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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
—— 3-chloro-4-methyl-2-nitro-phenol 112251-93-1 C7H6ClNO3
3-chloro-4-methyl-2-nitro-phenol
—— 4-methyl-2-((trimethylsilyl)ethynyl)phenol 183589-03-9 C12H16OSi
4-methyl-2-((trimethylsilyl)ethynyl)phenol
—— 2,6-dibromo-3,4,5-trimethylphenol 57825-70-4 C9H10Br2O
2,6-dibromo-3,4,5-trimethylphenol
—— yahazunol 69809-36-5 C21H32O3
yahazunol
—— 1-chloro-2-(4-hydroxyphenyl)propan-2-ol 98815-45-3 C9H11ClO2
1-chloro-2-(4-hydroxyphenyl)propan-2-ol
—— 2-(3-hydroxy-3-methyl)butyl-4-fluorophenol 353235-70-8 C11H15FO2
2-(3-hydroxy-3-methyl)butyl-4-fluorophenol
—— (Z)-6-(4-hydroxy-3-methoxyphenyl)-3-(selenophen-2-ylmethylene)indolin-2-one 1162189-83-4 C20H15NO3Se
(Z)-6-(4-hydroxy-3-methoxyphenyl)-3-(selenophen-2-ylmethylene)indolin-2-one
—— 2,4‐dibromo‐6‐[(4‐fluorobenzylimino)methyl]phenol 477848-41-2 C14H10Br2FNO
2,4‐dibromo‐6‐[(4‐fluorobenzylimino)methyl]phenol
—— (E)-3-(3-hydroxy-4-methoxybenzylidene)-6-methoxyindolin-2-one 1148119-15-6 C17H15NO4
(E)-3-(3-hydroxy-4-methoxybenzylidene)-6-methoxyindolin-2-one
—— (S)-DHTP —— C24H16O2
(S)-DHTP
—— 9,9-bis(4-hydroxyphenyl)-9-silafluorene 956904-39-5 C24H18O2Si
9,9-bis(4-hydroxyphenyl)-9-silafluorene
—— p-(2,2-dichloro-1-methylcyclopropyl)phenol 52178-68-4 C10H10Cl2O
p-(2,2-dichloro-1-methylcyclopropyl)phenol
—— (4aS,8aS)-N-(3-hydroxy-5-methoxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide 1619983-01-5 C22H31NO3
(4aS,8aS)-N-(3-hydroxy-5-methoxyphenyl)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxamide
—— (1S,2S,4aS,8aR)-1-[(3,5-dihydroxyphenyl)methyl]-5,5,8a-trimethyldecahydronaphthalene-2-carboxylic acid 1619983-67-3 C21H30O4
(1S,2S,4aS,8aR)-1-[(3,5-dihydroxyphenyl)methyl]-5,5,8a-trimethyldecahydronaphthalene-2-carboxylic acid
—— (1'R)-1'-(3-hydroxy-4-methoxyphenyl)ethane-1',2'-diol 213466-88-7 C9H12O4
(1'R)-1'-(3-hydroxy-4-methoxyphenyl)ethane-1',2'-diol
—— 2-hydroxy-<i>N</i>-methyl-thiobenzamide 7133-91-7 C8H9NOS
2-hydroxy-<i>N</i>-methyl-thiobenzamide
—— 5-{2-[(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]ethyl}benzene-1,3-diol 1619983-18-4 C22H34O2
5-{2-[(1S,2S,4aS,8aR)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl]ethyl}benzene-1,3-diol
—— 5-(4-fluorobenzyloxy)benzene-1,3-diol 1304772-13-1 C13H11FO3
5-(4-fluorobenzyloxy)benzene-1,3-diol
—— 2'-amino-6'-hydroxy-3',5'-dinitroacetanilide 88140-48-1 C8H8N4O6
2'-amino-6'-hydroxy-3',5'-dinitroacetanilide
—— (4S)-4-(3-chloro-4-hydroxy-phenyl)-5-(4-cyclohexylthiazol-2-yl)-6-ethyl-3,4-dihydro-1H-pyrimidin-2-one 1224735-92-5 C21H24ClN3O2S
(4S)-4-(3-chloro-4-hydroxy-phenyl)-5-(4-cyclohexylthiazol-2-yl)-6-ethyl-3,4-dihydro-1H-pyrimidin-2-one
—— (4S)-5-(4-cyclohexyl-1H-imidazol-2-yl)-6-ethyl-4-(3-fluoro-4-hydroxy-phenyl)-3,4-dihydro-1H-pyrimidin-2-one 1372148-90-7 C21H25FN4O2
(4S)-5-(4-cyclohexyl-1H-imidazol-2-yl)-6-ethyl-4-(3-fluoro-4-hydroxy-phenyl)-3,4-dihydro-1H-pyrimidin-2-one
—— 5-(2-chlorobenzyloxy)benzene-1,3-diol 1304772-15-3 C13H11ClO3
5-(2-chlorobenzyloxy)benzene-1,3-diol
—— 5-(3-chlorobenzyloxy)benzene-1,3-diol 1304772-17-5 C13H11ClO3
5-(3-chlorobenzyloxy)benzene-1,3-diol
—— 2,5-dibromo-4-nitro-phenol 76362-02-2 C6H3Br2NO3
2,5-dibromo-4-nitro-phenol
—— Methyl-(5-hydroxy-2.4-dimethyl-phenyl)-aether 81633-94-5 C9H12O2
Methyl-(5-hydroxy-2.4-dimethyl-phenyl)-aether
—— 5-tert-butyl-2-hydroxyl-3-nitro-benzonitrile 85943-76-6 C11H12N2O3
5-tert-butyl-2-hydroxyl-3-nitro-benzonitrile
—— (S)P[N(Me)N=CH-C6H4-o-OH]3 153687-84-4 C24H27N6O3PS
(S)P[N(Me)N=CH-C6H4-o-OH]3
—— 3-fluoro-2-(4-hydroxyphenyl)-1-oxaspiro[4.4]non-2-en-4-one 1341125-91-4 C14H13FO3
3-fluoro-2-(4-hydroxyphenyl)-1-oxaspiro[4.4]non-2-en-4-one
—— 3-chloro-2-(4-hydroxyphenyl)-1-oxaspiro[4.4]non-2-en-4-one 1341125-92-5 C14H13ClO3
3-chloro-2-(4-hydroxyphenyl)-1-oxaspiro[4.4]non-2-en-4-one
—— 2-(4-hydroxyphenyl)-4-oxo-1-oxaspiro[4.4]non-2-ene-3-carboxylic acid amide 1341125-96-9 C15H15NO4
2-(4-hydroxyphenyl)-4-oxo-1-oxaspiro[4.4]non-2-ene-3-carboxylic acid amide
—— 3-bromo-2-(4-hydroxyphenyl)-1-oxaspiro[4.4]non-2-en-4-one 1341125-93-6 C14H13BrO3
3-bromo-2-(4-hydroxyphenyl)-1-oxaspiro[4.4]non-2-en-4-one
—— 2-(4-hydroxyphenyl)-4-oxo-1-oxaspiro[4.4]non-2-ene-3-carbonitrile 1341125-95-8 C15H13NO3
2-(4-hydroxyphenyl)-4-oxo-1-oxaspiro[4.4]non-2-ene-3-carbonitrile
—— 2-(4-hydroxyphenyl)-3-iodo-1-oxaspiro[4.4]non-2-en-4-one 1341125-94-7 C14H13IO3
2-(4-hydroxyphenyl)-3-iodo-1-oxaspiro[4.4]non-2-en-4-one
—— 2-(4-hydroxyphenyl)-1-oxaspiro[4.4]non-2-en-4-one 1341224-10-9 C14H14O3
2-(4-hydroxyphenyl)-1-oxaspiro[4.4]non-2-en-4-one
—— 1,4-bis-(4-hydroxy-trityl)-benzene 58462-03-6 C44H34O2
1,4-bis-(4-hydroxy-trityl)-benzene
—— 2-((E)-prop-1-enyl)-6-methylphenol 927822-08-0 C10H12O
2-((E)-prop-1-enyl)-6-methylphenol
—— 2-chloro-6-nitro-4-(trifluoromethyl)phenol 69741-64-6 C7H3ClF3NO3
2-chloro-6-nitro-4-(trifluoromethyl)phenol
—— 1-carbothioamide-4,5-dihydro-3-methyl-5-(4-hydroxyphenyl)-1H-pyrazole 1107065-12-2 C11H13N3OS
1-carbothioamide-4,5-dihydro-3-methyl-5-(4-hydroxyphenyl)-1H-pyrazole
—— N-benzyl-5-(4-hydroxyphenyl)-3-methyl-4,5-dihydropyrazole-1-carbothioamide 1107065-25-7 C18H19N3OS
N-benzyl-5-(4-hydroxyphenyl)-3-methyl-4,5-dihydropyrazole-1-carbothioamide
—— 2,5-Dibutyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 1289448-16-3 C20H33BO3
2,5-Dibutyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
—— (1R,2'S)-1-(1'-Boc-2'-pyrrolidinyl)-2-(o,p-dihydroxyphenoxy)ethyl mesylate 1338384-86-3 C18H27NO8S
(1R,2'S)-1-(1'-Boc-2'-pyrrolidinyl)-2-(o,p-dihydroxyphenoxy)ethyl mesylate
—— (1R,2'R)-1-(1'-Boc-2'-pyrrolidinyl)-2-(o,p-dihydroxyphenoxy)ethyl mesylate 1338384-84-1 C18H27NO8S
(1R,2'R)-1-(1'-Boc-2'-pyrrolidinyl)-2-(o,p-dihydroxyphenoxy)ethyl mesylate
—— (1S,2'S)-1-(1'-Boc-2'-pyrrolidinyl)-2-(o,p-dihydroxyphenoxy)ethyl mesylate 1338384-87-4 C18H27NO8S
(1S,2'S)-1-(1'-Boc-2'-pyrrolidinyl)-2-(o,p-dihydroxyphenoxy)ethyl mesylate
—— (3E,5E)-3-(4-hydroxy-3-methoxybenzylidene)-5-[(1H-indol-3-yl)methylene]-1-methylpiperidin-4-one 1370032-21-5 C23H22N2O3
(3E,5E)-3-(4-hydroxy-3-methoxybenzylidene)-5-[(1H-indol-3-yl)methylene]-1-methylpiperidin-4-one
—— <i>N</i><sup>2</sup>,<i>N</i><sup>4</sup>-disalicyloyl-formohydrazidine 98307-51-8 C15H14N4O4
<i>N</i><sup>2</sup>,<i>N</i><sup>4</sup>-disalicyloyl-formohydrazidine
—— 4,5-Dihydroxybenzocyclobutene 4082-31-9 C8H8O2
4,5-Dihydroxybenzocyclobutene
—— 2-(3-isopropenyl-4,5-dimethoxyphenyl)ethanol 181016-79-5 C13H18O3
2-(3-isopropenyl-4,5-dimethoxyphenyl)ethanol
—— 2-(3-isopropyl-4,5-dimethoxyphenyl)ethanol 181016-80-8 C13H20O3
2-(3-isopropyl-4,5-dimethoxyphenyl)ethanol
—— 3-Anisyl-5-(2-hydroxy-5-methylphenyl)-Δ<sup>2</sup>-pyrazoline 107095-35-2 C17H18N2O2
3-Anisyl-5-(2-hydroxy-5-methylphenyl)-Δ<sup>2</sup>-pyrazoline
—— ardisiaquinone F 99621-86-0 C30H42O6
ardisiaquinone F