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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-hydroxybenzenediazonium o-benzenedisulfonimide —— C6H4NO4S2*C6H5N2O
2-hydroxybenzenediazonium o-benzenedisulfonimide
—— 6-bromo-3-chloro-2-fluorophenol —— C6H3BrClFO
6-bromo-3-chloro-2-fluorophenol
—— 4-(3,3-dimethoxypropoxy)phenol —— C11H16O4
4-(3,3-dimethoxypropoxy)phenol
—— 1-methoxy-4-(2-(methoxymethoxy)ethyl)benzene —— C11H16O3
1-methoxy-4-(2-(methoxymethoxy)ethyl)benzene
—— 2-amino-4-(3-hydroxyphenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile —— C16H14N2O3
2-amino-4-(3-hydroxyphenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile
—— 9-(2-hydroxyphenyl)-2,3,4,5,6,7-hexahydro-2H-xanthene-1,8-dione —— C19H18O4
9-(2-hydroxyphenyl)-2,3,4,5,6,7-hexahydro-2H-xanthene-1,8-dione
—— 9-(4-hydroxyphenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione —— C19H18O4
9-(4-hydroxyphenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
—— 1-(5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-3-(4-hydroxy-3,5-dimethyl-phenyl)-propan-1-one —— C21H26O2S
1-(5,5-dimethyl-4,5,6,7-tetrahydro-benzo[c]thiophen-1-yl)-3-(4-hydroxy-3,5-dimethyl-phenyl)-propan-1-one
—— 3,4,5-trihydroxystyrene —— C8H8O3
3,4,5-trihydroxystyrene
—— carbamic acid 2-[4-(3-fluoro-benzyloxy)-phenyl]-ethyl ester —— C16H16FNO3
carbamic acid 2-[4-(3-fluoro-benzyloxy)-phenyl]-ethyl ester
—— 2-methyldodecol —— C44H56O12
2-methyldodecol
—— 3-bromo-6-chlorobenzene-1,2-diol —— C6H4BrClO2
3-bromo-6-chlorobenzene-1,2-diol
—— 2-[(1S)-1-cyclopropylethyl]-6-[(1R)-1-cyclopropylethyl]phenol —— C16H22O
2-[(1S)-1-cyclopropylethyl]-6-[(1R)-1-cyclopropylethyl]phenol
—— 2,6-bis[(1S)-1-cyclopropylethyl]phenol —— C16H22O
2,6-bis[(1S)-1-cyclopropylethyl]phenol
—— N-(5-nitro-2-hydroxyphenyl)-2-(4-chlorophenyl)acetamide —— C14H11ClN2O4
N-(5-nitro-2-hydroxyphenyl)-2-(4-chlorophenyl)acetamide
—— 5-(3-bromo-4-hydroxy-benzylidene)-thiazolidine-2,4-dione —— C10H6BrNO3S
5-(3-bromo-4-hydroxy-benzylidene)-thiazolidine-2,4-dione
—— 5-[(3,4-dihydroxy-5-nitrophenyl)methylidene]-2,4,6(1H,3H,5H)-pyrimidinetrione —— C11H7N3O7
5-[(3,4-dihydroxy-5-nitrophenyl)methylidene]-2,4,6(1H,3H,5H)-pyrimidinetrione
—— 4-{2-[4-(2-Ethoxyethyl)-2-methylphenoxy]ethylamino}-6-methylfuro[2,3-d]pyrimidine —— C20H25N3O3
4-{2-[4-(2-Ethoxyethyl)-2-methylphenoxy]ethylamino}-6-methylfuro[2,3-d]pyrimidine
—— 4-{2-[4-(2-Ethoxyethyl)-2-methylphenoxy]ethylamino}thieno[3,2-d]pyrimidine —— C19H23N3O2S
4-{2-[4-(2-Ethoxyethyl)-2-methylphenoxy]ethylamino}thieno[3,2-d]pyrimidine
—— 4-(3,5-di-t-butyl-4-hydroxyphenoxy)butyronitrile —— C18H27NO2
4-(3,5-di-t-butyl-4-hydroxyphenoxy)butyronitrile
—— 2,6-di-t-butyl-4-[(3-cyanophenyl)methoxy]phenol —— C22H27NO2
2,6-di-t-butyl-4-[(3-cyanophenyl)methoxy]phenol
—— 5-[3-(3,5-di-t-butyl-4-hydroxyphenoxy)propyl]tetrazole —— C18H28N4O2
5-[3-(3,5-di-t-butyl-4-hydroxyphenoxy)propyl]tetrazole
—— 5-[5-(3,5-di-t-butyl-4-hydroxyphenoxy)pentyl]tetrazole —— C20H32N4O2
5-[5-(3,5-di-t-butyl-4-hydroxyphenoxy)pentyl]tetrazole
—— 6-(3,5-di-t-butyl-4-hydroxyphenoxy)hexanenitrile —— C20H31NO2
6-(3,5-di-t-butyl-4-hydroxyphenoxy)hexanenitrile
—— 5-[4-(3,5-di-t-butyl-4-hydroxyphenoxy)butyl]tetrazole —— C19H30N4O2
5-[4-(3,5-di-t-butyl-4-hydroxyphenoxy)butyl]tetrazole
—— 5-(3,5-di-t-butyl-4-hydroxyphenoxy)valeronitrile —— C19H29NO2
5-(3,5-di-t-butyl-4-hydroxyphenoxy)valeronitrile
—— 5-chloro-6-chloromethyl-4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}pyrimidine —— C18H23Cl2N3O2
5-chloro-6-chloromethyl-4-{2-[4-(2-ethoxyethyl)-2-methylphenoxy]ethylamino}pyrimidine
—— 4-[(ethyl-2-hydroxyethyl)-amino]-2-nitrophenol —— C10H14N2O4
4-[(ethyl-2-hydroxyethyl)-amino]-2-nitrophenol
—— 5-ethyl-2-hydroxyphenylboronic acid —— C8H11BO3
5-ethyl-2-hydroxyphenylboronic acid
—— 2-methoxy-5-(3'-hydroxy-2',4'-dimethoxyphenyl)tropone —— C16H16O5
2-methoxy-5-(3'-hydroxy-2',4'-dimethoxyphenyl)tropone
—— 2-methoxy-5-(2'-hydrohy-3',4'-dimethoxyphenyl)tropone —— C16H16O5
2-methoxy-5-(2'-hydrohy-3',4'-dimethoxyphenyl)tropone
—— 2,2,2-trifluoro-1-(5-(2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl)ethanone —— C12H11F3N2O2
2,2,2-trifluoro-1-(5-(2-hydroxyphenyl)-3-methyl-4,5-dihydropyrazol-1-yl)ethanone
—— tyrosol pentanoate —— C13H18O3
tyrosol pentanoate
—— 2-[(pyridin-4-ylmethylidene)amino]phenol —— C12H10N2O
2-[(pyridin-4-ylmethylidene)amino]phenol
—— N-(3-methoxy-4-hydroxybenzylidene)-p-methoxyaniline —— C15H15NO3
N-(3-methoxy-4-hydroxybenzylidene)-p-methoxyaniline
—— cyclohexyl 4-hydroxyphenylacetate —— C14H18O3
cyclohexyl 4-hydroxyphenylacetate
—— guaiacol-6-sulfonic acid —— C7H8O5S
guaiacol-6-sulfonic acid
—— 3,3,5,5-tetramethylcyclohexyl 4-hydroxyphenylacetate —— C18H26O3
3,3,5,5-tetramethylcyclohexyl 4-hydroxyphenylacetate
—— 2,2-dimethyl-3-hydroxypropyl (4-hydroxyphenyl acetate) —— C13H18O4
2,2-dimethyl-3-hydroxypropyl (4-hydroxyphenyl acetate)
—— 2-bromomethyl-5,5-dimethyl-2-(4-hydroxyphenyl)-1,3-dioxane —— C13H17BrO3
2-bromomethyl-5,5-dimethyl-2-(4-hydroxyphenyl)-1,3-dioxane
—— 2-chloromethyl-5,5-dimethyl-2-(4-hydroxyphenyl)-1,3-dioxane —— C13H17ClO3
2-chloromethyl-5,5-dimethyl-2-(4-hydroxyphenyl)-1,3-dioxane
—— 1-(3-hydroxy-4-methoxyphenyl)prop-2-en-1-one —— C10H10O3
1-(3-hydroxy-4-methoxyphenyl)prop-2-en-1-one
—— 1-(o-hydroxyphenyl)-1-methylbut-3-en-ol —— C11H14O2
1-(o-hydroxyphenyl)-1-methylbut-3-en-ol
—— 4-(2-hydroxypent-4-en-2-yl)phenol —— C11H14O2
4-(2-hydroxypent-4-en-2-yl)phenol
—— (E)-2-Methoxy-4-[(phenylimino)methyl]phenol —— C14H13NO2
(E)-2-Methoxy-4-[(phenylimino)methyl]phenol
—— 2-methoxy-4-(1-phenylaminopropyl)phenol —— C16H19NO2
2-methoxy-4-(1-phenylaminopropyl)phenol
—— 4-(1-(tert-butyldimethylsilyloxy)ethyl)phenol —— C14H24O2Si
4-(1-(tert-butyldimethylsilyloxy)ethyl)phenol
—— 1-(2-Hydroxy-3-methylphenyl)-3-dimethylamino-2-propen-1-on —— C12H15NO2
1-(2-Hydroxy-3-methylphenyl)-3-dimethylamino-2-propen-1-on
—— 4-benzyloxycatechol —— C13H12O3
4-benzyloxycatechol
—— 3-(4-hydroxy-2-methylphenyl)propanal —— C10H12O2
3-(4-hydroxy-2-methylphenyl)propanal