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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-Bromo-2-fluoro-5-hydroxyphenyl)-4-methyl-5-(trifluoromethyl)pyridazin-3-one 188489-31-8 C12H7BrF4N2O2
2-(4-Bromo-2-fluoro-5-hydroxyphenyl)-4-methyl-5-(trifluoromethyl)pyridazin-3-one
—— propane-1-sulfonic acid [2-(4-cyano-phenylamino)-2-(4,5-diethoxy-2-hydroxy-phenyl)-ethyl]-amide 284044-24-2 C22H29N3O5S
propane-1-sulfonic acid [2-(4-cyano-phenylamino)-2-(4,5-diethoxy-2-hydroxy-phenyl)-ethyl]-amide
—— 4-(3,5,7-Trimethylnonyl)phenol —— C18H30O
4-(3,5,7-Trimethylnonyl)phenol
—— (S)-(+)-5-(3,4-dihydroxy-3-methyl-1-butyl)-2,3,6-trimethylphenol 69371-83-1 C14H22O3
(S)-(+)-5-(3,4-dihydroxy-3-methyl-1-butyl)-2,3,6-trimethylphenol
—— (+)-Prenalterol hydrochloride 76420-86-5 C12H19NO3*ClH
(+)-Prenalterol hydrochloride
—— [4-(4-hydroxy-phenyl)-4,5-dihydro-1<i>H</i>-imidazol-2-yl]-carbamic acid methyl ester 69811-09-2 C11H13N3O3
[4-(4-hydroxy-phenyl)-4,5-dihydro-1<i>H</i>-imidazol-2-yl]-carbamic acid methyl ester
—— 2,5-Dibutoxybenzene-1,4-diol 10551-34-5 C14H22O4
2,5-Dibutoxybenzene-1,4-diol
—— 3-Amino-2,4,6-trifluorophenol 113512-72-4 C6H4F3NO
3-Amino-2,4,6-trifluorophenol
—— 4-(2-Chloro-5-hydroxyanilino)-2-(2-pyrazinyl)-6-trifluoromethylpyrimidine 438249-30-0 C15H9ClF3N5O
4-(2-Chloro-5-hydroxyanilino)-2-(2-pyrazinyl)-6-trifluoromethylpyrimidine
—— 2-(furan-3-yl)phenol 76815-77-5 C10H8O2
2-(furan-3-yl)phenol
—— 4-(5-Hydroxy-2-methylanilino)-2-(2-pyrazinyl)-6-trifluoromethylpyrimidine 438249-29-7 C16H12F3N5O
4-(5-Hydroxy-2-methylanilino)-2-(2-pyrazinyl)-6-trifluoromethylpyrimidine
—— Formaldehyde;3-methylphenol —— C8H10O2
Formaldehyde;3-methylphenol
—— 4-Chloro-3-(1,1-dimethylethyl)-N-[2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethyl]-1-methyl-1H-pyrazole-5-carboxamide 222840-96-2 C22H32ClN3O3
4-Chloro-3-(1,1-dimethylethyl)-N-[2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethyl]-1-methyl-1H-pyrazole-5-carboxamide
—— 4-acetyl-2-(3-hydroxyphenyl)-5-methyl-1-vinyl-2,3-dihydro-1H-1,2,3-triazole 1169829-24-6 C13H15N3O2
4-acetyl-2-(3-hydroxyphenyl)-5-methyl-1-vinyl-2,3-dihydro-1H-1,2,3-triazole
—— 4-benzyloxy-2-butylphenol 1445971-93-6 C17H20O2
4-benzyloxy-2-butylphenol
—— 4-benzyloxy-3-propylphenol 1260740-89-3 C16H18O2
4-benzyloxy-3-propylphenol
—— 4-benzyloxy-2-cyclohexylmethylphenol 1445967-17-8 C20H24O2
4-benzyloxy-2-cyclohexylmethylphenol
—— (4-fluoro-5-hydroxy-2-methylphenyl) methyl carbonate 193001-67-1 C9H9FO4
(4-fluoro-5-hydroxy-2-methylphenyl) methyl carbonate
—— 2-acetamido-3-hydroxy-4-methoxybenzaldehyde 254428-89-2 C10H11NO4
2-acetamido-3-hydroxy-4-methoxybenzaldehyde
—— 2,5-Dibutylbenzene-1,4-diol 720-93-4 C14H22O2
2,5-Dibutylbenzene-1,4-diol
—— 4,4'-[Oxybis(methylene)]bis[2-methoxyphenol] 2880-61-7 C16H18O5
4,4'-[Oxybis(methylene)]bis[2-methoxyphenol]
—— 3-(3-hydroxyphenyl)-thiophene-2-carbonitrile 342613-75-6 C11H7NOS
3-(3-hydroxyphenyl)-thiophene-2-carbonitrile
—— 5-Chloro-1,2,3-trihydroxybenzene 100859-41-4 C6H5ClO3
5-Chloro-1,2,3-trihydroxybenzene
—— 1-(2-hydroxyphenyl)guanidine 1015844-00-4 C7H9N3O
1-(2-hydroxyphenyl)guanidine
—— 3-(2-Phenylethyl)-6-hydroxy-7-propyl-benzothiophene-1,1-dioxide 228578-53-8 C19H20O3S
3-(2-Phenylethyl)-6-hydroxy-7-propyl-benzothiophene-1,1-dioxide
—— 1-(3,5-Dihydroxyphenyl)butan-2-one 143406-81-9 C10H12O3
1-(3,5-Dihydroxyphenyl)butan-2-one
—— 4-hydroxy-3-methoxy-5-(methylsulfonyl)benzaldehyde 116315-11-8 C9H10O5S
4-hydroxy-3-methoxy-5-(methylsulfonyl)benzaldehyde
—— N-[2-(3-hydroxy-4-methylphenylamino)ethyl]methanesulfonamide 66550-39-8 C10H16N2O3S
N-[2-(3-hydroxy-4-methylphenylamino)ethyl]methanesulfonamide
—— dobutamine phosphate 120885-52-1 C18H23NO3*H3O4P
dobutamine phosphate
—— (4-hydroxybenzyl)hydrazine hydrochloride 380227-22-5 C7H10N2O*ClH
(4-hydroxybenzyl)hydrazine hydrochloride
—— 6-(benzylsulfanyl)-2-(3,4-dihydroxyphenyl)-4-oxo-3,4-dihydro-2H-1,3-thiazine-5-carbonitrile 892234-24-1 C18H14N2O3S2
6-(benzylsulfanyl)-2-(3,4-dihydroxyphenyl)-4-oxo-3,4-dihydro-2H-1,3-thiazine-5-carbonitrile
—— 4-[1-Hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,2-diol;sulfuric acid;hydrate 299-95-6 C11H21NO8S
4-[1-Hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,2-diol;sulfuric acid;hydrate
—— 2-Ethoxy-6-methoxy-phenol 90534-95-5 C9H12O3
2-Ethoxy-6-methoxy-phenol
—— 3-Butyl-2-methylphenol 28852-17-7 C11H16O
3-Butyl-2-methylphenol
—— 3-{Bis[(pyridin-2-yl)methyl]amino}-4-methylphenol 479578-66-0 C19H19N3O
3-{Bis[(pyridin-2-yl)methyl]amino}-4-methylphenol
—— 2-Nonylbenzene-1,4-diol 10576-43-9 C15H24O2
2-Nonylbenzene-1,4-diol
—— 4-(3-Amino-2-hydroxy-propoxy)-phenol 16757-32-7 C9H13NO3
4-(3-Amino-2-hydroxy-propoxy)-phenol
—— 4-{2-[(4-Methoxyphenyl)methoxy]ethoxy}phenol 104417-62-1 C16H18O4
4-{2-[(4-Methoxyphenyl)methoxy]ethoxy}phenol
—— 6-(2,6-DINITRO-3-HYDROXY-4-METHOXYPHENYL)HEXANOIC ACID 185396-02-5 C13H16N2O8
6-(2,6-DINITRO-3-HYDROXY-4-METHOXYPHENYL)HEXANOIC ACID
—— 2-[4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]ethanol 202594-35-2 C20H19NO3
2-[4-[2-[(E)-2-phenylethenyl]-4-oxazolylmethoxy]phenyl]ethanol
—— 2,5-Difluorobenzene-1,3-diol 198139-56-9 C6H4F2O2
2,5-Difluorobenzene-1,3-diol
—— 4-[2-[6-[[2-(3,4-Dihydroxyphenyl)-2-hydroxyethyl]amino]hexylamino]-1-hydroxyethyl]benzene-1,2-diol;hydrochloride 4323-43-7 C22H33ClN2O6
4-[2-[6-[[2-(3,4-Dihydroxyphenyl)-2-hydroxyethyl]amino]hexylamino]-1-hydroxyethyl]benzene-1,2-diol;hydrochloride
—— ethoxy-5-hydroxybenzonitrile 358388-37-1 C9H9NO2
ethoxy-5-hydroxybenzonitrile
—— 4-{[4-(4-hydroxyphenoxy)butyl]-[1,2,4]triazol-4-ylamino}benzonitrile 536975-38-9 C19H19N5O2
4-{[4-(4-hydroxyphenoxy)butyl]-[1,2,4]triazol-4-ylamino}benzonitrile
—— 4-{[2-(3-bromo-4-hydroxyphenoxy)ethyl]-[1,2,4]triazol-4-ylamino}benzonitrile 537674-48-9 C17H14BrN5O2
4-{[2-(3-bromo-4-hydroxyphenoxy)ethyl]-[1,2,4]triazol-4-ylamino}benzonitrile
—— Methyl-<4-hydroxy-pheny>-phenyl-sulfonium 46407-77-6 C13H13OS
Methyl-<4-hydroxy-pheny>-phenyl-sulfonium
—— 5-Isopropoxy-2-(4-isopropoxy-3-methoxy-phenylethynyl)-4-methoxy-phenol 200941-18-0 C22H26O5
5-Isopropoxy-2-(4-isopropoxy-3-methoxy-phenylethynyl)-4-methoxy-phenol
—— 2-Chloro-5-dodecylbenzene-1,4-diol 71656-21-8 C18H29ClO2
2-Chloro-5-dodecylbenzene-1,4-diol
—— 2,4,6-Tris{[(hydroxymethyl)(methyl)amino]methyl}phenol 114290-60-7 C15H27N3O4
2,4,6-Tris{[(hydroxymethyl)(methyl)amino]methyl}phenol
—— 2-(4-Hydroxy-3-methoxy-phenyl)-benzothiazolin 13945-04-5 C14H13NO2S
2-(4-Hydroxy-3-methoxy-phenyl)-benzothiazolin