-06-7 C19H16O3S
3,5-bis((Z)-4-hydroxybenzylidene)tetrahydro-4H-thiopyran-4-one
—— 4-Oxo-2-salicylidenhydrazono-thiazolidin 22067-36-3 C10H9N3O2S
4-Oxo-2-salicylidenhydrazono-thiazolidin
—— (3E,5E)-3,5-bis(4-hydroxy-3,5-dimethoxybenzylidene)-tetrahydrothiopyran-4-one 1360119-12-5 C23H24O7S
(3E,5E)-3,5-bis(4-hydroxy-3,5-dimethoxybenzylidene)-tetrahydrothiopyran-4-one