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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(dimethylamino)pentan-3-one;2,4,6-trinitrophenol 7464-95-1 C15H23N5O8
1,5-Bis(dimethylamino)pentan-3-one;2,4,6-trinitrophenol
—— Copper;2,4,6-trichlorophenol 57131-54-1 C6H3Cl3CuO+2
Copper;2,4,6-trichlorophenol
—— 3-(4-Aminobenzene-1-sulfonyl)-5-(2-aminoethyl)benzene-1,2-diol--hydrogen chloride (1/1) 53761-01-6 C14H17ClN2O4S
3-(4-Aminobenzene-1-sulfonyl)-5-(2-aminoethyl)benzene-1,2-diol--hydrogen chloride (1/1)
—— 4-[2-(Diethylamino)ethoxy]phenol--hydrogen chloride (1/1) 5465-21-4 C12H20ClNO2
4-[2-(Diethylamino)ethoxy]phenol--hydrogen chloride (1/1)
—— 2,4,6-Trinitrophenol--1,4-bis(2-chloroethyl)piperazine (1/1) 1246-58-8 C14H19Cl2N5O7
2,4,6-Trinitrophenol--1,4-bis(2-chloroethyl)piperazine (1/1)
—— Pyridinium, 1-ethyl-2-(2-(4-hydroxy-3-methoxyphenyl)ethenyl)-, bromide (1:1) 6266-17-7 C16H18BrNO2
Pyridinium, 1-ethyl-2-(2-(4-hydroxy-3-methoxyphenyl)ethenyl)-, bromide (1:1)
—— trans-4-(3,4-Dihydroxy-phenylvinyl)-pyridin-methojodid 23369-62-2 C14H14NO2*I
trans-4-(3,4-Dihydroxy-phenylvinyl)-pyridin-methojodid
—— 2,4,6-Trinitrophenol--2,4-dimethylquinoline (1/1) 1567-43-7 C17H14N4O7
2,4,6-Trinitrophenol--2,4-dimethylquinoline (1/1)
—— Sodium;4-hydroxy-3-nitrobenzenesulfonic acid 6313-34-4 C6H5NNaO6S+
Sodium;4-hydroxy-3-nitrobenzenesulfonic acid
—— 4-(Benzyloxy)-2-{[bis(2-hydroxyethyl)amino]methyl}phenol--hydrogen chloride (1/1) 6309-96-2 C18H24ClNO4
4-(Benzyloxy)-2-{[bis(2-hydroxyethyl)amino]methyl}phenol--hydrogen chloride (1/1)
—— 3,3-Diethyl-3,7-diazoniaspiro[6.6]tridecane;2,4,6-trinitrophenol 7463-11-8 C21H35N5O7+2
3,3-Diethyl-3,7-diazoniaspiro[6.6]tridecane;2,4,6-trinitrophenol
—— 4-(Benzyloxy)-2,6-bis[(morpholin-4-yl)methyl]phenol--hydrogen chloride (1/1) 6641-93-6 C23H31ClN2O4
4-(Benzyloxy)-2,6-bis[(morpholin-4-yl)methyl]phenol--hydrogen chloride (1/1)
—— 2,4,6-Trinitrophenol--2-(pyridin-2-yl)ethan-1-amine (1/1) 6628-61-1 C13H13N5O7
2,4,6-Trinitrophenol--2-(pyridin-2-yl)ethan-1-amine (1/1)
—— 2,4,6-Trinitrophenol--N,N-diethyl-3-(2-methyl-1H-benzimidazol-1-yl)propan-1-amine (1/1) 6938-52-9 C21H26N6O7
2,4,6-Trinitrophenol--N,N-diethyl-3-(2-methyl-1H-benzimidazol-1-yl)propan-1-amine (1/1)
—— (E)-2-(4-hydroxy-3methoxystyryl)-1,3,3-trimethyl-3H-indol-1-ium iodide 6286-06-2 C20H22NO2*I
(E)-2-(4-hydroxy-3methoxystyryl)-1,3,3-trimethyl-3H-indol-1-ium iodide
—— 2,4,6-Trinitrophenol--1,2,5,6-tetrazocane (1/1) 59417-01-5 C10H15N7O7
2,4,6-Trinitrophenol--1,2,5,6-tetrazocane (1/1)
—— 2,4,6-Trinitrophenol--1-methyl-1,2,3,6-tetrahydro-2,3'-bipyridine (1/1) 2912-23-4 C17H17N5O7
2,4,6-Trinitrophenol--1-methyl-1,2,3,6-tetrahydro-2,3'-bipyridine (1/1)
—— Sodium;3-methyl-4-nitrophenol 2666-76-4 C7H7NNaO3+
Sodium;3-methyl-4-nitrophenol
—— 3-Oxa-6,9-diazoniadispiro[5.2.89.36]icosane;2,4,6-trinitrophenol 7463-15-2 C23H37N5O8+2
3-Oxa-6,9-diazoniadispiro[5.2.89.36]icosane;2,4,6-trinitrophenol
—— Diethyl-methyl-[2-(1-methylazonan-1-ium-1-yl)ethyl]azanium;2,4,6-trinitrophenol 7596-83-0 C22H39N5O7+2
Diethyl-methyl-[2-(1-methylazonan-1-ium-1-yl)ethyl]azanium;2,4,6-trinitrophenol
—— 4-(Dimethylamino)-3-[(dimethylamino)methyl]butan-2-one--2,4,6-trinitrophenol (1/1) 7465-01-2 C15H23N5O8
4-(Dimethylamino)-3-[(dimethylamino)methyl]butan-2-one--2,4,6-trinitrophenol (1/1)
—— 2-[(Z)-2-(4-Hydroxy-3-methoxyphenyl)ethenyl]-3-methyl-1,3-benzoxazol-3-ium iodide 7466-17-3 C17H16INO3
2-[(Z)-2-(4-Hydroxy-3-methoxyphenyl)ethenyl]-3-methyl-1,3-benzoxazol-3-ium iodide
—— N,N,N',N',N'',N''-Hexamethylphosphoric triamide--benzene-1,4-diol (1/1) 40725-70-0 C12H24N3O3P
N,N,N',N',N'',N''-Hexamethylphosphoric triamide--benzene-1,4-diol (1/1)
—— 1H,3H-Furo(3,4-c)oxepin-1-one, 3-(3,4-dihydroxyphenyl)-6-(2-(3,4-dihydroxyphenyl)ethenyl)-3a,4-dihydro-8-hydroxy-4-(2-oxopropylidene)- 133360-41-5 C25H20O9
1H,3H-Furo(3,4-c)oxepin-1-one, 3-(3,4-dihydroxyphenyl)-6-(2-(3,4-dihydroxyphenyl)ethenyl)-3a,4-dihydro-8-hydroxy-4-(2-oxopropylidene)-
—— methyl (Z)-2-(3-hydroxy-4-(4-hydroxyphenyl)-5-oxofuran-2(5H)-ylidene)acetate 1258941-25-1 C13H10O6
methyl (Z)-2-(3-hydroxy-4-(4-hydroxyphenyl)-5-oxofuran-2(5H)-ylidene)acetate
—— 3,14'-Bihispidinyl 62682-06-8 C26H18O10
3,14'-Bihispidinyl
—— methyl (R)-2-hydroxy-2-((R)-3-hydroxy-4-(4-hydroxyphenyl)-5-oxo-2,5-dihydrofuran-2-yl)acetate 1258941-30-8 C13H12O7
methyl (R)-2-hydroxy-2-((R)-3-hydroxy-4-(4-hydroxyphenyl)-5-oxo-2,5-dihydrofuran-2-yl)acetate
—— N-[2-(4-Hydroxyphenyl)ethyl]-4-methylpentanamide 921607-22-9 C14H21NO2
N-[2-(4-Hydroxyphenyl)ethyl]-4-methylpentanamide
—— I+/--(Cyclohexylamino)-4-hydroxybenzeneacetonitrile 1184224-86-9 C14H18N2O
I+/--(Cyclohexylamino)-4-hydroxybenzeneacetonitrile
—— 2-[2-(4-Methoxyphenyl)ethoxy]benzenamine 1183201-86-6 C15H17NO2
2-[2-(4-Methoxyphenyl)ethoxy]benzenamine
—— BF3-phenol complex 372-44-1 C6H6BF3O
BF3-phenol complex
—— (S)-4-(1-Aminoethyl)-3-methylphenol 1228569-24-1 C9H13NO
(S)-4-(1-Aminoethyl)-3-methylphenol
—— 3-methoxy-4-[(E)-2-nitroethenyl]phenol 1411975-50-2 C9H9NO4
3-methoxy-4-[(E)-2-nitroethenyl]phenol
—— Phenol, 4-[1-[(2-aminoethyl)amino]ethyl]-2-methoxy- 946658-69-1 C11H18N2O2
Phenol, 4-[1-[(2-aminoethyl)amino]ethyl]-2-methoxy-
—— 1,2,4-Benzenetriol, 5-[(1S)-1-aminobutyl]- 1315051-75-2 C10H15NO3
1,2,4-Benzenetriol, 5-[(1S)-1-aminobutyl]-
—— (S)-2-(1-Aminopropyl)-5-methoxyphenol 1228569-22-9 C10H15NO2
(S)-2-(1-Aminopropyl)-5-methoxyphenol
—— (R)-4-(1-aminoethyl)-2,6-dimethoxyphenol 1241680-00-1 C10H15NO3
(R)-4-(1-aminoethyl)-2,6-dimethoxyphenol
—— (R)-4-(2-Amino-1-hydroxypropan-2-yl)phenol 1213902-17-0 C9H13NO2
(R)-4-(2-Amino-1-hydroxypropan-2-yl)phenol
—— 4-amino-2-[(1R)-1-aminoethyl]-5-fluorophenol 1213956-34-3 C8H11FN2O
4-amino-2-[(1R)-1-aminoethyl]-5-fluorophenol
—— 2-[(1R)-1-amino-3-hydroxypropyl]phenol 1212913-46-6 C9H13NO2
2-[(1R)-1-amino-3-hydroxypropyl]phenol
—— (I(3)R)-I(3)-Amino-2-hydroxy-4,6-dimethylbenzenepropanol 1212972-63-8 C11H17NO2
(I(3)R)-I(3)-Amino-2-hydroxy-4,6-dimethylbenzenepropanol
—— 2-fluoro-3-hydroxy-6-methoxybenzaldehyde 1260657-56-4 C8H7FO3
2-fluoro-3-hydroxy-6-methoxybenzaldehyde
—— 2-chloro-4-(3-hydroxypropyl)phenol 839694-34-7 C9H11ClO2
2-chloro-4-(3-hydroxypropyl)phenol
—— 4-(1-Amino-2-hydroxyethyl)-2-nitrophenol 1270484-81-5 C8H10N2O4
4-(1-Amino-2-hydroxyethyl)-2-nitrophenol
—— 4-amino-2-[(1S)-1,2-diaminoethyl]-5-fluorophenol 1213882-29-1 C8H12FN3O
4-amino-2-[(1S)-1,2-diaminoethyl]-5-fluorophenol
—— 2-[(1R)-1-Amino-2-propen-1-yl]-4-fluoro-6-methoxyphenol 1213485-49-4 C10H12FNO2
2-[(1R)-1-Amino-2-propen-1-yl]-4-fluoro-6-methoxyphenol
—— 4-[(1R)-1-aminoethyl]-2,5-difluorophenol 1213104-82-5 C8H9F2NO
4-[(1R)-1-aminoethyl]-2,5-difluorophenol
—— Benzeneacetic acid, I+/--amino-5-hydroxy-2-methoxy-, (R)- 117446-21-6 C9H11NO4
Benzeneacetic acid, I+/--amino-5-hydroxy-2-methoxy-, (R)-
—— (R)-1-(2'-hydroxy-3',4'-dimethoxyphenyl)ethylamine 1213153-35-5 C10H15NO3
(R)-1-(2'-hydroxy-3',4'-dimethoxyphenyl)ethylamine
—— (S)-4-(1-Amino-2-hydroxyethyl)-3-methylphenol 1213453-45-2 C9H13NO2
(S)-4-(1-Amino-2-hydroxyethyl)-3-methylphenol