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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
—— 3-[2-(3-ethyl-4-methoxyphenyl)ethoxy]-4-methoxybenzaldehyde —— C19H22O4
3-[2-(3-ethyl-4-methoxyphenyl)ethoxy]-4-methoxybenzaldehyde
—— 2-[(4-bromophenyl)sulfanyl]-N-(2-hydroxy-4-nitrophenyl)acetamide —— C14H11BrN2O4S
2-[(4-bromophenyl)sulfanyl]-N-(2-hydroxy-4-nitrophenyl)acetamide
—— N-(2-hydroxy-4-nitrophenyl)-2-[(4-methylphenyl)sulfanyl]acetamide —— C15H14N2O4S
N-(2-hydroxy-4-nitrophenyl)-2-[(4-methylphenyl)sulfanyl]acetamide
—— 2-(4-chloro-3,5-dimethylphenoxy)-N-(2-hydroxy-4-nitrophenyl)acetamide —— C16H15ClN2O5
2-(4-chloro-3,5-dimethylphenoxy)-N-(2-hydroxy-4-nitrophenyl)acetamide
—— N-(2-hydroxy-5-nitrophenyl)-2-(4-methylphenyl)sulfanylacetamide —— C15H14N2O4S
N-(2-hydroxy-5-nitrophenyl)-2-(4-methylphenyl)sulfanylacetamide
—— 5-(2-Hydroxy-4-nitroanilino)-5-oxo-2-propan-2-ylpentanoic acid —— C14H18N2O6
5-(2-Hydroxy-4-nitroanilino)-5-oxo-2-propan-2-ylpentanoic acid
—— N-(2-hydroxy-4-nitrophenyl)-2-(4-methoxyphenyl)acetamide —— C15H14N2O5
N-(2-hydroxy-4-nitrophenyl)-2-(4-methoxyphenyl)acetamide
—— 3-(2-Chloroanilino)-2-[4-(4-hydroxy-3-methoxyphenyl)-1,3-thiazol-2-yl]prop-2-enenitrile —— C19H14ClN3O2S
3-(2-Chloroanilino)-2-[4-(4-hydroxy-3-methoxyphenyl)-1,3-thiazol-2-yl]prop-2-enenitrile
—— 2-(1H-benzimidazol-2-ylsulfanyl)-N-(2-hydroxy-4-nitrophenyl)acetamide —— C15H12N4O4S
2-(1H-benzimidazol-2-ylsulfanyl)-N-(2-hydroxy-4-nitrophenyl)acetamide
—— N-(2-hydroxy-4-nitrophenyl)-2-(4-morpholino-6-(phenylamino)-1,3,5-triazin-2-ylthio)acetamide —— C21H21N7O5S
N-(2-hydroxy-4-nitrophenyl)-2-(4-morpholino-6-(phenylamino)-1,3,5-triazin-2-ylthio)acetamide
—— N-(2-hydroxy-4-nitrophenyl)-2-(phenylsulfanyl)acetamide —— C14H12N2O4S
N-(2-hydroxy-4-nitrophenyl)-2-(phenylsulfanyl)acetamide
—— 2-(4-fluorophenyl)sulfanyl-N-(2-hydroxy-4-nitrophenyl)acetamide —— C14H11FN2O4S
2-(4-fluorophenyl)sulfanyl-N-(2-hydroxy-4-nitrophenyl)acetamide
—— N-(2-hydroxy-4-nitrophenyl)-2-(2-methoxyphenyl)acetamide —— C15H14N2O5
N-(2-hydroxy-4-nitrophenyl)-2-(2-methoxyphenyl)acetamide
—— 3-(3-Fluoroanilino)-2-[4-(4-hydroxy-3-methoxyphenyl)-1,3-thiazol-2-yl]prop-2-enenitrile —— C19H14FN3O2S
3-(3-Fluoroanilino)-2-[4-(4-hydroxy-3-methoxyphenyl)-1,3-thiazol-2-yl]prop-2-enenitrile
—— 4-[2-[(4-Hydroxy-3-methoxyphenyl)methylamino]ethyl]-2,2-dimethyloxan-4-ol —— C17H27NO4
4-[2-[(4-Hydroxy-3-methoxyphenyl)methylamino]ethyl]-2,2-dimethyloxan-4-ol
—— 2-(4-Hydroxy-2,2-dimethyloxan-4-yl)ethyl-[(4-hydroxy-3-methoxyphenyl)methyl]azanium —— C17H28NO4+
2-(4-Hydroxy-2,2-dimethyloxan-4-yl)ethyl-[(4-hydroxy-3-methoxyphenyl)methyl]azanium
—— 2(6)-(2,5-Dihydroxy-phenyl)-1-morpholino-cyclohexen-(1) 2065-05-6 C16H21NO3
2(6)-(2,5-Dihydroxy-phenyl)-1-morpholino-cyclohexen-(1)
—— 2-(5-Ethyl-6,12-dihydrobenzimidazolo[1,2-c]quinazoline-7,12-diium-6-yl)-4-nitrophenolate —— C22H19N4O3+
2-(5-Ethyl-6,12-dihydrobenzimidazolo[1,2-c]quinazoline-7,12-diium-6-yl)-4-nitrophenolate
—— 3-chloro-4-[2-(3-fluoro-4-methoxyphenyl)ethoxy]benzaldehyde —— C16H14ClFO3
3-chloro-4-[2-(3-fluoro-4-methoxyphenyl)ethoxy]benzaldehyde
—— 4-(2-hydroxy-5-nitrophenyl)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-6-carboxylic acid —— C13H12N4O5
4-(2-hydroxy-5-nitrophenyl)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-6-carboxylic acid
—— 4-Amino-13-(4-hydroxy-3-methoxyphenyl)-6-methyl-11-oxo-8-thia-3,10-diazatricyclo[7.4.0.02,7]trideca-1(9),2(7),3,5-tetraene-5-carbonitrile —— C19H16N4O3S
4-Amino-13-(4-hydroxy-3-methoxyphenyl)-6-methyl-11-oxo-8-thia-3,10-diazatricyclo[7.4.0.02,7]trideca-1(9),2(7),3,5-tetraene-5-carbonitrile
—— 2-(2-Hydroxyphenyl)-2-(5-phenyl-3,4-dihydropyrazol-2-yl)acetonitrile —— C17H15N3O
2-(2-Hydroxyphenyl)-2-(5-phenyl-3,4-dihydropyrazol-2-yl)acetonitrile
—— 4-[3-(4-Bromophenyl)propoxy]phenol —— C15H15BrO2
4-[3-(4-Bromophenyl)propoxy]phenol
—— 4-[2-(3-chloro-4-methoxyphenyl)ethoxy]benzoic acid —— C16H15ClO4
4-[2-(3-chloro-4-methoxyphenyl)ethoxy]benzoic acid
—— 3-[2-(3-chloro-4-methoxyphenyl)ethoxy]benzoic acid —— C16H15ClO4
3-[2-(3-chloro-4-methoxyphenyl)ethoxy]benzoic acid
—— Prop-2-en-1-yl 5-cyano-6-{[2-(diphenylamino)-2-oxoethyl]sulfanyl}-4-(4-hydroxy-3-methoxyphenyl)-2-methyl-1,4-dihydropyridine-3-carboxylate —— C32H29N3O5S
Prop-2-en-1-yl 5-cyano-6-{[2-(diphenylamino)-2-oxoethyl]sulfanyl}-4-(4-hydroxy-3-methoxyphenyl)-2-methyl-1,4-dihydropyridine-3-carboxylate
—— 4-[3-(3-Bromophenyl)propoxy]phenol —— C15H15BrO2
4-[3-(3-Bromophenyl)propoxy]phenol
—— 4-chloro-2-[1-(1H-1,2,4-triazol-4-ium-4-ylamino)ethyl]phenol —— C10H12ClN4O+
4-chloro-2-[1-(1H-1,2,4-triazol-4-ium-4-ylamino)ethyl]phenol
—— N-[2-(3,4-dihydroxyphenyl)ethyl]-3-[5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]propanamide —— C21H19FN2O5S
N-[2-(3,4-dihydroxyphenyl)ethyl]-3-[5-[(2-fluorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]propanamide
—— N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[4-oxo-2-sulfanylidene-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]acetamide —— C18H16N2O4S3
N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[4-oxo-2-sulfanylidene-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]acetamide
—— 2-(5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl)-N-[2-(3,4-dihydroxyphenyl)ethyl]acetamide —— C20H18N2O5S
2-(5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl)-N-[2-(3,4-dihydroxyphenyl)ethyl]acetamide
—— N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[5-[(1-methylpyrrol-2-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide —— C19H19N3O4S2
N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[5-[(1-methylpyrrol-2-yl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide
—— 1-(3-chlorophenyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-4,7-dihydrofuro[3,4-b]pyridine-2,5(1H,3H)-dione —— C21H18ClNO6
1-(3-chlorophenyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-4,7-dihydrofuro[3,4-b]pyridine-2,5(1H,3H)-dione
—— 3-chloro-4-[2-(4-methoxy-3-methylphenyl)ethoxy]benzaldehyde —— C17H17ClO3
3-chloro-4-[2-(4-methoxy-3-methylphenyl)ethoxy]benzaldehyde
—— 3-chloro-4-[2-(4-ethoxyphenyl)ethoxy]benzaldehyde —— C17H17ClO3
3-chloro-4-[2-(4-ethoxyphenyl)ethoxy]benzaldehyde
—— 4-Chloro-2-[2-(4,4,5,5-tetramethyl-1,3-dioxolan-2-ylidene)ethylideneamino]phenol —— C15H18ClNO3
4-Chloro-2-[2-(4,4,5,5-tetramethyl-1,3-dioxolan-2-ylidene)ethylideneamino]phenol
—— N-[2-(3,4-dihydroxyphenyl)ethyl]-3-[5-[3-(furan-2-yl)prop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanamide —— C21H20N2O5S2
N-[2-(3,4-dihydroxyphenyl)ethyl]-3-[5-[3-(furan-2-yl)prop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanamide
—— 1-(3-chlorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-4,7-dihydrofuro[3,4-b]pyridine-2,5(1H,3H)-dione —— C20H16ClNO5
1-(3-chlorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-4,7-dihydrofuro[3,4-b]pyridine-2,5(1H,3H)-dione
—— 1-(3-chloro-4-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-4,7-dihydrofuro[3,4-b]pyridine-2,5(1H,3H)-dione —— C20H15ClFNO5
1-(3-chloro-4-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-4,7-dihydrofuro[3,4-b]pyridine-2,5(1H,3H)-dione
—— N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[5-[(1-methylpyrrol-2-yl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C19H19N3O5S
N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[5-[(1-methylpyrrol-2-yl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— 4-[2-(3-fluoro-4-methoxyphenyl)ethoxy]-3-methoxybenzaldehyde —— C17H17FO4
4-[2-(3-fluoro-4-methoxyphenyl)ethoxy]-3-methoxybenzaldehyde
—— 3-[2-(3-fluoro-4-methoxyphenyl)ethoxy]-4-methoxybenzaldehyde —— C17H17FO4
3-[2-(3-fluoro-4-methoxyphenyl)ethoxy]-4-methoxybenzaldehyde
—— 3-[2-(3,4,5-trimethoxyphenyl)ethoxy]aniline —— C17H21NO4
3-[2-(3,4,5-trimethoxyphenyl)ethoxy]aniline
—— 2-[2-(3,4,5-trimethoxyphenyl)ethoxy]aniline —— C17H21NO4
2-[2-(3,4,5-trimethoxyphenyl)ethoxy]aniline
—— 4-[2-(3,4,5-trimethoxyphenyl)ethoxy]aniline —— C17H21NO4
4-[2-(3,4,5-trimethoxyphenyl)ethoxy]aniline
—— 2-[2-(4,4,5,5-Tetramethyl-1,3-dioxolan-2-ylidene)ethylideneamino]phenol —— C15H19NO3
2-[2-(4,4,5,5-Tetramethyl-1,3-dioxolan-2-ylidene)ethylideneamino]phenol
—— N-[2-(4-hydroxyphenyl)ethyl]-4-[4-oxo-2-sulfanylidene-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]butanamide —— C20H20N2O3S3
N-[2-(4-hydroxyphenyl)ethyl]-4-[4-oxo-2-sulfanylidene-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]butanamide
—— N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[5-[(2-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C21H20N2O6S
N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[5-[(2-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— N-[2-(3,4-dihydroxyphenyl)ethyl]-3-[5-[(1-methylpyrrol-2-yl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]propanamide —— C20H21N3O5S
N-[2-(3,4-dihydroxyphenyl)ethyl]-3-[5-[(1-methylpyrrol-2-yl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]propanamide
—— [4-[2-(4-ethoxyphenyl)ethoxy]-3-methoxyphenyl]methanol —— C18H22O4
[4-[2-(4-ethoxyphenyl)ethoxy]-3-methoxyphenyl]methanol