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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
—— 1,5-Bis-(4-hydroxy-phenyl)-pentanol-(3) 94824-00-7 C17H20O3
1,5-Bis-(4-hydroxy-phenyl)-pentanol-(3)
—— 5-nitro-2-n-propylphenol 876314-60-2 C9H11NO3
5-nitro-2-n-propylphenol
—— 4'-Hydroxy-3'-methoxy-3-(5-nitro-2-furyl)acrylophenone 63421-85-2 C14H11NO6
4'-Hydroxy-3'-methoxy-3-(5-nitro-2-furyl)acrylophenone
—— aminophloroglucinol 139173-32-3 C6H7NO3
aminophloroglucinol
—— (5Z)-5-[(5-fluoro-2-hydroxyphenyl)methylidene]-2-[2-(2-hydroxyethyl)-1,2-diazinan-1-yl]-4,5-dihydro-1,3-thiazol-4-one 1181082-82-5 C16H18FN3O3S
(5Z)-5-[(5-fluoro-2-hydroxyphenyl)methylidene]-2-[2-(2-hydroxyethyl)-1,2-diazinan-1-yl]-4,5-dihydro-1,3-thiazol-4-one
—— 2,4-Dibromo-6-(hydroxymethyl)-3-methoxyphenol 195392-55-3 C8H8Br2O3
2,4-Dibromo-6-(hydroxymethyl)-3-methoxyphenol
—— 4H-Imidazol-4-one, 3-(5-ethyl-1,3,4-thiadiazol-2-yl)-3,5-dihydro-5-((4-hydroxy-3-methoxyphenyl)methylene)-2-methyl- 76834-49-6 C16H16N4O3S
4H-Imidazol-4-one, 3-(5-ethyl-1,3,4-thiadiazol-2-yl)-3,5-dihydro-5-((4-hydroxy-3-methoxyphenyl)methylene)-2-methyl-
—— 4-(4-hydroxy-3-methoxyphenyl)-3H-1,3-thiazol-2-one —— C10H9NO3S
4-(4-hydroxy-3-methoxyphenyl)-3H-1,3-thiazol-2-one
—— Benzoic acid, 4-(((5-((4-hydroxy-3-methoxyphenyl)methylene)-4-oxo-2-thioxo-3-thiazolidinyl)methyl)amino)- 89752-55-6 C19H16N2O5S2
Benzoic acid, 4-(((5-((4-hydroxy-3-methoxyphenyl)methylene)-4-oxo-2-thioxo-3-thiazolidinyl)methyl)amino)-
—— (Z)-5-(2,4-dihydroxybenzylidene)thiazolidine-2,4-dione 1208535-06-1 C10H7NO4S
(Z)-5-(2,4-dihydroxybenzylidene)thiazolidine-2,4-dione
—— (E)-5-(3-hydroxy-4-methoxybenzylidene)thiazolidine-2,4-dione —— C11H9NO4S
(E)-5-(3-hydroxy-4-methoxybenzylidene)thiazolidine-2,4-dione
—— (5Z)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidine-2,4-dione 741712-14-1 C12H11NO3S
(5Z)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-1,3-thiazolidine-2,4-dione
—— 4-[2-(4-formylphenoxy)ethyl]-2-methoxyphenyl methanesulfonate 218139-49-2 C17H18O6S
4-[2-(4-formylphenoxy)ethyl]-2-methoxyphenyl methanesulfonate
—— 4-[2-(4-formylphenoxy)ethyl]phenyl trifluoromethanesulfonate 218139-54-9 C16H13F3O5S
4-[2-(4-formylphenoxy)ethyl]phenyl trifluoromethanesulfonate
—— 4-[2-(4-formylphenoxy)ethyl]phenyl 2-propanesulfonate 218139-39-0 C18H20O5S
4-[2-(4-formylphenoxy)ethyl]phenyl 2-propanesulfonate
—— 5-(4-[2-(4-methanesulfonyloxyphenyl)-ethoxy]benzylidene)thiazolidine-2,4-dione 218139-09-4 C19H17NO6S2
5-(4-[2-(4-methanesulfonyloxyphenyl)-ethoxy]benzylidene)thiazolidine-2,4-dione
—— (Z)-5-(5-bromo-4-hydroxy-2-methoxybenzylidene)thiazolidine-2,4-dione 1620146-39-5 C11H8BrNO4S
(Z)-5-(5-bromo-4-hydroxy-2-methoxybenzylidene)thiazolidine-2,4-dione
—— 4-hydroxy-3-methoxy-N-methyl-benzamide 60515-31-3 C9H11NO3
4-hydroxy-3-methoxy-N-methyl-benzamide
—— 5-(1,1-Dimethylethyl)-2-methoxy-4-(1-propenyl)phenol 67907-33-9 C14H20O2
5-(1,1-Dimethylethyl)-2-methoxy-4-(1-propenyl)phenol
—— 4-(4-hydroxy-benzyl)-1,3-dihydro-imidazole-2-thione 121168-54-5 C10H10N2OS
4-(4-hydroxy-benzyl)-1,3-dihydro-imidazole-2-thione
—— 3-[2-(4-hydroxy-phenyl)-6,7-dihydro-4H-furo[3,2-c]pyridine-5-yl]-propionic acid t-butyl ester 1354909-97-9 C20H25NO4
3-[2-(4-hydroxy-phenyl)-6,7-dihydro-4H-furo[3,2-c]pyridine-5-yl]-propionic acid t-butyl ester
—— 2-[[(1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl]phenol 1353745-49-9 C21H30O
2-[[(1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,6,7,8-hexahydronaphthalen-1-yl]methyl]phenol
—— 2-[[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]phenol 1353745-50-2 C21H30O
2-[[(1S,4aS,8aS)-5,5,8a-trimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]methyl]phenol
—— (2S,5S)-2-(2-hydroxyphenyl)-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]octane 2-oxide 207129-48-4 C17H19N2O2P
(2S,5S)-2-(2-hydroxyphenyl)-3-phenyl-1,3-diaza-2-phosphabicyclo[3.3.0]octane 2-oxide
—— 4-(2,2,2-trifluoroethyl)phenol 86571-21-3 C8H7F3O
4-(2,2,2-trifluoroethyl)phenol
—— (E)-4-(cinnamyloxy)phenol 1522367-34-5 C15H14O2
(E)-4-(cinnamyloxy)phenol
—— phenol; calcium salt dihydrate 38295-14-6 2C6H5O*Ca*2H2O
phenol; calcium salt dihydrate
—— 1,3-Benzenediol, 5-(8Z,11Z)-8,11-pentadecadienyl- 79473-25-9 C21H32O2
1,3-Benzenediol, 5-(8Z,11Z)-8,11-pentadecadienyl-
—— 3-pentazolyl-phenol 120089-41-0 C6H5N5O
3-pentazolyl-phenol
—— 1,3-Benzenediol, 2-methyl-5-(8-tridecenyl)-, (Z)- 72629-62-0 C20H32O2
1,3-Benzenediol, 2-methyl-5-(8-tridecenyl)-, (Z)-
—— Unii-nsk9kwm3T6 22910-86-7 C21H34O2
Unii-nsk9kwm3T6
—— 4,5-dinitro-2-(β-methoxyethoxy)phenol 105780-32-3 C9H10N2O7
4,5-dinitro-2-(β-methoxyethoxy)phenol
—— 1-(3-Hydroxy-benzyl)-1,3-dihydro-imidazole-2-thione 95333-50-9 C10H10N2OS
1-(3-Hydroxy-benzyl)-1,3-dihydro-imidazole-2-thione
—— 3-Brom-2,6-dinitro-5-hydroxy-4-tolusaeure 67973-30-2 C8H5BrN2O7
3-Brom-2,6-dinitro-5-hydroxy-4-tolusaeure
—— 2,4,6-tris(2,2,2-trifluoro-1-hydroxyethyl)phenol 342809-12-5 C12H9F9O4
2,4,6-tris(2,2,2-trifluoro-1-hydroxyethyl)phenol
—— 4-(2,4-hexadienyl)phenol 17277-06-4 C12H14O
4-(2,4-hexadienyl)phenol
—— 4-methyl-5-(o-hydroxyphenyl)-5,6-dihydropyran 97303-85-0 C12H14O2
4-methyl-5-(o-hydroxyphenyl)-5,6-dihydropyran
—— trans-2-(1-Vinylcrotyl)-phenol 17277-05-3 C12H14O
trans-2-(1-Vinylcrotyl)-phenol
—— 6-Acetamido-4-nitro-o-kresol 33150-08-2 C9H10N2O4
6-Acetamido-4-nitro-o-kresol
—— Cystoketal 96253-60-0 C28H38O4
Cystoketal
—— 4-methoxy-2-methylbenzene-1,3-diol 1146148-39-1 C8H10O3
4-methoxy-2-methylbenzene-1,3-diol
—— 2-bromo-4-(2-chloroethyl)-phenol 910212-71-4 C8H8BrClO
2-bromo-4-(2-chloroethyl)-phenol
—— ethyl 2-(3-bromo-4-hydroxy-5-nitrophenyl)-4-methylpentanoate 1168133-55-8 C14H18BrNO5
ethyl 2-(3-bromo-4-hydroxy-5-nitrophenyl)-4-methylpentanoate
—— 2-methyl-4-propoxybenzene-1,3-diol 1083312-71-3 C10H14O3
2-methyl-4-propoxybenzene-1,3-diol
—— 5-Hydroxy-2-methoxy-4-benzyloxy-benzaldehyd 92549-50-3 C15H14O4
5-Hydroxy-2-methoxy-4-benzyloxy-benzaldehyd
—— 1-(3,4-Dihydroxy-benzyl)-1,3-dihydro-imidazole-2-thione 95333-66-7 C10H10N2O2S
1-(3,4-Dihydroxy-benzyl)-1,3-dihydro-imidazole-2-thione
—— 1-(3-Chloro-4-hydroxy-benzyl)-1,3-dihydro-imidazole-2-thione 95333-68-9 C10H9ClN2OS
1-(3-Chloro-4-hydroxy-benzyl)-1,3-dihydro-imidazole-2-thione
—— 1-(4-Hydroxy-3-methyl-benzyl)-1,3-dihydro-imidazole-2-thione 95333-52-1 C11H12N2OS
1-(4-Hydroxy-3-methyl-benzyl)-1,3-dihydro-imidazole-2-thione
—— 7-Decenamide, N-((3-hydroxy-4-methoxyphenyl)methyl)-9-methyl-, (Z)- 112375-61-8 C19H29NO3
7-Decenamide, N-((3-hydroxy-4-methoxyphenyl)methyl)-9-methyl-, (Z)-
—— Cavoxinin 109517-71-7 C17H20O5
Cavoxinin