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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
—— 2-((E)-(2-((E)-5-bromo-2-hydroxybenzylideneamino)ethylimino)methyl)-4-bromophenol —— C16H14Br2N2O2
2-((E)-(2-((E)-5-bromo-2-hydroxybenzylideneamino)ethylimino)methyl)-4-bromophenol
—— (2S,4S,5S)-3,4-dimethyl-2-(4-hydroxy-3-methoxyphenyl)-5-phenyloxazolidine —— C18H21NO3
(2S,4S,5S)-3,4-dimethyl-2-(4-hydroxy-3-methoxyphenyl)-5-phenyloxazolidine
—— 1,3-dihydroxy-5-vinyloxybenzene —— C8H8O3
1,3-dihydroxy-5-vinyloxybenzene
—— methyl 2-(4-bromo-2-hydroxyphenyl)acetate —— C9H9BrO3
methyl 2-(4-bromo-2-hydroxyphenyl)acetate
—— 2-demethylsorbicillin —— C13H14O3
2-demethylsorbicillin
—— 6-demethylsorbicillin —— C13H14O3
6-demethylsorbicillin
—— 1-(4-hydroxyphenyl)but-3-en-1-one oxime —— C10H11NO2
1-(4-hydroxyphenyl)but-3-en-1-one oxime
—— 4-chloro-2-(1-methylheptyl)phenol —— C14H21ClO
4-chloro-2-(1-methylheptyl)phenol
—— 4-chloro-2-(triethylsilylethynyl)phenol —— C14H19ClOSi
4-chloro-2-(triethylsilylethynyl)phenol
—— N,N'-di{5-(3-methoxy-4-hydroxyphenyl)-2,4-pentadienoyl}-1,4-diaminobutane —— C28H32N2O6
N,N'-di{5-(3-methoxy-4-hydroxyphenyl)-2,4-pentadienoyl}-1,4-diaminobutane
—— N-{5-(3-methoxy-4-hydroxyphenyl)-2,4-pentadienoyl}-N'-acetyl-1,4-diaminobutane —— C18H24N2O4
N-{5-(3-methoxy-4-hydroxyphenyl)-2,4-pentadienoyl}-N'-acetyl-1,4-diaminobutane
—— (5-(3-chloro-4-hydroxybenzylidene)thiazolidine-2,4-dione) —— C10H6ClNO3S
(5-(3-chloro-4-hydroxybenzylidene)thiazolidine-2,4-dione)
—— (5-(3-bromo-4-hydroxybenzylidene)thiazolidine-2,4-dione) —— C10H6BrNO3S
(5-(3-bromo-4-hydroxybenzylidene)thiazolidine-2,4-dione)
—— 1-(m-hydroxyphenyl)-3-methyl-4-penten-1-ol —— C12H16O2
1-(m-hydroxyphenyl)-3-methyl-4-penten-1-ol
—— (2S,4S,5S)-2-(5-bromo-2-hydroxyphenyl)-3,4-dimethyl-5-phenyl-1,3-oxazolidine —— C17H18BrNO2
(2S,4S,5S)-2-(5-bromo-2-hydroxyphenyl)-3,4-dimethyl-5-phenyl-1,3-oxazolidine
—— bracteanolide A —— C10H8O5
bracteanolide A
—— 4-[(1R)-1-aminoethyl]phenol hydrobromide —— BrH*C8H11NO
4-[(1R)-1-aminoethyl]phenol hydrobromide
—— 2,6-dimethyl-4-vinylphenol —— C10H12O
2,6-dimethyl-4-vinylphenol
—— (E)-6-(2-hydroxy-3-iodo-6-methoxy-4,5-dimethylphenyl)-4-methyl-4-hexenoic acid —— C16H21IO4
(E)-6-(2-hydroxy-3-iodo-6-methoxy-4,5-dimethylphenyl)-4-methyl-4-hexenoic acid
—— (E)-6-(2-hydroxy-6-methoxy-3,4,5-trimethylphenyl)-4-methyl-4-hexenoic acid —— C17H24O4
(E)-6-(2-hydroxy-6-methoxy-3,4,5-trimethylphenyl)-4-methyl-4-hexenoic acid
—— (E)-6-(3-formyl-2-hydroxy-6-methoxy-4,5-dimethylphenyl)-4-methyl-4-hexenoic acid —— C17H22O5
(E)-6-(3-formyl-2-hydroxy-6-methoxy-4,5-dimethylphenyl)-4-methyl-4-hexenoic acid
—— (E)-6-(6-hydroxy-2-methoxy-3,4-dimethylphenyl)-4-methyl-4-hexenoic acid —— C16H22O4
(E)-6-(6-hydroxy-2-methoxy-3,4-dimethylphenyl)-4-methyl-4-hexenoic acid
—— (E)-6-(3-bromo-2-hydroxy-6-methoxy-4,5-dimethylphenyl)-4-methyl-4-hexenoic acid —— C16H21BrO4
(E)-6-(3-bromo-2-hydroxy-6-methoxy-4,5-dimethylphenyl)-4-methyl-4-hexenoic acid
—— butyl 3,5-di-nitro-4-hydroxybenzoate —— C11H12N2O7
butyl 3,5-di-nitro-4-hydroxybenzoate
—— 2-chloro-4-nitrophenol potassium salt —— C6H3ClNO3*K
2-chloro-4-nitrophenol potassium salt
—— N’-(2-hydroxy-5-methoxyphenylmethylidene)-3-pyridinecarbohydrazide —— C14H13N3O3
N’-(2-hydroxy-5-methoxyphenylmethylidene)-3-pyridinecarbohydrazide
—— 4-chloro-2-(4-hydroxyphenyl)benzo[b]selenophene-5,7-diol —— C14H9ClO3Se
4-chloro-2-(4-hydroxyphenyl)benzo[b]selenophene-5,7-diol
—— 2-(4-Hydroxyphenyl)benzo[b]selenophene-5,7-diol —— C14H10O3Se
2-(4-Hydroxyphenyl)benzo[b]selenophene-5,7-diol
—— 4,6-dichloro-2-(4-hydroxyphenyl)benzo[b]selenophene-5,7-diol —— C14H8Cl2O3Se
4,6-dichloro-2-(4-hydroxyphenyl)benzo[b]selenophene-5,7-diol
—— 8,9-dihydro-5-(3-hydroxy-4-methoxyphenyl)-1,2,3-trimethoxybenzo[7]annulen-7-one —— C21H22O6
8,9-dihydro-5-(3-hydroxy-4-methoxyphenyl)-1,2,3-trimethoxybenzo[7]annulen-7-one
—— (R)-3-(1-hydroxyethyl)phenol —— C8H10O2
(R)-3-(1-hydroxyethyl)phenol
—— 4-hydroxy-3-methoxyphenylpropanal 1192280-94-6 C10H12O3
4-hydroxy-3-methoxyphenylpropanal
—— 1-(4-hydroxy-3-methoxyphenyl)propyl acetate —— C12H16O4
1-(4-hydroxy-3-methoxyphenyl)propyl acetate
—— 2-(((6-methylpyridin-2-yl)imino)methyl)phenol 59129-91-8 C13H12N2O
2-(((6-methylpyridin-2-yl)imino)methyl)phenol
—— tert-butyl (adamantan-2-ylmethyl)(2-hydroxyphenethyl)carbamate —— C24H35NO3
tert-butyl (adamantan-2-ylmethyl)(2-hydroxyphenethyl)carbamate
—— N-(1-deoxy-D-fructos-1-yl)dopamine —— C14H21NO7
N-(1-deoxy-D-fructos-1-yl)dopamine
—— N-(3-methoxy-4-hydroxybenzyl)-N-methylnonanamide —— C18H29NO3
N-(3-methoxy-4-hydroxybenzyl)-N-methylnonanamide
—— 8-Hydroxynonivamide —— C17H27NO4
8-Hydroxynonivamide
—— 3-chloro-6-(salicylidenehydrazinyl)pyridazine —— C11H9ClN4O
3-chloro-6-(salicylidenehydrazinyl)pyridazine
—— (S)-1-(3-hydroxyphenyl)-N,N-dimethyl-N-((S)-1-phenylethyl)ethanaminium bromide 1412902-90-9 Br*C18H24NO
(S)-1-(3-hydroxyphenyl)-N,N-dimethyl-N-((S)-1-phenylethyl)ethanaminium bromide
—— 2,4-dimethoxy-N-(2-hydroxy-3-methoxybenzylidene)benzenamine —— C16H17NO4
2,4-dimethoxy-N-(2-hydroxy-3-methoxybenzylidene)benzenamine
—— 2-amino-5-(3-hydroxy-4-methoxy-benzylidene)-1-methyl-1,5-dihydro-imidazol-4-one —— C12H13N3O3
2-amino-5-(3-hydroxy-4-methoxy-benzylidene)-1-methyl-1,5-dihydro-imidazol-4-one
—— 2-amino-5-(4-hydroxy-3,5-dimethoxy-benzylidene)-1-methyl-1,5-dihydro-imidazol-4-one —— C13H15N3O4
2-amino-5-(4-hydroxy-3,5-dimethoxy-benzylidene)-1-methyl-1,5-dihydro-imidazol-4-one
—— N,N'-disalicylidene-2,6-diaminopyridine —— C19H15N3O2
N,N'-disalicylidene-2,6-diaminopyridine
—— (E)-4-[(2-hydroxyphenyl)imino]pentan-2-one —— C11H13NO2
(E)-4-[(2-hydroxyphenyl)imino]pentan-2-one
—— 2-(4-hydroxyphenyl)ethyl acrylate —— C11H12O3
2-(4-hydroxyphenyl)ethyl acrylate
—— tetrachloroiodophenol —— C6HCl4IO
tetrachloroiodophenol
—— 2-methoxy-6-(N-morpholinyl)methylphenol —— C12H17NO3
2-methoxy-6-(N-morpholinyl)methylphenol
—— threo-4-hydroxy-N-methyl-methylphenidate —— C15H21NO3
threo-4-hydroxy-N-methyl-methylphenidate
—— (S)-metoprolol succinic acid —— C4H6O4*2C15H25NO3
(S)-metoprolol succinic acid