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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-amino-6-(4-cyano-phenyl)-2-(2-hydroxy-3-methoxy-phenyl)-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester 59624-00-9 C22H23N3O4
4-amino-6-(4-cyano-phenyl)-2-(2-hydroxy-3-methoxy-phenyl)-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester
—— 2,2,2-trichloro-1-(2,4-dihydroxy-phenyl)-ethanol 72422-57-2 C8H7Cl3O3
2,2,2-trichloro-1-(2,4-dihydroxy-phenyl)-ethanol
—— 4-amino-6-(2,4-dichloro-phenyl)-2-(2-hydroxy-3-methoxy-phenyl)-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester 59624-01-0 C21H22Cl2N2O4
4-amino-6-(2,4-dichloro-phenyl)-2-(2-hydroxy-3-methoxy-phenyl)-1,2,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester
—— 3-(5-Bromo-5-nitro-1,3-dioxan-2-yl)phenol 60766-60-1 C10H10BrNO5
3-(5-Bromo-5-nitro-1,3-dioxan-2-yl)phenol
—— 2-amino-6-(2-hydroxy-4-methoxy-phenyl)-5,6-dihydro-3<i>H</i>-pyrimidin-4-one 68845-92-1 C11H13N3O3
2-amino-6-(2-hydroxy-4-methoxy-phenyl)-5,6-dihydro-3<i>H</i>-pyrimidin-4-one
—— 4-(2-Hydroxyphenyl)-2-amino-6-oxo-tetrahydro-3,4,5,6-pyrimidin 68845-87-4 C10H11N3O2
4-(2-Hydroxyphenyl)-2-amino-6-oxo-tetrahydro-3,4,5,6-pyrimidin
—— Methyl-4-hydroxy-2-methoxydithiobenzoat 62070-80-8 C9H10O2S2
Methyl-4-hydroxy-2-methoxydithiobenzoat
—— 2-amino-6-(2-hydroxy-5-methyl-phenyl)-5,6-dihydro-3<i>H</i>-pyrimidin-4-one 68845-89-6 C11H13N3O2
2-amino-6-(2-hydroxy-5-methyl-phenyl)-5,6-dihydro-3<i>H</i>-pyrimidin-4-one
—— (4-benzyl-2-(2-hydroxyphenyl)-4H-1,3,4-oxadiazin-5(6H)-one) 53995-36-1 C16H14N2O3
(4-benzyl-2-(2-hydroxyphenyl)-4H-1,3,4-oxadiazin-5(6H)-one)
—— 4-(2-Chloroethyl)-2-(2-hydroxyphenyl)-4H-1,3,4-oxadiazin-5(6H)-one 53995-34-9 C11H11ClN2O3
4-(2-Chloroethyl)-2-(2-hydroxyphenyl)-4H-1,3,4-oxadiazin-5(6H)-one
—— 1-Acetyl-3-(3-hydroxy-4-methoxy-5-methyl-benzyl)-piperazine-2,5-dione 628718-90-1 C15H18N2O5
1-Acetyl-3-(3-hydroxy-4-methoxy-5-methyl-benzyl)-piperazine-2,5-dione
—— 4-(3,3-dimethylbutynyl)phenol 184031-04-7 C12H14O
4-(3,3-dimethylbutynyl)phenol
—— 3-[Hydroxy-(10-oxo-10H-9-oxa-10λ<sup>5</sup>-phospha-phenanthren-10-yl)-methyl]-phenol 130444-43-8 C19H15O4P
3-[Hydroxy-(10-oxo-10H-9-oxa-10λ<sup>5</sup>-phospha-phenanthren-10-yl)-methyl]-phenol
—— 2,6,2',6',2'',6''-hexamethyl-4,4',4''-[1,3,5]triazine-2,4,6-triyl-tris-phenol 38013-14-8 C27H27N3O3
2,6,2',6',2'',6''-hexamethyl-4,4',4''-[1,3,5]triazine-2,4,6-triyl-tris-phenol
—— 2-[Hydroxy-(10-oxo-10H-9-oxa-10λ<sup>5</sup>-phospha-phenanthren-10-yl)-methyl]-phenol 130444-42-7 C19H15O4P
2-[Hydroxy-(10-oxo-10H-9-oxa-10λ<sup>5</sup>-phospha-phenanthren-10-yl)-methyl]-phenol
—— 2,5-Bis<(2-oxo-cyclooctyl)methyl>hydrochinon 66714-90-7 C24H34O4
2,5-Bis<(2-oxo-cyclooctyl)methyl>hydrochinon
—— 2,5-Bis<(2-oxo-cycloheptyl)methyl>hydrochinon 66714-89-4 C22H30O4
2,5-Bis<(2-oxo-cycloheptyl)methyl>hydrochinon
—— N-(tri-isopropylsilyloxycarbonyl)-2-(4-hydroxy-3-methoxyphenyl)-4,5-(methylenedioxy)benzylamine 438036-73-8 C25H35NO6Si
N-(tri-isopropylsilyloxycarbonyl)-2-(4-hydroxy-3-methoxyphenyl)-4,5-(methylenedioxy)benzylamine
—— vanillidene-o-toluidine 59675-15-9 C15H15NO2
vanillidene-o-toluidine
—— 2,5-Bis<(2-oxo-cyclododecyl)methyl>hydrochinon 66714-91-8 C32H50O4
2,5-Bis<(2-oxo-cyclododecyl)methyl>hydrochinon
—— 6-Methylimidazo[2,1-b][1,3]thiazole;2,4,6-trinitrophenol 3956-51-2 C12H9N5O7S
6-Methylimidazo[2,1-b][1,3]thiazole;2,4,6-trinitrophenol
—— 4-fluoro-2-(diisopropylphosphanyl)phenol 264259-03-2 C12H18FOP
4-fluoro-2-(diisopropylphosphanyl)phenol
—— tetrahydro-4-(2-hydroxyphenyl)-3,6-dimethyl-2H-1,3-oxazin-2-one 75208-74-1 C12H15NO3
tetrahydro-4-(2-hydroxyphenyl)-3,6-dimethyl-2H-1,3-oxazin-2-one
—— 2-fluoro-3-iodophenol 897957-00-5 C6H4FIO
2-fluoro-3-iodophenol
—— 1-Nitroso-5-(2-hydroxy-phenyl)-3-pyrazolidon 24534-99-4 C9H9N3O3
1-Nitroso-5-(2-hydroxy-phenyl)-3-pyrazolidon
—— 4-[5-(3-Aminophenyl)-1,3,4-thiadiazol-2-yl]benzene-1,3-diol 1430092-78-6 C14H11N3O2S
4-[5-(3-Aminophenyl)-1,3,4-thiadiazol-2-yl]benzene-1,3-diol
—— 5-Chloro-2-hydroxy-3-methylbenzonitrile 1210749-61-3 C8H6ClNO
5-Chloro-2-hydroxy-3-methylbenzonitrile
—— 2-hydroxy-3-nitro-benzenesulfonyl chloride 928196-54-7 C6H4ClNO5S
2-hydroxy-3-nitro-benzenesulfonyl chloride
—— 4-(1,3-Dioxolan-2-yl)-2,6-dimethoxyphenol 33837-92-2 C11H14O5
4-(1,3-Dioxolan-2-yl)-2,6-dimethoxyphenol
—— (5S,13S)-5,13-diphenyl-19-(2-trimethylsilylethynyl)-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-trien-21-ol 864920-04-7 C33H40O6Si
(5S,13S)-5,13-diphenyl-19-(2-trimethylsilylethynyl)-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-trien-21-ol
—— (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