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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-[(1S)-1-(1H-pyrazol-5-ylmethylamino)ethyl]phenol —— C12H15N3O
4-[(1S)-1-(1H-pyrazol-5-ylmethylamino)ethyl]phenol
—— 4-[(1R)-1-(1H-pyrazol-5-ylmethylamino)ethyl]phenol —— C12H15N3O
4-[(1R)-1-(1H-pyrazol-5-ylmethylamino)ethyl]phenol
—— 3-[(1S)-1-(1,3-thiazol-2-ylmethylamino)ethyl]phenol —— C12H14N2OS
3-[(1S)-1-(1,3-thiazol-2-ylmethylamino)ethyl]phenol
—— 2-[(1R)-1-(1,3-thiazol-2-ylmethylamino)ethyl]phenol —— C12H14N2OS
2-[(1R)-1-(1,3-thiazol-2-ylmethylamino)ethyl]phenol
—— 4-[(1R)-1-(1,3-thiazol-2-ylmethylamino)ethyl]phenol —— C12H14N2OS
4-[(1R)-1-(1,3-thiazol-2-ylmethylamino)ethyl]phenol
—— dilithium;cobalt;2-methylphenol;piperidin-1-ide;2H-pyridin-1-ide —— C48H68CoLi2N4O4-2
dilithium;cobalt;2-methylphenol;piperidin-1-ide;2H-pyridin-1-ide
—— 30,32-Dihydroxypentacyclo[23.3.1.13,7.111,15.117,21]dotriaconta-1(28),3,5,7(32),11(31),12,14,17,19,21(30),25(29),26-dodecaene-29,31-diolate;dioxouranium —— C32H30O6U-2
30,32-Dihydroxypentacyclo[23.3.1.13,7.111,15.117,21]dotriaconta-1(28),3,5,7(32),11(31),12,14,17,19,21(30),25(29),26-dodecaene-29,31-diolate;dioxouranium
—— (3-Amino-4-hydroxyphenyl)oxidanium —— C6H8NO2+
(3-Amino-4-hydroxyphenyl)oxidanium
—— 3-(2-Ethylpyrazol-3-yl)-1-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one —— C15H16N2O3
3-(2-Ethylpyrazol-3-yl)-1-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one
—— 5,11,47,53-Tetratert-butyl-15,18,40,43,56,59-hexaoxa-26,29,32,67-tetrazadecacyclo[27.25.15.13,7.113,45.09,14.019,24.034,39.044,49.051,55.060,65]henheptaconta-1(55),3,5,7(71),9(14),10,12,19,21,23,34,36,38,44,46,48,51,53,60,62,64-henicosaen-71-ol —— C77H98N4O7
5,11,47,53-Tetratert-butyl-15,18,40,43,56,59-hexaoxa-26,29,32,67-tetrazadecacyclo[27.25.15.13,7.113,45.09,14.019,24.034,39.044,49.051,55.060,65]henheptaconta-1(55),3,5,7(71),9(14),10,12,19,21,23,34,36,38,44,46,48,51,53,60,62,64-henicosaen-71-ol
—— 1-(4-Hydroxy-3-methoxyphenyl)-3-(3-methylthiophen-2-yl)prop-2-en-1-one —— C15H14O3S
1-(4-Hydroxy-3-methoxyphenyl)-3-(3-methylthiophen-2-yl)prop-2-en-1-one
—— 5,11,47,53-Tetratert-butyl-15,18,40,43,56,59-hexaoxa-26,29,32,67-tetrazoniadecacyclo[27.25.15.13,7.113,45.09,14.019,24.034,39.044,49.051,55.060,65]henheptaconta-1(55),3,5,7(71),9(14),10,12,19,21,23,34,36,38,44,46,48,51,53,60,62,64-henicosaen-71-ol —— C77H102N4O7+4
5,11,47,53-Tetratert-butyl-15,18,40,43,56,59-hexaoxa-26,29,32,67-tetrazoniadecacyclo[27.25.15.13,7.113,45.09,14.019,24.034,39.044,49.051,55.060,65]henheptaconta-1(55),3,5,7(71),9(14),10,12,19,21,23,34,36,38,44,46,48,51,53,60,62,64-henicosaen-71-ol
—— 5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-3-(piperidin-1-ylmethyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H20N2O3S2
5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-3-(piperidin-1-ylmethyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-3-(2-hydroxyphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H13NO4S2
5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-3-(2-hydroxyphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— (7S)-2-butylsulfanyl-7-(3-hydroxy-4-methoxyphenyl)-5-methyl-N-(4-methylphenyl)-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide —— C25H29N5O3S
(7S)-2-butylsulfanyl-7-(3-hydroxy-4-methoxyphenyl)-5-methyl-N-(4-methylphenyl)-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide
—— (7R)-2-butylsulfanyl-7-(3-hydroxy-4-methoxyphenyl)-5-methyl-N-(4-methylphenyl)-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide —— C25H29N5O3S
(7R)-2-butylsulfanyl-7-(3-hydroxy-4-methoxyphenyl)-5-methyl-N-(4-methylphenyl)-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide
—— (7S)-7-(3-hydroxy-4-methoxyphenyl)-5-methyl-N-(4-methylphenyl)-2-propylsulfanyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide —— C24H27N5O3S
(7S)-7-(3-hydroxy-4-methoxyphenyl)-5-methyl-N-(4-methylphenyl)-2-propylsulfanyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide
—— (7R)-7-(3-hydroxy-4-methoxyphenyl)-5-methyl-N-(4-methylphenyl)-2-propylsulfanyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide —— C24H27N5O3S
(7R)-7-(3-hydroxy-4-methoxyphenyl)-5-methyl-N-(4-methylphenyl)-2-propylsulfanyl-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide
—— 2-[(3-Thiophen-2-ylphenyl)methylideneamino]phenol —— C17H13NOS
2-[(3-Thiophen-2-ylphenyl)methylideneamino]phenol
—— 3-[(3-Thiophen-2-ylphenyl)methylideneamino]phenol —— C17H13NOS
3-[(3-Thiophen-2-ylphenyl)methylideneamino]phenol
—— 4-[(3-Thiophen-2-ylphenyl)methylideneamino]phenol —— C17H13NOS
4-[(3-Thiophen-2-ylphenyl)methylideneamino]phenol
—— (2R)-2-(4-tert-butylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]propanamide —— C21H26N2O4
(2R)-2-(4-tert-butylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]propanamide
—— (7R)-7-(3-bromo-4-hydroxy-5-methoxyphenyl)-5-methyl-N-(4-methylphenyl)-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide —— C21H20BrN5O3
(7R)-7-(3-bromo-4-hydroxy-5-methoxyphenyl)-5-methyl-N-(4-methylphenyl)-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide
—— (7S)-7-(3-bromo-4-hydroxy-5-methoxyphenyl)-5-methyl-N-(4-methylphenyl)-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide —— C21H20BrN5O3
(7S)-7-(3-bromo-4-hydroxy-5-methoxyphenyl)-5-methyl-N-(4-methylphenyl)-1,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide
—— (2S)-2-(4-tert-butylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]propanamide —— C21H26N2O4
(2S)-2-(4-tert-butylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]propanamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(3-methoxyphenoxy)acetamide —— C17H18N2O5
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(3-methoxyphenoxy)acetamide
—— (2S)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(3-methoxyphenoxy)propanamide —— C18H20N2O5
(2S)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(3-methoxyphenoxy)propanamide
—— (2S)-2-(4-chloro-3,5-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]propanamide —— C19H21ClN2O4
(2S)-2-(4-chloro-3,5-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]propanamide
—— (2R)-2-(4-chloro-3,5-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]propanamide —— C19H21ClN2O4
(2R)-2-(4-chloro-3,5-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]propanamide
—— 2-(2-bromo-4-propylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C19H21BrN2O4
2-(2-bromo-4-propylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 2-(4-bromo-2-ethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C18H19BrN2O4
2-(4-bromo-2-ethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 4-(2-bromo-4-ethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]butanamide —— C20H23BrN2O4
4-(2-bromo-4-ethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]butanamide
—— 4-(2-bromo-4-tert-butylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]butanamide —— C22H27BrN2O4
4-(2-bromo-4-tert-butylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]butanamide
—— 2-(4-bromo-2-propan-2-ylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C19H21BrN2O4
2-(4-bromo-2-propan-2-ylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 2-(2-bromo-4-chloro-3,5-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C18H18BrClN2O4
2-(2-bromo-4-chloro-3,5-dimethylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— (2S)-2-[(5Z)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-2-phenylacetic acid —— C18H12N2O6S2
(2S)-2-[(5Z)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-2-phenylacetic acid
—— (2R)-2-[(5Z)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-2-phenylacetic acid —— C18H12N2O6S2
(2R)-2-[(5Z)-5-[(4-hydroxy-3-nitrophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-2-phenylacetic acid
—— (2R)-2-[(5Z)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-2-phenylacetic acid —— C19H14BrNO5S2
(2R)-2-[(5Z)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-2-phenylacetic acid
—— [2-[(4-Hydroxy-3,5-dimethylphenyl)methylamino]-2-oxoethyl] 3-(3,4,5-trimethoxyphenyl)propanoate —— C23H29NO7
[2-[(4-Hydroxy-3,5-dimethylphenyl)methylamino]-2-oxoethyl] 3-(3,4,5-trimethoxyphenyl)propanoate
—— (2S)-2-[(5Z)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-2-phenylacetic acid —— C19H14BrNO5S2
(2S)-2-[(5Z)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-2-phenylacetic acid
—— Ethyl 2-[5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-(2-morpholin-4-yl-2-oxoethyl)-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C21H24N2O7S
Ethyl 2-[5-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-(2-morpholin-4-yl-2-oxoethyl)-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— 2-[[4-(4-chlorophenyl)-1,3-thiazol-2-yl]sulfanyl]-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C19H16ClN3O3S2
2-[[4-(4-chlorophenyl)-1,3-thiazol-2-yl]sulfanyl]-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— N-[(2-hydroxy-5-nitrophenyl)methyl]-4-oxo-4-thiophen-2-ylbutanamide —— C15H14N2O5S
N-[(2-hydroxy-5-nitrophenyl)methyl]-4-oxo-4-thiophen-2-ylbutanamide
—— N-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylideneamino]-2-(2-phenoxyethoxy)benzamide —— C23H21BrN2O5
N-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylideneamino]-2-(2-phenoxyethoxy)benzamide
—— 4-[(3S)-3-(2-hydroxyphenyl)-5-phenyl-3,4-dihydropyrazol-2-yl]-5H-1,3-thiazol-2-one —— C18H15N3O2S
4-[(3S)-3-(2-hydroxyphenyl)-5-phenyl-3,4-dihydropyrazol-2-yl]-5H-1,3-thiazol-2-one
—— 3-[(3-Hydroxy-4-methoxyphenyl)methylideneamino]-5,6-dimethylthieno[2,3-d]pyrimidin-4-one —— C16H15N3O3S
3-[(3-Hydroxy-4-methoxyphenyl)methylideneamino]-5,6-dimethylthieno[2,3-d]pyrimidin-4-one
—— 2-(2-tert-butylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C20H24N2O4
2-(2-tert-butylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 2-(4-bromo-2-tert-butylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C20H23BrN2O4
2-(4-bromo-2-tert-butylphenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(3-methyl-4-propan-2-ylphenoxy)acetamide —— C20H24N2O4
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(3-methyl-4-propan-2-ylphenoxy)acetamide
—— 2-(2,5-dichlorophenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C16H14Cl2N2O4
2-(2,5-dichlorophenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide