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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-[4-[(Dimethylamino)methyl]-3-(3-hydroxyphenyl)cyclohept-3-en-1-yl]-2,6-dimethylphenol;hydrochloride —— C24H32ClNO2
4-[4-[(Dimethylamino)methyl]-3-(3-hydroxyphenyl)cyclohept-3-en-1-yl]-2,6-dimethylphenol;hydrochloride
—— (Z,2R)-2-(4-hydroxy-3-methoxyphenyl)icos-11-enamide —— C27H45NO3
(Z,2R)-2-(4-hydroxy-3-methoxyphenyl)icos-11-enamide
—— 3-[(4-Hydroxyphenyl)methyl]-1,4-dioxane-2,5-dione —— C11H10O5
3-[(4-Hydroxyphenyl)methyl]-1,4-dioxane-2,5-dione
—— 2-[(3-Hydroxy-4-nitrophenyl)methyl]propanedinitrile —— C10H7N3O3
2-[(3-Hydroxy-4-nitrophenyl)methyl]propanedinitrile
—— 2-Ethyl-5-[(4-hydroxyphenyl)methyl]-1,3-dioxolan-4-one —— C12H14O4
2-Ethyl-5-[(4-hydroxyphenyl)methyl]-1,3-dioxolan-4-one
—— tert-butyl (3S)-3-[(4-hydroxy-3-methoxyphenyl)methylcarbamoyl]piperidine-1-carboxylate —— C19H28N2O5
tert-butyl (3S)-3-[(4-hydroxy-3-methoxyphenyl)methylcarbamoyl]piperidine-1-carboxylate
—— tert-butyl (3R)-3-[(4-hydroxy-3-methoxyphenyl)methylcarbamoyl]piperidine-1-carboxylate —— C19H28N2O5
tert-butyl (3R)-3-[(4-hydroxy-3-methoxyphenyl)methylcarbamoyl]piperidine-1-carboxylate
—— 4-[5-(4-Hydroxyphenyl)-2-phenyl-4-propylfuran-3-yl]phenol —— C25H22O3
4-[5-(4-Hydroxyphenyl)-2-phenyl-4-propylfuran-3-yl]phenol
—— Methyl 2-(3,4-dibromo-2,5-dihydroxyphenyl)acetate —— C9H8Br2O4
Methyl 2-(3,4-dibromo-2,5-dihydroxyphenyl)acetate
—— 4-[2-(2H-chromen-3-ylmethylamino)-1-hydroxyethyl]-2-methoxyphenol —— C19H21NO4
4-[2-(2H-chromen-3-ylmethylamino)-1-hydroxyethyl]-2-methoxyphenol
—— [(1S)-2-[(2,6-dimethylpyridin-3-yl)amino]-1-(4-hydroxy-3-methoxy-5-methylphenyl)ethyl]-ethoxyphosphinic acid —— C19H27N2O5P
[(1S)-2-[(2,6-dimethylpyridin-3-yl)amino]-1-(4-hydroxy-3-methoxy-5-methylphenyl)ethyl]-ethoxyphosphinic acid
—— 9H-Purine-9-propanamide, N-(2-(3,4-dihydroxyphenyl)ethyl)-1,6-dihydro-6-oxo- 249278-12-4 C16H17N5O4
9H-Purine-9-propanamide, N-(2-(3,4-dihydroxyphenyl)ethyl)-1,6-dihydro-6-oxo-
—— 2-[(4S,5S)-4-[(4-hydroxyphenyl)methyl]-2-phenyl-4,5-dihydro-1,3-oxazol-5-yl]acetic acid —— C18H17NO4
2-[(4S,5S)-4-[(4-hydroxyphenyl)methyl]-2-phenyl-4,5-dihydro-1,3-oxazol-5-yl]acetic acid
—— 4-[2-(1,1-Dimethylpropylamino)-1-hydroxyethyl]-3-methoxybenzene-1,2-diol —— C14H23NO4
4-[2-(1,1-Dimethylpropylamino)-1-hydroxyethyl]-3-methoxybenzene-1,2-diol
—— 3-([1,2,4]Triazolo[3,4-f][1,2,4]triazin-3-ylmethyl)phenol —— C11H9N5O
3-([1,2,4]Triazolo[3,4-f][1,2,4]triazin-3-ylmethyl)phenol
—— (3R)-3-[(4-hydroxyphenyl)methyl]-6-methyl-1,4-dioxane-2,5-dione —— C12H12O5
(3R)-3-[(4-hydroxyphenyl)methyl]-6-methyl-1,4-dioxane-2,5-dione
—— 2-(Cyclohexylmethyl)-5-pentadecylsulfanylbenzene-1,4-diol —— C28H48O2S
2-(Cyclohexylmethyl)-5-pentadecylsulfanylbenzene-1,4-diol
—— [2-Benzyl-3-[(4-hydroxy-3-methoxyphenyl)methylcarbamothioylamino]propyl] 3,3-dimethylbutanoate —— C25H34N2O4S
[2-Benzyl-3-[(4-hydroxy-3-methoxyphenyl)methylcarbamothioylamino]propyl] 3,3-dimethylbutanoate
—— 3-[2-dimethylaminomethyl-6-(3-hydroxyphenyl)-cyclohept-1-enyl]-phenol hydrochloride —— C22H27NO2*ClH
3-[2-dimethylaminomethyl-6-(3-hydroxyphenyl)-cyclohept-1-enyl]-phenol hydrochloride
—— (1S,2S,3S,4R)-3-[(3-hydroxy-4-methoxyphenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid —— C16H17NO5
(1S,2S,3S,4R)-3-[(3-hydroxy-4-methoxyphenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
—— (1S,2S,3S,4S)-3-[(3-hydroxy-4-methoxyphenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid —— C16H17NO5
(1S,2S,3S,4S)-3-[(3-hydroxy-4-methoxyphenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
—— (1S,2S,3R,4R)-3-[(3-hydroxy-4-methoxyphenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid —— C16H17NO5
(1S,2S,3R,4R)-3-[(3-hydroxy-4-methoxyphenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
—— 2-[[(3S)-4-[(2-fluorophenyl)methyl]-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-5-methoxyphenol —— C21H27FN2O3
2-[[(3S)-4-[(2-fluorophenyl)methyl]-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-5-methoxyphenol
—— 4-[[(3R)-4-[(4-ethoxyphenyl)methyl]-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-2-methoxyphenol —— C23H32N2O4
4-[[(3R)-4-[(4-ethoxyphenyl)methyl]-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-2-methoxyphenol
—— 4-[[(3S)-4-(cyclohexylmethyl)-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-2-methoxyphenol —— C21H34N2O3
4-[[(3S)-4-(cyclohexylmethyl)-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-2-methoxyphenol
—— 1-[(E)-(3-hydroxyphenyl)methylideneamino]-3-(2-methoxyethyl)thiourea —— C11H15N3O2S
1-[(E)-(3-hydroxyphenyl)methylideneamino]-3-(2-methoxyethyl)thiourea
—— 3-(4-Cyclohexylthiosemicarbazono)methyl-phenol —— C14H19N3OS
3-(4-Cyclohexylthiosemicarbazono)methyl-phenol
—— 1-(3-chloro-2-methylphenyl)-3-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea —— C16H16ClN3O2S
1-(3-chloro-2-methylphenyl)-3-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea
—— 1-(2,3-dimethylphenyl)-3-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea —— C17H19N3O2S
1-(2,3-dimethylphenyl)-3-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea
—— 1-(2,6-dimethylphenyl)-3-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea —— C17H19N3O2S
1-(2,6-dimethylphenyl)-3-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea
—— 1-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(2-methoxyphenyl)thiourea —— C16H17N3O3S
1-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(2-methoxyphenyl)thiourea
—— 4-[(E)-(3-hydroxyphenyl)methylideneamino]-3-methyl-1H-1,2,4-triazole-5-thione —— C10H10N4OS
4-[(E)-(3-hydroxyphenyl)methylideneamino]-3-methyl-1H-1,2,4-triazole-5-thione
—— 5-[(E)-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]iminomethyl]-2-methoxyphenol —— C17H15ClN4O2S
5-[(E)-[3-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]iminomethyl]-2-methoxyphenol
—— 2-anilino-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C16H17N3O3
2-anilino-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 2-bromo-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]benzohydrazide —— C14H10BrN3O4
2-bromo-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]benzohydrazide
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]adamantane-1-carboxamide —— C19H24N2O3
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]adamantane-1-carboxamide
—— 2-chloro-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]-4-methylbenzohydrazide —— C15H12ClN3O4
2-chloro-N'-[(E)-(5-hydroxy-2-nitrophenyl)methylidene]-4-methylbenzohydrazide
—— N'-[(E)-(4-Bromophenyl)methylidene]-3,4,5-trihydroxybenzohydrazide —— C14H11BrN2O4
N'-[(E)-(4-Bromophenyl)methylidene]-3,4,5-trihydroxybenzohydrazide
—— N'-(3-Bromo-5-hydroxy-4-methoxybenzylidene)-2-(3-toluidino)acetohydrazide 303065-83-0 C17H18BrN3O3
N'-(3-Bromo-5-hydroxy-4-methoxybenzylidene)-2-(3-toluidino)acetohydrazide
—— 2-(4-chlorophenyl)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C16H15ClN2O3
2-(4-chlorophenyl)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-propoxybenzamide —— C18H20N2O4
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-propoxybenzamide
—— 2-[4-(butan-2-yl)phenoxy]-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]acetohydrazide —— C20H24N2O4
2-[4-(butan-2-yl)phenoxy]-N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]acetohydrazide
—— N'-[(E)-(3-hydroxyphenyl)methylidene]-2-(1H-imidazol-1-yl)acetohydrazide —— C12H12N4O2
N'-[(E)-(3-hydroxyphenyl)methylidene]-2-(1H-imidazol-1-yl)acetohydrazide
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]nonanamide —— C17H26N2O3
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]nonanamide
—— N,N'-bis[(E)-(3-hydroxyphenyl)methylideneamino]propanediamide —— C17H16N4O4
N,N'-bis[(E)-(3-hydroxyphenyl)methylideneamino]propanediamide
—— 2-(2-bromo-4-methylphenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C17H17BrN2O4
2-(2-bromo-4-methylphenoxy)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— N-[(E)-(3-hydroxyphenyl)methylideneamino]-3-methylbutanamide —— C12H16N2O2
N-[(E)-(3-hydroxyphenyl)methylideneamino]-3-methylbutanamide
—— N-[(E)-1-(4-ethoxyphenyl)ethylideneamino]-3,4,5-trihydroxybenzamide —— C17H18N2O5
N-[(E)-1-(4-ethoxyphenyl)ethylideneamino]-3,4,5-trihydroxybenzamide
—— 3,4,5-trihydroxy-N-[(E)-(2-methoxy-5-methylsulfanylthiophen-3-yl)methylideneamino]benzamide —— C14H14N2O5S2
3,4,5-trihydroxy-N-[(E)-(2-methoxy-5-methylsulfanylthiophen-3-yl)methylideneamino]benzamide
—— 2-Methoxy-5-[(2-{8-thia-4,6-diazatricyclo[7.4.0.0,2,7]trideca-1(9),2,4,6-tetraen-3-yl}hydrazin-1-ylidene)methyl]phenol —— C18H18N4O2S
2-Methoxy-5-[(2-{8-thia-4,6-diazatricyclo[7.4.0.0,2,7]trideca-1(9),2,4,6-tetraen-3-yl}hydrazin-1-ylidene)methyl]phenol