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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
—— 4,6-bis(phenylseleno)benzene-1,3-diol —— C18H14O2Se2
4,6-bis(phenylseleno)benzene-1,3-diol
—— 4,4-((1E,1'E)-oxybis(prop-1-ene-3,1-diyl))bis(2-methoxyphenol) —— C20H22O5
4,4-((1E,1'E)-oxybis(prop-1-ene-3,1-diyl))bis(2-methoxyphenol)
—— 2-bromo-4,6-dimethoxyphenol —— C8H9BrO3
2-bromo-4,6-dimethoxyphenol
—— (+/-)-3-((R*)-((2S*,5R*)-4-allyl-2,5-dimethyl-1-piperazinyl)(2-thienyl)methyl)phenol —— C20H26N2OS
(+/-)-3-((R*)-((2S*,5R*)-4-allyl-2,5-dimethyl-1-piperazinyl)(2-thienyl)methyl)phenol
—— ARD-444 —— C20H26N2OS
ARD-444
—— (+/-)-3-((R*)-((2R*,5S*)-4-allyl-2,5-dimethyl-1-piperazinyl)(4-bromo-2-thienyl)methyl)phenol —— C20H25BrN2OS
(+/-)-3-((R*)-((2R*,5S*)-4-allyl-2,5-dimethyl-1-piperazinyl)(4-bromo-2-thienyl)methyl)phenol
—— (-)-3-((R)-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)(2-thienyl)methyl)phenol —— C20H26N2OS
(-)-3-((R)-((2S,5R)-4-allyl-2,5-dimethyl-1-piperazinyl)(2-thienyl)methyl)phenol
—— DPI-1198W92 —— C20H26N2OS
DPI-1198W92
—— (+/-)-3-((R*)-((2R*,5S*)-4-allyl-2,5-dimethyl-1-piperazinyl)(2-thienyl)methyl)phenol —— C20H26N2OS
(+/-)-3-((R*)-((2R*,5S*)-4-allyl-2,5-dimethyl-1-piperazinyl)(2-thienyl)methyl)phenol
—— 3-(4-[2-(tetrahydropyran-2-yloxy)ethyl]phenoxy)propyl acetoacetate —— C20H28O6
3-(4-[2-(tetrahydropyran-2-yloxy)ethyl]phenoxy)propyl acetoacetate
—— 1-(3,5-dihydroxyphenyl)cyclobutanecarboxylic acid 1314744-72-3 C11H12O4
1-(3,5-dihydroxyphenyl)cyclobutanecarboxylic acid
—— 5-(2-methyl-1,3-dithiolan-2-yl)benzene-1,3-diol —— C10H12O2S2
5-(2-methyl-1,3-dithiolan-2-yl)benzene-1,3-diol
—— 2-(2-hydroxy-3-methoxy-benzylideneamino)-N-phenyl-benzamide —— C21H18N2O3
2-(2-hydroxy-3-methoxy-benzylideneamino)-N-phenyl-benzamide
—— dopaol β-D-2,3-diketoglucopyranoside —— C14H16O8
dopaol β-D-2,3-diketoglucopyranoside
—— 4-((1R,2R)-2-amino-1-hydroxy-3-(pyrrolidin-1-yl)propyl)phenol —— C13H20N2O2
4-((1R,2R)-2-amino-1-hydroxy-3-(pyrrolidin-1-yl)propyl)phenol
—— 2-hydroxymethyl-benzene-1,3-diol —— C7H8O3
2-hydroxymethyl-benzene-1,3-diol
—— (Z)-2-(dodec-5-en-1-yl)-6-methoxybenzene-1,4-diol —— C19H30O3
(Z)-2-(dodec-5-en-1-yl)-6-methoxybenzene-1,4-diol
—— 2-dodecyl-6-methoxybenzene-1,4-diol —— C19H32O3
2-dodecyl-6-methoxybenzene-1,4-diol
—— (E)-2-(dodec-5-en-1-yl)-6-methoxybenzene-1,4-diol —— C19H30O3
(E)-2-(dodec-5-en-1-yl)-6-methoxybenzene-1,4-diol
—— 2-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene] hydrazine-1-carbothioamide —— C10H13N3O3S
2-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene] hydrazine-1-carbothioamide
—— (E)-4-chloro-N'-(2-hydroxy-4-methoxybenzylidene)benzohydrazide —— C15H13ClN2O3
(E)-4-chloro-N'-(2-hydroxy-4-methoxybenzylidene)benzohydrazide
—— 4-(4-hydroxy-3-methoxyphenyl)-2-thioxo-1,2,3,4-tetrahydroindeno[1,2-d]pyrimidine-5-one —— C18H14N2O3S
4-(4-hydroxy-3-methoxyphenyl)-2-thioxo-1,2,3,4-tetrahydroindeno[1,2-d]pyrimidine-5-one
—— 4-chloro-2-D<sub>3</sub>-methoxyphenol —— C7H7ClO2
4-chloro-2-D<sub>3</sub>-methoxyphenol
—— 4-chloro-5-(phenylsulfonyl)benzene-1,2-diol —— C12H9ClO4S
4-chloro-5-(phenylsulfonyl)benzene-1,2-diol
—— 4-chloro-5-(2-chlorophenylsulphonyl)-1,2-benzenediol —— C12H8Cl2O4S
4-chloro-5-(2-chlorophenylsulphonyl)-1,2-benzenediol
—— 4-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)phenol —— C12H17BO3
4-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)phenol
—— N-(2-hydroxy-4-methylphenyl)methoxyacetamide —— C10H13NO3
N-(2-hydroxy-4-methylphenyl)methoxyacetamide
—— (2E,5E)-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-5-[(2-methoxyphenyl)methylidene]cyclopentan-1-one —— C21H20O4
(2E,5E)-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-5-[(2-methoxyphenyl)methylidene]cyclopentan-1-one
—— 4-[(3,4-dihydro-2H-pyrrol-5-yl)amino]-3-methylphenol —— C11H14N2O
4-[(3,4-dihydro-2H-pyrrol-5-yl)amino]-3-methylphenol
—— 4-amino-2-chloro-5-methylphenol —— C7H8ClNO
4-amino-2-chloro-5-methylphenol
—— 3,6-dihydroxy-2-methyl-benzyl alcohol —— C8H10O3
3,6-dihydroxy-2-methyl-benzyl alcohol
—— 2-methoxy-5-(5-(3,4,5-trimethoxyphenyl)isoxazol-4-yl)phenol —— C19H19NO6
2-methoxy-5-(5-(3,4,5-trimethoxyphenyl)isoxazol-4-yl)phenol
—— 2-methyl-4-((tetrahydro-2H-pyran-2-yl)oxy)phenol —— C12H16O3
2-methyl-4-((tetrahydro-2H-pyran-2-yl)oxy)phenol
—— 2-(1,1-dimethylallyl)-5-methoxyhydroquinone —— C12H16O3
2-(1,1-dimethylallyl)-5-methoxyhydroquinone
—— 2',5'-dihydroxy-2-thienylchalcone —— C13H10O3S
2',5'-dihydroxy-2-thienylchalcone
—— 2',5'-dihydroxy-2-furfurylchalcone —— C13H10O4
2',5'-dihydroxy-2-furfurylchalcone
—— all-trans-1-(2,5-dihydroxyphenyl)-5-phenyl-2,4-dienepentan-1-one —— C17H14O3
all-trans-1-(2,5-dihydroxyphenyl)-5-phenyl-2,4-dienepentan-1-one
—— (E)-1-(2,5-dihydroxyphenyl)-3-(pyridin-3-yl)-2-propen-1-one —— C14H11NO3
(E)-1-(2,5-dihydroxyphenyl)-3-(pyridin-3-yl)-2-propen-1-one
—— 2,3-Dihydroxy-N-{2-[((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethylperhydrofuro[3,4-d][1,3]dioxol-4-yl)methoxy]ethyl}-5-nitrobenzamide —— C18H24N2O10
2,3-Dihydroxy-N-{2-[((3aR,4R,6R,6aR)-6-methoxy-2,2-dimethylperhydrofuro[3,4-d][1,3]dioxol-4-yl)methoxy]ethyl}-5-nitrobenzamide
—— N-(2-Methoxyethyl)-2,3-dihydroxy-5-nitrobenzamide —— C10H12N2O6
N-(2-Methoxyethyl)-2,3-dihydroxy-5-nitrobenzamide
—— 2,3-Dihydroxy-5-nitro-N-{2-[((2R,3R,4R)-3,4,5-trihydroxytetrahydrofuran-2-yl)methoxy]ethyl}benzamide —— C14H18N2O10
2,3-Dihydroxy-5-nitro-N-{2-[((2R,3R,4R)-3,4,5-trihydroxytetrahydrofuran-2-yl)methoxy]ethyl}benzamide
—— 4-hydroxy-phenylcarbamic acid 2,5-dioxo-pyrrolidin-1-yl ester —— C11H10N2O5
4-hydroxy-phenylcarbamic acid 2,5-dioxo-pyrrolidin-1-yl ester
—— 5,17-bis-(chloromethyl)-11,23-di-tert-butylcalix<4>arene-25,26,27,28-tetrol —— C38H42Cl2O4
5,17-bis-(chloromethyl)-11,23-di-tert-butylcalix<4>arene-25,26,27,28-tetrol
—— 4-(3-hydroxyphenyl)-5-phenylisoxazole-3-carboxylic acid —— C16H11NO4
4-(3-hydroxyphenyl)-5-phenylisoxazole-3-carboxylic acid
—— 4,6-difluororesorcinol —— C6H4F2O2
4,6-difluororesorcinol
—— 5-methoxy-2-(5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl)phenol —— C14H12N2O4
5-methoxy-2-(5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl)phenol
—— 5-hydroxy-2,4-dimethoxybenzyl alcohol —— C9H12O4
5-hydroxy-2,4-dimethoxybenzyl alcohol
—— 4-(2-hydroxy-3,4,6-trimethylphenyl)-but-2-enal —— C13H16O2
4-(2-hydroxy-3,4,6-trimethylphenyl)-but-2-enal
—— 2-({4-[2-(4-hydroxyphenoxy)ethyl]-1,3-thiazol-2-yl}thio)-2-methylpropionic acid tert-butyl ester —— C19H25NO4S2
2-({4-[2-(4-hydroxyphenoxy)ethyl]-1,3-thiazol-2-yl}thio)-2-methylpropionic acid tert-butyl ester
—— p-C6H4(NH2)OH(1+) —— C6H7NO
p-C6H4(NH2)OH(1+)