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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
—— N'-[(Z)-(3-hydroxyphenyl)methylideneamino]-N-(2-methylpropyl)propanediamide —— C14H19N3O3
N'-[(Z)-(3-hydroxyphenyl)methylideneamino]-N-(2-methylpropyl)propanediamide
—— N'-[(Z)-(3-hydroxyphenyl)methylideneamino]-N-(2-methoxyethyl)propanediamide —— C13H17N3O4
N'-[(Z)-(3-hydroxyphenyl)methylideneamino]-N-(2-methoxyethyl)propanediamide
—— N-[(Z)-[5-(3-chlorophenyl)furan-2-yl]methylideneamino]-2-hydroxy-5-nitrobenzamide —— C18H12ClN3O5
N-[(Z)-[5-(3-chlorophenyl)furan-2-yl]methylideneamino]-2-hydroxy-5-nitrobenzamide
—— Carbamothioic acid, diethyl-, S-(2,5-dihydroxy-4-nitrophenyl) ester —— C11H14N2O5S
Carbamothioic acid, diethyl-, S-(2,5-dihydroxy-4-nitrophenyl) ester
—— N-[(Z)-[5-(2-bromo-4-nitrophenyl)furan-2-yl]methylideneamino]-2-hydroxy-5-nitrobenzamide —— C18H11BrN4O7
N-[(Z)-[5-(2-bromo-4-nitrophenyl)furan-2-yl]methylideneamino]-2-hydroxy-5-nitrobenzamide
—— 2-hydroxy-5-nitro-N-[(Z)-[5-(3-nitrophenyl)furan-2-yl]methylideneamino]benzamide —— C18H12N4O7
2-hydroxy-5-nitro-N-[(Z)-[5-(3-nitrophenyl)furan-2-yl]methylideneamino]benzamide
—— N-[(Z)-[5-(4-bromo-2-nitrophenyl)furan-2-yl]methylideneamino]-2-hydroxy-5-nitrobenzamide —— C18H11BrN4O7
N-[(Z)-[5-(4-bromo-2-nitrophenyl)furan-2-yl]methylideneamino]-2-hydroxy-5-nitrobenzamide
—— 3-[5-[(Z)-[(2-hydroxy-5-nitrobenzoyl)hydrazinylidene]methyl]furan-2-yl]benzoic acid —— C19H13N3O7
3-[5-[(Z)-[(2-hydroxy-5-nitrobenzoyl)hydrazinylidene]methyl]furan-2-yl]benzoic acid
—— N-[(Z)-[5-(4-chloro-2-nitrophenyl)furan-2-yl]methylideneamino]-2-hydroxy-5-nitrobenzamide —— C18H11ClN4O7
N-[(Z)-[5-(4-chloro-2-nitrophenyl)furan-2-yl]methylideneamino]-2-hydroxy-5-nitrobenzamide
—— 2-hydroxy-N-[(Z)-[5-(4-methyl-2-nitrophenyl)furan-2-yl]methylideneamino]-5-nitrobenzamide —— C19H14N4O7
2-hydroxy-N-[(Z)-[5-(4-methyl-2-nitrophenyl)furan-2-yl]methylideneamino]-5-nitrobenzamide
—— (5E)-5-[(2,3-dibromo-4-hydroxy-5-methoxyphenyl)methylidene]-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one —— C18H14Br2N2O3S
(5E)-5-[(2,3-dibromo-4-hydroxy-5-methoxyphenyl)methylidene]-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one
—— 1-(2-Acetoxyethyl)-4-[3-acetyl(isopropyl)aminoprop-2-enyloxy]benzene —— C18H25NO4
1-(2-Acetoxyethyl)-4-[3-acetyl(isopropyl)aminoprop-2-enyloxy]benzene
—— 2-[5-[(Z)-[(2-hydroxy-5-nitrobenzoyl)hydrazinylidene]methyl]furan-2-yl]benzoic acid —— C19H13N3O7
2-[5-[(Z)-[(2-hydroxy-5-nitrobenzoyl)hydrazinylidene]methyl]furan-2-yl]benzoic acid
—— N-[(Z)-[5-(4-chlorophenyl)furan-2-yl]methylideneamino]-2-hydroxy-5-nitrobenzamide —— C18H12ClN3O5
N-[(Z)-[5-(4-chlorophenyl)furan-2-yl]methylideneamino]-2-hydroxy-5-nitrobenzamide
—— N-[(Z)-[5-(2,3-dichlorophenyl)furan-2-yl]methylideneamino]-2-hydroxy-5-nitrobenzamide —— C18H11Cl2N3O5
N-[(Z)-[5-(2,3-dichlorophenyl)furan-2-yl]methylideneamino]-2-hydroxy-5-nitrobenzamide
—— 2-hydroxy-5-nitro-N-[(Z)-[5-(4-nitrophenyl)furan-2-yl]methylideneamino]benzamide —— C18H12N4O7
2-hydroxy-5-nitro-N-[(Z)-[5-(4-nitrophenyl)furan-2-yl]methylideneamino]benzamide
—— 2-hydroxy-N'-(indol-3-ylidenemethyl)-5-nitrobenzohydrazide —— C16H12N4O4
2-hydroxy-N'-(indol-3-ylidenemethyl)-5-nitrobenzohydrazide
—— 2-hydroxy-N-[(Z)-[5-(2-methyl-5-nitrophenyl)furan-2-yl]methylideneamino]-5-nitrobenzamide —— C19H14N4O7
2-hydroxy-N-[(Z)-[5-(2-methyl-5-nitrophenyl)furan-2-yl]methylideneamino]-5-nitrobenzamide
—— N'-[(3-bromo-5-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]-2-hydroxy-5-nitrobenzohydrazide —— C15H12BrN3O6
N'-[(3-bromo-5-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]-2-hydroxy-5-nitrobenzohydrazide
—— (5E)-2-[(3,5-dimethylphenyl)methylamino]-5-[(4-hydroxy-3-nitrophenyl)methylidene]-1,3-thiazol-4-one —— C19H17N3O4S
(5E)-2-[(3,5-dimethylphenyl)methylamino]-5-[(4-hydroxy-3-nitrophenyl)methylidene]-1,3-thiazol-4-one
—— 2-hydroxy-N-[(Z)-(3-hydroxyphenyl)methylideneamino]-5-nitrobenzamide —— C14H11N3O5
2-hydroxy-N-[(Z)-(3-hydroxyphenyl)methylideneamino]-5-nitrobenzamide
—— (5E)-2-[(3,5-dimethylphenyl)methylamino]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazol-4-one —— C20H20N2O3S
(5E)-2-[(3,5-dimethylphenyl)methylamino]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazol-4-one
—— (5E)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-2-[(3,5-dimethylphenyl)methylamino]-1,3-thiazol-4-one —— C20H19BrN2O3S
(5E)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-2-[(3,5-dimethylphenyl)methylamino]-1,3-thiazol-4-one
—— Dehydro nylidrine —— C19H23NO
Dehydro nylidrine
—— 4-Benzyloxy-2-(5-[1,3]dioxolan-2-yl-3-methyl-pent-2-enyl)-phenol —— C22H26O4
4-Benzyloxy-2-(5-[1,3]dioxolan-2-yl-3-methyl-pent-2-enyl)-phenol
—— (5E)-5-[(5-chloro-2-hydroxy-3-nitrophenyl)methylidene]-2-(3,5-dimethylphenyl)imino-1,3-thiazolidin-4-one —— C18H14ClN3O4S
(5E)-5-[(5-chloro-2-hydroxy-3-nitrophenyl)methylidene]-2-(3,5-dimethylphenyl)imino-1,3-thiazolidin-4-one
—— 3-[(Z)-(5-aminotetrazol-1-yl)iminomethyl]phenol —— C8H8N6O
3-[(Z)-(5-aminotetrazol-1-yl)iminomethyl]phenol
—— 2-bromo-4-[(2-chlorophenyl)methyl]-6-[(2-hydroxy-5-methylanilino)methylidene]cyclohexa-2,4-dien-1-one —— C21H17BrClNO2
2-bromo-4-[(2-chlorophenyl)methyl]-6-[(2-hydroxy-5-methylanilino)methylidene]cyclohexa-2,4-dien-1-one
—— ethyl (E)-2-cyano-3-[5-(2-hydroxy-5-nitrophenyl)furan-2-yl]prop-2-enoate —— C16H12N2O6
ethyl (E)-2-cyano-3-[5-(2-hydroxy-5-nitrophenyl)furan-2-yl]prop-2-enoate
—— Phenol, 2-(3-chloro-2-propenyl)-4-methyl- —— C10H11ClO
Phenol, 2-(3-chloro-2-propenyl)-4-methyl-
—— (E)-3-(dimethylamino)-1-[3-[(E)-3-(dimethylamino)prop-2-enoyl]-2,4-dihydroxyphenyl]prop-2-en-1-one —— C16H20N2O4
(E)-3-(dimethylamino)-1-[3-[(E)-3-(dimethylamino)prop-2-enoyl]-2,4-dihydroxyphenyl]prop-2-en-1-one
—— Bicyclo[10.1.0]trideca-4,8-diene-13-carboxylic acid (2-hydroxy-4-nitrophenyl)amide —— C20H24N2O4
Bicyclo[10.1.0]trideca-4,8-diene-13-carboxylic acid (2-hydroxy-4-nitrophenyl)amide
—— ethyl (2Z,5R)-5-(3,4-dimethoxyphenyl)-2-[(2-hydroxy-3,5-dinitrophenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C25H22N4O10S
ethyl (2Z,5R)-5-(3,4-dimethoxyphenyl)-2-[(2-hydroxy-3,5-dinitrophenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (5Z)-5-[(2-hydroxy-3-nitrophenyl)methylidene]-2-(2-methoxyphenyl)imino-1,3-thiazolidin-4-one —— C17H13N3O5S
(5Z)-5-[(2-hydroxy-3-nitrophenyl)methylidene]-2-(2-methoxyphenyl)imino-1,3-thiazolidin-4-one
—— (5E)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-2-(3,4-dimethylanilino)-1,3-thiazol-4-one —— C19H17BrN2O3S
(5E)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-2-(3,4-dimethylanilino)-1,3-thiazol-4-one
—— (5Z)-2-(3,4-dimethylanilino)-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazol-4-one —— C19H18N2O3S
(5Z)-2-(3,4-dimethylanilino)-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazol-4-one
—— ethyl (2Z,5S)-5-(3,4-dimethoxyphenyl)-2-[(2-hydroxy-3,5-dinitrophenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C25H22N4O10S
ethyl (2Z,5S)-5-(3,4-dimethoxyphenyl)-2-[(2-hydroxy-3,5-dinitrophenyl)methylidene]-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (5Z)-5-[(5-chloro-2-hydroxyphenyl)methylidene]-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one —— C17H13ClN2O2S
(5Z)-5-[(5-chloro-2-hydroxyphenyl)methylidene]-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one
—— (5Z)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-3-[[(2S)-oxolan-2-yl]methyl]-2-phenylimino-1,3-thiazolidin-4-one —— C21H19N3O5S
(5Z)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-3-[[(2S)-oxolan-2-yl]methyl]-2-phenylimino-1,3-thiazolidin-4-one
—— (5Z)-1-(2-fluorophenyl)-5-[(2-hydroxy-3,5-dinitrophenyl)methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione —— C17H9FN4O7S
(5Z)-1-(2-fluorophenyl)-5-[(2-hydroxy-3,5-dinitrophenyl)methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione
—— (5Z)-2-amino-5-[(5-chloro-2-hydroxyphenyl)methylidene]-1,3-thiazol-4-one —— C10H7ClN2O2S
(5Z)-2-amino-5-[(5-chloro-2-hydroxyphenyl)methylidene]-1,3-thiazol-4-one
—— (6Z)-6-[(3-chloro-2-hydroxy-5-nitroanilino)methylidene]cyclohexa-2,4-dien-1-one —— C13H9ClN2O4
(6Z)-6-[(3-chloro-2-hydroxy-5-nitroanilino)methylidene]cyclohexa-2,4-dien-1-one
—— (5E)-5-[(3-bromo-4-hydroxyphenyl)methylidene]-2-(4-fluorophenyl)imino-1,3-thiazolidin-4-one —— C16H10BrFN2O2S
(5E)-5-[(3-bromo-4-hydroxyphenyl)methylidene]-2-(4-fluorophenyl)imino-1,3-thiazolidin-4-one
—— (5E)-2-(3-chloroanilino)-5-[(3-chloro-4-hydroxyphenyl)methylidene]-1,3-thiazol-4-one —— C16H10Cl2N2O2S
(5E)-2-(3-chloroanilino)-5-[(3-chloro-4-hydroxyphenyl)methylidene]-1,3-thiazol-4-one
—— (2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]oxolane-2-carboxamide —— C13H17NO4
(2S)-N-[2-(3,4-dihydroxyphenyl)ethyl]oxolane-2-carboxamide
—— (2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]oxolane-2-carboxamide —— C13H17NO4
(2R)-N-[2-(3,4-dihydroxyphenyl)ethyl]oxolane-2-carboxamide
—— 2-hydroxy-3-nitro-N-[(Z)-(5-nitrofuran-2-yl)methylideneamino]benzamide —— C12H8N4O7
2-hydroxy-3-nitro-N-[(Z)-(5-nitrofuran-2-yl)methylideneamino]benzamide
—— 2-hydroxy-N'-[1-(2-hydroxy-4-oxocyclohexa-2,5-dien-1-ylidene)ethyl]-5-nitrobenzohydrazide —— C15H13N3O6
2-hydroxy-N'-[1-(2-hydroxy-4-oxocyclohexa-2,5-dien-1-ylidene)ethyl]-5-nitrobenzohydrazide
—— N-[(E)-(4-fluorophenyl)methylideneamino]-2-hydroxy-5-nitrobenzamide —— C14H10FN3O4
N-[(E)-(4-fluorophenyl)methylideneamino]-2-hydroxy-5-nitrobenzamide
—— (4S)-4-(4-ethoxyphenyl)-4-hydroxy-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]butanamide —— C20H24N2O5
(4S)-4-(4-ethoxyphenyl)-4-hydroxy-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]butanamide