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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-[(1R)-2-amino-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethyl]phenol —— C14H22N2O2
4-[(1R)-2-amino-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethyl]phenol
—— 4-[(1R)-2-amino-1-[(2R)-2-methylpiperidin-1-yl]ethyl]-2-methoxyphenol —— C15H24N2O2
4-[(1R)-2-amino-1-[(2R)-2-methylpiperidin-1-yl]ethyl]-2-methoxyphenol
—— 3-[(1R)-2-amino-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethyl]phenol —— C14H22N2O2
3-[(1R)-2-amino-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethyl]phenol
—— 2-[(1R)-2-amino-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethyl]phenol —— C14H22N2O2
2-[(1R)-2-amino-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethyl]phenol
—— (1R,2S,3R,4S)-3-[(2-hydroxy-5-nitrophenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid —— C15H14N2O6
(1R,2S,3R,4S)-3-[(2-hydroxy-5-nitrophenyl)carbamoyl]bicyclo[2.2.1]hept-5-ene-2-carboxylic acid
—— 2-(3,5-Dihydroxyphenyl)-3-[(3-methoxyphenyl)methyl]-1,3-thiazinan-4-one —— C18H19NO4S
2-(3,5-Dihydroxyphenyl)-3-[(3-methoxyphenyl)methyl]-1,3-thiazinan-4-one
—— 2-(2-bromo-4-chlorophenoxy)-N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]acetamide —— C15H11BrClN3O5
2-(2-bromo-4-chlorophenoxy)-N-[(Z)-(3-hydroxy-4-nitrophenyl)methylideneamino]acetamide
—— 2-[[5-(2-Hydroxy-5-nitrophenyl)furan-2-yl]methylidene]-1-benzothiophen-3-one —— C19H11NO5S
2-[[5-(2-Hydroxy-5-nitrophenyl)furan-2-yl]methylidene]-1-benzothiophen-3-one
—— 2,6-Dimethyl-4-(4'-nitro-3'-hydroxyphenyl)-1,4-dihydro-pyridin-3,5-dicarbonsaeuredimethylester 32927-17-6 C17H18N2O7
2,6-Dimethyl-4-(4'-nitro-3'-hydroxyphenyl)-1,4-dihydro-pyridin-3,5-dicarbonsaeuredimethylester
—— 2-((furan-2-ylmethylene)amino)-5-nitrophenol —— C11H8N2O4
2-((furan-2-ylmethylene)amino)-5-nitrophenol
—— 2-(4-Hydroxyphenyl)-3-(1-phenylethyl)-1,3-thiazolidin-4-one —— C17H17NO2S
2-(4-Hydroxyphenyl)-3-(1-phenylethyl)-1,3-thiazolidin-4-one
—— N-[1-(4-ethoxyphenyl)ethylideneamino]-3,4,5-trihydroxybenzamide —— C17H18N2O5
N-[1-(4-ethoxyphenyl)ethylideneamino]-3,4,5-trihydroxybenzamide
—— 2-bromo-4-chloro-6-(2-phenyl-3H-[1,2,4]triazolo[1,5-d][1,2,4]triazin-7-yl)phenol —— C16H11BrClN5O
2-bromo-4-chloro-6-(2-phenyl-3H-[1,2,4]triazolo[1,5-d][1,2,4]triazin-7-yl)phenol
—— 4-Bromo-2-chloro-N-(2-hydroxy-3-methoxybenzylidene)aniline —— C14H11BrClNO2
4-Bromo-2-chloro-N-(2-hydroxy-3-methoxybenzylidene)aniline
—— ethyl (2Z,5S)-2-[(4-hydroxy-3-nitrophenyl)methylidene]-5-(4-methoxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H21N3O7S
ethyl (2Z,5S)-2-[(4-hydroxy-3-nitrophenyl)methylidene]-5-(4-methoxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— Acetic acid [1-(3-hydroxy-4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazide 59670-59-6 C10H12N2O3
Acetic acid [1-(3-hydroxy-4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazide
—— propan-2-yl 7-(3-hydroxy-4-methoxyphenyl)-5-methyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate —— C17H20N4O4
propan-2-yl 7-(3-hydroxy-4-methoxyphenyl)-5-methyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate
—— propan-2-yl 7-(4-hydroxy-3-methoxyphenyl)-5-methyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate —— C17H20N4O4
propan-2-yl 7-(4-hydroxy-3-methoxyphenyl)-5-methyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate
—— 8-(3-bromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C22H23BrO4
8-(3-bromo-4-hydroxy-5-methoxyphenyl)-7-ethenyl-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— 1-(5-Chloro-2-hydroxy-4-nitrophenyl)-3-phenylthiourea —— C13H10ClN3O3S
1-(5-Chloro-2-hydroxy-4-nitrophenyl)-3-phenylthiourea
—— 3-hydroxy-N-[(2R)-2-(1H-indol-3-yl)-2-phenylethyl]-4-nitrobenzamide —— C23H19N3O4
3-hydroxy-N-[(2R)-2-(1H-indol-3-yl)-2-phenylethyl]-4-nitrobenzamide
—— 5-[(4-Hydroxyphenyl)methylidene]-3-pyridin-3-yl-2-sulfanylidene-1,3-thiazolidin-4-one —— C15H10N2O2S2
5-[(4-Hydroxyphenyl)methylidene]-3-pyridin-3-yl-2-sulfanylidene-1,3-thiazolidin-4-one
—— N-[(3-hydroxyphenyl)methylideneamino]-3-methylbutanamide —— C12H16N2O2
N-[(3-hydroxyphenyl)methylideneamino]-3-methylbutanamide
—— 5-(4-Hydroxy-3-nitrobenzylidene)thiazolidine-2,4-dione —— C10H6N2O5S
5-(4-Hydroxy-3-nitrobenzylidene)thiazolidine-2,4-dione
—— 5-[(5-Bromo-2-hydroxyphenyl)methylidene]-3-phenyl-1,3-thiazolidine-2,4-dione —— C16H10BrNO3S
5-[(5-Bromo-2-hydroxyphenyl)methylidene]-3-phenyl-1,3-thiazolidine-2,4-dione
—— 4-(3-bromo-4-hydroxy-5-methoxyphenyl)-2-oxo-6-propylsulfanyl-3,4-dihydro-1H-pyridine-5-carbonitrile —— C16H17BrN2O3S
4-(3-bromo-4-hydroxy-5-methoxyphenyl)-2-oxo-6-propylsulfanyl-3,4-dihydro-1H-pyridine-5-carbonitrile
—— 3-(1,3-Benzodioxol-5-yl)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H12BrNO5S2
3-(1,3-Benzodioxol-5-yl)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 5-(5-Bromo-2-hydroxyphenyl)-6-ethenyl-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione —— C22H23BrO3
5-(5-Bromo-2-hydroxyphenyl)-6-ethenyl-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione
—— 5,11,17,23-Tetrakis(1-methylcyclopentyl)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,22-undecaene-25,26,27,28-tetrol —— C52H66O4
5,11,17,23-Tetrakis(1-methylcyclopentyl)pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,22-undecaene-25,26,27,28-tetrol
—— N-(2-fluorophenyl)-2-[5-[(4-hydroxy-3-nitrophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C18H12FN3O6S
N-(2-fluorophenyl)-2-[5-[(4-hydroxy-3-nitrophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— 3-[5-[(2-Hydroxy-5-nitrophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate —— C13H9N2O6S2-
3-[5-[(2-Hydroxy-5-nitrophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate
—— 2-[5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(2,4-difluorophenyl)acetamide —— C19H13ClF2N2O5S
2-[5-[(3-chloro-4-hydroxy-5-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(2,4-difluorophenyl)acetamide
—— 2-Benzoyl-3-(4-hydroxy-2-methylanilino)prop-2-enenitrile —— C17H14N2O2
2-Benzoyl-3-(4-hydroxy-2-methylanilino)prop-2-enenitrile
—— 5,7-dibromo-3,3-bis(4-hydroxy-3-methoxyphenyl)-1,3-dihydro-2H-indol-2-one —— C22H17Br2NO5
5,7-dibromo-3,3-bis(4-hydroxy-3-methoxyphenyl)-1,3-dihydro-2H-indol-2-one
—— Ethyl 4-hydroxy-6-(2-hydroxy-5-nitrophenyl)-2-thioxo-4-(trifluoromethyl)hexahydropyrimidine-5-carboxylate —— C14H14F3N3O6S
Ethyl 4-hydroxy-6-(2-hydroxy-5-nitrophenyl)-2-thioxo-4-(trifluoromethyl)hexahydropyrimidine-5-carboxylate
—— 3-[(2-Chloro-6-fluorophenyl)methyl]-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione —— C19H15ClFNO5S
3-[(2-Chloro-6-fluorophenyl)methyl]-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione
—— 3,4,5-trihydroxy-N-[1-(4-methylphenyl)propylideneamino]benzamide —— C17H18N2O4
3,4,5-trihydroxy-N-[1-(4-methylphenyl)propylideneamino]benzamide
—— 7-ethenyl-8-(3-fluoro-2-hydroxyphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C20H19FO3
7-ethenyl-8-(3-fluoro-2-hydroxyphenyl)-2,8a-dimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— 5-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-[(2-chloro-6-fluorophenyl)methyl]-1,3-thiazolidine-2,4-dione —— C18H12BrClFNO4S
5-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-[(2-chloro-6-fluorophenyl)methyl]-1,3-thiazolidine-2,4-dione
—— ethyl 2-[2-(5-chloro-2-hydroxyphenyl)ethylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H21ClN2O4S
ethyl 2-[2-(5-chloro-2-hydroxyphenyl)ethylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— ethyl 2-[(1,3-dimethylpyrazol-4-yl)methylidene]-5-(4-hydroxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C22H22N4O4S
ethyl 2-[(1,3-dimethylpyrazol-4-yl)methylidene]-5-(4-hydroxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 4-[(1S)-2-(dimethylamino)-1-hydroxyethyl]phenol —— C10H15NO2
4-[(1S)-2-(dimethylamino)-1-hydroxyethyl]phenol
—— 4-[(1R)-2-(dimethylamino)-1-hydroxyethyl]phenol —— C10H15NO2
4-[(1R)-2-(dimethylamino)-1-hydroxyethyl]phenol
—— N-(4-chloro-2-methylphenyl)-6-(4-hydroxy-3-methoxyphenyl)-4,6-dioxohexanamide —— C20H20ClNO5
N-(4-chloro-2-methylphenyl)-6-(4-hydroxy-3-methoxyphenyl)-4,6-dioxohexanamide
—— 4-[(1,3-Benzoxazol-2-ylhydrazinylidene)methyl]-2,6-dimethoxyphenol —— C16H15N3O4
4-[(1,3-Benzoxazol-2-ylhydrazinylidene)methyl]-2,6-dimethoxyphenol
—— 4-Bromo-2-{[phenyl(piperidin-1-yl)phosphoryl](piperidin-1-yl)methyl}phenol —— C23H30BrN2O2P
4-Bromo-2-{[phenyl(piperidin-1-yl)phosphoryl](piperidin-1-yl)methyl}phenol
—— 4-[2,6-Bis(4-hydroxyphenyl)pyrylium-4-yl]phenol —— C23H17O4+
4-[2,6-Bis(4-hydroxyphenyl)pyrylium-4-yl]phenol
—— 5-[(2,4-Dihydroxyphenyl)methylidene]-3-[4-(dimethylamino)phenyl]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H16N2O3S2
5-[(2,4-Dihydroxyphenyl)methylidene]-3-[4-(dimethylamino)phenyl]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 2-(4-Chlorophenyl)sulfonyl-3-(3-hydroxy-4-methoxyphenyl)prop-2-enenitrile —— C16H12ClNO4S
2-(4-Chlorophenyl)sulfonyl-3-(3-hydroxy-4-methoxyphenyl)prop-2-enenitrile
—— 5-[(3-Chloro-4-hydroxyphenyl)methylidene]-3-[(4-chlorophenyl)methyl]-1,3-thiazolidine-2,4-dione —— C17H11Cl2NO3S
5-[(3-Chloro-4-hydroxyphenyl)methylidene]-3-[(4-chlorophenyl)methyl]-1,3-thiazolidine-2,4-dione