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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
—— 5-(2-cyclopentyl-[1,3]dithiolan-2-yl)-benzene-1,3-diol 623559-98-8 C14H18O2S2
5-(2-cyclopentyl-[1,3]dithiolan-2-yl)-benzene-1,3-diol
—— 4-(azepan-1-ylimino-methyl)-benzene-1,2-diol 16987-33-0 C13H18N2O2
4-(azepan-1-ylimino-methyl)-benzene-1,2-diol
—— 17646-27-4 C15H11FN4OS
—— 2,5-Bis-(2-hydroxy-3,4,6-trimethyl-phenyl)-furan 855415-38-2 C22H24O3
2,5-Bis-(2-hydroxy-3,4,6-trimethyl-phenyl)-furan
—— 3,6-Diethoxy-2,5-di-tert.-butylhydrochinon 2581-90-0 C18H30O4
3,6-Diethoxy-2,5-di-tert.-butylhydrochinon
—— (E)-3-(4-Hydroxy-3-methoxy-phenyl)-2-(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)-acrylonitrile 133465-82-4 C17H14N4O2
(E)-3-(4-Hydroxy-3-methoxy-phenyl)-2-(3-methyl-3H-imidazo[4,5-b]pyridin-2-yl)-acrylonitrile
—— Dimethyl-(4-hydroxy-3-methyl-phenyl-sulfonium 45939-72-8 C9H13OS
Dimethyl-(4-hydroxy-3-methyl-phenyl-sulfonium
—— (3,4-dimethoxyphenethoxy)trimethylsilane 1354641-97-6 C13H22O3Si
(3,4-dimethoxyphenethoxy)trimethylsilane
—— 2,6-diiodo-3-methyl-4-nitrophenol 25755-15-1 C7H5I2NO3
2,6-diiodo-3-methyl-4-nitrophenol
—— (2,6-Dibrom-4-hydroxyphenoxy)acetonitril 23899-08-3 C8H5Br2NO2
(2,6-Dibrom-4-hydroxyphenoxy)acetonitril
—— 2-{[Tris(2-pyridyl)methyl]iminomethyl}phenol 587839-91-6 C23H18N4O
2-{[Tris(2-pyridyl)methyl]iminomethyl}phenol
—— tris-hydroxyamino-phloroglucinol 857812-96-5 C6H9N3O6
tris-hydroxyamino-phloroglucinol
—— 2-((E)-3-Hydroxy-propenyl)-4-methoxy-phenol 51765-13-0 C10H12O3
2-((E)-3-Hydroxy-propenyl)-4-methoxy-phenol
—— 5-Benzyloxy-2-hydroxy-1,3-dimethoxybenzene 61780-33-4 C15H16O4
5-Benzyloxy-2-hydroxy-1,3-dimethoxybenzene
—— 5-(2-hydroxyphenyl)-3-methylisoxazole 51138-49-9 C10H9NO2
5-(2-hydroxyphenyl)-3-methylisoxazole
—— 5-iodo-2,4-dinitro-phenol 53398-97-3 C6H3IN2O5
5-iodo-2,4-dinitro-phenol
—— H45hsaltmen 130201-47-7 C20H24N2O4
H45hsaltmen
—— 2-(Morpholin-4-ylmethylideneamino)phenol 1423020-86-3 C11H14N2O2
2-(Morpholin-4-ylmethylideneamino)phenol
—— 2-(2-bromo-2-propenyl)-4-methoxy-6-(2-phenylsulfinyl-2-propenyl)phenol 139371-10-1 C19H19BrO3S
2-(2-bromo-2-propenyl)-4-methoxy-6-(2-phenylsulfinyl-2-propenyl)phenol
—— 2-(4-hydroxy-3-methoxybenzylamino)-4-(5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidine-5-carbonitrile 1036024-24-4 C21H15F3N6O2
2-(4-hydroxy-3-methoxybenzylamino)-4-(5-(trifluoromethyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidine-5-carbonitrile
—— 6-Hydroxyepinephrin 2623-79-2 C9H13NO4
6-Hydroxyepinephrin
—— Tris-(diaethylamino)-(2-hydroxy-5-methoxy-phenyl)-phosphoniumchlorid 18211-21-7 C19H37N3O2P*Cl
Tris-(diaethylamino)-(2-hydroxy-5-methoxy-phenyl)-phosphoniumchlorid
—— 2-(((2-hydroxyethyl)imino-15N)methyl)phenol 74626-60-1 C9H11NO2
2-(((2-hydroxyethyl)imino-15N)methyl)phenol
—— 5,11,17,23-tetrakis(1,1-dimethylethyl)calix[4]arene-25,26-monothiacrown-3 1075184-70-1 C48H62O4S
5,11,17,23-tetrakis(1,1-dimethylethyl)calix[4]arene-25,26-monothiacrown-3
—— 2,6-dibromo-4-diazidomethyl-3,5-dimethyl-phenol 861365-65-3 C9H8Br2N6O
2,6-dibromo-4-diazidomethyl-3,5-dimethyl-phenol
—— 4-chloro-2-[(E)-1-imidazol-1-ylprop-1-enyl]phenol 108649-47-4 C12H11ClN2O
4-chloro-2-[(E)-1-imidazol-1-ylprop-1-enyl]phenol
—— α<sup>4</sup>,α<sup>4'</sup>-Thiobis-<α<sup>2</sup>-(dimethylamino)>-mesitol 24170-85-2 C22H32N2O2S
α<sup>4</sup>,α<sup>4'</sup>-Thiobis-<α<sup>2</sup>-(dimethylamino)>-mesitol
—— (4R)-4-hydroxy-4-(2-hydroxy-5-nitro-phenyl)-butan-2-one 1162642-13-8 C10H11NO5
(4R)-4-hydroxy-4-(2-hydroxy-5-nitro-phenyl)-butan-2-one
—— 2-Acetyl-3-hydroxy-biphenylen 13625-18-8 C14H10O2
2-Acetyl-3-hydroxy-biphenylen
—— 1-<4-Thiohydantoinyl>-2-<o-hydroxy-benzyliden>-hydrazin 14586-09-5 C10H12N4O2S
1-<4-Thiohydantoinyl>-2-<o-hydroxy-benzyliden>-hydrazin
—— 2-[(3-Chloro-phenyl)-hydrazono]-5-[1-(4-hydroxy-3-methoxy-phenyl)-meth-(Z)-ylidene]-thiazolidin-4-one 18101-25-2 C17H14ClN3O3S
2-[(3-Chloro-phenyl)-hydrazono]-5-[1-(4-hydroxy-3-methoxy-phenyl)-meth-(Z)-ylidene]-thiazolidin-4-one
—— 4,6-Dinitro-2-(1-pentylhexyl)-phenol 17508-90-6 C17H26N2O5
4,6-Dinitro-2-(1-pentylhexyl)-phenol
—— 4-{[(4-Iodophenyl)imino]methyl}-2-methoxyphenol 3382-71-6 C14H12INO2
4-{[(4-Iodophenyl)imino]methyl}-2-methoxyphenol
—— 3-<3,5-Dibrom-2-hydroxy-phenyl>-5-<4-hydroxy-phenyl>-1-phenyl-pyrazolin 10372-65-3 C21H16Br2N2O2
3-<3,5-Dibrom-2-hydroxy-phenyl>-5-<4-hydroxy-phenyl>-1-phenyl-pyrazolin
—— 3-<3,5-Dibrom-2-hydroxy-phenyl>-5-<2-hydroxy-phenyl>-1-phenyl-pyrazolin 10372-64-2 C21H16Br2N2O2
3-<3,5-Dibrom-2-hydroxy-phenyl>-5-<2-hydroxy-phenyl>-1-phenyl-pyrazolin
—— 3-(3,4,5-trihydroxyphenyl)-7,8-diphenyl-4H-<1,2,4>triazino<4,3-b><1,2,4>triazine 111011-29-1 C23H17N5O3
3-(3,4,5-trihydroxyphenyl)-7,8-diphenyl-4H-<1,2,4>triazino<4,3-b><1,2,4>triazine
—— 2-[Methyl-(4-pyridin-3-yl-butyl)-hydrazonomethyl]-4-nitro-phenol 16543-62-7 C17H20N4O3
2-[Methyl-(4-pyridin-3-yl-butyl)-hydrazonomethyl]-4-nitro-phenol
—— 4,6-Dinitro-2-(1-butylpentyl)-phenol 17508-84-8 C15H22N2O5
4,6-Dinitro-2-(1-butylpentyl)-phenol
—— 3-fluoro-2,4,6-triiodo-phenol 444-07-5 C6H2FI3O
3-fluoro-2,4,6-triiodo-phenol
—— 2-Methyl-4-phenylamino-phenol 10283-23-5 C13H13NO
2-Methyl-4-phenylamino-phenol
—— 3-Diethylamino-2,4,6-trimethyl-phenol 64731-49-3 C13H21NO
3-Diethylamino-2,4,6-trimethyl-phenol
—— 2-methoxy-5-methyl-4-propylphenol 109967-71-7 C11H16O2
2-methoxy-5-methyl-4-propylphenol
—— cis-Phenylessigsaeure-<N<sup>2</sup>-(4-hydroxy-3-methoxy-benzyliden)-hydrazid> 4830-86-8 C16H16N2O3
cis-Phenylessigsaeure-<N<sup>2</sup>-(4-hydroxy-3-methoxy-benzyliden)-hydrazid>
—— 104676-57-5 C13H18CdO5S2
—— 3-(N,N'-Dimethyl-hydrazinomethyl)-phenol 3957-67-3 C9H14N2O
3-(N,N'-Dimethyl-hydrazinomethyl)-phenol
—— 2-(4-ethyl-5-methyl-2,5-dihydro-thiazol-2-yl)-phenol 100390-04-3 C12H15NOS
2-(4-ethyl-5-methyl-2,5-dihydro-thiazol-2-yl)-phenol
—— N'-(2-hydroxybenzylidene)-5-(1,2-diselenolan-3-yl)pentanehydrazide 1456816-66-2 C15H20N2O2Se2
N'-(2-hydroxybenzylidene)-5-(1,2-diselenolan-3-yl)pentanehydrazide
—— Potassium;4-methyl-2-prop-2-enylphenolate 1351999-76-2 C10H11O*K
Potassium;4-methyl-2-prop-2-enylphenolate
—— l-1',2',3',4'-tetrahydro-[1,1'-biphenyl]-2,6-diol 57878-40-7 C12H14O2
l-1',2',3',4'-tetrahydro-[1,1'-biphenyl]-2,6-diol
—— 2-(4-hydroxy-3-methoxy-benzylideneamino)-benzothiazole-6-carboxylic acid ethyl ester 75000-83-8 C18H16N2O4S
2-(4-hydroxy-3-methoxy-benzylideneamino)-benzothiazole-6-carboxylic acid ethyl ester