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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
—— (-)-pseudoheliotridane picrate 109338-44-5 C6H3N3O7*C8H15N
(-)-pseudoheliotridane picrate
—— (1R)-1-(3-hydroxyphenyl)-2-<(ethylcarbamoyl)amino>ethanol 110193-48-1 C12H18N2O3
(1R)-1-(3-hydroxyphenyl)-2-<(ethylcarbamoyl)amino>ethanol
—— 4-methyl-2,6-bis-pyridiniomethyl-phenol, dichloride 96385-96-5 C19H20N2O*2Cl
4-methyl-2,6-bis-pyridiniomethyl-phenol, dichloride
—— dibutyl [(4-hydroxyphenyl)(6-methoxybenzo[d]thiazol-2-ylamino)methyl]phosphonate 1333496-57-3 C23H31N2O5PS
dibutyl [(4-hydroxyphenyl)(6-methoxybenzo[d]thiazol-2-ylamino)methyl]phosphonate
—— 10550-66-0 C20H26O6
—— 30560-50-0 C6H3N3O7*C14H22N2S
—— 3,4-dihydroxyhydrocinnamic acid chloride 119735-35-2 C9H9ClO3
3,4-dihydroxyhydrocinnamic acid chloride
—— 4-(1-hydroxy-2-(2-methoxy-4-vinylphenoxy)ethyl)-2-methoxyphenol 1337992-51-4 C18H20O5
4-(1-hydroxy-2-(2-methoxy-4-vinylphenoxy)ethyl)-2-methoxyphenol
—— (Z)-(2-hydroxy-3-methoxy-4-methylphenyl)but-2-en-1-ol 913300-19-3 C12H16O3
(Z)-(2-hydroxy-3-methoxy-4-methylphenyl)but-2-en-1-ol
—— 4-[2-[2-(3,4-dimethoxyphenyl)ethylamino]-1-hydroxyethyl]-2-methoxyphenol 87081-64-9 C19H25NO5
4-[2-[2-(3,4-dimethoxyphenyl)ethylamino]-1-hydroxyethyl]-2-methoxyphenol
—— 4-bromo-2-(5-phenyl-isoxazol-3-yl)-naphthalen-1-ol 22812-28-8 C19H12BrNO2
4-bromo-2-(5-phenyl-isoxazol-3-yl)-naphthalen-1-ol
—— 2-(5-Cyclohexylamino-[1,3,4]thiadiazol-2-yl)-phenol 35213-14-0 C14H17N3OS
2-(5-Cyclohexylamino-[1,3,4]thiadiazol-2-yl)-phenol
—— 2-[(2-methylenecyclopentyl)methyl]phenol 1353093-30-7 C13H16O
2-[(2-methylenecyclopentyl)methyl]phenol
—— 7-tert-Butyl-4,4-dimethyl-2-oxo-3,4-dihydro-2H-2λ<sup>4</sup>-benzo[e][1,2]oxathiin-6-ol 31594-59-9 C14H20O3S
7-tert-Butyl-4,4-dimethyl-2-oxo-3,4-dihydro-2H-2λ<sup>4</sup>-benzo[e][1,2]oxathiin-6-ol
—— 4-fluorophenol-2,6-d<sub>2</sub> 25419-16-3 C6H5FO
4-fluorophenol-2,6-d<sub>2</sub>
—— vinyl dihydroferulate 1456513-18-0 C12H14O4
vinyl dihydroferulate
—— 3-(2'-hydroxy-4',5'-dimethylphenyl)-5,5-dimethyl-2-pyrazoline 107536-44-7 C13H18N2O
3-(2'-hydroxy-4',5'-dimethylphenyl)-5,5-dimethyl-2-pyrazoline
—— N-propyl-N-benzyl-3-(3,4-dihydroxyphenyl)propanamide 1342283-63-9 C19H23NO3
N-propyl-N-benzyl-3-(3,4-dihydroxyphenyl)propanamide
—— 3,3,3-trichloro-2-(4-hydroxy-3-methoxybenzylidene)-4-((4-hydroxy-3-methoxybenzylidene)amino)-1,2l4,4,3l5-triazastibolidin-5-one 100327-63-7 C17H18Cl3N4O5Sb
3,3,3-trichloro-2-(4-hydroxy-3-methoxybenzylidene)-4-((4-hydroxy-3-methoxybenzylidene)amino)-1,2l4,4,3l5-triazastibolidin-5-one
—— 4-methylcyclohexyl hydroquinone 121259-85-6 C13H18O2
4-methylcyclohexyl hydroquinone
—— 5-bromo-2-hydroxyacetophenone succinyldihydrazone 900812-76-2 C20H20Br2N4O4
5-bromo-2-hydroxyacetophenone succinyldihydrazone
—— 5-bromo-2-hydroxyacetophenone malonyldihydrazone 900812-75-1 C19H18Br2N4O4
5-bromo-2-hydroxyacetophenone malonyldihydrazone
—— N-propyl-N-(3,5-dimethoxy-4-hydroxybenzyl)-3-(3,4-dihydroxyphenyl)propanamide 1342283-90-2 C21H27NO6
N-propyl-N-(3,5-dimethoxy-4-hydroxybenzyl)-3-(3,4-dihydroxyphenyl)propanamide
—— β-Amino-β-(2-hydroxy-5-nitrophenyl)propionsaeuremethylester 32906-14-2 C10H12N2O5
β-Amino-β-(2-hydroxy-5-nitrophenyl)propionsaeuremethylester
—— kukoamine B sulfate 1375179-93-3 C28H42N4O6*H2O4S
kukoamine B sulfate
—— {PtCl2(3-(2'-hydroxy-3',4',5'-trimethoxyphenyl)-5,5-dimethyl-2-pyrazoline)} 117063-63-5 C14H20Cl2N2O4Pt
{PtCl2(3-(2'-hydroxy-3',4',5'-trimethoxyphenyl)-5,5-dimethyl-2-pyrazoline)}
—— (E)-4-(4-Hydroxy-3-methoxy-phenyl)-but-2-enoyl chloride 76969-22-7 C11H11ClO3
(E)-4-(4-Hydroxy-3-methoxy-phenyl)-but-2-enoyl chloride
—— N-propyl-N-(4-hydroxybenzyl)-3-(3,4-dihydroxyphenyl)propanamide 1342283-71-9 C19H23NO4
N-propyl-N-(4-hydroxybenzyl)-3-(3,4-dihydroxyphenyl)propanamide
—— 2-Methoxy-6-{[(E)-5-pyridin-4-yl-[1,3,4]oxadiazol-2-ylimino]-methyl}-phenol 117616-43-0 C15H12N4O3
2-Methoxy-6-{[(E)-5-pyridin-4-yl-[1,3,4]oxadiazol-2-ylimino]-methyl}-phenol
—— 95141-97-2 C11H14N2O4
—— 3-bromo-5,3',5'-trinitro-biphenyl-2,2'-diol 854234-42-7 C12H6BrN3O8
3-bromo-5,3',5'-trinitro-biphenyl-2,2'-diol
—— Acetic acid 2-(3-benzyloxy-4-methoxy-phenyl)-ethyl ester 945531-28-2 C18H20O4
Acetic acid 2-(3-benzyloxy-4-methoxy-phenyl)-ethyl ester
—— (3,5,6-trimethylpyrazin-2-yl)methyl (2R)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 1339946-94-9 C17H20N2O5
(3,5,6-trimethylpyrazin-2-yl)methyl (2R)-3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate
—— (2-hydroxy-5-nitrophenyl)(pyrrolidin-1-yl)methanethione 1416081-55-4 C11H12N2O3S
(2-hydroxy-5-nitrophenyl)(pyrrolidin-1-yl)methanethione
—— 2,6,2',6',2'',6''-Hexamethylaurin 29237-06-7 C25H26O3
2,6,2',6',2'',6''-Hexamethylaurin
—— 2-(1-(2-aminoethylimino)ethyl)phenol 433940-66-0 C10H14N2O
2-(1-(2-aminoethylimino)ethyl)phenol
—— benzo-21-crown-7.uronium picrate 109784-11-4 CH4N2O*C6H3N3O7*C18H28O7
benzo-21-crown-7.uronium picrate
—— 2-[hydroxy-(pyridin-2-ylamino)methyl]phenol 99216-99-6 C12H12N2O2
2-[hydroxy-(pyridin-2-ylamino)methyl]phenol
—— (E)-4-(((5-phenyl-1,3,4-oxadiazol-2-yl) imino) methyl)phenol 90964-46-8 C15H11N3O2
(E)-4-(((5-phenyl-1,3,4-oxadiazol-2-yl) imino) methyl)phenol
—— 1,3-Bis[(4-hydroxy-3-methoxyphenyl)methylideneamino]thiourea 51236-79-4 C17H18N4O4S
1,3-Bis[(4-hydroxy-3-methoxyphenyl)methylideneamino]thiourea
—— 2-(3,4-dimethyl-5-phenyl-oxazolidin-2-yl)-phenol 30403-77-1 C17H19NO2
2-(3,4-dimethyl-5-phenyl-oxazolidin-2-yl)-phenol
—— 5,5'-(1E,1'E)-(ethane-1,2-diylbis(azanylylidene))bis(methanylylidene)bis(2-methoxyphenol) 1257519-30-4 C18H20N2O4
5,5'-(1E,1'E)-(ethane-1,2-diylbis(azanylylidene))bis(methanylylidene)bis(2-methoxyphenol)
—— 4-Chloro-2,5,8-trimethyl-5,6,7,8-tetrahydro-naphthalen-1-ol 38303-08-1 C13H17ClO
4-Chloro-2,5,8-trimethyl-5,6,7,8-tetrahydro-naphthalen-1-ol
—— 1-<2-(4-Hydroxy-3-methoxyphenyl)-ethylamino>-3-(3-methyl-pyridin-2-yloxy)-2-propanol 66781-51-9 C18H24N2O4
1-<2-(4-Hydroxy-3-methoxyphenyl)-ethylamino>-3-(3-methyl-pyridin-2-yloxy)-2-propanol
—— N-decyl-N-(3-methoxy-4-hydroxybenzyl)-3-(3,4-dihydroxyphenyl)propanamide 1342283-87-7 C27H39NO5
N-decyl-N-(3-methoxy-4-hydroxybenzyl)-3-(3,4-dihydroxyphenyl)propanamide
—— 3-(3,4-Dihydroxy-phenyl)-1-imidazol-1-yl-propan-1-one 185900-11-2 C12H12N2O3
3-(3,4-Dihydroxy-phenyl)-1-imidazol-1-yl-propan-1-one
—— 2,6-bis(N-benzylformimidoyl)-4-methylphenol 73940-72-4 C23H22N2O
2,6-bis(N-benzylformimidoyl)-4-methylphenol
—— 3-chlorophen-6-d-ol 74383-28-1 C6H5ClO
3-chlorophen-6-d-ol
—— 3-(2-Hydroxyphenyl)isoxazolidin-5-on 32883-55-9 C9H9NO3
3-(2-Hydroxyphenyl)isoxazolidin-5-on
—— kukoamine B lactate 1375179-82-0 C3H6O3*C28H42N4O6
kukoamine B lactate