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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-Heptyl-3-methyl-benzene-1,2-diol 235085-99-1 C14H22O2
4-Heptyl-3-methyl-benzene-1,2-diol
—— (hydroxy-2 dimethoxy-3,4 phenyl) (thienyl-2)methanol 121639-04-1 C13H14O4S
(hydroxy-2 dimethoxy-3,4 phenyl) (thienyl-2)methanol
—— 3-Chloro-4-hydroxy-5-methoxyphenyl-acetonitrile 81038-47-3 C9H8ClNO2
3-Chloro-4-hydroxy-5-methoxyphenyl-acetonitrile
—— 4-hydroxy-3-methoxy-5-(trifluoromethyl)benzyl cyanide 138491-21-1 C10H8F3NO2
4-hydroxy-3-methoxy-5-(trifluoromethyl)benzyl cyanide
—— 1-(3-hydroxyphenyl)-2-(1-methyl-2-pyrrolidinyl)ethanol 71157-66-9 C13H19NO2
1-(3-hydroxyphenyl)-2-(1-methyl-2-pyrrolidinyl)ethanol
—— 2,4-dimethoxy-3,6-dimethylphenol 53887-75-5 C10H14O3
2,4-dimethoxy-3,6-dimethylphenol
—— 2-methoxy-3,6-dimethylhydroquinone 99892-95-2 C9H12O3
2-methoxy-3,6-dimethylhydroquinone
—— 2,5-dihydroxy-4-methoxy-3,6-dimethyl-benzaldehyde 854704-47-5 C10H12O4
2,5-dihydroxy-4-methoxy-3,6-dimethyl-benzaldehyde
—— 2,2'-(1,2-ethanediyldiimino)-3,3'-dimethylbisphenol 332371-58-1 C16H20N2O2
2,2'-(1,2-ethanediyldiimino)-3,3'-dimethylbisphenol
—— 2-(1-Cyclohexyl-but-3-enylamino)-3-methyl-phenol 647017-98-9 C17H25NO
2-(1-Cyclohexyl-but-3-enylamino)-3-methyl-phenol
—— 2-(1-Isobutyl-but-3-enylamino)-3-methyl-phenol 647017-97-8 C15H23NO
2-(1-Isobutyl-but-3-enylamino)-3-methyl-phenol
—— (R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(2-hydroxy-6-methyl-phenylamino)-thiobutyric acid S-ethyl ester 383418-27-7 C19H33NO3SSi
(R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-(2-hydroxy-6-methyl-phenylamino)-thiobutyric acid S-ethyl ester
—— 3-propoxy-pyrocatechol 90673-85-1 C9H12O3
3-propoxy-pyrocatechol
—— (R)-S-ethyl 3-((2-hydroxy-6-methylphenyl)amino)-5-methylhexanethioate 299898-21-8 C16H25NO2S
(R)-S-ethyl 3-((2-hydroxy-6-methylphenyl)amino)-5-methylhexanethioate
—— (R)-4-(2-(Dimethylamino)-1-hydroxyethyl)-1,2-benzenediol phosphate (1:1) 71595-21-6 C10H18NO7P
(R)-4-(2-(Dimethylamino)-1-hydroxyethyl)-1,2-benzenediol phosphate (1:1)
—— 1,3,5-triethyl-2,4,6-tris((3,5-dihydroxybenzylthio)methyl)benzene 943139-51-3 C36H42O6S3
1,3,5-triethyl-2,4,6-tris((3,5-dihydroxybenzylthio)methyl)benzene
—— Phenol, 4-((4,5-dihydro-1H-imidazol-2-yl)methyl)-2,3,5,6-tetramethyl-, monohydrochloride 72649-53-7 C14H21ClN2O
Phenol, 4-((4,5-dihydro-1H-imidazol-2-yl)methyl)-2,3,5,6-tetramethyl-, monohydrochloride
—— 2-Ethoxyethylammonium 4-dicyanovinyl-2-iodo-6-methoxyphenoxide 73747-17-8 C15H18IN3O3
2-Ethoxyethylammonium 4-dicyanovinyl-2-iodo-6-methoxyphenoxide
—— 2-cyano-3-(4-hydroxy-3-methoxyphenyl)prop-2-enethioamide 95877-09-1 C11H10N2O2S
2-cyano-3-(4-hydroxy-3-methoxyphenyl)prop-2-enethioamide
—— N-(alpha,3,4-Trihydroxyphenethyl)imidazole hydrochloride 73932-46-4 C11H13ClN2O3
N-(alpha,3,4-Trihydroxyphenethyl)imidazole hydrochloride
—— Carbonic acid ethyl ester 2-hydroxy-5-nitro-phenyl ester 36012-71-2 C9H9NO6
Carbonic acid ethyl ester 2-hydroxy-5-nitro-phenyl ester
—— 4-(4-bromophenylsulfonyl)-5-chlorobenzene-1,2-diol 91170-68-2 C12H8BrClO4S
4-(4-bromophenylsulfonyl)-5-chlorobenzene-1,2-diol
—— 2,6-dihydroxybenzylamine hydrochloride 107694-38-2 C7H9NO2*ClH
2,6-dihydroxybenzylamine hydrochloride
—— 4-sec-Butyl-2,6-dinitrophenol 4097-48-7 C10H12N2O5
4-sec-Butyl-2,6-dinitrophenol
—— 2-(2-hydroxyphenylimino)-3-amino-4-methyl-4-thiazoline 84589-31-1 C10H11N3OS
2-(2-hydroxyphenylimino)-3-amino-4-methyl-4-thiazoline
—— Piperidinium(4-dicyanovinyl-2-iodo-6-methoxyphenoxide) 73986-51-3 C16H18IN3O2
Piperidinium(4-dicyanovinyl-2-iodo-6-methoxyphenoxide)
—— N-(2-Hydroxy-6-nitro-phenyl)-2-(4-methoxy-phenyl)-acetamide 840523-19-5 C15H14N2O5
N-(2-Hydroxy-6-nitro-phenyl)-2-(4-methoxy-phenyl)-acetamide
—— 2-diacetylamino-3-nitrophenol 131055-87-3 C10H10N2O5
2-diacetylamino-3-nitrophenol
—— N-(2'-hydroxy-6'-nitrophenyl)trifluoroacetamide 812646-99-4 C8H5F3N2O4
N-(2'-hydroxy-6'-nitrophenyl)trifluoroacetamide
—— 4′-hydroxy-5,5-dimethyl-5,6-dihydro-[1,1′-biphenyl]-3(4H)-one 1279063-12-5 C14H16O2
4′-hydroxy-5,5-dimethyl-5,6-dihydro-[1,1′-biphenyl]-3(4H)-one
—— 4-(1-tert-butoxycarbonylpyrrolidin-3-yloxy)phenol 247132-70-3 C15H21NO4
4-(1-tert-butoxycarbonylpyrrolidin-3-yloxy)phenol
—— 3-(2-Phenethylamino)-1-(4-(2-methoxyethyl)-2-bromophenoxy)-propanol-2 tartrate 74027-38-6 C24H32BrNO9
3-(2-Phenethylamino)-1-(4-(2-methoxyethyl)-2-bromophenoxy)-propanol-2 tartrate
—— Phenol, dihexyl- 73986-84-2 C18H30O
Phenol, dihexyl-
—— 1-(4-(2-Methoxyethyl)phenoxy)-3-((3-phenylpropyl)amino)-2-propanol hydrochloride 74027-45-5 C21H30ClNO3
1-(4-(2-Methoxyethyl)phenoxy)-3-((3-phenylpropyl)amino)-2-propanol hydrochloride
—— 1-(4-(2-Methoxyethyl)phenoxy)-3-((2-phenylethyl)amino)-2-propanol hydrochloride 74027-35-3 C20H28ClNO3
1-(4-(2-Methoxyethyl)phenoxy)-3-((2-phenylethyl)amino)-2-propanol hydrochloride
—— 3-(3-Hydroxy-2-methoxy-phenyl)-propionaldehyde 138644-19-6 C10H12O3
3-(3-Hydroxy-2-methoxy-phenyl)-propionaldehyde
—— 1-(4-(2-Methoxyethyl)phenoxy)-3-((phenylmethyl)amino)-2-propanol hydrochloride 74027-44-4 C19H26ClNO3
1-(4-(2-Methoxyethyl)phenoxy)-3-((phenylmethyl)amino)-2-propanol hydrochloride
—— 4-(2-((2-Hydroxy-3-(4-(2-methoxyethyl)phenoxy)propyl)amino)ethyl)phenol hydrochloride 74027-36-4 C20H28ClNO4
4-(2-((2-Hydroxy-3-(4-(2-methoxyethyl)phenoxy)propyl)amino)ethyl)phenol hydrochloride
—— 2-(2-pyrimidyl)phenol 64435-20-7 C10H8N2O
2-(2-pyrimidyl)phenol
—— 4-(3-ethyl-3,7-dimethyloctyl)-2-iodophenol 1361320-45-7 C18H29IO
4-(3-ethyl-3,7-dimethyloctyl)-2-iodophenol
—— 2,6-dibromo-4-(3-ethyl-3,7-dimethyloctyl)phenol 1361320-56-0 C18H28Br2O
2,6-dibromo-4-(3-ethyl-3,7-dimethyloctyl)phenol
—— 2,3,7,8,16,17-hexahydrobakuchiol 10309-38-3 C18H30O
2,3,7,8,16,17-hexahydrobakuchiol
—— (1S)-N-(trifluoroacetyl)-1-(5-hydroxy-3-methoxyphenyl)-2-(methoxyethoxy-methoxy)ethylamine 296252-48-7 C15H20F3NO6
(1S)-N-(trifluoroacetyl)-1-(5-hydroxy-3-methoxyphenyl)-2-(methoxyethoxy-methoxy)ethylamine
—— 3,5,6-Trichlor-1-hydroxy-2-methoxy-4-methyl-benzol 33963-40-5 C8H7Cl3O2
3,5,6-Trichlor-1-hydroxy-2-methoxy-4-methyl-benzol
—— 5-Hydroxy-3-methyl-diphenylamin 14152-08-0 C13H13NO
5-Hydroxy-3-methyl-diphenylamin
—— (Z)-5-(2,3,4-trihydroxybenzylidene)-2-thioxothiazolidin-4-one 1208534-98-8 C10H7NO4S2
(Z)-5-(2,3,4-trihydroxybenzylidene)-2-thioxothiazolidin-4-one
—— 2,3-dimethoxy-4-methylphenol 6375-85-5 C9H12O3
2,3-dimethoxy-4-methylphenol
—— 3-Methoxy-4-methyl-benzene-1,2-diol 129627-05-0 C8H10O3
3-Methoxy-4-methyl-benzene-1,2-diol
—— 2,3,4-trihydroxy-5-(pyrrolidin-1-ylmethyl)benzaldehyde 1033037-76-1 C12H15NO4
2,3,4-trihydroxy-5-(pyrrolidin-1-ylmethyl)benzaldehyde
—— (E)-2-((benzylimino)methyl)-4-chlorophenol —— C14H12ClNO
(E)-2-((benzylimino)methyl)-4-chlorophenol