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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-(4-Chloro-phenyl)-4-(2-hydroxy-5-nitro-phenylamino)-butan-2-one 64073-75-2 C16H15ClN2O4
4-(4-Chloro-phenyl)-4-(2-hydroxy-5-nitro-phenylamino)-butan-2-one
—— N-(3-Hydroxypropyl)-δ-(p-hydroxyphenyl)-valeramid 64201-35-0 C14H21NO3
N-(3-Hydroxypropyl)-δ-(p-hydroxyphenyl)-valeramid
—— 2-Chloro-N-(3,5-dichloro-2-hydroxy-6-methyl-benzyl)-acetamide 26486-44-2 C10H10Cl3NO2
2-Chloro-N-(3,5-dichloro-2-hydroxy-6-methyl-benzyl)-acetamide
—— 2-[(2-hydroxy-3-methoxybenzylidene)amino]pyridin-3-ol 1071517-28-6 C13H12N2O3
2-[(2-hydroxy-3-methoxybenzylidene)amino]pyridin-3-ol
—— 2,4,6-Tris-(1-methyl-nonadecyl)-phenol 15233-88-2 C66H126O
2,4,6-Tris-(1-methyl-nonadecyl)-phenol
—— 2,7,13,18-tetramethyl-3,6,14,17-tetraazatricyclo-[17.3.1.1]tetracosa-1(23)2,6,8(24),8,11,13,17,19,21-decaene-9,11,20,22-tetraol 903873-02-9 C24H28N4O4
2,7,13,18-tetramethyl-3,6,14,17-tetraazatricyclo-[17.3.1.1]tetracosa-1(23)2,6,8(24),8,11,13,17,19,21-decaene-9,11,20,22-tetraol
—— 2,3,5-trimethyl-4-aminophenol hydrochloride 38225-41-1 C9H13NO*ClH
2,3,5-trimethyl-4-aminophenol hydrochloride
—— NT205 1032176-08-1 C16H14INO5S
NT205
—— N-(3,4-dichlorobenzyl)-2-(3,4,5-trihydroxyphenyl)acetamide 1447160-26-0 C15H13Cl2NO4
N-(3,4-dichlorobenzyl)-2-(3,4,5-trihydroxyphenyl)acetamide
—— methyl (Z)-4-(2,5-dihydroxyphenyl)but-3-enoate 387401-16-3 C11H12O4
methyl (Z)-4-(2,5-dihydroxyphenyl)but-3-enoate
—— 1311513-75-3 C20H20N4O5S2
—— Potassium;trifluoro-(2-hydroxy-3-methoxyphenyl)boranuide 1033783-03-7 C7H7BF3O2*K
Potassium;trifluoro-(2-hydroxy-3-methoxyphenyl)boranuide
—— 3-(2-Bromo-3,4-dimethoxy-benzyloxy)-2-methyl-phenol 164228-22-2 C16H17BrO4
3-(2-Bromo-3,4-dimethoxy-benzyloxy)-2-methyl-phenol
—— N,N'-(2,6-pyridinediyldimethylidyne)bis(2-hydroxy-5-methylbenzenamine) 934268-45-8 C21H19N3O2
N,N'-(2,6-pyridinediyldimethylidyne)bis(2-hydroxy-5-methylbenzenamine)
—— 1372118-26-7 C16H16O4
—— 5-Hydroxy-4-methoxy-2-methylmandelonitril 72311-31-0 C10H11NO3
5-Hydroxy-4-methoxy-2-methylmandelonitril
—— (2S,4R,6S)-2-(4''-hydroxyphenethyl)-6-(4'''-hydroxy-3'''-methoxyphenyl)tetrahydropyran-4-yl-3''''-(4'''''-methoxyphenyl)propyl carbonate 1440431-95-7 C31H36O8
(2S,4R,6S)-2-(4''-hydroxyphenethyl)-6-(4'''-hydroxy-3'''-methoxyphenyl)tetrahydropyran-4-yl-3''''-(4'''''-methoxyphenyl)propyl carbonate
—— triethyl-[2-(3-hydroxy-4-methylphenylamino)ethyl]ammonium bromide 244779-88-2 Br*C15H27N2O
triethyl-[2-(3-hydroxy-4-methylphenylamino)ethyl]ammonium bromide
—— α,α'-Bis-<4-hydroxy-3.5-dimethyl-phenyl>-isobuten 16601-95-9 C20H24O2
α,α'-Bis-<4-hydroxy-3.5-dimethyl-phenyl>-isobuten
—— N-<1-Methyl-2-hydroxyimino-propyliden>-salicylamin 22953-80-6 C11H14N2O2
N-<1-Methyl-2-hydroxyimino-propyliden>-salicylamin
—— sodium 2-((4-hydroxy-3-methoxybenzylidene)amino)ethyl sulfate 110925-69-4 C10H12NO6S*Na
sodium 2-((4-hydroxy-3-methoxybenzylidene)amino)ethyl sulfate
—— 1-Trimethylsilyl-3.4-dihydroxy-benzol 17881-72-0 C9H14O2Si
1-Trimethylsilyl-3.4-dihydroxy-benzol
—— 1-(3,5-Dihydroxy-phenyl)-cyclohexanecarbonitrile 881888-33-1 C13H15NO2
1-(3,5-Dihydroxy-phenyl)-cyclohexanecarbonitrile
—— 78178-85-5 C20H21NO4*ClH
—— 3-([(2-amino-ethyl)-pyridin-2-ylmethyl-amino]-methyl)-4-nitro-phenol 1037826-14-4 C15H18N4O3
3-([(2-amino-ethyl)-pyridin-2-ylmethyl-amino]-methyl)-4-nitro-phenol
—— 5-benzyl-3-(4-hydroxyphenyl)-5-phenyl-4,5-dihydroisoxazole 1431166-08-3 C22H19NO2
5-benzyl-3-(4-hydroxyphenyl)-5-phenyl-4,5-dihydroisoxazole
—— 2-chloro-5-fluoro-4-methoxyphenol 1600530-28-6 C7H6ClFO2
2-chloro-5-fluoro-4-methoxyphenol
—— 2-hydroxy-5-nitrophenylisocyanate 1245209-80-6 C7H4N2O4
2-hydroxy-5-nitrophenylisocyanate
—— 2-[2-hydroxy-5-phenyl-2-(3-phenyl-2-propynyl)-4-pentynyl]phenol 953780-79-5 C26H22O2
2-[2-hydroxy-5-phenyl-2-(3-phenyl-2-propynyl)-4-pentynyl]phenol
—— 3-(3,5-dibromo-2-hydroxy-benzylidene)-5-phenyl-3<i>H</i>-furan-2-one 10075-43-1 C17H10Br2O3
3-(3,5-dibromo-2-hydroxy-benzylidene)-5-phenyl-3<i>H</i>-furan-2-one
—— 4-(3-propoxybutyl)phenol 1338831-51-8 C13H20O2
4-(3-propoxybutyl)phenol
—— <4-Hydroxy-3-methoxy-phenyl>-<3-(2-amino-ethyl)-indolyl-(2)>-<3-(2-methylamino-ethyl)-2-benzyl-indolyl-(6)>-methan 3745-87-7 C36H38N4O2
<4-Hydroxy-3-methoxy-phenyl>-<3-(2-amino-ethyl)-indolyl-(2)>-<3-(2-methylamino-ethyl)-2-benzyl-indolyl-(6)>-methan
—— 4-iodo-2-methyl-6-(3-methyl-2-butenyl)phenol 1012308-63-2 C12H15IO
4-iodo-2-methyl-6-(3-methyl-2-butenyl)phenol
—— cyclotricatechylene-N-methylpyrrolidinone 75247-88-0 3C5H9NO*C21H18O6
cyclotricatechylene-N-methylpyrrolidinone
—— 5-Amino-4-methyl-2-nitrophenol 2055119-24-7 C7H8N2O3
5-Amino-4-methyl-2-nitrophenol
—— 2,5-di-t-butyl-4-[(4-N-methylaminophenyldimethylsilyl)methyloxy]phenol 1230389-70-4 C24H37NO2Si
2,5-di-t-butyl-4-[(4-N-methylaminophenyldimethylsilyl)methyloxy]phenol
—— 5110-88-3 C19H14N6O6
—— N-Decanoyl-4-hydroxy-3.5-dimethoxy-benzylamin 4973-56-2 C19H31NO4
N-Decanoyl-4-hydroxy-3.5-dimethoxy-benzylamin
—— 2-tert-Butoxy-4-(1,1,3,3-tetramethyl-butyl)-phenol 57466-27-0 C18H30O2
2-tert-Butoxy-4-(1,1,3,3-tetramethyl-butyl)-phenol
—— 2-Chlor-5,7-dinitro-3-hydroxy-tropon 2017-97-2 C7H3ClN2O6
2-Chlor-5,7-dinitro-3-hydroxy-tropon
—— 2-Tert-butyl-4-methoxy-6-(phenyliminomethyl)phenol 215033-57-1 C18H21NO2
2-Tert-butyl-4-methoxy-6-(phenyliminomethyl)phenol
—— ethyl [(5-chloro-2-hydroxyphenylthio)(diethoxyphenylphosphoranylidene)-methyl]phenylphosphinate 66347-50-0 C25H29ClO5P2S
ethyl [(5-chloro-2-hydroxyphenylthio)(diethoxyphenylphosphoranylidene)-methyl]phenylphosphinate
—— 2-{[1-(2-Chloro-phenyl)-meth-(E)-ylidene]-amino}-4-methyl-phenol 878193-88-5 C14H12ClNO
2-{[1-(2-Chloro-phenyl)-meth-(E)-ylidene]-amino}-4-methyl-phenol
—— N,N'-bis(5-methylsalicylidene)-1,12-dodecanediamine 1334545-42-4 C28H40N2O2
N,N'-bis(5-methylsalicylidene)-1,12-dodecanediamine
—— N-(4,6-dimethylpyrid-2-yl)salicylaldimine 85272-65-7 C14H14N2O
N-(4,6-dimethylpyrid-2-yl)salicylaldimine
—— 2-(2,4-dimethylcyclohex-1-enyl)phenol 1237740-81-6 C14H18O
2-(2,4-dimethylcyclohex-1-enyl)phenol
—— 4-chloro-2,3-dinitro-phenol 56962-05-1 C6H3ClN2O5
4-chloro-2,3-dinitro-phenol
—— <(tert.butoxycarbonyl)amino>-3 (hydroxy-4 nitro-3 phenyl)-1 azetidinone-2 (3-S) 117901-33-4 C14H17N3O6
<(tert.butoxycarbonyl)amino>-3 (hydroxy-4 nitro-3 phenyl)-1 azetidinone-2 (3-S)
—— 2-chloro-1-(3-(2-hydroxyphenyl)-5-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)ethan-1-one 1082036-86-9 C17H15ClN2O3
2-chloro-1-(3-(2-hydroxyphenyl)-5-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)ethan-1-one
—— (2-Hydroxy-4-hydroxymethyl-6-nitro-phenyl)-acetic acid methyl ester 180412-87-7 C10H11NO6
(2-Hydroxy-4-hydroxymethyl-6-nitro-phenyl)-acetic acid methyl ester