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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
—— 1-(4-hydroxy-3-nitrophenyl)propan-2-one —— C9H9NO4
1-(4-hydroxy-3-nitrophenyl)propan-2-one
—— 5-(2-hydroxy-3-methoxyphenoxy)-3-methylfuran-2(5H)-one —— C12H12O5
5-(2-hydroxy-3-methoxyphenoxy)-3-methylfuran-2(5H)-one
—— 1,6-dihydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-7-carbonitrile —— C8H6BNO3
1,6-dihydroxy-1,3-dihydrobenzo[c][1,2]oxaborole-7-carbonitrile
—— 7-chloro-4,5-difluorobenzo[c][1,2]oxaborole-1,6(3H)-diol —— C7H4BClF2O3
7-chloro-4,5-difluorobenzo[c][1,2]oxaborole-1,6(3H)-diol
—— 3-phenyl-2-phenylimino-5-vanillylidene-thiazolidin-4-one —— C23H18N2O3S
3-phenyl-2-phenylimino-5-vanillylidene-thiazolidin-4-one
—— 7-chlorobenzo[c][1,2]oxaborole-1,6(3H)-diol —— C7H6BClO3
7-chlorobenzo[c][1,2]oxaborole-1,6(3H)-diol
—— 5-(methylsulfonyl)-2-nitrophenol —— C7H7NO5S
5-(methylsulfonyl)-2-nitrophenol
—— 3,5-dichloro-4-(3-(5-trifluoromethyl-2-pyridyloxy)propoxy)phenol —— C15H12Cl2F3NO3
3,5-dichloro-4-(3-(5-trifluoromethyl-2-pyridyloxy)propoxy)phenol
—— 3,5-diethyl-4-[3-(5-trifluoromethyl-pyridin-2-yloxy)propyloxy]phenol —— C19H22F3NO3
3,5-diethyl-4-[3-(5-trifluoromethyl-pyridin-2-yloxy)propyloxy]phenol
—— 3-ethyl-5-methyl-4-[3-(5-trifluoromethyl-pyridin-2-yloxy)propyloxy]phenol —— C18H20F3NO3
3-ethyl-5-methyl-4-[3-(5-trifluoromethyl-pyridin-2-yloxy)propyloxy]phenol
—— 3,5-diethyl-4-(4-(3,3-dichloro-2-propenyloxy)butyloxy)phenol —— C17H24Cl2O3
3,5-diethyl-4-(4-(3,3-dichloro-2-propenyloxy)butyloxy)phenol
—— 3-ethyl-5-methyl-4-[4-(5-trifluoromethyl-pyridin-2-yloxy)butyloxy]phenol —— C19H22F3NO3
3-ethyl-5-methyl-4-[4-(5-trifluoromethyl-pyridin-2-yloxy)butyloxy]phenol
—— 3-ethyl-5-methyl-4-,(4-(3-methyl-2-butenyloxy)butyloxy)phenol —— C18H28O3
3-ethyl-5-methyl-4-,(4-(3-methyl-2-butenyloxy)butyloxy)phenol
—— 3-chloro-4-methoxymethoxy-5-methylphenol —— C9H11ClO3
3-chloro-4-methoxymethoxy-5-methylphenol
—— iso-butyl 2-(4-hydroxy-3-methoxyphenyl)acetate —— C13H18O4
iso-butyl 2-(4-hydroxy-3-methoxyphenyl)acetate
—— 5-Hydroxy-2-nitrobenzaldehyde dimethyl acetal 17302-47-5 C9H11NO5
5-Hydroxy-2-nitrobenzaldehyde dimethyl acetal
—— cis-2-cycloheptyl-4-(3-hydroxy-4-methoxyphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one —— C22H28N2O3
cis-2-cycloheptyl-4-(3-hydroxy-4-methoxyphenyl)-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one
—— 2-chloro-N-(3-hydroxy-4-methoxyphenyl)propanamide —— C10H12ClNO3
2-chloro-N-(3-hydroxy-4-methoxyphenyl)propanamide
—— 2-methoxy-5-(3-(4-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-4,5-dihydroisoxazol-5-yl)phenol —— C26H27NO7
2-methoxy-5-(3-(4-methoxyphenyl)-5-(3,4,5-trimethoxyphenyl)-4,5-dihydroisoxazol-5-yl)phenol
—— (3-(4-hydroxylphenyl)isoxazol-5-yl)methanol —— C10H9NO3
(3-(4-hydroxylphenyl)isoxazol-5-yl)methanol
—— C-decylpyrogallo[4]arene —— C68H104O12
C-decylpyrogallo[4]arene
—— 4-ethyl-2-iodophenol —— C8H9IO
4-ethyl-2-iodophenol
—— 4-methyl-2-[(3-phenyl-2-propenylidene)amino]phenol —— C16H15NO
4-methyl-2-[(3-phenyl-2-propenylidene)amino]phenol
—— 3-bromo-4-methoxy-2-(methylthio)phenol —— C8H9BrO2S
3-bromo-4-methoxy-2-(methylthio)phenol
—— 2-hydroxy-5-nitrobenzyl azide —— C7H6N4O3
2-hydroxy-5-nitrobenzyl azide
—— -(4-hydroxy-3-methoxyphenyl)-6-methyl-2-thioxo-N-(o-tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxamide —— C20H21N3O3S
-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-thioxo-N-(o-tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxamide
—— 3-[(4-hydroxy-2-methylphenyl)amino]-1-phenylbut-2-en-1-one 692266-33-4 C17H17NO2
3-[(4-hydroxy-2-methylphenyl)amino]-1-phenylbut-2-en-1-one
—— 4-methyl-2-[(pyridin-3-ylmethyl)amino]phenol —— C13H14N2O
4-methyl-2-[(pyridin-3-ylmethyl)amino]phenol
—— PCM-0102431 —— C11H14ClNO2
PCM-0102431
—— 6-(hydroxymethyl)-2,3-dimethylphenol —— C9H12O2
6-(hydroxymethyl)-2,3-dimethylphenol
—— 4-(hydroxymethyl)-2,3,6-trimethylphenol —— C10H14O2
4-(hydroxymethyl)-2,3,6-trimethylphenol
—— 1-(4-hydroxy-3-methylphenyl)prop-2-en-1-one —— C10H10O2
1-(4-hydroxy-3-methylphenyl)prop-2-en-1-one
—— 5-(4-dimethylaminophenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-toluidinomethanethione —— C26H28N4OS
5-(4-dimethylaminophenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-toluidinomethanethione
—— 5-(2-chlorophenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-toluidinomethanethione —— C24H22ClN3OS
5-(2-chlorophenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-toluidinomethanethione
—— 5-(4-fluorophenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-toluidinomethane thione —— C24H22FN3OS
5-(4-fluorophenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-toluidinomethane thione
—— 5-(4-chlorophenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-toluidinomethanethione —— C24H22ClN3OS
5-(4-chlorophenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-toluidinomethanethione
—— 5-(3,4,5-trimethoxyphenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-toluidinomethanethione —— C27H29N3O4S
5-(3,4,5-trimethoxyphenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-toluidinomethanethione
—— 5-(4-methoxyphenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-toluidinomethanethione —— C25H25N3O2S
5-(4-methoxyphenyl)-3-(4-hydroxy-3-methylphenyl)-4,5-dihydro-1H-1-pyrazolyl-2-toluidinomethanethione
—— α-(aminomethyl)(4-hydroxy-3-methylphenyl)methanol hydrochloride —— C9H13NO2*ClH
α-(aminomethyl)(4-hydroxy-3-methylphenyl)methanol hydrochloride
—— 1-(4-hydroxy-3-methylphenyl)-3-(2-furyl)-2-propen-1-one —— C14H12O3
1-(4-hydroxy-3-methylphenyl)-3-(2-furyl)-2-propen-1-one
—— diethyl ((2-hydroxy-5-nitrophenyl)(morpholino)methyl)phosphonate —— C15H23N2O7P
diethyl ((2-hydroxy-5-nitrophenyl)(morpholino)methyl)phosphonate
—— 1-[4-(2-methoxyethyl)phenoxy]-3-phenoxy-2-propanol —— C18H22O4
1-[4-(2-methoxyethyl)phenoxy]-3-phenoxy-2-propanol
—— ethyl 5-(4-hydroxy-3-methoxyphenyl)-3-oxopentanoate —— C14H18O5
ethyl 5-(4-hydroxy-3-methoxyphenyl)-3-oxopentanoate
—— ethyl (3R)-azido-3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-(2R)-hydroxy-propionic acid ethyl ester —— C13H17N3O5
ethyl (3R)-azido-3-[3-(tert-butyl-dimethyl-silanyloxy)-4-methoxy-5-methyl-phenyl]-(2R)-hydroxy-propionic acid ethyl ester
—— ethyl 2-(4-hydroxy-3-methylphenyl)-5-oxocyclopentanecarboxylate —— C15H18O4
ethyl 2-(4-hydroxy-3-methylphenyl)-5-oxocyclopentanecarboxylate
—— ethylvanillin —— C10H12O3
ethylvanillin
—— 6-methyl-2-(triethylsilylethynyl)-phenol —— C15H22OSi
6-methyl-2-(triethylsilylethynyl)-phenol
—— 2-(pyridin-4-ylmethyl)phenol 174406-31-6 C12H11NO
2-(pyridin-4-ylmethyl)phenol
—— (2E,5E)-2-(2,5-dimethylbenzylidene)-5-(4-hydroxy-3-methoxybenzylidene)cyclopentanone —— C22H22O3
(2E,5E)-2-(2,5-dimethylbenzylidene)-5-(4-hydroxy-3-methoxybenzylidene)cyclopentanone
—— 2,6-di-tert-butyl-4-(2-ethoxyethyl)phenol —— C18H30O2
2,6-di-tert-butyl-4-(2-ethoxyethyl)phenol