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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
—— (R)-HOC6H4(CH(Me)NMe2)-2 849406-90-2 C10H15NO
(R)-HOC6H4(CH(Me)NMe2)-2
—— N'-[2-(2-aminoethylamino)ethyl]ethane-1,2-diamine;2-methylphenol 99375-96-9 C13H26N4O
N'-[2-(2-aminoethylamino)ethyl]ethane-1,2-diamine;2-methylphenol
—— 4-(5-Chloro-2-hydroxy-phenyl)-5,6-dimethyl-4,5-dihydro-2H-[1,2,4]triazin-3-one 113947-22-1 C11H12ClN3O2
4-(5-Chloro-2-hydroxy-phenyl)-5,6-dimethyl-4,5-dihydro-2H-[1,2,4]triazin-3-one
—— tert-Butylamine, N,N-bis(2-chloroethyl)-, N-oxide, picrate 100482-72-2 C14H20Cl2N4O8
tert-Butylamine, N,N-bis(2-chloroethyl)-, N-oxide, picrate
—— 4-(2-bromoethyl)-3-chlorophenol 220129-64-6 C8H8BrClO
4-(2-bromoethyl)-3-chlorophenol
—— N-Heptyl-3,4,5-trihydroxybenzamide 100079-23-0 C14H21NO4
N-Heptyl-3,4,5-trihydroxybenzamide
—— 2-Amino-4,6-dibromophenol hydrochloride 100707-43-5 C6H6Br2ClNO
2-Amino-4,6-dibromophenol hydrochloride
—— 1-[(3-{4-Hydroxy-3,5-bis[(125i)iodo]phenyl}propanoyl)oxy]pyrrolidine-2,5-dione 110972-54-8 C13H11I2NO5
1-[(3-{4-Hydroxy-3,5-bis[(125i)iodo]phenyl}propanoyl)oxy]pyrrolidine-2,5-dione
—— Phenol, 2-methoxy-4-((2-oxazolin-2-yl)amino)methyl- 101952-91-4 C11H14N2O3
Phenol, 2-methoxy-4-((2-oxazolin-2-yl)amino)methyl-
—— 1,5-Pentanediamine, N,N-bis(2-chloroethyl)-N',N'-diethyl-, N,N'-dioxide, dipicrate, monohydrate 101931-54-8 C25H34Cl2N8O16
1,5-Pentanediamine, N,N-bis(2-chloroethyl)-N',N'-diethyl-, N,N'-dioxide, dipicrate, monohydrate
—— 3-(4-Hydroxy-phenyl)-propionaldehyde oxime 170467-05-7 C9H11NO2
3-(4-Hydroxy-phenyl)-propionaldehyde oxime
—— 3-{[(1,3-dimethyl-1H-pyrazol-5-yl)methyl]amino}-4-methylphenol 1005788-07-7 C13H17N3O
3-{[(1,3-dimethyl-1H-pyrazol-5-yl)methyl]amino}-4-methylphenol
—— N-Vanillylcyclopentanepropionamide 102128-90-5 C16H23NO3
N-Vanillylcyclopentanepropionamide
—— (+)-2-(1-hydroxy-2-methylamino-ethyl)-phenol 575-81-5 C9H13NO2
(+)-2-(1-hydroxy-2-methylamino-ethyl)-phenol
—— 4-hydroxy-3-methoxy-5-[(4-methylpiperazin-1-yl)methyl] benzaldehyde 741252-19-7 C14H20N2O3
4-hydroxy-3-methoxy-5-[(4-methylpiperazin-1-yl)methyl] benzaldehyde
—— 4-(2,3,4-Trihydroxyphenyl)butanoic acid 1228675-80-6 C10H12O5
4-(2,3,4-Trihydroxyphenyl)butanoic acid
—— KWD 2025 —— BrH*C12H17NO3
KWD 2025
—— (4aS,11bS)-2,3,4,4a,5,6,7,11b-Octahydro-1-oxa-4-aza-dibenzo[a,c]cyclohepten-9-ol; hydrochloride —— C13H17NO2*ClH
(4aS,11bS)-2,3,4,4a,5,6,7,11b-Octahydro-1-oxa-4-aza-dibenzo[a,c]cyclohepten-9-ol; hydrochloride
—— N-[5-(2,5-Dihydroxy-phenyl)-[1,3,4]thiadiazol-2-yl]-benzamide 220042-07-9 C15H11N3O3S
N-[5-(2,5-Dihydroxy-phenyl)-[1,3,4]thiadiazol-2-yl]-benzamide
—— 1-(chloroacetyl)-3-(2-thienyl)-5-(4-hydroxyphenyl)-2-pyrazoline 869731-54-4 C15H13ClN2O2S
1-(chloroacetyl)-3-(2-thienyl)-5-(4-hydroxyphenyl)-2-pyrazoline
—— ethyl 3,4-dimethyl-5-hydroxyphenylacetate 765302-63-4 C12H16O3
ethyl 3,4-dimethyl-5-hydroxyphenylacetate
—— 1-[5-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone 1428324-84-8 C17H16N2O5
1-[5-(2,4-Dihydroxyphenyl)-3-(3,4-dihydroxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 4-(difluoromethoxy)-2-aminophenol 1134197-99-1 C7H7F2NO2
4-(difluoromethoxy)-2-aminophenol
—— 4,6-Bis-[(pyridin-2-ylmethyl)-amino]-benzene-1,3-diol 908587-03-1 C18H18N4O2
4,6-Bis-[(pyridin-2-ylmethyl)-amino]-benzene-1,3-diol
—— ethyl 3-(2-ethoxy-5-hydroxyphenyl)propionate 441356-33-8 C13H18O4
ethyl 3-(2-ethoxy-5-hydroxyphenyl)propionate
—— 5-(3-hydroxy-4-methoxybenzylidene) thiazolidine-2, 4-dione 184840-76-4 C11H9NO4S
5-(3-hydroxy-4-methoxybenzylidene) thiazolidine-2, 4-dione
—— 2,3,5,6-Tetrakis-(β-chlor-ethylmercapto)-hydrochinon 19988-92-2 C14H18Cl4O2S4
2,3,5,6-Tetrakis-(β-chlor-ethylmercapto)-hydrochinon
—— sodium;2-(2-sulfooxyethyliminomethyl)phenolate 110925-66-1 C9H10NO5S*Na
sodium;2-(2-sulfooxyethyliminomethyl)phenolate
—— 1-acetyl-3-(2,4-dihydroxyphenyl)-5-(3-methylphenyl)-4,5-dihydro-(1H)-pyrazole 367488-27-5 C18H18N2O3
1-acetyl-3-(2,4-dihydroxyphenyl)-5-(3-methylphenyl)-4,5-dihydro-(1H)-pyrazole
—— 3-(2-hydroxyphenyl)-1-morpholinopropan-1-one 262272-01-5 C13H17NO3
3-(2-hydroxyphenyl)-1-morpholinopropan-1-one
—— 2-ethyl-2-(2-hydroxyphenyl)-1,3-dioxolane 92071-60-8 C11H14O3
2-ethyl-2-(2-hydroxyphenyl)-1,3-dioxolane
—— 2-Chloro-5-[(6-methoxypyridazin-3-yl)methyl]phenol 770719-30-7 C12H11ClN2O2
2-Chloro-5-[(6-methoxypyridazin-3-yl)methyl]phenol
—— N-phenyl-α-(3-hydroxyphenyl)nitrone 19865-56-6 C13H11NO2
N-phenyl-α-(3-hydroxyphenyl)nitrone
—— 4-(3-Benzyloxy-4-methoxy-phenyl)-6-(2-hydroxy-4,6-dimethoxy-phenyl)-2,3a,4,5-tetrahydro-indazol-3-one 111570-65-1 C29H28N2O6
4-(3-Benzyloxy-4-methoxy-phenyl)-6-(2-hydroxy-4,6-dimethoxy-phenyl)-2,3a,4,5-tetrahydro-indazol-3-one
—— 1-(2-ethyl-6-isopropylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea 1202526-47-3 C18H21N3O4
1-(2-ethyl-6-isopropylphenyl)-3-(2-hydroxy-4-nitrophenyl)urea
—— 1-[3-(4-Hydroxy-2-methoxyphenyl)-5-(2-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone 1428324-94-0 C18H18N2O4
1-[3-(4-Hydroxy-2-methoxyphenyl)-5-(2-hydroxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 1-(2-hydroxy-4-nitrophenyl)-3-(2,4,6-trifluorophenyl)urea 1202526-34-8 C13H8F3N3O4
1-(2-hydroxy-4-nitrophenyl)-3-(2,4,6-trifluorophenyl)urea
—— 1-(5-(3,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)ethanone 1428324-87-1 C17H16N2O4
1-(5-(3,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)ethanone
—— 2-(4-Hydroxy-phenoxy)-aethylhydrazin 60573-92-4 C8H12N2O2
2-(4-Hydroxy-phenoxy)-aethylhydrazin
—— 4-[6-(2-Chloro-4-hydroxy-phenoxy)-hexyl]-heptane-3,5-dione 62489-55-8 C19H27ClO4
4-[6-(2-Chloro-4-hydroxy-phenoxy)-hexyl]-heptane-3,5-dione
—— 3,5,6-trichloro-benzene-1,2,4-triol 56961-22-9 C6H3Cl3O3
3,5,6-trichloro-benzene-1,2,4-triol
—— 3-methoxy-2-(2-methyl-2-propenyloxy)phenol 917224-10-3 C11H14O3
3-methoxy-2-(2-methyl-2-propenyloxy)phenol
—— 2-methoxy-6-(2-methyl-2-propenyloxy)phenol 917224-11-4 C11H14O3
2-methoxy-6-(2-methyl-2-propenyloxy)phenol
—— ethyl (3,4,5-trifluoro-2-hydroxyphenyl)acetate 1363149-38-5 C10H9F3O3
ethyl (3,4,5-trifluoro-2-hydroxyphenyl)acetate
—— Phenol, 3-(1-ethyl-1,2,5,6-tetrahydro-3-pyridinyl)- 83010-52-0 C13H17NO
Phenol, 3-(1-ethyl-1,2,5,6-tetrahydro-3-pyridinyl)-
—— O-acetylcalopin 485822-46-6 C15H18O6
O-acetylcalopin
—— 2,4,6-Trichlor-3,5-difluor-phenol 2992-91-8 C6HCl3F2O
2,4,6-Trichlor-3,5-difluor-phenol
—— 3-(1-propyl-1,2,5,6-tetrahydropyridin-3-yl)-phenol hydrochloride 83010-47-3 C14H19NO*ClH
3-(1-propyl-1,2,5,6-tetrahydropyridin-3-yl)-phenol hydrochloride
—— Phenol, 3-[1-(cyclopropylmethyl)-1,2,5,6-tetrahydro-3-pyridinyl]- 83010-55-3 C15H19NO
Phenol, 3-[1-(cyclopropylmethyl)-1,2,5,6-tetrahydro-3-pyridinyl]-
—— 4-{[(4-Fluorophenyl)imino]methyl}-2-methoxyphenol 3382-69-2 C14H12FNO2
4-{[(4-Fluorophenyl)imino]methyl}-2-methoxyphenol