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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
—— 2,5-dihydroxyphenylthianium chloride 28374-64-3 C11H15O2S*Cl
2,5-dihydroxyphenylthianium chloride
—— 4-(4'-hydroxyphenyl)-1,2,3,6-tetrahydropyridine 90684-15-4 C11H13NO
4-(4'-hydroxyphenyl)-1,2,3,6-tetrahydropyridine
—— 1-[(2-Methylphenyl)sulfanylmethyl]piperidine;2,4,6-trinitrophenol 6631-91-0 C19H22N4O7S
1-[(2-Methylphenyl)sulfanylmethyl]piperidine;2,4,6-trinitrophenol
—— 1-(2,5-dihydroxyphenyl)thianium bromide 89706-15-0 Br*C11H15O2S
1-(2,5-dihydroxyphenyl)thianium bromide
—— 2-Methyl-4-propan-2-yloxybenzene-1,3-diol 1083312-72-4 C10H14O3
2-Methyl-4-propan-2-yloxybenzene-1,3-diol
—— (R/S)-3-((S)-1-(3-hydroxyphenyl)ethyl)-6-methyl-6-phenyl-1,3-oxazinan-2-one 1114064-73-1 C19H21NO3
(R/S)-3-((S)-1-(3-hydroxyphenyl)ethyl)-6-methyl-6-phenyl-1,3-oxazinan-2-one
—— (2,4-difluoro-3-hydroxy-benzyl)-carbamic acid tert-butyl ester 1401839-34-6 C12H15F2NO3
(2,4-difluoro-3-hydroxy-benzyl)-carbamic acid tert-butyl ester
—— 4-bromo-3,6-difluoro-2-nitrophenol 1394130-47-2 C6H2BrF2NO3
4-bromo-3,6-difluoro-2-nitrophenol
—— 2-chloro-3,4-dimethylphenol 10283-15-5 C8H9ClO
2-chloro-3,4-dimethylphenol
—— 4-Allyl-6-methoxy-2-(2,6-dimethyl-morpholinomethyl)-phenol 6972-89-0 C17H25NO3
4-Allyl-6-methoxy-2-(2,6-dimethyl-morpholinomethyl)-phenol
—— N,N'-((4-Hydroxy-3-methoxyphenyl)methylene)bis(2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxamide) 6950-42-1 C18H14N4O8
N,N'-((4-Hydroxy-3-methoxyphenyl)methylene)bis(2,5-dioxo-2,5-dihydro-1H-pyrrole-1-carboxamide)
—— diethyl <2-(4-acetoxyphenoxy)ethyl>phosphonate 89210-98-0 C12H19O5P
diethyl <2-(4-acetoxyphenoxy)ethyl>phosphonate
—— 2-Methylnaphthalene; 2,4,6-trinitrophenol 5160-55-4 C17H13N3O7
2-Methylnaphthalene; 2,4,6-trinitrophenol
—— 2-(1H-benzimidazol-2-ylsulfanyl)-N-[2-(2-hydroxy-3-methoxyphenyl)-4-oxo-1,3-thiazolidin-3-yl]acetamide 1226777-31-6 C19H18N4O4S2
2-(1H-benzimidazol-2-ylsulfanyl)-N-[2-(2-hydroxy-3-methoxyphenyl)-4-oxo-1,3-thiazolidin-3-yl]acetamide
—— 6-{3-chloro-4-[3-(4-hydroxy-phenoxy)-propoxy]-phenyl}-4,5-dihydro-2H-pyridazin-3-one 705290-38-6 C19H19ClN2O4
6-{3-chloro-4-[3-(4-hydroxy-phenoxy)-propoxy]-phenyl}-4,5-dihydro-2H-pyridazin-3-one
—— [2-[[(2-Acetyloxy-3,5-dichlorophenyl)methyl-methylamino]methyl]-4,6-dimethylphenyl] acetate;2,4,6-trinitrophenol 6964-66-5 C27H26Cl2N4O11
[2-[[(2-Acetyloxy-3,5-dichlorophenyl)methyl-methylamino]methyl]-4,6-dimethylphenyl] acetate;2,4,6-trinitrophenol
—— Aziridinium-picrate —— C8H8N4O7
Aziridinium-picrate
—— (E)-3-Dimethylamino-1-(2-hydroxy-3,4-dimethoxy-phenyl)-propenone 73220-34-5 C13H17NO4
(E)-3-Dimethylamino-1-(2-hydroxy-3,4-dimethoxy-phenyl)-propenone
—— 4-Methoxy-2-tetradecyl-phenol 148665-98-9 C21H36O2
4-Methoxy-2-tetradecyl-phenol
—— 2-tetradecyl-hydroquinone 50677-17-3 C20H34O2
2-tetradecyl-hydroquinone
—— 2-(4-hydroxy-3-methoxyphenyl)-5,6-dimethylthieno[2,3-d]pyrimidin-4(3H)-one 357620-51-0 C15H14N2O3S
2-(4-hydroxy-3-methoxyphenyl)-5,6-dimethylthieno[2,3-d]pyrimidin-4(3H)-one
—— 3-[(5-cyano-1H-indol-3-yl)(4-hydroxy-3-methoxyphenyl)methyl]-1H-indole-5-carbonitrile 1595288-69-9 C26H18N4O2
3-[(5-cyano-1H-indol-3-yl)(4-hydroxy-3-methoxyphenyl)methyl]-1H-indole-5-carbonitrile
—— 4-(4-hydroxyphenyl)-oxazolidin-2-one 1059200-23-5 C9H9NO3
4-(4-hydroxyphenyl)-oxazolidin-2-one
—— 2,6-diformyl-4-methylphenoxybis(3,5-dimethylanil) 514806-09-8 C25H26N2O
2,6-diformyl-4-methylphenoxybis(3,5-dimethylanil)
—— 1-(4-methoxy-phenyl)-2-propionyloxy-ethane 22532-57-6 C12H16O3
1-(4-methoxy-phenyl)-2-propionyloxy-ethane
—— 2-(4-benzyloxy-3-fluoro-phenyl)-ethanol 832754-49-1 C15H15FO2
2-(4-benzyloxy-3-fluoro-phenyl)-ethanol
—— 4-(p-hydroxy-α-methylthiobenzylidene)morpholinium iodide 53929-53-6 C12H16NO2S*I
4-(p-hydroxy-α-methylthiobenzylidene)morpholinium iodide
—— 1-[(5-Methylfuran-2-yl)methyl]piperidine;2,4,6-trinitrophenol 7149-68-0 C17H20N4O8
1-[(5-Methylfuran-2-yl)methyl]piperidine;2,4,6-trinitrophenol
—— 2-{[Bis-(2-cyano-aethyl)-amino]-methyl}-4-butoxy-phenol 93725-31-6 C17H23N3O2
2-{[Bis-(2-cyano-aethyl)-amino]-methyl}-4-butoxy-phenol
—— 6-(ethylaminomethylidene)cyclohexa-2,4-dien-1-one 5961-36-4 C9H11NO
6-(ethylaminomethylidene)cyclohexa-2,4-dien-1-one
—— 2-(2-hydroxybenzyl)cyclopentane-1,3-dione 1093126-02-3 C12H12O3
2-(2-hydroxybenzyl)cyclopentane-1,3-dione
—— 3-Hydroxy-2-[(2-hydroxy-5-oxocyclopenten-1-yl)-(4-hydroxyphenyl)methyl]cyclopent-2-en-1-one 1093646-38-8 C17H16O5
3-Hydroxy-2-[(2-hydroxy-5-oxocyclopenten-1-yl)-(4-hydroxyphenyl)methyl]cyclopent-2-en-1-one
—— 2-(3-hydroxybenzyl)cyclopentane-1,3-dione 1093646-39-9 C12H12O3
2-(3-hydroxybenzyl)cyclopentane-1,3-dione
—— 3-Hydroxy-2-[(2-hydroxy-5-oxocyclopenten-1-yl)-(3-hydroxyphenyl)methyl]cyclopent-2-en-1-one 1093646-40-2 C17H16O5
3-Hydroxy-2-[(2-hydroxy-5-oxocyclopenten-1-yl)-(3-hydroxyphenyl)methyl]cyclopent-2-en-1-one
—— 5-(2-Hydroxy-4,6-dimethylphenyl)-2-pentanon 96358-77-9 C13H18O2
5-(2-Hydroxy-4,6-dimethylphenyl)-2-pentanon
—— 3-Hydroxy-2-[(2-hydroxy-5-oxocyclopenten-1-yl)-(2-hydroxyphenyl)methyl]cyclopent-2-en-1-one 1093646-41-3 C17H16O5
3-Hydroxy-2-[(2-hydroxy-5-oxocyclopenten-1-yl)-(2-hydroxyphenyl)methyl]cyclopent-2-en-1-one
—— 3'-Hydroxy-1,2-benzocyclohepten 4729-27-5 C11H14O
3'-Hydroxy-1,2-benzocyclohepten
—— 8-Methyl-8-azoniabicyclo[3.2.1]octan-3-one;2,4,6-trinitrophenolate 14492-87-6 C14H16N4O8
8-Methyl-8-azoniabicyclo[3.2.1]octan-3-one;2,4,6-trinitrophenolate
—— 2,2'-Dihydroxy-3,3',5,5'-tetrabrombenzaldazin 28120-50-5 C14H8Br4N2O2
2,2'-Dihydroxy-3,3',5,5'-tetrabrombenzaldazin
—— Tropine picrate 6164-68-7 C14H18N4O8
Tropine picrate
—— Pyridazine, monopicrate 6164-81-4 C10H7N5O7
Pyridazine, monopicrate
—— 3-<4-Hydroxy-3-methoxy-phenyl>-4-thiaisochromanon-(1) 7154-89-4 C15H12O4S
3-<4-Hydroxy-3-methoxy-phenyl>-4-thiaisochromanon-(1)
—— 2-t-butyl-4-[(dimethylphenylsilyl)methyloxy]phenol 188578-45-2 C19H26O2Si
2-t-butyl-4-[(dimethylphenylsilyl)methyloxy]phenol
—— 2,4,5-trimethoxy-6-(2-propenyl)phenol 359844-31-8 C12H16O4
2,4,5-trimethoxy-6-(2-propenyl)phenol
—— ethyl 2-(4,6-bis(4-methoxyphenethoxy)pyrimidin-2-ylthio)hexanoate 1231733-96-2 C30H38N2O6S
ethyl 2-(4,6-bis(4-methoxyphenethoxy)pyrimidin-2-ylthio)hexanoate
—— Ethyl 4-(4-hydroxy-3-methoxyphenyl)-3,3-dimethylbutanoate 403482-29-1 C15H22O4
Ethyl 4-(4-hydroxy-3-methoxyphenyl)-3,3-dimethylbutanoate
—— 2-Aminoethanol-pentachlorophenol(1:1) 6829-44-3 C8H8Cl5NO2
2-Aminoethanol-pentachlorophenol(1:1)
—— 1,2-bis<bis(4-hydroxyphenyl)phosphino>ethane 110391-34-9 C26H24O4P2
1,2-bis<bis(4-hydroxyphenyl)phosphino>ethane
—— 1-(3-hydroxybenzylidene)-2-(pyridin-2-yl)hydrazine 330446-09-8 C12H11N3O
1-(3-hydroxybenzylidene)-2-(pyridin-2-yl)hydrazine
—— 3-methoxy-4-(2,2-dichlorotrifluoroethylthio)phenol 137380-36-0 C9H7Cl2F3O2S
3-methoxy-4-(2,2-dichlorotrifluoroethylthio)phenol