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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
—— 5-[[[(2R)-1-hydroxybutan-2-yl]-[(2-methylphenyl)methyl]amino]methyl]-2-methoxyphenol —— C20H27NO3
5-[[[(2R)-1-hydroxybutan-2-yl]-[(2-methylphenyl)methyl]amino]methyl]-2-methoxyphenol
—— 5-[[[(3R)-1-cyclohexylpiperidin-3-yl]methyl-(pyridin-3-ylmethyl)amino]methyl]-2-methoxyphenol —— C26H37N3O2
5-[[[(3R)-1-cyclohexylpiperidin-3-yl]methyl-(pyridin-3-ylmethyl)amino]methyl]-2-methoxyphenol
—— 5-[[[(3S)-1-cyclohexylpiperidin-3-yl]methyl-(pyridin-3-ylmethyl)amino]methyl]-2-methoxyphenol —— C26H37N3O2
5-[[[(3S)-1-cyclohexylpiperidin-3-yl]methyl-(pyridin-3-ylmethyl)amino]methyl]-2-methoxyphenol
—— 4-[[[(2S)-butan-2-yl]-(3-phenylprop-2-ynyl)amino]methyl]-2,6-dimethoxyphenol —— C22H27NO3
4-[[[(2S)-butan-2-yl]-(3-phenylprop-2-ynyl)amino]methyl]-2,6-dimethoxyphenol
—— 4-[[[(2R)-butan-2-yl]-(3-phenylprop-2-ynyl)amino]methyl]-2,6-dimethoxyphenol —— C22H27NO3
4-[[[(2R)-butan-2-yl]-(3-phenylprop-2-ynyl)amino]methyl]-2,6-dimethoxyphenol
—— 2-[[[(2S)-1-hydroxybutan-2-yl]-[(2-methylphenyl)methyl]amino]methyl]-3-methoxyphenol —— C20H27NO3
2-[[[(2S)-1-hydroxybutan-2-yl]-[(2-methylphenyl)methyl]amino]methyl]-3-methoxyphenol
—— 2-[[[(2R)-1-hydroxybutan-2-yl]-[(2-methylphenyl)methyl]amino]methyl]-3-methoxyphenol —— C20H27NO3
2-[[[(2R)-1-hydroxybutan-2-yl]-[(2-methylphenyl)methyl]amino]methyl]-3-methoxyphenol
—— 4-bromo-2-[(2S,6R)-4-(4-bromophenyl)-2-(4-fluorophenyl)-1,2,5,6-tetrahydropyrimidin-6-yl]phenol —— C22H17Br2FN2O
4-bromo-2-[(2S,6R)-4-(4-bromophenyl)-2-(4-fluorophenyl)-1,2,5,6-tetrahydropyrimidin-6-yl]phenol
—— 3-hydroxy-4-nitro-N-[(2S)-1-(2,2,2-trifluoroethoxy)propan-2-yl]benzamide —— C12H13F3N2O5
3-hydroxy-4-nitro-N-[(2S)-1-(2,2,2-trifluoroethoxy)propan-2-yl]benzamide
—— 3-[[(3-hydroxy-4-methoxyphenyl)methylamino]methyl]-N-[[(2S)-oxolan-2-yl]methyl]benzamide —— C21H26N2O4
3-[[(3-hydroxy-4-methoxyphenyl)methylamino]methyl]-N-[[(2S)-oxolan-2-yl]methyl]benzamide
—— (4R,4aS,5S,8aS)-4-(4-hydroxy-3-methoxyphenyl)-1,3,5,6,8-pentamethyl-4,4a,5,8a-tetrahydropyrimido[4,5-d]pyrimidine-2,7-dione —— C18H26N4O4
(4R,4aS,5S,8aS)-4-(4-hydroxy-3-methoxyphenyl)-1,3,5,6,8-pentamethyl-4,4a,5,8a-tetrahydropyrimido[4,5-d]pyrimidine-2,7-dione
—— 2-(4-Hydroxy-3-methoxyphenyl)-5,7-di(propan-2-yl)-1,3-diazoniatricyclo[3.3.1.13,7]decan-6-one —— C21H32N2O3+2
2-(4-Hydroxy-3-methoxyphenyl)-5,7-di(propan-2-yl)-1,3-diazoniatricyclo[3.3.1.13,7]decan-6-one
—— [(1S,2R)-2-(furan-2-yl)cyclopropyl]-[4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]methanone —— C19H19NO3
[(1S,2R)-2-(furan-2-yl)cyclopropyl]-[4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]methanone
—— 3-[(1R)-1-(3-ethoxyphenyl)ethyl]-1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methylurea —— C20H26N2O4
3-[(1R)-1-(3-ethoxyphenyl)ethyl]-1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methylurea
—— 4-((1R,2R,5R,6R,9R)-5-Hydroxymethyl-6,8,9-trimethyl-3-oxa-bicyclo[3.3.1]non-7-en-2-yl)-phenol —— C18H24O3
4-((1R,2R,5R,6R,9R)-5-Hydroxymethyl-6,8,9-trimethyl-3-oxa-bicyclo[3.3.1]non-7-en-2-yl)-phenol
—— 4-[(1R,2S,5R,6S,9R)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol —— C18H24O3
4-[(1R,2S,5R,6S,9R)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol
—— 2-[(1R,2S,5R,6R,9R)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol —— C18H24O3
2-[(1R,2S,5R,6R,9R)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol
—— 2-[(1R,2S,5R,6S,9R)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol —— C18H24O3
2-[(1R,2S,5R,6S,9R)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol
—— 2-[(1R,2R,5R,6R,9R)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol —— C18H24O3
2-[(1R,2R,5R,6R,9R)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol
—— 4-[(1R,2R,5R,6R,9R)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]-2-methoxyphenol —— C19H26O4
4-[(1R,2R,5R,6R,9R)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]-2-methoxyphenol
—— 4-[(1R,2R,5R,6S,9R)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol —— C18H24O3
4-[(1R,2R,5R,6S,9R)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol
—— 2-[(4aS,6R,6aS,10bS)-2,3,4,4a,6,6a,7,8,9,10b-decahydro-1H-benzo[c]chromen-6-yl]phenol —— C19H24O2
2-[(4aS,6R,6aS,10bS)-2,3,4,4a,6,6a,7,8,9,10b-decahydro-1H-benzo[c]chromen-6-yl]phenol
—— 4-[(1R,2S,5R,6R,9R)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol —— C18H24O3
4-[(1R,2S,5R,6R,9R)-5-(hydroxymethyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-7-en-2-yl]phenol
—— 2-[(4aS,6R,6aR,10bR)-2,3,4,4a,6,6a,7,8,9,10b-decahydro-1H-benzo[c]chromen-6-yl]phenol —— C19H24O2
2-[(4aS,6R,6aR,10bR)-2,3,4,4a,6,6a,7,8,9,10b-decahydro-1H-benzo[c]chromen-6-yl]phenol
—— 4-[[2-[(4S)-2,2-dimethyl-4-phenyloxan-4-yl]ethylamino]methyl]-2-methoxyphenol —— C23H31NO3
4-[[2-[(4S)-2,2-dimethyl-4-phenyloxan-4-yl]ethylamino]methyl]-2-methoxyphenol
—— 2-[(4R)-2,2-dimethyl-4-phenyloxan-4-yl]ethyl-[(4-hydroxy-3-methoxyphenyl)methyl]azanium —— C23H32NO3+
2-[(4R)-2,2-dimethyl-4-phenyloxan-4-yl]ethyl-[(4-hydroxy-3-methoxyphenyl)methyl]azanium
—— 4-[[2-[(4R)-2,2-dimethyl-4-phenyloxan-4-yl]ethylamino]methyl]-2-methoxyphenol —— C23H31NO3
4-[[2-[(4R)-2,2-dimethyl-4-phenyloxan-4-yl]ethylamino]methyl]-2-methoxyphenol
—— [(1R,4R,5S,8R,9R)-4-(2-hydroxyphenyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-6-en-1-yl]methyl N-propan-2-ylcarbamate —— C22H31NO4
[(1R,4R,5S,8R,9R)-4-(2-hydroxyphenyl)-6,8,9-trimethyl-3-oxabicyclo[3.3.1]non-6-en-1-yl]methyl N-propan-2-ylcarbamate
—— 2-[(1S)-1-[(2R)-2-[(1R)-1-aminoethyl]piperidin-1-yl]ethyl]-4-methylphenol —— C16H26N2O
2-[(1S)-1-[(2R)-2-[(1R)-1-aminoethyl]piperidin-1-yl]ethyl]-4-methylphenol
—— 2-[(1R)-1-[(2R)-2-[(1R)-1-aminoethyl]piperidin-1-yl]ethyl]-4-methylphenol —— C16H26N2O
2-[(1R)-1-[(2R)-2-[(1R)-1-aminoethyl]piperidin-1-yl]ethyl]-4-methylphenol
—— 4-[(1S)-1-[(2R)-2-[(1R)-1-aminoethyl]piperidin-1-yl]ethyl]phenol —— C15H24N2O
4-[(1S)-1-[(2R)-2-[(1R)-1-aminoethyl]piperidin-1-yl]ethyl]phenol
—— 4-[(1R)-1-[(2R)-2-[(1R)-1-aminoethyl]piperidin-1-yl]ethyl]phenol —— C15H24N2O
4-[(1R)-1-[(2R)-2-[(1R)-1-aminoethyl]piperidin-1-yl]ethyl]phenol
—— N-[(3R)-3-aminobutyl]-4-hydroxy-3-nitrobenzenesulfonamide —— C10H15N3O5S
N-[(3R)-3-aminobutyl]-4-hydroxy-3-nitrobenzenesulfonamide
—— N-[(3S)-3-aminobutyl]-4-hydroxy-3-nitrobenzenesulfonamide —— C10H15N3O5S
N-[(3S)-3-aminobutyl]-4-hydroxy-3-nitrobenzenesulfonamide
—— 3-[(7S)-7-(4-hydroxy-3-nitrophenyl)-1,4-thiazepan-5-ylidene]-6-methylpyran-2,4-dione —— C17H16N2O6S
3-[(7S)-7-(4-hydroxy-3-nitrophenyl)-1,4-thiazepan-5-ylidene]-6-methylpyran-2,4-dione
—— 5-fluoro-2-[(1R)-1-[4-(methylaminomethyl)piperidin-1-yl]ethyl]phenol —— C15H23FN2O
5-fluoro-2-[(1R)-1-[4-(methylaminomethyl)piperidin-1-yl]ethyl]phenol
—— 4-[(1S)-1-[4-(methylaminomethyl)piperidin-1-yl]ethyl]phenol —— C15H24N2O
4-[(1S)-1-[4-(methylaminomethyl)piperidin-1-yl]ethyl]phenol
—— 4-[(1R)-1-[4-(methylaminomethyl)piperidin-1-yl]ethyl]phenol —— C15H24N2O
4-[(1R)-1-[4-(methylaminomethyl)piperidin-1-yl]ethyl]phenol
—— 5-fluoro-2-[(1S)-1-[4-(methylaminomethyl)piperidin-1-yl]ethyl]phenol —— C15H23FN2O
5-fluoro-2-[(1S)-1-[4-(methylaminomethyl)piperidin-1-yl]ethyl]phenol
—— 2-ethylsulfanylethyl (4S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C18H24N2O6S
2-ethylsulfanylethyl (4S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— butyl (4R)-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C18H24N2O6
butyl (4R)-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— 2-ethoxyethyl (4S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C18H24N2O7
2-ethoxyethyl (4S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— butyl (4S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C18H24N2O6
butyl (4S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— 2-propoxyethyl (4S)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C18H23ClN2O6
2-propoxyethyl (4S)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— pentyl (4S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C19H26N2O6
pentyl (4S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— pentyl (4R)-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C19H26N2O6
pentyl (4R)-4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— 2-ethoxy-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methylethanesulfonamide —— C13H21NO4S
2-ethoxy-N-[(1S)-1-(2-hydroxyphenyl)ethyl]-N-methylethanesulfonamide
—— N-[2-(4-hydroxyphenyl)ethyl]-1-[(2R)-oxolan-2-yl]methanesulfonamide —— C13H19NO4S
N-[2-(4-hydroxyphenyl)ethyl]-1-[(2R)-oxolan-2-yl]methanesulfonamide
—— 2-methoxy-4-[(1R)-1-(thiophen-3-ylmethylamino)ethyl]phenol —— C14H17NO2S
2-methoxy-4-[(1R)-1-(thiophen-3-ylmethylamino)ethyl]phenol
—— N-[2-(4-hydroxyphenyl)ethyl]-1-[(2S)-oxolan-2-yl]methanesulfonamide —— C13H19NO4S
N-[2-(4-hydroxyphenyl)ethyl]-1-[(2S)-oxolan-2-yl]methanesulfonamide