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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
—— (5S,13S)-19-ethynyl-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-trien-21-ol 864920-05-8 C30H32O6
(5S,13S)-19-ethynyl-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-trien-21-ol
—— 4-(2-{4-[3-(4-Fluoro-phenyl)-propyl]-piperazin-1-yl}-ethyl)-2-methoxy-phenol 652159-28-9 C22H29FN2O2
4-(2-{4-[3-(4-Fluoro-phenyl)-propyl]-piperazin-1-yl}-ethyl)-2-methoxy-phenol
—— 2-(2-bromo-4,5-dimethoxyphenyl)-1-<(methylsulfonyl)oxy>ethane 149759-82-0 C11H15BrO5S
2-(2-bromo-4,5-dimethoxyphenyl)-1-<(methylsulfonyl)oxy>ethane
—— 2-(2-hydroxyphenyl)-4-methyl-1,3-dioxolane 6988-22-3 C10H12O3
2-(2-hydroxyphenyl)-4-methyl-1,3-dioxolane
—— methyl 2-(5-hydroxy-2-methoxyphenyl)acetate 628330-32-5 C10H12O4
methyl 2-(5-hydroxy-2-methoxyphenyl)acetate
—— 2,5-difluoro-4-hydroxy-3-methoxybenzyl cyanide 138491-20-0 C9H7F2NO2
2,5-difluoro-4-hydroxy-3-methoxybenzyl cyanide
—— 2-(2-isothiocyanatoethyl)phenol 60114-05-8 C9H9NOS
2-(2-isothiocyanatoethyl)phenol
—— 6-Chlor-2,4-dinitro-resorcin 5832-73-5 C6H3ClN2O6
6-Chlor-2,4-dinitro-resorcin
—— 2,2,2-trifluoro-N-(2-hydroxy-3-methoxyphenyl)acetamide 1365269-20-0 C9H8F3NO3
2,2,2-trifluoro-N-(2-hydroxy-3-methoxyphenyl)acetamide
—— 2-chloro-N-(2-hydroxy-3-methoxyphenyl)-acetamide 888731-91-7 C9H10ClNO3
2-chloro-N-(2-hydroxy-3-methoxyphenyl)-acetamide
—— 4-(2-(phenylamino)ethoxy)phenol 1431659-31-2 C14H15NO2
4-(2-(phenylamino)ethoxy)phenol
—— (1S,1'S)-N-(1'-phenylethyl)-1-(2''-hydroxy-3'',4''-dimethoxyphenyl)ethylamine 122078-25-5 C18H23NO3
(1S,1'S)-N-(1'-phenylethyl)-1-(2''-hydroxy-3'',4''-dimethoxyphenyl)ethylamine
—— 2-<2-Hydroxy-phenyl>-4-methyl-thiazolin-Δ<sup>3</sup> 90921-61-2 C10H11NOS
2-<2-Hydroxy-phenyl>-4-methyl-thiazolin-Δ<sup>3</sup>
—— N-(2-Hydroxy-4-methoxy-benzyl)-2,2-dimethyl-propionamide 120226-53-1 C13H19NO3
N-(2-Hydroxy-4-methoxy-benzyl)-2,2-dimethyl-propionamide
—— N-propyl-2-chlorodopamine 102851-73-0 C11H16ClNO2
N-propyl-2-chlorodopamine
—— N-ethyl-2-chlorodopamine 102851-72-9 C10H14ClNO2
N-ethyl-2-chlorodopamine
—— N-(2-Hydroxy-3-methoxy-benzyl)-2,2-dimethyl-propionamide 120226-46-2 C13H19NO3
N-(2-Hydroxy-3-methoxy-benzyl)-2,2-dimethyl-propionamide
—— ethyl-3,5-dimethoxy-4-hydroxymandelate 656837-43-3 C12H16O6
ethyl-3,5-dimethoxy-4-hydroxymandelate
—— 1,3-Dimethylpiperidine; 2,4,6-trinitrophenol 16780-02-2 C13H18N4O7
1,3-Dimethylpiperidine; 2,4,6-trinitrophenol
—— (E)-4-(4-hydroxy-3-methoxyphenyl)butan-2-one oxime —— C11H15NO3
(E)-4-(4-hydroxy-3-methoxyphenyl)butan-2-one oxime
—— 2-(1-(5-(4-methoxyphenyl)-1,3,4-thiadiazol-2-yl)-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-4-methylphenol 1428638-19-0 C25H22N4O2S
2-(1-(5-(4-methoxyphenyl)-1,3,4-thiadiazol-2-yl)-5-phenyl-4,5-dihydro-1H-pyrazol-3-yl)-4-methylphenol
—— 1-(1-Chloropropan-2-yl)-2-methylazepane;2,4,6-trinitrophenol 7468-70-4 C16H23ClN4O7
1-(1-Chloropropan-2-yl)-2-methylazepane;2,4,6-trinitrophenol
—— 4-ethoxypropylphenol 117694-89-0 C11H16O2
4-ethoxypropylphenol
—— 2-(4-Bromo-2-hydroxy-phenyl)-2-hydroxy-propionic acid ethyl ester 89666-20-6 C11H13BrO4
2-(4-Bromo-2-hydroxy-phenyl)-2-hydroxy-propionic acid ethyl ester
—— 2-Hydroxy-2-(2-hydroxy-5-methyl-phenyl)-propionic acid ethyl ester 89666-13-7 C12H16O4
2-Hydroxy-2-(2-hydroxy-5-methyl-phenyl)-propionic acid ethyl ester
—— Ethyl α-(2-hydroxy-4-methylphenyl)-lactate 89666-07-9 C12H16O4
Ethyl α-(2-hydroxy-4-methylphenyl)-lactate
—— 2-(3-Chloro-2-hydroxy-phenyl)-2-hydroxy-propionic acid ethyl ester 89666-21-7 C11H13ClO4
2-(3-Chloro-2-hydroxy-phenyl)-2-hydroxy-propionic acid ethyl ester
—— N-[3-(2-hydroxyphenyl)propyl]methanesulfonamide 1261033-20-8 C10H15NO3S
N-[3-(2-hydroxyphenyl)propyl]methanesulfonamide
—— 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-diol 253604-40-9 C13H19BO4
2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene-1,3-diol
—— 2-bromo-4-hydroxy-5,6-dimethoxy-isophthalaldehyde 7505-82-0 C10H9BrO5
2-bromo-4-hydroxy-5,6-dimethoxy-isophthalaldehyde
—— 2,3-dihydroxyacetanilide 93525-21-4 C8H9NO3
2,3-dihydroxyacetanilide
—— 1-((2,4-dihydroxybenzylidene)amino)imidazolidine-2,4-dione 49622-72-2 C10H9N3O4
1-((2,4-dihydroxybenzylidene)amino)imidazolidine-2,4-dione
—— 6,9-Diazoniadispiro[5.2.79.26]octadecane;2,4,6-trinitrophenol 7468-20-4 C22H35N5O7+2
6,9-Diazoniadispiro[5.2.79.26]octadecane;2,4,6-trinitrophenol
—— 3-[Ethyl(2-hydroxyethyl)amino]propan-1-ol;2,4,6-trinitrophenol 7500-33-6 C13H20N4O9
3-[Ethyl(2-hydroxyethyl)amino]propan-1-ol;2,4,6-trinitrophenol
—— chloropupukeanolide E 1287228-17-4 C32H33ClO11
chloropupukeanolide E
—— 2-(2,4-Dihydroxy-phenyl)-2-hydroxy-propionic acid ethyl ester 88112-00-9 C11H14O5
2-(2,4-Dihydroxy-phenyl)-2-hydroxy-propionic acid ethyl ester
—— 4-Hydroxy-3-methoxy-(1-aethylmercapto-aethyl)-benzol 7478-92-4 C11H16O2S
4-Hydroxy-3-methoxy-(1-aethylmercapto-aethyl)-benzol
—— [N-(2-hydroxy-4-nitro)phenyl]malonamic acid 252189-12-1 C9H8N2O6
[N-(2-hydroxy-4-nitro)phenyl]malonamic acid
—— 3-Hydroxy-benzosuberan-ol-(5) 7507-96-2 C11H14O2
3-Hydroxy-benzosuberan-ol-(5)
—— 2,6-Bis[(benzylamino)methyl]benzene-1,4-diol 7463-05-0 C22H24N2O2
2,6-Bis[(benzylamino)methyl]benzene-1,4-diol
—— 2,3-Bis-(benzylamino-methyl)-hydrochinon 7462-44-4 C22H24N2O2
2,3-Bis-(benzylamino-methyl)-hydrochinon
—— 2-[1-(4-Hydroxy-3-methoxyphenyl)ethylsulfanyl]acetic acid 7478-94-6 C11H14O4S
2-[1-(4-Hydroxy-3-methoxyphenyl)ethylsulfanyl]acetic acid
—— 1-(1-Cyano-1-phenyl-2-propoxyethyl)-1-methylurea;2,4,6-trinitrophenol 7404-10-6 C20H22N6O9
1-(1-Cyano-1-phenyl-2-propoxyethyl)-1-methylurea;2,4,6-trinitrophenol
—— 5-(3-Bromo-4-hydroxy-5-methoxyphenyl)pentanoic acid 7508-03-4 C12H15BrO4
5-(3-Bromo-4-hydroxy-5-methoxyphenyl)pentanoic acid
—— 1,3-Bis-(o-hydroxyphenyl)-tetramethyldisiloxan 37480-91-4 C16H22O3Si2
1,3-Bis-(o-hydroxyphenyl)-tetramethyldisiloxan
—— 3-Fluoro-4-methylpyridine;2,4,6-trinitrophenol 320-80-9 C12H9FN4O7
3-Fluoro-4-methylpyridine;2,4,6-trinitrophenol
—— N-(5-aminopentyl)benzamide; 2,4,6-trinitrophenol 7476-78-0 C18H21N5O8
N-(5-aminopentyl)benzamide; 2,4,6-trinitrophenol
—— 3-chloro-N,N-dimethylcyclohexan-1-amine;2,4,6-trinitrophenol 7461-56-5 C14H19ClN4O7
3-chloro-N,N-dimethylcyclohexan-1-amine;2,4,6-trinitrophenol
—— 4-N,4-N-dimethylcyclohexane-1,4-diamine;2,4,6-trinitrophenol 7461-57-6 C14H21N5O7
4-N,4-N-dimethylcyclohexane-1,4-diamine;2,4,6-trinitrophenol
—— p-hydroxybenzyl(α-hydroxy)phosphonic acid 69796-30-1 C7H9O5P
p-hydroxybenzyl(α-hydroxy)phosphonic acid