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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-methyl-2-(triethylsilylethynyl)phenol —— C15H22OSi
3-methyl-2-(triethylsilylethynyl)phenol
—— 5-<(2-Hydroxy-5-nitrophenyl)methylene>-2,4,6(1H,3H)-pyrimidinetrione —— C11H7N3O6
5-<(2-Hydroxy-5-nitrophenyl)methylene>-2,4,6(1H,3H)-pyrimidinetrione
—— 5-(2-hydroxy-5-methoxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione —— C12H10N2O5
5-(2-hydroxy-5-methoxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
—— 5-(3-hydroxy-4-methoxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione —— C12H10N2O5
5-(3-hydroxy-4-methoxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
—— (E)-1-(2-hydroxy-6-methoxyphenyl)-3-(pyridin-3-yl)prop-2-en-1-one —— C15H13NO3
(E)-1-(2-hydroxy-6-methoxyphenyl)-3-(pyridin-3-yl)prop-2-en-1-one
—— (E)-1-(2-hydroxy-4-methoxy-3,5-diprenyl)phenyl-3-(3-pyridinyl)propene-1-one —— C25H29NO3
(E)-1-(2-hydroxy-4-methoxy-3,5-diprenyl)phenyl-3-(3-pyridinyl)propene-1-one
—— 3-(3,5-dimethyl-1,2-oxazol-4-yl)-5-[hydroxy(pyridine-3-yl)methyl]phenol —— C17H16N2O3
3-(3,5-dimethyl-1,2-oxazol-4-yl)-5-[hydroxy(pyridine-3-yl)methyl]phenol
—— 4-hydroxy-3-methoxy-benzoic acid cinnamylidenehydrazide —— C17H16N2O3
4-hydroxy-3-methoxy-benzoic acid cinnamylidenehydrazide
—— dihydroferulic acid phenethyl ester —— C18H20O4
dihydroferulic acid phenethyl ester
—— 4-(but-3-yn-1-yl)phenol 1423043-20-2 C10H10O
4-(but-3-yn-1-yl)phenol
—— pentyl 2-(4-hydroxy-3-methoxyphenyl)acetate —— C14H20O4
pentyl 2-(4-hydroxy-3-methoxyphenyl)acetate
—— 4-hydroxy-3,5-dimethyl phenyl dimethyl sulphonium chloride —— C10H15OS*Cl
4-hydroxy-3,5-dimethyl phenyl dimethyl sulphonium chloride
—— (-)-1-(4-hydroxy-3-methoxyphenyl)-3-oxotetradecane-5-sulfonic acid —— C21H34O6S
(-)-1-(4-hydroxy-3-methoxyphenyl)-3-oxotetradecane-5-sulfonic acid
—— (+)-8-(4-hydroxy-3-methoxyphenyl)-6-oxooctane-4-sulfonic acid —— C15H22O6S
(+)-8-(4-hydroxy-3-methoxyphenyl)-6-oxooctane-4-sulfonic acid
—— (-)-8-(4-hydroxy-3-methoxyphenyl)-6-oxooctane-4-sulfonic acid —— C15H22O6S
(-)-8-(4-hydroxy-3-methoxyphenyl)-6-oxooctane-4-sulfonic acid
—— (+)-1-(4-hydroxy-3-methoxyphenyl)-3-oxodecane-5-sulfonic acid —— C17H26O6S
(+)-1-(4-hydroxy-3-methoxyphenyl)-3-oxodecane-5-sulfonic acid
—— (-)-1-(4-hydroxy-3-methoxyphenyl)-3-oxododecane-5-sulfonic acid —— C19H30O6S
(-)-1-(4-hydroxy-3-methoxyphenyl)-3-oxododecane-5-sulfonic acid
—— 4-(4-hydroxy-3-methoxyphenyl)butan-2-amine hydrochloride 303010-39-1 C11H17NO2*ClH
4-(4-hydroxy-3-methoxyphenyl)butan-2-amine hydrochloride
—— (E)-[5]-shogaol —— C16H22O3
(E)-[5]-shogaol
—— (E)-1-(4'-hydroxy-3'-methoxyphenyl)-4-hexadecen-3-one —— C23H36O3
(E)-1-(4'-hydroxy-3'-methoxyphenyl)-4-hexadecen-3-one
—— [4]-shogaol —— C15H20O3
[4]-shogaol
—— 4-(3-aminobutyl)-2-methoxyphenol —— C11H17NO2
4-(3-aminobutyl)-2-methoxyphenol
—— 2-hydroxy-N,N-dimethyl-4-nitrobenzamide —— C9H10N2O4
2-hydroxy-N,N-dimethyl-4-nitrobenzamide
—— N-(4-hydroxybenzyl)-(5Z,8Z,11Z,14Z)-icosatetra-5,8,11,14-enamide —— C27H39NO2
N-(4-hydroxybenzyl)-(5Z,8Z,11Z,14Z)-icosatetra-5,8,11,14-enamide
—— 2-(1,4-dihydroxybenzene)butyl phosphonic acid —— C10H15O5P
2-(1,4-dihydroxybenzene)butyl phosphonic acid
—— 3-(3-hydroxylphenyl)-1-methyl-5-phenyl-2-pyrazoline —— C16H16N2O
3-(3-hydroxylphenyl)-1-methyl-5-phenyl-2-pyrazoline
—— ethyl 3-(2,4-dihydroxy-5-methoxyphenyl)propionate —— C12H16O5
ethyl 3-(2,4-dihydroxy-5-methoxyphenyl)propionate
—— 3-(1-isopropyl-4-morpholino-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-5-methoxyphenol —— C19H23N5O3
3-(1-isopropyl-4-morpholino-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-5-methoxyphenol
—— N-tertbutoxyacetyl-2-(4-hydroxyphenyl)propyl-2-propanesulfonamide —— C18H29NO5S
N-tertbutoxyacetyl-2-(4-hydroxyphenyl)propyl-2-propanesulfonamide
—— tetrahydro-5-(3-hydroxy-4-methoxyphenyl)-2(1H)-pyrimidinone —— C11H14N2O3
tetrahydro-5-(3-hydroxy-4-methoxyphenyl)-2(1H)-pyrimidinone
—— 2,5-Bis(4-hydroxy-3-nitrophenyl)pyrazine —— C16H10N4O6
2,5-Bis(4-hydroxy-3-nitrophenyl)pyrazine
—— 2-(3-hydroxy-3-pyrazin-2-yl-propyl)-4-methoxy-phenol —— C14H16N2O3
2-(3-hydroxy-3-pyrazin-2-yl-propyl)-4-methoxy-phenol
—— 2-(2-hydroxyphenyl)-1-(morpholin-4-yl)ethanethione —— C12H15NO2S
2-(2-hydroxyphenyl)-1-(morpholin-4-yl)ethanethione
—— 3-((ethyl(4-hydroxy-3-methoxyphenethyl)amino)methyl)-2-methoxyphenol —— C19H25NO4
3-((ethyl(4-hydroxy-3-methoxyphenethyl)amino)methyl)-2-methoxyphenol
—— 4-(3-trifluoromethylheptyl)-phenol —— C14H19F3O
4-(3-trifluoromethylheptyl)-phenol
—— (S)-N-(2-hydroxybenzyl)-3-mercapto-2-methylpropanamide 1521158-52-0 C11H15NO2S
(S)-N-(2-hydroxybenzyl)-3-mercapto-2-methylpropanamide
—— (E)-2-((benzylideneamino)methyl)phenol —— C14H13NO
(E)-2-((benzylideneamino)methyl)phenol
—— 2-hydroxy-N-(2-hydroxybenzylidene)benzylamine —— C14H13NO2
2-hydroxy-N-(2-hydroxybenzylidene)benzylamine
—— methyl N-(2-hydroxybenzyl)carbamate 850791-50-3 C9H11NO3
methyl N-(2-hydroxybenzyl)carbamate
—— N-(3-hydroxyphenyl)guanidine nitrate —— C7H9N3O*HNO3
N-(3-hydroxyphenyl)guanidine nitrate
—— N-(4-hydroxy-2-nitro-phenyl)-guanidine nitrate —— C7H8N4O3*HNO3
N-(4-hydroxy-2-nitro-phenyl)-guanidine nitrate
—— 2-(4-hydroxy-3-methoxybenzylidene)-6-methylthiazolo[3,2-b][1,2,4]triazine-3,7-dione —— C14H11N3O4S
2-(4-hydroxy-3-methoxybenzylidene)-6-methylthiazolo[3,2-b][1,2,4]triazine-3,7-dione
—— 2-(2-hydroxybenzylidene)-6-methyl-thiazolo[3,2-b][1,2,4]triazine-3,7-dione —— C13H9N3O3S
2-(2-hydroxybenzylidene)-6-methyl-thiazolo[3,2-b][1,2,4]triazine-3,7-dione
—— 2-chloro-1-(5-(5-fluoro-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl)ethanone —— C12H12ClFN2O2
2-chloro-1-(5-(5-fluoro-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl)ethanone
—— 2-chloro-1-(5-(5-chloro-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl)ethanone —— C12H12Cl2N2O2
2-chloro-1-(5-(5-chloro-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl)ethanone
—— 2-(1-hydroxybut-3-enyl)phenol —— C10H12O2
2-(1-hydroxybut-3-enyl)phenol
—— 2-chloro-1-[5-(3,5-dibromo-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl]ethanone —— C12H11Br2ClN2O2
2-chloro-1-[5-(3,5-dibromo-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl]ethanone
—— diethyl {4-[(2-hydroxy-5-methylphenyl)carbonyl]-2,3-dihydro-isoxazol-3-yl}phosphonate —— C15H20NO6P
diethyl {4-[(2-hydroxy-5-methylphenyl)carbonyl]-2,3-dihydro-isoxazol-3-yl}phosphonate
—— 1-(5-(5-bromo-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl)-2-chloroethanone —— C12H12BrClN2O2
1-(5-(5-bromo-2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl)-2-chloroethanone
—— (4aSR,11bSR)-11b-benzyl-9-hydroxy-1,2,4,4a,5,6,7,11b-octahydro-dibenzo[a,c]cyclohepten-3-one —— C22H24O2
(4aSR,11bSR)-11b-benzyl-9-hydroxy-1,2,4,4a,5,6,7,11b-octahydro-dibenzo[a,c]cyclohepten-3-one