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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
—— Acetic acid;2,5-diethylphenol 34681-95-3 C12H18O3
Acetic acid;2,5-diethylphenol
—— Acetic acid;4-[3-[chloro(dimethyl)silyl]propyl]-2-methoxyphenol 388610-30-8 C14H23ClO4Si
Acetic acid;4-[3-[chloro(dimethyl)silyl]propyl]-2-methoxyphenol
—— Acetic acid;3-(4-hydroxy-3-methoxyphenyl)prop-2-enyl acetate 38209-46-0 C14H18O6
Acetic acid;3-(4-hydroxy-3-methoxyphenyl)prop-2-enyl acetate
—— N,N-diethylethanamine;3,4-dinitrophenol 37501-37-4 C12H19N3O5
N,N-diethylethanamine;3,4-dinitrophenol
—— 4-nitro-2-[2-(1,3,3-trimethyl-1,2-dihydroindol-1-ium-2-yl)ethenyl]phenolate —— C19H20N2O3
4-nitro-2-[2-(1,3,3-trimethyl-1,2-dihydroindol-1-ium-2-yl)ethenyl]phenolate
—— 3-(Pentadeca-1,3-dien-1-YL)benzene-1,2-diol 34739-88-3 C21H32O2
3-(Pentadeca-1,3-dien-1-YL)benzene-1,2-diol
—— 3-Methyl-4-(1-methyl-butyl)-2-nitro-phenol 4710-55-8 C12H17NO3
3-Methyl-4-(1-methyl-butyl)-2-nitro-phenol
—— 4-{2-[Chloro(dimethyl)silyl]ethyl}phenol 343615-08-7 C10H15ClOSi
4-{2-[Chloro(dimethyl)silyl]ethyl}phenol
—— 4-[2-(Propan-2-ylamino)ethyl]benzene-1,2-diol;hydrobromide 31594-88-4 C11H18BrNO2
4-[2-(Propan-2-ylamino)ethyl]benzene-1,2-diol;hydrobromide
—— N',N'-dimethylpropane-1,3-diamine;2,4,6-trinitrophenol 3197-17-9 C17H20N8O14
N',N'-dimethylpropane-1,3-diamine;2,4,6-trinitrophenol
—— 4-Nonylphenol;phosphoric acid 32258-84-7 C45H75O7P
4-Nonylphenol;phosphoric acid
—— (2-Hydroxy-5-methylbenzyl)-phenylsulfid 30434-81-2 C14H14OS
(2-Hydroxy-5-methylbenzyl)-phenylsulfid
—— Acetic acid--4-(hexyloxy)phenol (1/1) 301336-57-2 C14H22O4
Acetic acid--4-(hexyloxy)phenol (1/1)
—— Carbonic acid;2-dodecylphenol 30108-28-2 C37H62O5
Carbonic acid;2-dodecylphenol
—— 2-Methyl-6-{[tri(propan-2-yl)silyl]oxy}phenol 473595-51-6 C16H28O2Si
2-Methyl-6-{[tri(propan-2-yl)silyl]oxy}phenol
—— Carbonic acid--2-octadecylphenol (1/2) 479231-54-4 C49H86O5
Carbonic acid--2-octadecylphenol (1/2)
—— 4-[Hydroxy(2-hydroxyphenyl)methylidene]oxolane-2,3-dione 4958-92-3 C11H8O5
4-[Hydroxy(2-hydroxyphenyl)methylidene]oxolane-2,3-dione
—— 2-(4-Hydroxy-3,5-dimethoxyphenyl)ethyl ethoxyacetate 422268-53-9 C14H20O6
2-(4-Hydroxy-3,5-dimethoxyphenyl)ethyl ethoxyacetate
—— 4-(2,2,2-Trifluoro-1-{[(1S)-1-phenylethyl]amino}ethyl)phenol 402617-55-4 C16H16F3NO
4-(2,2,2-Trifluoro-1-{[(1S)-1-phenylethyl]amino}ethyl)phenol
—— (4-Hydroxy-3-methoxyphenyl)methyl 3-ethoxypropanoate 422268-54-0 C13H18O5
(4-Hydroxy-3-methoxyphenyl)methyl 3-ethoxypropanoate
—— 3-(3,4-Dihydroxyphenyl)propyl docosanoate 499794-91-1 C31H54O4
3-(3,4-Dihydroxyphenyl)propyl docosanoate
—— 4-(but-3-en-1-yn-1-yl)phenol 45966-02-7 C10H8O
4-(but-3-en-1-yn-1-yl)phenol
—— 4-Chloro-2-(pent-3-en-2-yl)phenol 59836-32-7 C11H13ClO
4-Chloro-2-(pent-3-en-2-yl)phenol
—— 4-Methoxyphenol;trihydroxy(sulfanylidene)-lambda5-phosphane 54960-60-0 C21H27O9PS
4-Methoxyphenol;trihydroxy(sulfanylidene)-lambda5-phosphane
—— 2-Bromoaniline;2,4,6-trinitrophenol 54575-26-7 C12H9BrN4O7
2-Bromoaniline;2,4,6-trinitrophenol
—— 1-Amino-3-(4-hydroxyphenyl)propan-2-one 54615-50-8 C9H11NO2
1-Amino-3-(4-hydroxyphenyl)propan-2-one
—— 4-(2-Pyrrolidin-1-ylethyl)benzene-1,2-diol;hydrochloride 54450-87-2 C12H18ClNO2
4-(2-Pyrrolidin-1-ylethyl)benzene-1,2-diol;hydrochloride
—— 7,8-Dihydroisoquinoline;2,4,6-trinitrophenol 54087-13-7 C15H12N4O7
7,8-Dihydroisoquinoline;2,4,6-trinitrophenol
—— 4-{[3-(Propan-2-yl)-1,3-oxazolidin-5-yl]methoxy}phenol 53936-85-9 C13H19NO3
4-{[3-(Propan-2-yl)-1,3-oxazolidin-5-yl]methoxy}phenol
—— Acetic acid;2,4-dimethoxy-6-methylphenol 53547-97-0 C11H16O5
Acetic acid;2,4-dimethoxy-6-methylphenol
—— N-Jodacetyl-p-hydroxybenzylamin 53527-06-3 C9H10INO2
N-Jodacetyl-p-hydroxybenzylamin
—— 1-Ethylimidazole;2,4,6-trinitrophenol 53520-96-0 C11H11N5O7
1-Ethylimidazole;2,4,6-trinitrophenol
—— 2-Hydroxy-3,5-dinitrobenzoic acid;pyridine 52040-80-9 C12H9N3O7
2-Hydroxy-3,5-dinitrobenzoic acid;pyridine
—— 4-(11-Methylhenicosan-11-YL)benzene-1,2-diol 52999-12-9 C28H50O2
4-(11-Methylhenicosan-11-YL)benzene-1,2-diol
—— 2,6-Dimethyl-1,3-benzothiazole;2,4,6-trinitrophenol 5304-24-5 C15H12N4O7S
2,6-Dimethyl-1,3-benzothiazole;2,4,6-trinitrophenol
—— Acetonitrile;benzene-1,4-diol 51528-69-9 C20H21NO6
Acetonitrile;benzene-1,4-diol
—— Acetic acid;3-pentadecylphenol 52122-74-4 C23H40O3
Acetic acid;3-pentadecylphenol
—— 4-Iodophenol;phosphorous acid 517918-94-4 C18H18I3O6P
4-Iodophenol;phosphorous acid
—— 1-tert-Butylamino-3-(2.3-dimethyl-4-hydroxyphenoxy)-2-propanol 51282-93-0 C15H25NO3
1-tert-Butylamino-3-(2.3-dimethyl-4-hydroxyphenoxy)-2-propanol
—— 2-((1S)-1-methyl-1-{[(1R)-1-phenylethyl]amino}but-3-enyl)phenol 500800-22-6 C19H23NO
2-((1S)-1-methyl-1-{[(1R)-1-phenylethyl]amino}but-3-enyl)phenol
—— Carbonic acid;4-fluoro-2-methoxyphenol 676515-62-1 C15H16F2O7
Carbonic acid;4-fluoro-2-methoxyphenol
—— 2,3-Bis-dimethylaminomethyl-5,6-dimethyl-benzene-1,4-diol 67334-03-6 C14H24N2O2
2,3-Bis-dimethylaminomethyl-5,6-dimethyl-benzene-1,4-diol
—— 4-{[(2R)-3-Aminobutan-2-yl]selanyl}phenol 676237-45-9 C10H15NOSe
4-{[(2R)-3-Aminobutan-2-yl]selanyl}phenol
—— 4,4'-[Ethane-1,2-diylbis(azanediylmethylene)]di(benzene-1,2,3-triol) 675617-33-1 C16H20N2O6
4,4'-[Ethane-1,2-diylbis(azanediylmethylene)]di(benzene-1,2,3-triol)
—— Hydroxy{(2-hydroxyphenyl)[(1H-1,2,4-triazol-5-yl)amino]methyl}oxophosphanium 675825-74-8 C9H10N4O3P+
Hydroxy{(2-hydroxyphenyl)[(1H-1,2,4-triazol-5-yl)amino]methyl}oxophosphanium
—— 4-[3-(3-Hydroxybutoxy)prop-1-EN-1-YL]-2-methoxyphenol 672294-54-1 C14H20O4
4-[3-(3-Hydroxybutoxy)prop-1-EN-1-YL]-2-methoxyphenol
—— Acetic acid;2-octylphenol 67367-09-3 C16H26O3
Acetic acid;2-octylphenol
—— Acetic acid;2-octan-4-ylphenol 67366-82-9 C16H26O3
Acetic acid;2-octan-4-ylphenol
—— 4,4'-(Methylphosphoryl)bis(2,6-dibromophenol) 67326-18-5 C13H9Br4O3P
4,4'-(Methylphosphoryl)bis(2,6-dibromophenol)
—— 4-Hydroxy-3-methylphenyl propylcarbamate 67319-88-4 C11H15NO3
4-Hydroxy-3-methylphenyl propylcarbamate