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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
—— tert-butyl 2-(4-hydroxyphenyl)ethyl hydrazine-1,2-dicarboxylate 1174632-79-1 C14H20N2O5
tert-butyl 2-(4-hydroxyphenyl)ethyl hydrazine-1,2-dicarboxylate
—— 2-{4-[2-(diethylamino)ethoxy]-phenyl}-ethanol 93721-28-9 C14H23NO2
2-{4-[2-(diethylamino)ethoxy]-phenyl}-ethanol
—— trans-4-(2-hydroxyethyl)phenyl but-2-enoate 1370532-51-6 C12H14O3
trans-4-(2-hydroxyethyl)phenyl but-2-enoate
—— cis-4-(2-hydroxyethyl)phenyl but-2-enoate 1370532-53-8 C12H14O3
cis-4-(2-hydroxyethyl)phenyl but-2-enoate
—— tert-butyl (4-(2-hydroxyethyl)phenyl)carbonate 327025-29-6 C13H18O4
tert-butyl (4-(2-hydroxyethyl)phenyl)carbonate
—— 2-(4-Undecyloxyphenyl)ethanol 162358-80-7 C19H32O2
2-(4-Undecyloxyphenyl)ethanol
—— 2-(4-isopropoxyphenyl)ethanol 86817-77-8 C11H16O2
2-(4-isopropoxyphenyl)ethanol
—— O-[2-(4-hydroxyphenyl)ethyl] N-(4-nitrophenyl)carbamothioate 1033617-70-7 C15H14N2O4S
O-[2-(4-hydroxyphenyl)ethyl] N-(4-nitrophenyl)carbamothioate
—— 2-(4-{2-[2-(2-methoxyethoxy)-ethoxy]-ethoxy}-phenyl)-ethanol 910212-68-9 C15H24O5
2-(4-{2-[2-(2-methoxyethoxy)-ethoxy]-ethoxy}-phenyl)-ethanol
—— 4-(trifluoromethylsulfonyloxy)phenethyl trifluoromethansulfonate 218139-53-8 C10H8F6O6S2
4-(trifluoromethylsulfonyloxy)phenethyl trifluoromethansulfonate
—— 2-[4-(2-Methylprop-2-enoyloxy)phenyl]ethyl 2-methylprop-2-enoate 444346-60-5 C16H18O4
2-[4-(2-Methylprop-2-enoyloxy)phenyl]ethyl 2-methylprop-2-enoate
—— 2-(4-(2-chlorobenzyloxy)phenyl)ethanol 1228930-61-7 C15H15ClO2
2-(4-(2-chlorobenzyloxy)phenyl)ethanol
—— tyrosol palmitate 909577-48-6 C23H38O3
tyrosol palmitate
—— 4-[4-(2-hydroxy-ethyl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester 321337-40-0 C18H27NO4
4-[4-(2-hydroxy-ethyl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester
—— 2-(4-(3-phenylpropoxy)phenyl)ethan-1-ol 1228930-59-3 C17H20O2
2-(4-(3-phenylpropoxy)phenyl)ethan-1-ol
—— 2-[4-[(4-benzylmorpholin-2-yl)methoxy]phenyl]ethanol 1615654-68-6 C20H25NO3
2-[4-[(4-benzylmorpholin-2-yl)methoxy]phenyl]ethanol
—— 4-(2-hydroxyethyl)phenyl pivalate 141923-61-7 C13H18O3
4-(2-hydroxyethyl)phenyl pivalate
—— 4-[2-(2-chloroacetyl)oxoethyl]phenyl-2-chloroacetate 1223454-88-3 C12H12Cl2O4
4-[2-(2-chloroacetyl)oxoethyl]phenyl-2-chloroacetate
—— (4-ethyl-1,6-dihydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl)-acetic acid ethyl ester 1265359-14-5 C13H17BO5
(4-ethyl-1,6-dihydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl)-acetic acid ethyl ester
—— 4-bromo-2,3,6-trimethyl-5-nitrophenol 182011-40-1 C9H10BrNO3
4-bromo-2,3,6-trimethyl-5-nitrophenol
—— 5-hydroxy-7-phenyl-1,3-benzoxathiol-2-one 7735-67-3 C13H8O3S
5-hydroxy-7-phenyl-1,3-benzoxathiol-2-one
—— [(4-Hydroxyphenyl)methylideneamino]carbamodithioic acid 331455-41-5 C8H8N2OS2
[(4-Hydroxyphenyl)methylideneamino]carbamodithioic acid
—— 4-bromo-3-[1',3']dioxan-2'-ylphenol 491607-79-5 C10H11BrO3
4-bromo-3-[1',3']dioxan-2'-ylphenol
—— 1-<1-<2-<(3-chlorobenzyl)oxy-5-hydroxy>phenyl>vinyl>-1H-imidazole 98405-95-9 C18H15ClN2O2
1-<1-<2-<(3-chlorobenzyl)oxy-5-hydroxy>phenyl>vinyl>-1H-imidazole
—— 5-Hydroxy-2-methoxy-N,N-dimethylbenzamide 1052106-90-7 C10H13NO3
5-Hydroxy-2-methoxy-N,N-dimethylbenzamide
—— 4-((pivaloyloxy)amino)phenol 1421229-94-8 C11H15NO3
4-((pivaloyloxy)amino)phenol
—— 2,3-dimethyl-4-(2,4-pentadienyl)phenol 103993-01-7 C13H16O
2,3-dimethyl-4-(2,4-pentadienyl)phenol
—— 4-(5-mercapto-1,3,4-thiadiazol-2-yl)phenol 115249-57-5 C8H6N2OS2
4-(5-mercapto-1,3,4-thiadiazol-2-yl)phenol
—— 2-hydroxy-5-methoxycinnamaldehyde 33538-99-7 C10H10O3
2-hydroxy-5-methoxycinnamaldehyde
—— (1-Hydroxyethyl)[2-(4-methoxyphenyl)ethoxy]oxophosphanium 88648-39-9 C11H16O4P+
(1-Hydroxyethyl)[2-(4-methoxyphenyl)ethoxy]oxophosphanium
—— 4-[[hydroxy(methyl)amino]methylidene]cyclohexa-2,5-dien-1-one 16089-67-1 C8H9NO2
4-[[hydroxy(methyl)amino]methylidene]cyclohexa-2,5-dien-1-one
—— (E)-1-(2-Hydroxy-6-methoxyphenyl)-9-(3,4-methylenedioxyphenyl)-2-nonen-1-one 133839-78-8 C23H26O5
(E)-1-(2-Hydroxy-6-methoxyphenyl)-9-(3,4-methylenedioxyphenyl)-2-nonen-1-one
—— 4-hydroxy-3-nitrophenyl acetate 58149-50-1 C8H7NO5
4-hydroxy-3-nitrophenyl acetate
—— 2-methoxy-4-(3-pivaloyloxypropyl)-6-(2-propenyl)phenol 919764-04-8 C18H26O4
2-methoxy-4-(3-pivaloyloxypropyl)-6-(2-propenyl)phenol
—— 3-(3,4-Dimethoxy-phenyl)-N-[2-(4-hydroxy-3-methoxy-phenyl)-ethyl]-propionamide 101305-82-2 C20H25NO5
3-(3,4-Dimethoxy-phenyl)-N-[2-(4-hydroxy-3-methoxy-phenyl)-ethyl]-propionamide
—— 4-Chloro-6-[2-(4-methoxyphenyl)ethoxy]pyrimidin-2-amine 1055348-34-9 C13H14ClN3O2
4-Chloro-6-[2-(4-methoxyphenyl)ethoxy]pyrimidin-2-amine
—— 1-[2-[Bis[(2-methylpropan-2-yl)oxy]-oxidophosphaniumyl]oxyethyl]-4-methoxybenzene 1314357-88-4 C17H29O5P
1-[2-[Bis[(2-methylpropan-2-yl)oxy]-oxidophosphaniumyl]oxyethyl]-4-methoxybenzene
—— 2,6-Dibromo-4-(trifluoromethoxy)phenol 914635-67-9 C7H3Br2F3O2
2,6-Dibromo-4-(trifluoromethoxy)phenol
—— 2-(4-methoxyphenyl)ethyl 6-methyl-2-oxo-4-phenyl-3,4-dihydro-1H-pyrimidine-5-carboxylate 1442442-65-0 C21H22N2O4
2-(4-methoxyphenyl)ethyl 6-methyl-2-oxo-4-phenyl-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— 1,5-biphenylenediol 98991-02-7 C12H8O2
1,5-biphenylenediol
—— 2-(chloromethyl)-1-methoxy-4-(2-methoxyethyl)benzene 80314-64-3 C11H15ClO2
2-(chloromethyl)-1-methoxy-4-(2-methoxyethyl)benzene
—— <2'-methoxy-5'-(2''-methoxyethyl)phenyl>acetonitrile 80314-59-6 C12H15NO2
<2'-methoxy-5'-(2''-methoxyethyl)phenyl>acetonitrile
—— {4-[2-(4-methoxy-phenyl)-ethoxy]-phenyl}-acetic acid 850616-10-3 C17H18O4
{4-[2-(4-methoxy-phenyl)-ethoxy]-phenyl}-acetic acid
—— 5-Nitro-salicylaldehyd-N,N-diethyl-hydrazon 1750-89-6 C11H15N3O3
5-Nitro-salicylaldehyd-N,N-diethyl-hydrazon
—— 2-(4-Methoxyphenyl)ethyl 5-nitrofuran-2-carboxylate 83466-34-6 C14H13NO6
2-(4-Methoxyphenyl)ethyl 5-nitrofuran-2-carboxylate
—— 2-(2-phenethyl-1,3-dioxolan-2-yl)phenol 189766-45-8 C17H18O3
2-(2-phenethyl-1,3-dioxolan-2-yl)phenol
—— 5-[[4-[2-(4-Methoxyphenyl)ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione 74772-95-5 C19H19NO4S
5-[[4-[2-(4-Methoxyphenyl)ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione
—— 2-[2-(4-methoxyphenyl)ethoxy]ethyl methanesulfonate 81228-21-9 C12H18O5S
2-[2-(4-methoxyphenyl)ethoxy]ethyl methanesulfonate
—— 1-isopropyl-4-methoxyphenylethyl acetate 134435-49-7 C14H20O3
1-isopropyl-4-methoxyphenylethyl acetate
—— 1-[4-[2-(4-methoxyphenethyloxy)ethoxy]phenoxy]-3-isopropylamino-2-propanol 81228-41-3 C23H33NO5
1-[4-[2-(4-methoxyphenethyloxy)ethoxy]phenoxy]-3-isopropylamino-2-propanol