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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-((t-butyldimethylsilyl)oxy)-2,3,5-trimethylphenol 112136-00-2 C15H26O2Si
4-((t-butyldimethylsilyl)oxy)-2,3,5-trimethylphenol
—— 2,3,5-Trimethyl-6-(oxolan-2-yl)benzene-1,4-diol 80810-49-7 C13H18O3
2,3,5-Trimethyl-6-(oxolan-2-yl)benzene-1,4-diol
—— 4-Decoxy-2,3,6-trimethylphenol 81133-63-3 C19H32O2
4-Decoxy-2,3,6-trimethylphenol
—— 3-ethyl-4-isopropoxy-2,5,6-trimethylphenol 869806-73-5 C14H22O2
3-ethyl-4-isopropoxy-2,5,6-trimethylphenol
—— 4-benzyloxy-2,3,5-trimethyl-6-(3-methylbut-3-enyl)phenol 865444-18-4 C21H26O2
4-benzyloxy-2,3,5-trimethyl-6-(3-methylbut-3-enyl)phenol
—— 4-ethoxy-2,3,6-trimethyl-phenol 53651-60-8 C11H16O2
4-ethoxy-2,3,6-trimethyl-phenol
—— 5-(4-Hydroxy-2,3,5-trimethylphenoxy)-2,2-dimethylpentanoic acid 112109-65-6 C16H24O4
5-(4-Hydroxy-2,3,5-trimethylphenoxy)-2,2-dimethylpentanoic acid
—— 4-methoxy-3,4,6-trimethylbenzene-1,2-diol 607351-64-4 C10H14O3
4-methoxy-3,4,6-trimethylbenzene-1,2-diol
—— methyl 4-[(2,5-dihydroxy-3,4,6-trimethyl)benzyl]-1-piperazinecarbodithioate 125155-96-6 C16H24N2O2S2
methyl 4-[(2,5-dihydroxy-3,4,6-trimethyl)benzyl]-1-piperazinecarbodithioate
—— 5-(4-Hydroxy-2,3,5-trimethylphenoxy)-2,2-dimethylpentanol 112109-66-7 C16H26O3
5-(4-Hydroxy-2,3,5-trimethylphenoxy)-2,2-dimethylpentanol
—— 3,3',5,5',6,6'-hexamethyl-2,2'-dithiobishydroquinone 125714-63-8 C18H22O4S2
3,3',5,5',6,6'-hexamethyl-2,2'-dithiobishydroquinone
—— 3-bromo-5-nitro-2-hydroxycinnamaldehyde 84634-15-1 C9H6BrNO4
3-bromo-5-nitro-2-hydroxycinnamaldehyde
—— 1-(2-hydroxy-6-methoxyphenyl)-3-methyl-2-buten-1-one 119840-28-7 C12H14O3
1-(2-hydroxy-6-methoxyphenyl)-3-methyl-2-buten-1-one
—— 2,3,5-Trimethyl-6-(methylsulfanyl)benzene-1,4-diol 83857-83-4 C10H14O2S
2,3,5-Trimethyl-6-(methylsulfanyl)benzene-1,4-diol
—— 2-hydroxy-3,5-dinitro-<i>N</i>-(1(2)<i>H</i>-tetrazol-5-yl)-benzamide 67127-33-7 C8H5N7O6
2-hydroxy-3,5-dinitro-<i>N</i>-(1(2)<i>H</i>-tetrazol-5-yl)-benzamide
—— Bromotrimethylhydrochinon 39055-45-3 C9H11BrO2
Bromotrimethylhydrochinon
—— 4-(4-Hydroxybenzyl)-3-methylpyrazol-5-ol 75999-01-8 C11H12N2O2
4-(4-Hydroxybenzyl)-3-methylpyrazol-5-ol
—— 2-<3-Methyl-crotonoylamino>-phenol 87702-29-2 C11H13NO2
2-<3-Methyl-crotonoylamino>-phenol
—— 1-(acetoxyacetyl)-3-(4-hydroxy-3-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-pyrazole 1252008-33-5 C23H26N2O8
1-(acetoxyacetyl)-3-(4-hydroxy-3-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-pyrazole
—— 1-(hydroxyacetyl)-3-(4-hydroxy-3-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-pyrazole 1252008-38-0 C21H24N2O7
1-(hydroxyacetyl)-3-(4-hydroxy-3-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1H-pyrazole
—— 5-amino-2,4-dimethoxy-3-methylphenol 111223-14-4 C9H13NO3
5-amino-2,4-dimethoxy-3-methylphenol
—— 2-(1-Hydroxy-2-methoxyethyl)phenol 1438827-63-4 C9H12O3
2-(1-Hydroxy-2-methoxyethyl)phenol
—— 2-hydroxy-4-nitrobenzylamine 651733-06-1 C7H8N2O3
2-hydroxy-4-nitrobenzylamine
—— α,α-[(1,1-dimethylethylene)dinitrilo]di-o-cresol 30180-37-1 C18H20N2O2
α,α-[(1,1-dimethylethylene)dinitrilo]di-o-cresol
—— 2-(4,5-di-p-tolyl-1H-imidazol-2-yl)phenol 169155-32-2 C23H20N2O
2-(4,5-di-p-tolyl-1H-imidazol-2-yl)phenol
—— (Z)-3-amino-5-(2'-hydroxybenzylidene)-2-thioxothiazolidin-4-one 19745-80-3 C10H8N2O2S2
(Z)-3-amino-5-(2'-hydroxybenzylidene)-2-thioxothiazolidin-4-one
—— 3-amino-5-(2-hydroxy-benzylidene)-2-thioxo-thiazolidin-4-one 19745-80-3 C10H8N2O2S2
3-amino-5-(2-hydroxy-benzylidene)-2-thioxo-thiazolidin-4-one
—— 3-Guajacyl-3-hydroxy-propionsaeure-aethylester 91555-92-9 C12H16O5
3-Guajacyl-3-hydroxy-propionsaeure-aethylester
—— 2-(2'-hydroxyphenyl)-4,4,5,5-tetramethylimidazolidine-3-oxide-1-oxyl 163461-39-0 C13H17N2O3
2-(2'-hydroxyphenyl)-4,4,5,5-tetramethylimidazolidine-3-oxide-1-oxyl
—— Mn(II) picrate 41570-79-0 2C6H2N3O7*Mn
Mn(II) picrate
—— 4,6-bis<5'-phenylisoxazol-3'-yl>resorcinol 137369-32-5 C24H16N2O4
4,6-bis<5'-phenylisoxazol-3'-yl>resorcinol
—— (p-hydroxyphenyl)malononitrile 83928-85-2 C9H6N2O
(p-hydroxyphenyl)malononitrile
—— 2,5-dihydroxy-4-methoxy-3-methyl-benzaldehyde 622852-28-2 C9H10O4
2,5-dihydroxy-4-methoxy-3-methyl-benzaldehyde
—— 4-[Tert-butyl(dimethyl)silyl]oxy-6-(hydroxymethyl)-3-methoxy-2-methylphenol 808765-99-3 C15H26O4Si
4-[Tert-butyl(dimethyl)silyl]oxy-6-(hydroxymethyl)-3-methoxy-2-methylphenol
—— 1-methyl-2-(2-hydroxyphenyl)imidazoline 96327-81-0 C10H12N2O
1-methyl-2-(2-hydroxyphenyl)imidazoline
—— 2-(5-isobutyl-4,5-dimethyl-2,5-dihydro-oxazol-2-yl)-phenol 7113-00-0 C15H21NO2
2-(5-isobutyl-4,5-dimethyl-2,5-dihydro-oxazol-2-yl)-phenol
—— (6Z)-6-[(2-hydroxyethylamino)methylidene]cyclohexa-2,4-dien-1-one 1952-38-1 C9H11NO2
(6Z)-6-[(2-hydroxyethylamino)methylidene]cyclohexa-2,4-dien-1-one
—— 1-(4-hydroxy-3-methoxy-phenyl)-2-methyl-butan-1-ol 134316-47-5 C12H18O3
1-(4-hydroxy-3-methoxy-phenyl)-2-methyl-butan-1-ol
—— 5-Methoxy-2-(2-nitro-ethyl)-phenol 96853-39-3 C9H11NO4
5-Methoxy-2-(2-nitro-ethyl)-phenol
—— 4-(3-iodopropyl)phenol 179548-39-1 C9H11IO
4-(3-iodopropyl)phenol
—— 5-[(Cyclohexyloxy)methyl]-3-(4-hydroxyphenyl)-1,3-oxazolidin-2-one 73422-63-6 C16H21NO4
5-[(Cyclohexyloxy)methyl]-3-(4-hydroxyphenyl)-1,3-oxazolidin-2-one
—— (E)-1-(2-hydroxy-5-pentoxyphenyl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one 1067559-98-1 C19H22O3S
(E)-1-(2-hydroxy-5-pentoxyphenyl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one
—— 2-mercapto-3,5,6-trimethylhydroquinone 83857-82-3 C9H12O2S
2-mercapto-3,5,6-trimethylhydroquinone
—— 2-bromo-4-hydroxy-3-methoxy-benzaldehyde 89984-24-7 C8H7BrO3
2-bromo-4-hydroxy-3-methoxy-benzaldehyde
—— 2-methoxy-5-{2-[2-(2-methoxyphenyl)ethylamino]ethyl}phenol 1395084-75-9 C18H23NO3
2-methoxy-5-{2-[2-(2-methoxyphenyl)ethylamino]ethyl}phenol
—— 2-(3-hydroxy-4-methoxyphenyl)-N-[2-(2-methoxyphenyl)ethyl]acetamide 1395084-69-1 C18H21NO4
2-(3-hydroxy-4-methoxyphenyl)-N-[2-(2-methoxyphenyl)ethyl]acetamide
—— 5-hydroxy-2-methyl-4-nitrobenzonitrile 1134197-95-7 C8H6N2O3
5-hydroxy-2-methyl-4-nitrobenzonitrile
—— 2-chloro-4-isopropylideneamino-phenol 951152-96-8 C9H10ClNO
2-chloro-4-isopropylideneamino-phenol
—— 3-(4-Hydroxyphenyl)-5-{[(propan-2-yl)oxy]methyl}-1,3-oxazolidin-2-one 73422-61-4 C13H17NO4
3-(4-Hydroxyphenyl)-5-{[(propan-2-yl)oxy]methyl}-1,3-oxazolidin-2-one
—— 3-(4-hydroxy-phenyl)-5-propoxymethyl-oxazolidin-2-one 73422-64-7 C13H17NO4
3-(4-hydroxy-phenyl)-5-propoxymethyl-oxazolidin-2-one