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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-(hydroxyphenoxymethyl)-2-oxazolidinone 61874-84-8 C10H11NO4
5-(hydroxyphenoxymethyl)-2-oxazolidinone
—— 4-[1-[(3-Fluoro-4-methylphenyl)amino]ethyl]-2-methoxyphenol 1021077-13-3 C16H18FNO2
4-[1-[(3-Fluoro-4-methylphenyl)amino]ethyl]-2-methoxyphenol
—— 4-[1-[[2-(2-Thienyl)ethyl]amino]ethyl]-1,3-benzenediol 1019632-13-3 C14H17NO2S
4-[1-[[2-(2-Thienyl)ethyl]amino]ethyl]-1,3-benzenediol
—— 4-[1-[(2-Ethoxyphenyl)amino]ethyl]-2-methoxyphenol 1019551-03-1 C17H21NO3
4-[1-[(2-Ethoxyphenyl)amino]ethyl]-2-methoxyphenol
—— 2-[1-[[1-(1-Methylethyl)-4-piperidinyl]amino]ethyl]-1,4-benzenediol 1042577-20-7 C16H26N2O2
2-[1-[[1-(1-Methylethyl)-4-piperidinyl]amino]ethyl]-1,4-benzenediol
—— 4-hydroxy-3-nitro-<i>N</i>-pyridin-2-yl-benzenesulfonamide 92316-16-0 C11H9N3O5S
4-hydroxy-3-nitro-<i>N</i>-pyridin-2-yl-benzenesulfonamide
—— 5-[[[1-(4-Ethylphenyl)ethyl]amino]methyl]-2-methoxyphenol 1152864-33-9 C18H23NO2
5-[[[1-(4-Ethylphenyl)ethyl]amino]methyl]-2-methoxyphenol
—— 3-[5-(1-Chloroethyl)-1,3,4-oxadiazol-2-yl]phenol 1153824-63-5 C10H9ClN2O2
3-[5-(1-Chloroethyl)-1,3,4-oxadiazol-2-yl]phenol
—— Phenol, 2-[[[2-(3-fluorophenyl)ethyl]amino]methyl]-4-methoxy- 1154939-51-1 C16H18FNO2
Phenol, 2-[[[2-(3-fluorophenyl)ethyl]amino]methyl]-4-methoxy-
—— 4-(Cycloheptylamino)-3-nitrophenol 1157840-00-0 C13H18N2O3
4-(Cycloheptylamino)-3-nitrophenol
—— Phenol, 2-(4,5-dihydro-3-phenyl-1H-pyrazol-5-yl)-6-methyl- 1049117-25-0 C16H16N2O
Phenol, 2-(4,5-dihydro-3-phenyl-1H-pyrazol-5-yl)-6-methyl-
—— Phenol, 2-[4,5-dihydro-3-(4-methylphenyl)-1H-pyrazol-5-yl]-5-methyl- 1049130-06-4 C17H18N2O
Phenol, 2-[4,5-dihydro-3-(4-methylphenyl)-1H-pyrazol-5-yl]-5-methyl-
—— 2,4,5,6-Tetrafluorobenzene-1,3-diol;hydrate 304852-01-5 C6H4F4O3
2,4,5,6-Tetrafluorobenzene-1,3-diol;hydrate
—— 2-undecyl-hydroquinone 89118-49-0 C17H28O2
2-undecyl-hydroquinone
—— (S)-2-(2-bromo-3-hydroxy-6-(2-(2-(trimethylsilyl)ethoxy)ethyl)phenoxy)-N-methoxy-N-methylpropanamide 1159795-89-7 C18H30BrNO5Si
(S)-2-(2-bromo-3-hydroxy-6-(2-(2-(trimethylsilyl)ethoxy)ethyl)phenoxy)-N-methoxy-N-methylpropanamide
—— 4-Hydroxy-2-methoxy-3-(3-methylbut-3-en-2-yl)benzaldehyde 1189552-20-2 C13H16O3
4-Hydroxy-2-methoxy-3-(3-methylbut-3-en-2-yl)benzaldehyde
—— (S)-2-bromo-3-(1-(methoxy(methyl)amino)-1-oxopropan-2-yloxy)-4-(2-(2-(trimethylsilyl)ethoxy)ethyl)phenyl tert-butyl carbonate 1159795-88-6 C23H38BrNO7Si
(S)-2-bromo-3-(1-(methoxy(methyl)amino)-1-oxopropan-2-yloxy)-4-(2-(2-(trimethylsilyl)ethoxy)ethyl)phenyl tert-butyl carbonate
—— N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)thianaphthene-2-carboxamide 1160708-14-4 C20H21NO3S
N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)thianaphthene-2-carboxamide
—— 4-(4-hydroxy-3-methoxyphenyl)-N-(3-nitrophenyl)-6-propan-2-yl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide 1192003-19-2 C21H22N4O5S
4-(4-hydroxy-3-methoxyphenyl)-N-(3-nitrophenyl)-6-propan-2-yl-2-sulfanylidene-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)-5-[3-(2-hydroxy-3-methoxyphenyl)furan-2-carbonyl]furan-2-carboxamide 1160708-13-3 C28H27NO8
N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)-5-[3-(2-hydroxy-3-methoxyphenyl)furan-2-carbonyl]furan-2-carboxamide
—— 2-(3-hydroxy-4-nitrophenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-1-oxyl 1169932-86-8 C13H16N3O4
2-(3-hydroxy-4-nitrophenyl)-4,4,5,5-tetramethyl-4,5-dihydro-1H-imidazole-1-oxyl
—— N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)thiophene-2-carboxamide 1160708-06-4 C16H19NO3S
N,N-diethyl-3-(2-hydroxy-3-methoxyphenyl)thiophene-2-carboxamide
—— 3-(2-hydroxy-5-methylphenyl)propiolonitrile 1152781-34-4 C10H7NO
3-(2-hydroxy-5-methylphenyl)propiolonitrile
—— 3'-(3'''-nitro-4'''-fluorophenyl)-2'Z-propenyl 3-(3''-hydroxy-4''-methoxyphenyl)propanoate 1146133-68-7 C19H18FNO6
3'-(3'''-nitro-4'''-fluorophenyl)-2'Z-propenyl 3-(3''-hydroxy-4''-methoxyphenyl)propanoate
—— m-(2-Nitro-1-propenyl)phenol 61131-60-0 C9H9NO3
m-(2-Nitro-1-propenyl)phenol
—— Benzene-1,3-diol;formaldehyde;furan-2-ylmethanol;urea 72175-34-9 C13H18N2O6
Benzene-1,3-diol;formaldehyde;furan-2-ylmethanol;urea
—— Resorcinol-formaldehyde resin, sodium salt 148906-95-0 C7H7NaO3
Resorcinol-formaldehyde resin, sodium salt
—— Formaldehyde;methanol;phenol 124058-18-0 C8H12O3
Formaldehyde;methanol;phenol
—— 1-butoxypentane;formaldehyde;phenol —— C16H28O3
1-butoxypentane;formaldehyde;phenol
—— 2-[Bis(2-hydroxyethyl)amino]ethanol;2-methylphenol 79215-15-9 C13H23NO4
2-[Bis(2-hydroxyethyl)amino]ethanol;2-methylphenol
—— Einecs 301-950-1 94087-58-8 C12H18Cl3NO4
Einecs 301-950-1
—— Formaldehyde;2-methyloxirane;2-nonylphenol;oxirane 193562-40-2 C21H36O4
Formaldehyde;2-methyloxirane;2-nonylphenol;oxirane
—— 1-[Bis(2-hydroxyethyl)amino]-3-[3-[bis(2-hydroxyethyl)amino]-2-hydroxypropoxy]propan-2-ol;formaldehyde;phenol —— C21H40N2O9
1-[Bis(2-hydroxyethyl)amino]-3-[3-[bis(2-hydroxyethyl)amino]-2-hydroxypropoxy]propan-2-ol;formaldehyde;phenol
—— Potassium hydrogen carbonate phenoxide--furan-2-carbaldehyde (2/1/1/1) 70892-86-3 C12H10K2O6
Potassium hydrogen carbonate phenoxide--furan-2-carbaldehyde (2/1/1/1)
—— Furan-2,5-dione;4-methoxyphenol;6-prop-2-enoyloxyhexyl prop-2-enoate —— C23H28O9
Furan-2,5-dione;4-methoxyphenol;6-prop-2-enoyloxyhexyl prop-2-enoate
—— Formaldehyde;phenol;propan-2-one;urea 84680-03-5 C11H18N2O4
Formaldehyde;phenol;propan-2-one;urea
—— Formaldehyde;2-methylphenol;oxalic acid 70198-25-3 C10H12O6
Formaldehyde;2-methylphenol;oxalic acid
—— Disodium;formaldehyde;phenol;disulfite 70146-00-8 C7H8Na2O8S2-2
Disodium;formaldehyde;phenol;disulfite
—— Einecs 275-847-4 71686-05-0 C10H12N4O5
Einecs 275-847-4
—— Azane;formaldehyde;2-methyloxirane;phenol 68928-92-7 C10H17NO3
Azane;formaldehyde;2-methyloxirane;phenol
—— alpha,alpha'-Bis(4-hydroxyxylyl)-4-isononyl-2,6-xylenol 93839-65-7 C33H48O3
alpha,alpha'-Bis(4-hydroxyxylyl)-4-isononyl-2,6-xylenol
—— Formaldehyde;4-nonylphenol;oxirane;phosphoric acid 82339-03-5 C18H33O7P
Formaldehyde;4-nonylphenol;oxirane;phosphoric acid
—— Azane;ethane-1,2-diamine;formaldehyde;2-methyloxirane;oxirane;phenol 69868-12-8 C14H29N3O4
Azane;ethane-1,2-diamine;formaldehyde;2-methyloxirane;oxirane;phenol
—— N'-(3-aminopropyl)propane-1,3-diamine;2-(chloromethyl)oxirane;formaldehyde;phenol 79771-17-8 C16H30ClN3O3
N'-(3-aminopropyl)propane-1,3-diamine;2-(chloromethyl)oxirane;formaldehyde;phenol
—— Benzene-1,2-diol;boric acid;2-methylpentane-2,4-diol 72275-80-0 C12H23BO7
Benzene-1,2-diol;boric acid;2-methylpentane-2,4-diol
—— 2-(Chloromethyl)oxirane;2,4-dibromophenol 68958-21-4 C9H9Br2ClO2
2-(Chloromethyl)oxirane;2,4-dibromophenol
—— 1'-Fluorometoprolol 151560-54-2 C15H24FNO3
1'-Fluorometoprolol
—— Cervisol 8055-05-8 C8H9Cl3FeN3O8
Cervisol
—— Cyclopenta-1,3-diene;2-methylbuta-1,3-diene;phenol;tricyclo[5.2.1.02,6]deca-3,8-diene 119505-09-8 C26H32O
Cyclopenta-1,3-diene;2-methylbuta-1,3-diene;phenol;tricyclo[5.2.1.02,6]deca-3,8-diene
—— Phenol, 3-methyl-4-(methylamino)-, sulfate (2:1) 128601-36-5 C8H13NO5S
Phenol, 3-methyl-4-(methylamino)-, sulfate (2:1)