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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
—— 4-(4-Anilinoanilino)-2-methylphenol 112096-09-0 C19H18N2O
4-(4-Anilinoanilino)-2-methylphenol
—— 2-Ethyl-7-(4-hydroxy-2,3,5-trimethylphenoxy)-2-methylheptanoic acid 112109-71-4 C19H30O4
2-Ethyl-7-(4-hydroxy-2,3,5-trimethylphenoxy)-2-methylheptanoic acid
—— 1-[(Propan-2-yl)amino]-3-[4-(2-propoxyethyl)phenoxy]propan-2-ol 112064-54-7 C17H29NO3
1-[(Propan-2-yl)amino]-3-[4-(2-propoxyethyl)phenoxy]propan-2-ol
—— 3-[(5-Amino-4-hydroxy-2-nitrophenyl)sulfanyl]propanoic acid 112303-53-4 C9H10N2O5S
3-[(5-Amino-4-hydroxy-2-nitrophenyl)sulfanyl]propanoic acid
—— Benzoic acid;2-methoxy-5-(methoxymethyl)phenol 112777-55-6 C16H18O5
Benzoic acid;2-methoxy-5-(methoxymethyl)phenol
—— 5-[(2,4-Diaminopyrimidin-5-yl)methyl]-3-methoxy-2-(methylsulfanyl)phenol 112806-34-5 C13H16N4O2S
5-[(2,4-Diaminopyrimidin-5-yl)methyl]-3-methoxy-2-(methylsulfanyl)phenol
—— 1-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-1H-pyrrole-2,5-dione 112798-67-1 C13H13NO4
1-[2-(4-Hydroxy-3-methoxyphenyl)ethyl]-1H-pyrrole-2,5-dione
—— 1-[3-(4-Hydroxy-3-methoxyphenyl)propyl]pyrrolidine-2,5-dione 112798-54-6 C14H17NO4
1-[3-(4-Hydroxy-3-methoxyphenyl)propyl]pyrrolidine-2,5-dione
—— 4-Bromo-5-(hydroxymethyl)benzene-1,2-diol 113274-39-8 C7H7BrO3
4-Bromo-5-(hydroxymethyl)benzene-1,2-diol
—— 2,2'-[Disulfanediylbis(methylene)]bis(6-methoxy-4-methylphenol) 113695-02-6 C18H22O4S2
2,2'-[Disulfanediylbis(methylene)]bis(6-methoxy-4-methylphenol)
—— 1,8-Diazabicyclo[6.4.3]pentadecane;2,4,6-trinitrophenol 113872-15-4 C19H29N5O7
1,8-Diazabicyclo[6.4.3]pentadecane;2,4,6-trinitrophenol
—— Picric acid; compound with N-p-tolyl-acetamide 114069-80-6 C6H3N3O7*C9H11NO
Picric acid; compound with N-p-tolyl-acetamide
—— 5,5'-[Ethane-1,2-diylbis(oxy)]di(benzene-1,3-diol) 114212-69-0 C14H14O6
5,5'-[Ethane-1,2-diylbis(oxy)]di(benzene-1,3-diol)
—— 2-(2-tert-Butyl-3-methyl-1,3-oxazolidin-5-yl)phenol 114090-47-0 C14H21NO2
2-(2-tert-Butyl-3-methyl-1,3-oxazolidin-5-yl)phenol
—— 2-[(1,3-Dithiolan-2-ylidene)amino]-4-pentylphenol 114073-12-0 C14H19NOS2
2-[(1,3-Dithiolan-2-ylidene)amino]-4-pentylphenol
—— N-[(2-Hydroxy-5-methoxyphenyl)methyl]-N-(phosphonomethyl)glycine 114119-25-4 C11H16NO7P
N-[(2-Hydroxy-5-methoxyphenyl)methyl]-N-(phosphonomethyl)glycine
—— Acetic acid;2-tert-butyl-5-chlorobenzene-1,4-diol 114239-31-5 C14H21ClO6
Acetic acid;2-tert-butyl-5-chlorobenzene-1,4-diol
—— 1,7-Diazabicyclo[5.5.2]tetradecane;2,4,6-trinitrophenol 114661-59-5 C18H27N5O7
1,7-Diazabicyclo[5.5.2]tetradecane;2,4,6-trinitrophenol
—— 2-Fluoro-6-(3-methylbut-2-en-1-yl)phenol 116268-01-0 C11H13FO
2-Fluoro-6-(3-methylbut-2-en-1-yl)phenol
—— 3-(Decyloxy)-6-hydroxybenzene-1,2-dicarbonitrile 116539-63-0 C18H24N2O2
3-(Decyloxy)-6-hydroxybenzene-1,2-dicarbonitrile
—— 5-chlorodopamine 116653-25-9 C8H10ClNO2
5-chlorodopamine
—— 4-Iodophenol;phosphoric acid 118646-52-9 C18H18I3O7P
4-Iodophenol;phosphoric acid
—— Formic acid--2-methoxyphenol (1/1) 118316-02-2 C8H10O4
Formic acid--2-methoxyphenol (1/1)
—— Chloro[(2-hydroxyphenyl)methoxy]oxophosphanium 118349-77-2 C7H7ClO3P+
Chloro[(2-hydroxyphenyl)methoxy]oxophosphanium
—— 2,6-Dimethoxyphenol;methanesulfonic acid 120888-12-2 C9H14O6S
2,6-Dimethoxyphenol;methanesulfonic acid
—— Ethyl 5-(4-hydroxy-3-methoxyphenyl)penta-2,4-dienoate 122309-66-4 C14H16O4
Ethyl 5-(4-hydroxy-3-methoxyphenyl)penta-2,4-dienoate
—— 2,3-Dimethylphenol;phosphoric acid 122636-58-2 C8H13O5P
2,3-Dimethylphenol;phosphoric acid
—— 2-[(3-methyl)-3-pentenyl]phenol 125214-14-4 C12H16O
2-[(3-methyl)-3-pentenyl]phenol
—— 2-Ethylphenol;propanoic acid 123900-15-2 C11H16O3
2-Ethylphenol;propanoic acid
—— Benzene-1,4-diol;methanesulfonic acid 126150-65-0 C8H14O8S2
Benzene-1,4-diol;methanesulfonic acid
—— Acetic acid;3-methyl-5-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)phenol 126727-42-2 C18H24O3
Acetic acid;3-methyl-5-(2,6,6-trimethylcyclohexa-1,3-dien-1-yl)phenol
—— Benzene-1,2,3-triol;methanesulfonic acid 126615-05-2 C9H18O12S3
Benzene-1,2,3-triol;methanesulfonic acid
—— 2,7-Bis[(4-hydroxyphenyl)methylidene]cycloheptan-1-one 134270-03-4 C21H20O3
2,7-Bis[(4-hydroxyphenyl)methylidene]cycloheptan-1-one
—— 1-Chloro-3-[4-(2-methoxyethyl)phenoxy]propan-2-one 134582-20-0 C12H15ClO3
1-Chloro-3-[4-(2-methoxyethyl)phenoxy]propan-2-one
—— Diethyl {[(3-hydroxyphenyl)methoxy]methyl}phosphonate 134518-94-8 C12H19O5P
Diethyl {[(3-hydroxyphenyl)methoxy]methyl}phosphonate
—— 4-propyneguaiacol 135192-84-6 C10H10O2
4-propyneguaiacol
—— 4-Methylphenol;trihydrate 136635-26-2 C7H14O4
4-Methylphenol;trihydrate
—— 4-Methyl-2,6-bis({[2-(pyridin-2-yl)ethyl]sulfanyl}methyl)phenol 137955-89-6 C23H26N2OS2
4-Methyl-2,6-bis({[2-(pyridin-2-yl)ethyl]sulfanyl}methyl)phenol
—— 1-(4-Hydroxy-3-methoxyphenyl)dec-4-YN-3-one 138152-13-3 C17H22O3
1-(4-Hydroxy-3-methoxyphenyl)dec-4-YN-3-one
—— 2,6-Bis(bromomethyl)-3-methyl-4-[(propan-2-yl)oxy]phenol 137958-81-7 C12H16Br2O2
2,6-Bis(bromomethyl)-3-methyl-4-[(propan-2-yl)oxy]phenol
—— 4-Methyl-2-(4-methylpentan-2-yl)phenol 138451-13-5 C13H20O
4-Methyl-2-(4-methylpentan-2-yl)phenol
—— 4-(2,3,4,5-Tetramethylcyclopenta-1,4-dien-1-yl)phenol 139030-10-7 C15H18O
4-(2,3,4,5-Tetramethylcyclopenta-1,4-dien-1-yl)phenol
—— 6-(4-Chloro-3-hydroxy-2-nitrobenzamido)hexanoyl azide 139183-69-0 C13H14ClN5O5
6-(4-Chloro-3-hydroxy-2-nitrobenzamido)hexanoyl azide
—— 2-Chloro-5-(hexadecyloxy)benzene-1,4-diol 138870-68-5 C22H37ClO3
2-Chloro-5-(hexadecyloxy)benzene-1,4-diol
—— 2,3-Dimethylphenol;trihydroxy(sulfanylidene)-lambda5-phosphane 138950-86-4 C24H33O6PS
2,3-Dimethylphenol;trihydroxy(sulfanylidene)-lambda5-phosphane
—— 1-(2,5-Dihydroxyphenyl)-5-phenylpenta-2,4-dien-1-one 139087-57-3 C17H14O3
1-(2,5-Dihydroxyphenyl)-5-phenylpenta-2,4-dien-1-one
—— 3-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one 139061-28-2 C10H10O4
3-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one
—— 4-Bromo-2,6-dimethylphenol;phosphoric acid 138966-56-0 C24H30Br3O7P
4-Bromo-2,6-dimethylphenol;phosphoric acid
—— 3-Hydroxybenzene-1-diazonium fluoride 139298-15-0 C6H5FN2O
3-Hydroxybenzene-1-diazonium fluoride
—— 2-[3-Amino-4-(methoxymethoxy)phenyl]ethan-1-ol 139579-79-6 C10H15NO3
2-[3-Amino-4-(methoxymethoxy)phenyl]ethan-1-ol