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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
—— N,N’-Bis(5-chlorosalicylidene)-1,2-propanediamine 97863-33-7 C17H16Cl2N2O2
N,N’-Bis(5-chlorosalicylidene)-1,2-propanediamine
—— bis(2-hydroxy-3-methoxybenzyl)propane-1,2-diamine 316135-33-8 C19H26N2O4
bis(2-hydroxy-3-methoxybenzyl)propane-1,2-diamine
—— 2-tert-butyl-4-chloro-5-[2-{2-methyl-4-(2-methoxyethyl)phenoxy}ethylthio]-3(2H)-pyridazinone 118258-60-9 C20H27ClN2O3S
2-tert-butyl-4-chloro-5-[2-{2-methyl-4-(2-methoxyethyl)phenoxy}ethylthio]-3(2H)-pyridazinone
—— 2-Chlor-4-nitroso-phenol 15516-57-1 C6H4ClNO2
2-Chlor-4-nitroso-phenol
—— 2,2′-[propane-1,2-diylbis(nitriloeth-1-yl-1-ylidene)]diphenole 13294-00-3 C19H22N2O2
2,2′-[propane-1,2-diylbis(nitriloeth-1-yl-1-ylidene)]diphenole
—— 2-isododecylphenol 11067-80-4 C18H30O
2-isododecylphenol
—— N-(2,5-dihydroxyphenyl)pyridinium bromide 76494-25-2 Br*C11H10NO2
N-(2,5-dihydroxyphenyl)pyridinium bromide
—— acetic acid-(4-hydroxy-<i>N</i>-methyl-3-nitro-anilide) 692249-91-5 C9H10N2O4
acetic acid-(4-hydroxy-<i>N</i>-methyl-3-nitro-anilide)
—— N,N'-BIS(SALICYLIDENE)-1,6-HEXANEDIAMINE 4081-35-0 C20H24N2O2
N,N'-BIS(SALICYLIDENE)-1,6-HEXANEDIAMINE
—— (5Z,5'Z)-2,2'-(hexane-1,6-diyldiimino)bis(5-(4-hydroxybenzylidene)-1,3-thiazol-4(5H)-one) 1415582-27-2 C26H26N4O4S2
(5Z,5'Z)-2,2'-(hexane-1,6-diyldiimino)bis(5-(4-hydroxybenzylidene)-1,3-thiazol-4(5H)-one)
—— N,N'-(hexamethylene)bis(2'-hydroxyacetophenonimine) 87046-63-7 C22H28N2O2
N,N'-(hexamethylene)bis(2'-hydroxyacetophenonimine)
—— ethyl 5-phenyl-2-(4-hydroxyphenylmethylene)-7-methyl-3-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate 327055-07-2 C23H20N2O4S
ethyl 5-phenyl-2-(4-hydroxyphenylmethylene)-7-methyl-3-oxo-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-<(1R)-1-(<(1'R)-1'-phenylethyl>amino)butyl>phenol 223268-39-1 C18H23NO
2-<(1R)-1-(<(1'R)-1'-phenylethyl>amino)butyl>phenol
—— (+)-(S)-methyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 136749-45-6 C10H12O5
(+)-(S)-methyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate
—— 2-(1-hydroxybutyl)phenol 63314-77-2 C10H14O2
2-(1-hydroxybutyl)phenol
—— (2E,2'E)-N,N'-(hexane-1,6-diyl)bis[3-(3-bromo-4-hydroxyphenyl)-2-(hydroxyimino)propanamide] 1071822-41-7 C24H28Br2N4O6
(2E,2'E)-N,N'-(hexane-1,6-diyl)bis[3-(3-bromo-4-hydroxyphenyl)-2-(hydroxyimino)propanamide]
—— 5-[(4,5-Dihydro-1H-imidazol-2-yl)methyl]-3-fluorobenzene-1,2-diol 116218-75-8 C10H11FN2O2
5-[(4,5-Dihydro-1H-imidazol-2-yl)methyl]-3-fluorobenzene-1,2-diol
—— N-salicylidene-(ethoxycarbonyloxy)amine 344310-86-7 C10H11NO4
N-salicylidene-(ethoxycarbonyloxy)amine
—— salicylaldehyde O-methyloxime —— C8H9NO2
salicylaldehyde O-methyloxime
—— 1-(4-ethylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea 1202526-40-6 C15H15N3O4
1-(4-ethylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea
—— N-nicotinoyl-3-methoxytyramine 84455-03-8 C15H16N2O3
N-nicotinoyl-3-methoxytyramine
—— 1-(2-hydroxy-4-nitrophenyl)-3-(2,3,4-trifluorophenyl)urea 1202526-35-9 C13H8F3N3O4
1-(2-hydroxy-4-nitrophenyl)-3-(2,3,4-trifluorophenyl)urea
—— 3-[(4-Nitro-6-oxocyclohexa-2,4-dien-1-ylidene)amino]-1,4-dihydropyrazine-2,5-dicarbonitrile 918410-46-5 C12H6N6O3
3-[(4-Nitro-6-oxocyclohexa-2,4-dien-1-ylidene)amino]-1,4-dihydropyrazine-2,5-dicarbonitrile
—— 1-(2-tert-butylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea 1202526-41-7 C17H19N3O4
1-(2-tert-butylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea
—— 1-(2-hydroxy-4-nitrophenyl)-3-(2,4,5-trifluorophenyl)urea 1202526-36-0 C13H8F3N3O4
1-(2-hydroxy-4-nitrophenyl)-3-(2,4,5-trifluorophenyl)urea
—— 1-(2,6-diisopropylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea 1202526-49-5 C19H23N3O4
1-(2,6-diisopropylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea
—— 1-(2-hydroxy-4-nitrophenyl)-3-(2,3,4-trichlorophenyl)urea 1202526-32-6 C13H8Cl3N3O4
1-(2-hydroxy-4-nitrophenyl)-3-(2,3,4-trichlorophenyl)urea
—— (hydroxy-2' nitro-5' phenyl)imino-2 propionate d'ethyle 92607-96-0 C11H12N2O5
(hydroxy-2' nitro-5' phenyl)imino-2 propionate d'ethyle
—— 1-(2-hydroxy-4-nitrophenyl)-3-(2-propylphenyl)urea 1202526-37-1 C16H17N3O4
1-(2-hydroxy-4-nitrophenyl)-3-(2-propylphenyl)urea
—— 1-(3,4-dimethylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea 1202526-44-0 C15H15N3O4
1-(3,4-dimethylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea
—— 1-(2-hydroxy-4-nitrophenyl)-3-(2,4,5-trichlorophenyl)urea 95153-49-4 C13H8Cl3N3O4
1-(2-hydroxy-4-nitrophenyl)-3-(2,4,5-trichlorophenyl)urea
—— 1-(2,4-dimethylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea 1202526-42-8 C15H15N3O4
1-(2,4-dimethylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea
—— 1-(2-ethyl-6-methylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea 1202526-46-2 C16H17N3O4
1-(2-ethyl-6-methylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea
—— 1-(2-hydroxy-4-nitrophenyl)-3-(2-isopropyl-6-methylphenyl)urea 1202526-48-4 C17H19N3O4
1-(2-hydroxy-4-nitrophenyl)-3-(2-isopropyl-6-methylphenyl)urea
—— 1-(3-ethylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea 1202526-39-3 C15H15N3O4
1-(3-ethylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea
—— 1-(2,4-difluorophenyl)-3-(2-hydroxy-4-nitrophenyl)urea 1202526-30-4 C13H9F2N3O4
1-(2,4-difluorophenyl)-3-(2-hydroxy-4-nitrophenyl)urea
—— 1-(2-hydroxy-4-nitrophenyl)-3-(3,4,5-trifluorophenyl)urea 1202526-33-7 C13H8F3N3O4
1-(2-hydroxy-4-nitrophenyl)-3-(3,4,5-trifluorophenyl)urea
—— 1-(3,5-dimethylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea 1202526-45-1 C15H15N3O4
1-(3,5-dimethylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea
—— 1-(2,5-dimethylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea 1202526-43-9 C15H15N3O4
1-(2,5-dimethylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea
—— (Z)-1,1,1-trifluoro-4-(2-hydroxy-4-nitroanilino)pent-3-en-2-one 196078-55-4 C11H9F3N2O4
(Z)-1,1,1-trifluoro-4-(2-hydroxy-4-nitroanilino)pent-3-en-2-one
—— 1-(2-hydroxy-4-nitrophenyl)-3-(4-propylphenyl)urea 1098478-29-5 C16H17N3O4
1-(2-hydroxy-4-nitrophenyl)-3-(4-propylphenyl)urea
—— 1-(3,4-difluorophenyl)-3-(2-hydroxy-4-nitrophenyl)urea 1202526-31-5 C13H9F2N3O4
1-(3,4-difluorophenyl)-3-(2-hydroxy-4-nitrophenyl)urea
—— 2-(1,4,5,6-tetrahydropyrimidin-2-yl)phenol 65739-64-2 C10H12N2O
2-(1,4,5,6-tetrahydropyrimidin-2-yl)phenol
—— 1-(2-hydroxy-4-nitrophenyl)-3-(2-isopropylphenyl)urea 1098477-89-4 C16H17N3O4
1-(2-hydroxy-4-nitrophenyl)-3-(2-isopropylphenyl)urea
—— N-[2-(Ethoxycarbonyl)ethyl]-N'-(2-hydroxy-4-nitrophenyl)urea 201043-84-7 C12H15N3O6
N-[2-(Ethoxycarbonyl)ethyl]-N'-(2-hydroxy-4-nitrophenyl)urea
—— 1-(4-hydroxyphenyl)-4-(2-methoxyethyl)-3-pyrazolidinone 133043-48-8 C12H16N2O3
1-(4-hydroxyphenyl)-4-(2-methoxyethyl)-3-pyrazolidinone
—— 4-hydroxysattabacin 169176-73-2 C13H18O3
4-hydroxysattabacin
—— (S)-2-hydroxy-3-(4-hydroxyphenyl)-N-methoxy-N-methylpropanamide 915396-55-3 C11H15NO4
(S)-2-hydroxy-3-(4-hydroxyphenyl)-N-methoxy-N-methylpropanamide
—— 6-[4-[2-[3-(4-(2-Isobutoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethoxy]-3-methyl-phenyl]-4,5-dihydro-3(2H)-pyridazinone 133154-46-8 C28H39N3O5
6-[4-[2-[3-(4-(2-Isobutoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethoxy]-3-methyl-phenyl]-4,5-dihydro-3(2H)-pyridazinone
—— 6-Hydroxymethyl-4-propylguaiacol 32359-71-0 C11H16O3
6-Hydroxymethyl-4-propylguaiacol