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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-(2,5-Dihydroxy-phenyl)-2-methyl-tetrahydro-thiopyranium; chloride 89706-17-2 C12H17O2S*Cl
1-(2,5-Dihydroxy-phenyl)-2-methyl-tetrahydro-thiopyranium; chloride
—— Acetic acid;2-(4-chlorobutylsulfanyl)benzene-1,4-diol 89706-22-9 C14H21ClO6S
Acetic acid;2-(4-chlorobutylsulfanyl)benzene-1,4-diol
—— 1-(2,5-Dihydroxy-phenyl)-2-methyl-tetrahydro-thiophenium; chloride 89706-14-9 C11H15O2S*Cl
1-(2,5-Dihydroxy-phenyl)-2-methyl-tetrahydro-thiophenium; chloride
—— 1-<2-Hydroxy-5-nitro-phenyl>-3-<thienyl-(2)>-propen-(2)-on-(1) 89720-62-7 C13H9NO4S
1-<2-Hydroxy-5-nitro-phenyl>-3-<thienyl-(2)>-propen-(2)-on-(1)
—— Piperidin-1-ylmethanimine;2,4,6-trinitrophenol 89749-48-4 C12H15N5O7
Piperidin-1-ylmethanimine;2,4,6-trinitrophenol
—— Acetic acid;2-[[3-(chloromethyl)cyclohexyl]methylsulfanyl]benzene-1,4-diol 89706-30-9 C18H27ClO6S
Acetic acid;2-[[3-(chloromethyl)cyclohexyl]methylsulfanyl]benzene-1,4-diol
—— Acetic acid;2-(5-chloro-3-phenylpentyl)sulfanylbenzene-1,4-diol 89706-25-2 C21H27ClO6S
Acetic acid;2-(5-chloro-3-phenylpentyl)sulfanylbenzene-1,4-diol
—— 3-(Dimethylamino)-2-hexyl-5-methylphenol 89711-27-3 C15H25NO
3-(Dimethylamino)-2-hexyl-5-methylphenol
—— Acetic acid;2-(5-bromopentylsulfanyl)benzene-1,4-diol 89771-26-6 C15H23BrO6S
Acetic acid;2-(5-bromopentylsulfanyl)benzene-1,4-diol
—— 6-[2-(2-Hydroxy-5-nitrophenyl)hydrazinylidene]-2-(2-phenylhydrazinylidene)cyclohex-4-ene-1,3-dione 89784-88-3 C18H13N5O5
6-[2-(2-Hydroxy-5-nitrophenyl)hydrazinylidene]-2-(2-phenylhydrazinylidene)cyclohex-4-ene-1,3-dione
—— 2,4-Dimethoxy-5-(prop-2-en-1-yl)phenol 89915-49-1 C11H14O3
2,4-Dimethoxy-5-(prop-2-en-1-yl)phenol
—— 4-Ethyl-2-methylpyrimidine;2,4,6-trinitrophenol 89967-24-8 C13H13N5O7
4-Ethyl-2-methylpyrimidine;2,4,6-trinitrophenol
—— 2-Methyl-4-propylpyrimidine;2,4,6-trinitrophenol 89967-25-9 C14H15N5O7
2-Methyl-4-propylpyrimidine;2,4,6-trinitrophenol
—— 3,4,5-Trimethyl-2-pentylphenol 90454-16-3 C14H22O
3,4,5-Trimethyl-2-pentylphenol
—— N,N-diethylethanamine;4-nitrosophenol 90512-78-0 C12H20N2O2
N,N-diethylethanamine;4-nitrosophenol
—— Acetic acid;2-[4-(4-methylpent-3-enyl)furan-2-yl]benzene-1,4-diol 90685-57-7 C20H26O7
Acetic acid;2-[4-(4-methylpent-3-enyl)furan-2-yl]benzene-1,4-diol
—— 4,4'-(2,4,8,10-Tetraoxaspiro[5.5]undecane-3,9-diyl)bis(2-chlorophenol) 90777-47-2 C19H18Cl2O6
4,4'-(2,4,8,10-Tetraoxaspiro[5.5]undecane-3,9-diyl)bis(2-chlorophenol)
—— 4-(2-Phenylhydrazinyl)benzene-1,3-diol 91122-71-3 C12H12N2O2
4-(2-Phenylhydrazinyl)benzene-1,3-diol
—— 2-Tert-butyl-4-methoxyphenol;phosphorous acid 90683-36-6 C33H51O9P
2-Tert-butyl-4-methoxyphenol;phosphorous acid
—— 3-[(2-Hydroxyethyl)sulfanyl]benzene-1,2-diol 91401-28-4 C8H10O3S
3-[(2-Hydroxyethyl)sulfanyl]benzene-1,2-diol
—— 5-(Tridec-1-EN-1-YL)benzene-1,3-diol 91490-95-8 C19H30O2
5-(Tridec-1-EN-1-YL)benzene-1,3-diol
—— Acetic acid;4-methoxybenzene-1,3-diol 91401-25-1 C11H16O7
Acetic acid;4-methoxybenzene-1,3-diol
—— 2-Butyl-3,5,6-trimethylbenzene-1,4-diol 91668-68-7 C13H20O2
2-Butyl-3,5,6-trimethylbenzene-1,4-diol
—— 2-(1-Hydroxypentyl)benzene-1,4-diol 92279-40-8 C11H16O3
2-(1-Hydroxypentyl)benzene-1,4-diol
—— 2-Benzenesulfonylmethyl-3,6-dinitro-phenol 92241-29-7 C13H10N2O7S
2-Benzenesulfonylmethyl-3,6-dinitro-phenol
—— N-[(2-Hydroxy-3-methoxyphenyl)methyl]nonanamide 92137-98-9 C17H27NO3
N-[(2-Hydroxy-3-methoxyphenyl)methyl]nonanamide
—— 3-Butyl-1-(2,5-dihydroxy-phenyl)-tetrahydro-thiophenium; chloride 92277-99-1 C14H21O2S*Cl
3-Butyl-1-(2,5-dihydroxy-phenyl)-tetrahydro-thiophenium; chloride
—— 4,5-Dihydroxy-2-nitrobenzene-1,3-disulfonic acid 92823-39-7 C6H5NO10S2
4,5-Dihydroxy-2-nitrobenzene-1,3-disulfonic acid
—— α-ethyl-5-nitro-2-hydroxycinnamaldehyde 92708-82-2 C11H11NO4
α-ethyl-5-nitro-2-hydroxycinnamaldehyde
—— 3-(2-Hydroxy-3,5-dinitrophenyl)prop-2-enal 92708-85-5 C9H6N2O6
3-(2-Hydroxy-3,5-dinitrophenyl)prop-2-enal
—— 2,3-dihydro-1H-1,4-diazepine;2,4,6-trinitrophenol 92953-29-2 C11H11N5O7
2,3-dihydro-1H-1,4-diazepine;2,4,6-trinitrophenol
—— 3-Methyl-4,6-dinitrobenzene-1,2-diol 92687-25-7 C7H6N2O6
3-Methyl-4,6-dinitrobenzene-1,2-diol
—— Acetic acid;5-hexadeca-2,4-dienylbenzene-1,3-diol 93094-21-4 C24H38O4
Acetic acid;5-hexadeca-2,4-dienylbenzene-1,3-diol
—— 2,4-Bis(chloromethoxy)phenol 93095-62-6 C8H8Cl2O3
2,4-Bis(chloromethoxy)phenol
—— 1-(4-Hydroxy-3-methoxyphenyl)ethene-1,2-diol 93674-68-1 C9H10O4
1-(4-Hydroxy-3-methoxyphenyl)ethene-1,2-diol
—— 5-Ethoxy-4-methoxy-2-(3-methylbut-1-en-1-yl)phenol 93128-38-2 C14H20O3
5-Ethoxy-4-methoxy-2-(3-methylbut-1-en-1-yl)phenol
—— (2-Hydroxy-5-methoxyphenyl)methanesulfonic acid 93240-51-8 C8H10O5S
(2-Hydroxy-5-methoxyphenyl)methanesulfonic acid
—— 2-(1-Methylpyrrol-2-yl)pyridine;2,4,6-trinitrophenol 93764-55-7 C16H13N5O7
2-(1-Methylpyrrol-2-yl)pyridine;2,4,6-trinitrophenol
—— 5-(Butan-2-yl)-2-hydroxy-3-nitrobenzene-1-sulfonic acid 94042-50-9 C10H13NO6S
5-(Butan-2-yl)-2-hydroxy-3-nitrobenzene-1-sulfonic acid
—— piperazine; compound with <i>p</i>-cresol 93990-31-9 C4H10N2*2C7H8O
piperazine; compound with <i>p</i>-cresol
—— 4-Nonylphenol;trihydroxy(sulfanylidene)-lambda5-phosphane 94359-53-2 C45H75O6PS
4-Nonylphenol;trihydroxy(sulfanylidene)-lambda5-phosphane
—— N-[4-(Butane-1-sulfonyl)phenyl]-N'-(2-hydroxy-4-nitrophenyl)urea 94721-48-9 C17H19N3O6S
N-[4-(Butane-1-sulfonyl)phenyl]-N'-(2-hydroxy-4-nitrophenyl)urea
—— 4-Hydroxybenzene-1,3-bis(diazonium) dichloride 94289-46-0 C6H4Cl2N4O
4-Hydroxybenzene-1,3-bis(diazonium) dichloride
—— 2,4,6-Trimethylaniline;2,4,6-trinitrophenol 94695-89-3 C15H16N4O7
2,4,6-Trimethylaniline;2,4,6-trinitrophenol
—— 2-(Trichloro-lambda~4~-sulfanyl)phenol 94728-15-1 C6H5Cl3OS
2-(Trichloro-lambda~4~-sulfanyl)phenol
—— 5-(2-Hydroxyphenyl)-2-imino-2,5-dihydrofuran-3-ol 94830-29-2 C10H9NO3
5-(2-Hydroxyphenyl)-2-imino-2,5-dihydrofuran-3-ol
—— 4,4'-Tellurinylbis(2-methylphenol) 95458-35-8 C14H14O3Te
4,4'-Tellurinylbis(2-methylphenol)
—— 3-Nitro-salicylsaeure-octadecylamid 95869-21-9 C25H42N2O4
3-Nitro-salicylsaeure-octadecylamid
—— Acetic acid;2-bromobenzene-1,3-diol 96299-81-9 C10H13BrO6
Acetic acid;2-bromobenzene-1,3-diol
—— 2-[(Furan-2-yl)methyl]benzene-1,3,5-triol 96333-36-7 C11H10O4
2-[(Furan-2-yl)methyl]benzene-1,3,5-triol