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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-(1,1-dimethylethyl)-6-hydroperoxy-4-methoxyphenol 924276-56-2 C11H16O4
2-(1,1-dimethylethyl)-6-hydroperoxy-4-methoxyphenol
—— 4-Butoxy-2,6-ditert-butylphenol 22944-15-6 C18H30O2
4-Butoxy-2,6-ditert-butylphenol
—— 2,6-Ditert-butyl-4-prop-2-ynoxyphenol 75169-12-9 C17H24O2
2,6-Ditert-butyl-4-prop-2-ynoxyphenol
—— (3S,5S)-[6]-gingerdiol —— C17H28O4
(3S,5S)-[6]-gingerdiol
—— 2,6-di-t-butyl-4-[(dimethylphenylsilyl)methyloxy]phenol 180908-66-1 C23H34O2Si
2,6-di-t-butyl-4-[(dimethylphenylsilyl)methyloxy]phenol
—— Benzyl-<3,5-di-tert-butyl-4-hydroxy-phenyl>-aether 2444-24-8 C21H28O2
Benzyl-<3,5-di-tert-butyl-4-hydroxy-phenyl>-aether
—— 2-tert-butyl-4-nitro-6-{[(2'-dimethylaminoethyl)methylamino]methyl}phenol 1570188-74-7 C16H27N3O3
2-tert-butyl-4-nitro-6-{[(2'-dimethylaminoethyl)methylamino]methyl}phenol
—— 4-isopropoxy-2,6-di-tert-butylphenol 22944-14-5 C17H28O2
4-isopropoxy-2,6-di-tert-butylphenol
—— 2-(tert-butyl)-6-nitrophenol 18515-04-3 C10H13NO3
2-(tert-butyl)-6-nitrophenol
—— 3-(2-hydroxyphenyl)-1,5-diphenyl-4,5-dihydropyrazole 6956-41-8 C21H18N2O
3-(2-hydroxyphenyl)-1,5-diphenyl-4,5-dihydropyrazole
—— 2,4,6-tris(2,4-dihydroxy-3-methylphenyl)-1,3,5-triazine 434942-20-8 C24H21N3O6
2,4,6-tris(2,4-dihydroxy-3-methylphenyl)-1,3,5-triazine
—— 1-[1-(4-Hydroxyphenyl)ethoxy]-2,2,6,6-tetramethylpiperidin-4-ol 319457-96-0 C17H27NO3
1-[1-(4-Hydroxyphenyl)ethoxy]-2,2,6,6-tetramethylpiperidin-4-ol
—— 4-[bis(2-hydroxyethyl)-amino]-2-nitrophenol 177080-41-0 C10H14N2O5
4-[bis(2-hydroxyethyl)-amino]-2-nitrophenol
—— 3-chloro-4-hydroxy-5-nitrobenzoyl chloride 354575-08-9 C7H3Cl2NO4
3-chloro-4-hydroxy-5-nitrobenzoyl chloride
—— 3-iodo-4-methoxyphenol 98279-45-9 C7H7IO2
3-iodo-4-methoxyphenol
—— 2-(3-hydroxy-4-methoxyphenyl)-5-(3-methoxy-4,5-methylenedioxyphenyl)-1,3,4-oxadiazole 1221721-82-9 C17H14N2O6
2-(3-hydroxy-4-methoxyphenyl)-5-(3-methoxy-4,5-methylenedioxyphenyl)-1,3,4-oxadiazole
—— 3-hydroxy-4-methoxy-N-propylbenzamide 216374-54-8 C11H15NO3
3-hydroxy-4-methoxy-N-propylbenzamide
—— 3-hydroxy-4-methoxybenzohydrazide 39635-24-0 C8H10N2O3
3-hydroxy-4-methoxybenzohydrazide
—— (3-hydroxy-4-methoxybenzoyl)-1-piperazine 1334137-72-2 C12H16N2O3
(3-hydroxy-4-methoxybenzoyl)-1-piperazine
—— 2-(3-hydroxy-4-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole 1221719-96-5 C18H18N2O6
2-(3-hydroxy-4-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole
—— (2E,4E)-5-(4-chlorophenyl)-1-(2,4-dihydroxyphenyl)penta-2,4-dien-1-one 1422364-09-7 C17H13ClO3
(2E,4E)-5-(4-chlorophenyl)-1-(2,4-dihydroxyphenyl)penta-2,4-dien-1-one
—— N-(2-benzenesulfinylethyl)-3-hydroxy-4-methoxy-N-methylbenzamide 1043429-51-1 C17H19NO4S
N-(2-benzenesulfinylethyl)-3-hydroxy-4-methoxy-N-methylbenzamide
—— 4-hydroxy-3-(4-hydroxyphenyl)furan-2(5H)-one 1101271-39-9 C10H8O4
4-hydroxy-3-(4-hydroxyphenyl)furan-2(5H)-one
—— 3-hydroxy-4-methoxy-benzaldehyde (<i>E</i>)-oxime 51673-94-0 C8H9NO3
3-hydroxy-4-methoxy-benzaldehyde (<i>E</i>)-oxime
—— 4-(Triethylgermyl)phenol 5627-33-8 C12H20GeO
4-(Triethylgermyl)phenol
—— 1-[(2,4-dichlorophenoxy)acetyl]-2-[(3-methoxy-4-hydroxy)benzylidene]hydrazine 54918-93-3 C16H14Cl2N2O4
1-[(2,4-dichlorophenoxy)acetyl]-2-[(3-methoxy-4-hydroxy)benzylidene]hydrazine
—— bis-(3-fluoro-salicylidene)-ethylenediamine 721452-03-5 C16H14F2N2O2
bis-(3-fluoro-salicylidene)-ethylenediamine
—— 2-hydroxy-6-methoxy-4-pentylbenzaldehyde 162330-77-0 C13H18O3
2-hydroxy-6-methoxy-4-pentylbenzaldehyde
—— 2-tert-Butyl-6-(chloromethyl)-4-nitrophenol 80116-29-6 C11H14ClNO3
2-tert-Butyl-6-(chloromethyl)-4-nitrophenol
—— methyl (1S,2S,3S)-1-(1,3-benzodioxol-5-yl)-3-(2-hydroxy-4-methoxyphenyl)-5-propoxy-2,3-dihydro-1H-indene-2-carboxylate —— C28H28O7
methyl (1S,2S,3S)-1-(1,3-benzodioxol-5-yl)-3-(2-hydroxy-4-methoxyphenyl)-5-propoxy-2,3-dihydro-1H-indene-2-carboxylate
—— 2,6-dimethyl-3-methoxycarbonyl-4-(3-nitrophenyl)-5-[2-(4-hydroxyphenyl)ethoxycarbonyl]-1,4-dihydropyridine 104060-39-1 C24H24N2O7
2,6-dimethyl-3-methoxycarbonyl-4-(3-nitrophenyl)-5-[2-(4-hydroxyphenyl)ethoxycarbonyl]-1,4-dihydropyridine
—— 2-hydroxy-4-nitroformanilide 70886-36-1 C7H6N2O4
2-hydroxy-4-nitroformanilide
—— 3-(((4-chlorophenyl)imino)methyl)benzene-1,2-diol 152306-10-0 C13H10ClNO2
3-(((4-chlorophenyl)imino)methyl)benzene-1,2-diol
—— 3-[(4-bromo-phenylimino)-methyl]-benzene-1,2-diol 152306-09-7 C13H10BrNO2
3-[(4-bromo-phenylimino)-methyl]-benzene-1,2-diol
—— 2,3,6-trichloro-4-methyl-phenol 551-77-9 C7H5Cl3O
2,3,6-trichloro-4-methyl-phenol
—— 2-(2,4-Dinitro-benzenesulfonyl)-4-nitro-phenol 133827-00-6 C12H7N3O9S
2-(2,4-Dinitro-benzenesulfonyl)-4-nitro-phenol
—— 1-(2-hydroxyphenyl)-3,3-dimethyl-2-butanol 201139-83-5 C12H18O2
1-(2-hydroxyphenyl)-3,3-dimethyl-2-butanol
—— 2-Trimethylsilylethyl 4-(4-hydroxyphenoxy)butanoate 202126-60-1 C15H24O4Si
2-Trimethylsilylethyl 4-(4-hydroxyphenoxy)butanoate
—— 6-chloro-2-pentylphenol 88951-32-0 C11H15ClO
6-chloro-2-pentylphenol
—— 2-((E)-((E)-3-(4-(dimethylamino)phenyl)allylidene)amino)-5-nitrophenol 1187781-19-6 C17H17N3O3
2-((E)-((E)-3-(4-(dimethylamino)phenyl)allylidene)amino)-5-nitrophenol
—— 4-(2-azepan-4-ylethoxy)phenol 861930-48-5 C14H21NO2
4-(2-azepan-4-ylethoxy)phenol
—— 4-(2-(pyrrolidin-1-yl)ethoxy)phenol 23877-68-1 C12H17NO2
4-(2-(pyrrolidin-1-yl)ethoxy)phenol
—— (3-hydroxy-4-nitrophenyl)(3-methoxyazetidin-1-yl)methanone 1578484-81-7 C11H12N2O5
(3-hydroxy-4-nitrophenyl)(3-methoxyazetidin-1-yl)methanone
—— 4,5-dimethyl-3-nitro-pyrocatechol 859066-26-5 C8H9NO4
4,5-dimethyl-3-nitro-pyrocatechol
—— 3-(methylsulfonyl)-5-nitrophenol 1335140-51-6 C7H7NO5S
3-(methylsulfonyl)-5-nitrophenol
—— 4-(difluoromethoxy)-3-hydroxy-2-methoxy-benzaldehyde 883744-95-4 C9H8F2O4
4-(difluoromethoxy)-3-hydroxy-2-methoxy-benzaldehyde
—— 3-(3-Chloro-4-hydroxy-phenyl)-1-cyclopentyl-propan-1-one 749928-36-7 C14H17ClO2
3-(3-Chloro-4-hydroxy-phenyl)-1-cyclopentyl-propan-1-one
—— N-<2-(1-azabicyclo<3.3.0>octan-2-on-5-yl)ethyl>-4-hydroxy-2-nitroaniline 236111-77-6 C15H19N3O4
N-<2-(1-azabicyclo<3.3.0>octan-2-on-5-yl)ethyl>-4-hydroxy-2-nitroaniline
—— 2-(4-hydroxy-3-methoxyphenyl)-2-methoxyacetonitrile 1000180-41-5 C10H11NO3
2-(4-hydroxy-3-methoxyphenyl)-2-methoxyacetonitrile
—— 2,3,4,5-tetrabromophenol 4526-58-3 C6H2Br4O
2,3,4,5-tetrabromophenol