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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-hydroxyethyl)phenol 195257-74-0 C8H10O2
2-(1-hydroxyethyl)phenol
—— 2-ethyl-4-iodophenol 277324-67-1 C8H9IO
2-ethyl-4-iodophenol
—— 4-(2-(pyridin-2-yloxy)propoxy)phenol 142346-93-8 C14H15NO3
4-(2-(pyridin-2-yloxy)propoxy)phenol
—— 2-ethyl-6-nitrophenol 28177-67-5 C8H9NO3
2-ethyl-6-nitrophenol
—— 2-ethyl-6-allylphenol 3354-57-2 C11H14O
2-ethyl-6-allylphenol
—— 3-Butyl-4-chlorophenol 74098-40-1 C10H13ClO
3-Butyl-4-chlorophenol
—— 2-Nonylbenzene-1,3-diol 63264-82-4 C15H24O2
2-Nonylbenzene-1,3-diol
—— 2-(1-hydroxyethyl)phenol 156713-08-5 C8H10O2
2-(1-hydroxyethyl)phenol
—— 2-Ethyl-3,5-dimethyl-p-Chlorophenol 18980-12-6 C10H13ClO
2-Ethyl-3,5-dimethyl-p-Chlorophenol
—— N-2-(4-hydroxyphenoxy)ethoxypyrazole 142346-92-7 C11H12N2O3
N-2-(4-hydroxyphenoxy)ethoxypyrazole
—— 4,6-Dimethoxy-3-methyl-phenol 19676-66-5 C9H12O3
4,6-Dimethoxy-3-methyl-phenol
—— 2-(4-fluoro-1,6-dihydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetic acid 1265355-29-0 C9H8BFO5
2-(4-fluoro-1,6-dihydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetic acid
—— ethyl-2-(4-fluoro-1,6-dihydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate 1265359-39-4 C11H12BFO5
ethyl-2-(4-fluoro-1,6-dihydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-3-yl)acetate
—— 3-(3,5-dibromo-4-hydroxyphenyl)-2-thioxothiazolidin-4-one 1329121-13-2 C9H5Br2NO2S2
3-(3,5-dibromo-4-hydroxyphenyl)-2-thioxothiazolidin-4-one
—— 3-(2-hydroxy-phenyl)-2-thioxo-thiazolidin-4-one 102878-38-6 C9H7NO2S2
3-(2-hydroxy-phenyl)-2-thioxo-thiazolidin-4-one
—— 6-<<β-(3,4-dihydroxyphenyl)-β-hydroxyethyl>amino>-n-heptanoic acid —— C15H23NO5
6-<<β-(3,4-dihydroxyphenyl)-β-hydroxyethyl>amino>-n-heptanoic acid
—— bis[[2-hydroxy-5-nitrophenyl]methylene]carbonothioic dihydrazide 450341-60-3 C15H12N6O6S
bis[[2-hydroxy-5-nitrophenyl]methylene]carbonothioic dihydrazide
—— 4-hydroxyphenyl-bis(carboxymethylthio)methane 34914-21-1 C11H12O5S2
4-hydroxyphenyl-bis(carboxymethylthio)methane
—— 1,3-Bis[(3-hydroxyphenyl)methylideneamino]thiourea 6340-18-7 C15H14N4O2S
1,3-Bis[(3-hydroxyphenyl)methylideneamino]thiourea
—— 2-(1,1-Dioxo-2,3-dihydrothiophen-3-yl)phenol 210908-36-4 C10H10O3S
2-(1,1-Dioxo-2,3-dihydrothiophen-3-yl)phenol
—— Phenol, 4-[3-(trifluoromethyl)nonyl]- 141967-82-0 C16H23F3O
Phenol, 4-[3-(trifluoromethyl)nonyl]-
—— 1,5-bis(p-hydroxybenzaldene)thiocarbohydrazone 6970-40-7 C15H14N4O2S
1,5-bis(p-hydroxybenzaldene)thiocarbohydrazone
—— 4-ethyl-2-methoxy-5-methylphenol 120550-71-2 C10H14O2
4-ethyl-2-methoxy-5-methylphenol
—— E-acetic acid 2-acetoxy-4-[2-(2-phenylethanesulfinyl)vinyl]-phenyl ester 1609008-00-5 C16H16O3S
E-acetic acid 2-acetoxy-4-[2-(2-phenylethanesulfinyl)vinyl]-phenyl ester
—— (E)-4-[2-((2-phenylethyl)sulfonyl)vinyl]benzene-1,2-diol 1609007-92-2 C16H16O4S
(E)-4-[2-((2-phenylethyl)sulfonyl)vinyl]benzene-1,2-diol
—— TC8A-SO2 953814-17-0 C80H96O24S8
TC8A-SO2
—— (E)-2-(3-methoxy-4-hydroxystyryl)-3-methylbenzo[d]thiazole-3-iodide —— C17H16NO2S*I
(E)-2-(3-methoxy-4-hydroxystyryl)-3-methylbenzo[d]thiazole-3-iodide
—— 4-ethyl-4-(5-fluoro-3-hydroxyphenyl)-2,2-dimethyl-1,3-dioxolane 131340-68-6 C13H17FO3
4-ethyl-4-(5-fluoro-3-hydroxyphenyl)-2,2-dimethyl-1,3-dioxolane
—— 4-<18F>fluorophenol 169518-65-4 C6H5FO
4-<18F>fluorophenol
—— 7-bromo-1-(3-hydroxyphenyl)heptane 40627-45-0 C13H19BrO
7-bromo-1-(3-hydroxyphenyl)heptane
—— cyclic-S,S,S,S-tert-butylphenolcalixl[4,4]urene 1266201-06-2 C60H80N8O4S4
cyclic-S,S,S,S-tert-butylphenolcalixl[4,4]urene
—— 5-(4-Hydroxyphenoxy)oxan-2-one 73850-26-7 C11H12O4
5-(4-Hydroxyphenoxy)oxan-2-one
—— 4-(Oxan-3-yloxy)phenol 73857-11-1 C11H14O3
4-(Oxan-3-yloxy)phenol
—— 4-(8-methoxyoctyl)phenol 93205-93-7 C15H24O2
4-(8-methoxyoctyl)phenol
—— 2-(3'-hydroxyphenyl)-2,4,5-trimethyl-1,3-dioxolane 61920-02-3 C12H16O3
2-(3'-hydroxyphenyl)-2,4,5-trimethyl-1,3-dioxolane
—— 4-(2-cyclohexen-1-yl)phenol 40141-05-7 C12H14O
4-(2-cyclohexen-1-yl)phenol
—— (3S)-4-(2-bromo-5-hydroxy-4-methoxyphenyl)-3-methoxycarbonylbutanoic acid 193679-29-7 C13H15BrO6
(3S)-4-(2-bromo-5-hydroxy-4-methoxyphenyl)-3-methoxycarbonylbutanoic acid
—— 3-methoxycarbonyl-4-(4-hydroxy-3-methoxyphenyl)butanoic acid 111194-04-8 C13H16O6
3-methoxycarbonyl-4-(4-hydroxy-3-methoxyphenyl)butanoic acid
—— (3S)-4-(3-hydroxy-4-methoxyphenyl)-3-methoxycarbonylbutanoic acid 193679-43-5 C13H16O6
(3S)-4-(3-hydroxy-4-methoxyphenyl)-3-methoxycarbonylbutanoic acid
—— Citreovirenone 103955-68-6 C14H16O4
Citreovirenone
—— 4-(2,2-difluorovinyl)phenol 168021-76-9 C8H6F2O
4-(2,2-difluorovinyl)phenol
—— 2-(diphenylphosphinomethyl)-4-methylphenol 75637-70-6 C20H19OP
2-(diphenylphosphinomethyl)-4-methylphenol
—— 6-[2-[2-[3-(4-(2-Isobutoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethyl]benzimidazol-5-yl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone 133154-84-4 C29H39N5O4
6-[2-[2-[3-(4-(2-Isobutoxy-ethyl)phenoxy)-2-hydroxypropylamino]ethyl]benzimidazol-5-yl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone
—— 4-hydroxy-2-methoxy-5-thien-2-yl-benzaldehyde 552845-89-3 C12H10O3S
4-hydroxy-2-methoxy-5-thien-2-yl-benzaldehyde
—— 1-[4-(2-isobutoxy-ethyl)phenoxy]-2,3-epoxypropane 108494-98-0 C15H22O3
1-[4-(2-isobutoxy-ethyl)phenoxy]-2,3-epoxypropane
—— p-tert-butyltetrahomo-dioxacalix[6]arene 331433-51-3 C68H88O8
p-tert-butyltetrahomo-dioxacalix[6]arene
—— 2-Ethyl-phloroglucin-1-monomethylether 83436-29-7 C9H12O3
2-Ethyl-phloroglucin-1-monomethylether
—— 2-Ethylamino-3-nitro-phenol 915407-25-9 C8H10N2O3
2-Ethylamino-3-nitro-phenol
—— N-(2-hydroxy-6-nitrophenyl)acetamide 59820-29-0 C8H8N2O4
N-(2-hydroxy-6-nitrophenyl)acetamide
—— 4-[2-(Dimethylamino)ethyl]-5-iodobenzene-1,2-diol 139729-76-3 C10H14INO2
4-[2-(Dimethylamino)ethyl]-5-iodobenzene-1,2-diol