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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-[5-(1,3-benzodioxol-5-ylmethylene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)butanamide —— C21H17N3O7S2
4-[5-(1,3-benzodioxol-5-ylmethylene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)butanamide
—— 4-Methylphenol;tritiomethane —— C8H12O
4-Methylphenol;tritiomethane
—— (5Z)-5-(2-bromo-4-hydroxy-5-methoxybenzylidene)-3-(2-methoxyethyl)-2-thioxo-1,3-thiazolidin-4-one —— C14H14BrNO4S2
(5Z)-5-(2-bromo-4-hydroxy-5-methoxybenzylidene)-3-(2-methoxyethyl)-2-thioxo-1,3-thiazolidin-4-one
—— 4-(1-Diethoxyphosphoryl-2-pyridin-3-yliminoethyl)-2,6-dimethoxyphenol —— C19H25N2O6P
4-(1-Diethoxyphosphoryl-2-pyridin-3-yliminoethyl)-2,6-dimethoxyphenol
—— (5Z)-5-(4-hydroxy-3-nitrobenzylidene)-3-(pyridin-3-ylmethyl)-2-thioxo-1,3-thiazolidin-4-one —— C16H11N3O4S2
(5Z)-5-(4-hydroxy-3-nitrobenzylidene)-3-(pyridin-3-ylmethyl)-2-thioxo-1,3-thiazolidin-4-one
—— 3-[(4-Aminophenyl)methoxy]-4-(3-chloro-2-hydroxy-4,6-dimethoxybenzoyl)-5-methylcyclohex-3-en-1-one —— C23H24ClNO6
3-[(4-Aminophenyl)methoxy]-4-(3-chloro-2-hydroxy-4,6-dimethoxybenzoyl)-5-methylcyclohex-3-en-1-one
—— 4-[3-(5-methyl-5-phenyl-2H-1,2-oxazol-3-yl)propyl]phenol —— C19H21NO2
4-[3-(5-methyl-5-phenyl-2H-1,2-oxazol-3-yl)propyl]phenol
—— 4-Bromo-5-(2-iminoethyl)-2-methoxyphenol —— C9H10BrNO2
4-Bromo-5-(2-iminoethyl)-2-methoxyphenol
—— Ethane;2-methylpropyl 2-(4-hydroxy-3-methylphenyl)acetate —— C15H24O3
Ethane;2-methylpropyl 2-(4-hydroxy-3-methylphenyl)acetate
—— Acetyl-[2-(4-hydroxyphenyl)ethyl]-dimethylazanium —— C12H18NO2+
Acetyl-[2-(4-hydroxyphenyl)ethyl]-dimethylazanium
—— Butane;ethane;2-methylphenol —— C35H62O3
Butane;ethane;2-methylphenol
—— 5-{[5-(4-hydroxy-3-nitrophenyl)furan-2-yl]methylidene}pyrimidine-2,4,6(1H,3H,5H)-trione —— C15H9N3O7
5-{[5-(4-hydroxy-3-nitrophenyl)furan-2-yl]methylidene}pyrimidine-2,4,6(1H,3H,5H)-trione
—— 6-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-1,3-dimethyl-5-nitropyrimidine-2,4-dione —— C15H15N3O6
6-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-1,3-dimethyl-5-nitropyrimidine-2,4-dione
—— 4-[(5Z)-5-(2-chlorobenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)butanamide —— C20H16ClN3O5S2
4-[(5Z)-5-(2-chlorobenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)butanamide
—— ethyl (2E)-2-[(2-hydroxy-3-nitrophenyl)methylidene]-5-(2-methoxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H21N3O7S
ethyl (2E)-2-[(2-hydroxy-3-nitrophenyl)methylidene]-5-(2-methoxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— N-(2-hydroxy-4-nitrophenyl)-4-[5-(4-methylbenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]butanamide —— C21H19N3O5S2
N-(2-hydroxy-4-nitrophenyl)-4-[5-(4-methylbenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]butanamide
—— 4-[(5Z)-5-(2-chlorobenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]-N-(2-hydroxy-4-nitrophenyl)butanamide —— C20H16ClN3O5S2
4-[(5Z)-5-(2-chlorobenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]-N-(2-hydroxy-4-nitrophenyl)butanamide
—— ethyl 2-(2-hydroxy-3-nitrobenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C21H17N3O6S2
ethyl 2-(2-hydroxy-3-nitrobenzylidene)-7-methyl-3-oxo-5-(2-thienyl)-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— N-(2-hydroxy-5-nitrophenyl)-4-[5-(4-methylbenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]butanamide —— C21H19N3O5S2
N-(2-hydroxy-5-nitrophenyl)-4-[5-(4-methylbenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]butanamide
—— ethyl (2E)-5-(4-fluorophenyl)-2-[(2-hydroxy-3-nitrophenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C23H18FN3O6S
ethyl (2E)-5-(4-fluorophenyl)-2-[(2-hydroxy-3-nitrophenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— ethyl (5Z)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-(4-nitroanilino)-4-oxothiophene-3-carboxylate —— C22H20N2O8S
ethyl (5Z)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-(4-nitroanilino)-4-oxothiophene-3-carboxylate
—— 4-[3-(2,6-dimethylpyridin-3-yl)imino-2-[(3S)-3-methyl-1-oxo-1lambda5-phospholan-1-yl]propyl]-2,6-dimethoxyphenol —— C23H31N2O4P
4-[3-(2,6-dimethylpyridin-3-yl)imino-2-[(3S)-3-methyl-1-oxo-1lambda5-phospholan-1-yl]propyl]-2,6-dimethoxyphenol
—— 4-[3-(Furan-2-ylmethyl)-4-phenyl-1,3-oxazolidin-2-yl]-2-methoxyphenol —— C21H21NO4
4-[3-(Furan-2-ylmethyl)-4-phenyl-1,3-oxazolidin-2-yl]-2-methoxyphenol
—— (5E)-5-(3-chloro-4-hydroxy-5-methoxybenzylidene)-3-(4-nitrophenyl)-2-thioxo-1,3-thiazolidin-4-one —— C17H11ClN2O5S2
(5E)-5-(3-chloro-4-hydroxy-5-methoxybenzylidene)-3-(4-nitrophenyl)-2-thioxo-1,3-thiazolidin-4-one
—— (Z)-1-(3,4-dichlorophenyl)-3-(2-hydroxy-5-nitroanilino)prop-2-en-1-one —— C15H10Cl2N2O4
(Z)-1-(3,4-dichlorophenyl)-3-(2-hydroxy-5-nitroanilino)prop-2-en-1-one
—— ethyl (5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-(4-nitroanilino)-4-oxothiophene-3-carboxylate —— C21H18N2O7S
ethyl (5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-(4-nitroanilino)-4-oxothiophene-3-carboxylate
—— 2-Amino-3-nitrophenol;ethane —— C8H12N2O3
2-Amino-3-nitrophenol;ethane
—— 5-(3-bromo-4,5-dihydroxybenzylidene)-2-(4-methylphenyl)-1,3-thiazol-4(5H)-one —— C17H12BrNO3S
5-(3-bromo-4,5-dihydroxybenzylidene)-2-(4-methylphenyl)-1,3-thiazol-4(5H)-one
—— 4-[5-(4-ethylbenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)butanamide —— C22H21N3O5S2
4-[5-(4-ethylbenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)butanamide
—— 2-[5-(4-ethylbenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)acetamide —— C20H17N3O5S2
2-[5-(4-ethylbenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)acetamide
—— 4,4-Dibutoxy-2,2-diethyl-6,6-dimethyl-1-[2-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine —— C30H51NO5
4,4-Dibutoxy-2,2-diethyl-6,6-dimethyl-1-[2-[4-(oxiran-2-ylmethoxy)phenyl]ethoxy]piperidine
—— 2-((Z)-2-((Z)-benzylidenehydrazono)-3-(4-hydroxyphenyl)-4-oxothiazolidin-5-yl)acetic acid —— C18H15N3O4S
2-((Z)-2-((Z)-benzylidenehydrazono)-3-(4-hydroxyphenyl)-4-oxothiazolidin-5-yl)acetic acid
—— 2-[(5E)-5-[(3-bromophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-4-nitrophenyl)acetamide —— C18H12BrN3O5S2
2-[(5E)-5-[(3-bromophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-4-nitrophenyl)acetamide
—— N-[(E)-(3-hydroxy-4-nitrophenyl)methylideneamino]-1,3-benzodioxole-5-carboxamide —— C15H11N3O6
N-[(E)-(3-hydroxy-4-nitrophenyl)methylideneamino]-1,3-benzodioxole-5-carboxamide
—— N-(2-hydroxy-5-nitrophenyl)-4-[(5E)-4-oxo-2-sulfanylidene-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]butanamide —— C18H15N3O5S3
N-(2-hydroxy-5-nitrophenyl)-4-[(5E)-4-oxo-2-sulfanylidene-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]butanamide
—— (4R,6S,8S,13S)-16-chloro-13,19-dihydroxy-17-methoxy-4-methyl-3,7-dioxatricyclo[13.4.0.06,8]nonadeca-1(15),11,16,18-tetraen-2-one —— C19H23ClO6
(4R,6S,8S,13S)-16-chloro-13,19-dihydroxy-17-methoxy-4-methyl-3,7-dioxatricyclo[13.4.0.06,8]nonadeca-1(15),11,16,18-tetraen-2-one
—— ethyl (2Z)-2-[(2-hydroxy-5-methoxyphenyl)methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H22N2O5S
ethyl (2Z)-2-[(2-hydroxy-5-methoxyphenyl)methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— Formaldehyde;4-[2-(4-methylphenoxy)ethoxy]phenol —— C16H18O4
Formaldehyde;4-[2-(4-methylphenoxy)ethoxy]phenol
—— ethyl 2-(4-hydroxy-3-nitrobenzylidene)-5-(2-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H21N3O7S
ethyl 2-(4-hydroxy-3-nitrobenzylidene)-5-(2-methoxyphenyl)-7-methyl-3-oxo-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 2-[[[2-Hydroxy-1-(methylamino)ethyl]amino]methyl]phenol —— C10H16N2O2
2-[[[2-Hydroxy-1-(methylamino)ethyl]amino]methyl]phenol
—— 4-(2,2-Dimethylcyclobutyl)oxyphenol;ethane —— C14H22O2
4-(2,2-Dimethylcyclobutyl)oxyphenol;ethane
—— N'-[(E)-(4-fluorophenyl)methylidene]-2-[(2-hydroxy-5-nitrophenyl)amino]-2-phenylacetohydrazide —— C21H17FN4O4
N'-[(E)-(4-fluorophenyl)methylidene]-2-[(2-hydroxy-5-nitrophenyl)amino]-2-phenylacetohydrazide
—— ethyl (2Z)-2-(3-hydroxy-4-methoxybenzylidene)-7-methyl-3-oxo-5-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H22N2O5S
ethyl (2Z)-2-(3-hydroxy-4-methoxybenzylidene)-7-methyl-3-oxo-5-phenyl-2,3-dihydro-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 3-Benzyl-5-(5-chloro-2-hydroxy-3-methoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one —— C18H14ClNO3S2
3-Benzyl-5-(5-chloro-2-hydroxy-3-methoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one
—— (Z)-3-Benzyl-5-(2-Hydroxy-3-Nitrobenzylidene)-2-Thioxothiazolidin-4-One —— C17H12N2O4S2
(Z)-3-Benzyl-5-(2-Hydroxy-3-Nitrobenzylidene)-2-Thioxothiazolidin-4-One
—— Cambridge id 5819631 —— C18H14BrN3O2
Cambridge id 5819631
—— ethyl (2Z)-5-(4-chlorophenyl)-2-[(4-hydroxy-3-nitrophenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C23H18ClN3O6S
ethyl (2Z)-5-(4-chlorophenyl)-2-[(4-hydroxy-3-nitrophenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 6-[2-(4-Hydroxy-3,5-dimethoxy-phenyl)-vinyl]-5-nitro-1H-pyrimidine-2,4-dione —— C14H13N3O7
6-[2-(4-Hydroxy-3,5-dimethoxy-phenyl)-vinyl]-5-nitro-1H-pyrimidine-2,4-dione
—— [4-(2-hydroxyethyl)phenyl] 2-bromo-N-ethenylpropanimidate —— C13H16BrNO2
[4-(2-hydroxyethyl)phenyl] 2-bromo-N-ethenylpropanimidate
—— 5-{[5-(2-Hydroxy-5-nitrophenyl)furan-2-YL]methylidene}-2-sulfanylidene-1,3-diazinane-4,6-dione —— C15H9N3O6S
5-{[5-(2-Hydroxy-5-nitrophenyl)furan-2-YL]methylidene}-2-sulfanylidene-1,3-diazinane-4,6-dione