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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-oxy-3-(3,4-dihydroxyphenyl)-1,2,5-oxadiazole —— C8H6N2O4
2-oxy-3-(3,4-dihydroxyphenyl)-1,2,5-oxadiazole
—— (E)-1-(3-hydroxyphenyl)-2-nitropropene —— C9H9NO3
(E)-1-(3-hydroxyphenyl)-2-nitropropene
—— vanillyl octadecanoate —— C26H44O4
vanillyl octadecanoate
—— hydroxytyrosyl stearate —— C26H44O4
hydroxytyrosyl stearate
—— 2-(3,4-disteayloxyphenyl) ethyl stearate —— C62H112O6
2-(3,4-disteayloxyphenyl) ethyl stearate
—— 4,4-difluoro-3-(4-hydroxyphenyl)-8-phenyl-4-bora-3a,4a-diaza-s-indacene —— C21H15BF2N2O
4,4-difluoro-3-(4-hydroxyphenyl)-8-phenyl-4-bora-3a,4a-diaza-s-indacene
—— 4-(((E)-pyridin-2-ylmethylidene)amino)phenol —— C12H10N2O
4-(((E)-pyridin-2-ylmethylidene)amino)phenol
—— bis[3-(4-hydroxy-3-methoxyphenyl)prop-2-ene]disulphide —— C20H22O4S2
bis[3-(4-hydroxy-3-methoxyphenyl)prop-2-ene]disulphide
—— 4-(1-hydroxyprop-2-enyl)guaiacol —— C10H12O3
4-(1-hydroxyprop-2-enyl)guaiacol
—— 2-(1-(indolin-1-yl)ethyl)-5-methoxyphenol —— C17H19NO2
2-(1-(indolin-1-yl)ethyl)-5-methoxyphenol
—— 5-methoxy-2-(prop-1-en-2-yl)phenol —— C10H12O2
5-methoxy-2-(prop-1-en-2-yl)phenol
—— 2-hydroxy-4-methoxyacetophenone N<sup>4</sup>-dimethylthiosemicarbazone —— C12H17N3O2S
2-hydroxy-4-methoxyacetophenone N<sup>4</sup>-dimethylthiosemicarbazone
—— 2-(2-hydroxypropan-2-yl)-5-methoxyphenol —— C10H14O3
2-(2-hydroxypropan-2-yl)-5-methoxyphenol
—— 2-(2-aminothiazol-5-yl)-5-methoxyphenol —— C10H10N2O2S
2-(2-aminothiazol-5-yl)-5-methoxyphenol
—— (2E)-3-(5-chlorothiophen-2-yl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one —— C14H11ClO3S
(2E)-3-(5-chlorothiophen-2-yl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
—— 3-cyclopropyl-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one —— C13H14O3
3-cyclopropyl-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
—— (E)-3-(furan-2-yl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one —— C14H12O4
(E)-3-(furan-2-yl)-1-(2-hydroxy-4-methoxyphenyl)prop-2-en-1-one
—— 4-(2,3,4-trimethoxybenzyl)-1-[3-(4-hydroxy-2,3,5-trimethylphenoxy)propyl]piperazine —— C26H38N2O5
4-(2,3,4-trimethoxybenzyl)-1-[3-(4-hydroxy-2,3,5-trimethylphenoxy)propyl]piperazine
—— Methyl-(3-hydroxy-2-isopentyl-phenyl)-aether —— C12H18O2
Methyl-(3-hydroxy-2-isopentyl-phenyl)-aether
—— 3-methoxy-benzene-1,2,4-triol —— C7H8O4
3-methoxy-benzene-1,2,4-triol
—— 4-[(5-amino-1H-1,2,4-triazol-3-yl)imino]methylbenzene-1,3-diol —— C9H9N5O2
4-[(5-amino-1H-1,2,4-triazol-3-yl)imino]methylbenzene-1,3-diol
—— 2,3,6-Trichloro-4-trifluoromethoxyphenol —— C7H2Cl3F3O2
2,3,6-Trichloro-4-trifluoromethoxyphenol
—— 3-hydroxy-9-oxo-9,10-seco-23,24-bisnorchola-1,3,5(10)-trien-22-oic acid —— C22H30O4
3-hydroxy-9-oxo-9,10-seco-23,24-bisnorchola-1,3,5(10)-trien-22-oic acid
—— (3E,5E)-3,5-bis(3,4-dihydroxybenzylidene)-1-ethylpiperidin-4-one —— C21H21NO5
(3E,5E)-3,5-bis(3,4-dihydroxybenzylidene)-1-ethylpiperidin-4-one
—— 3-(4-Hydroxyphenyl)propiolaldehyde —— C9H6O2
3-(4-Hydroxyphenyl)propiolaldehyde
—— 2-hexyl-5-methoxyphenol —— C13H20O2
2-hexyl-5-methoxyphenol
—— 4-hydroxy-2-nitrothiophenol —— C6H5NO3S
4-hydroxy-2-nitrothiophenol
—— 4-hydroxy-2-methoxythiophenol —— C7H8O2S
4-hydroxy-2-methoxythiophenol
—— 3-(3,4-dihydroxyphenyl)propyl cis-5,8,11,14,17-eicosapentaenoate —— C29H40O4
3-(3,4-dihydroxyphenyl)propyl cis-5,8,11,14,17-eicosapentaenoate
—— (2S,4S,5R)-2-(5-bromo-2-hydroxyphenyl)-3,4-dimethyl-5-phenyl-1,3-oxazolidine —— C17H18BrNO2
(2S,4S,5R)-2-(5-bromo-2-hydroxyphenyl)-3,4-dimethyl-5-phenyl-1,3-oxazolidine
—— tetraformylresorcin[4]arene —— C48H56O12
tetraformylresorcin[4]arene
—— 4-(2,4-Dihydroxyphenyl)-3-cyclohexen-1-one —— C12H12O3
4-(2,4-Dihydroxyphenyl)-3-cyclohexen-1-one
—— (2R,3S,4S)-4-{[2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3-formyl-3,4-dihydro-2H-pyran-5-acetic acid methyl ester —— C19H22O8
(2R,3S,4S)-4-{[2-(3,4-dihydroxyphenyl)ethoxy]carbonyl}-3-formyl-3,4-dihydro-2H-pyran-5-acetic acid methyl ester
—— 3,5-bis-(3,4-dihydroxybenzylidene)-1-methylpiperidin-4-one —— C20H19NO5
3,5-bis-(3,4-dihydroxybenzylidene)-1-methylpiperidin-4-one
—— (E)-4-(((2-hydroxyphenyl)imino)methyl)benzene-1,2-diol —— C13H11NO3
(E)-4-(((2-hydroxyphenyl)imino)methyl)benzene-1,2-diol
—— 5-(3,4-dihydroxybenzylidene)-3-[2-(4-hydroxyphenyl)ethyl]-2-thioxothiazolidine-4-one —— C18H15NO4S2
5-(3,4-dihydroxybenzylidene)-3-[2-(4-hydroxyphenyl)ethyl]-2-thioxothiazolidine-4-one
—— (E)-3-(3,4-dihydroxybenzylidene)pyrrolidine-2,5-dione —— C11H9NO4
(E)-3-(3,4-dihydroxybenzylidene)pyrrolidine-2,5-dione
—— N-methoxy-3,4-dihydroxybenzaldimine —— C8H9NO3
N-methoxy-3,4-dihydroxybenzaldimine
—— 3,5-bis(3,4-dihydroxybenz-(E)-ylidene)-4-piperidone hydrochloride —— C19H17NO5*ClH
3,5-bis(3,4-dihydroxybenz-(E)-ylidene)-4-piperidone hydrochloride
—— 5-(3,4-dihydroxybenzylidene)-3-(furan-2-ylmethyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C15H11NO4S2
5-(3,4-dihydroxybenzylidene)-3-(furan-2-ylmethyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 1,1',2,2'-tetra-hydroxyl{4'',4'''-phenylenebis[aminomethyl]}bisphenol —— C20H16N2O4
1,1',2,2'-tetra-hydroxyl{4'',4'''-phenylenebis[aminomethyl]}bisphenol
—— (E)-4-(2-(dodecylsulfonyl)vinyl)benzene-1,2-diol —— C20H32O4S
(E)-4-(2-(dodecylsulfonyl)vinyl)benzene-1,2-diol
—— (Z)-3-(5-(3,4-dihydroxybenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)propanoic acid —— C13H11NO5S2
(Z)-3-(5-(3,4-dihydroxybenzylidene)-4-oxo-2-thioxothiazolidin-3-yl)propanoic acid
—— N,N'-bis-(3-hydroxybenzylidene)benzene-1,4-diamine —— C20H16N2O2
N,N'-bis-(3-hydroxybenzylidene)benzene-1,4-diamine
—— (Z)-ethyl 5-(4-chlorophenyl)-2-(3,4-dihydroxybenzylidene)-7-methyl-3-oxo-3,5-dihydro-2H-thiazolo[3,2-a]pyrimidine-6-carboxylate —— C23H19ClN2O5S
(Z)-ethyl 5-(4-chlorophenyl)-2-(3,4-dihydroxybenzylidene)-7-methyl-3-oxo-3,5-dihydro-2H-thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 3,4-dihydroxymandelamidoxime monohydrate —— C8H10N2O4*H2O
3,4-dihydroxymandelamidoxime monohydrate
—— (Z)-3-(3-bromobenzyl)-5-(3,4-dihydroxybenzylidene)thiazolidine-2,4-dione —— C17H12BrNO4S
(Z)-3-(3-bromobenzyl)-5-(3,4-dihydroxybenzylidene)thiazolidine-2,4-dione
—— 2-amino-4-(3,4-dihydroxyphenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile —— C16H14N2O4
2-amino-4-(3,4-dihydroxyphenyl)-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carbonitrile
—— (E)-4-(2-(octylsulfonyl)vinyl)benzene-1,2-diol —— C16H24O4S
(E)-4-(2-(octylsulfonyl)vinyl)benzene-1,2-diol
—— (E)-4-(2-((11-hydroxyundecyl)sulfonyl)vinyl)benzene-1,2-diol —— C19H30O5S
(E)-4-(2-((11-hydroxyundecyl)sulfonyl)vinyl)benzene-1,2-diol