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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
—— ethyl 4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate —— C16H20N2O6
ethyl 4-(4-hydroxy-3,5-dimethoxyphenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydro-5-pyrimidinecarboxylate
—— 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxoN-(o-tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxamide —— C20H21N3O4
4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxoN-(o-tolyl)-1,2,3,4-tetrahydropyrimidine-5-carboxamide
—— 5-acetyl-4-(3-hydroxy-4-methoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one —— C14H16N2O4
5-acetyl-4-(3-hydroxy-4-methoxyphenyl)-6-methyl-3,4-dihydropyrimidin-2(1H)-one
—— ethyl 6-methyl-4-(4-methoxy-2-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate —— C15H18N2O5
ethyl 6-methyl-4-(4-methoxy-2-hydroxyphenyl)-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate
—— 3-(methylthio)-2-nitrophenol —— C7H7NO3S
3-(methylthio)-2-nitrophenol
—— 2-ethyl-3-nitrophenol —— C8H9NO3
2-ethyl-3-nitrophenol
—— (R)-4-hydroxyphenylglycinol hydrochloride —— C8H11NO2*ClH
(R)-4-hydroxyphenylglycinol hydrochloride
—— 4-(1-hydroxy-1-methoxycarbonyl-2,2,2-trifluoroethyl)-2-chlorophenol —— C10H8ClF3O4
4-(1-hydroxy-1-methoxycarbonyl-2,2,2-trifluoroethyl)-2-chlorophenol
—— 2-(3-fluoro-4-hydroxy-5-methoxyphenyl)acetic acid —— C9H9FO4
2-(3-fluoro-4-hydroxy-5-methoxyphenyl)acetic acid
—— 4-(5-methyl-4,5-dihydro-thiazol-2-yl)-phenol —— C10H11NOS
4-(5-methyl-4,5-dihydro-thiazol-2-yl)-phenol
—— 4-(2-isothiocyanato-1-methylethyl)phenol —— C10H11NOS
4-(2-isothiocyanato-1-methylethyl)phenol
—— 3-methyl-4-(5-methyl-4,5-dihydro-thiazol-2-yl)-phenol —— C11H13NOS
3-methyl-4-(5-methyl-4,5-dihydro-thiazol-2-yl)-phenol
—— 4-(5-methyl-4,5-dihydro-thiazol-2-yl)-resorcinol —— C10H11NO2S
4-(5-methyl-4,5-dihydro-thiazol-2-yl)-resorcinol
—— 3,3'-(3,3-dimethoxypentane-1,5-diyl)bis(4-methylphenol) —— C21H28O4
3,3'-(3,3-dimethoxypentane-1,5-diyl)bis(4-methylphenol)
—— 1,5-bis(5-hydroxy-2-methylphenyl)pentan-3-one —— C19H22O3
1,5-bis(5-hydroxy-2-methylphenyl)pentan-3-one
—— 3-allyl-2-(m-hydroxyphenylimino)-4-phenyl-3H-thiazole —— C18H16N2OS
3-allyl-2-(m-hydroxyphenylimino)-4-phenyl-3H-thiazole
—— 2,3,5,6-tetrachloro-4-hydroxyphenyl-2,3-dimethylbutyl ether —— C12H14Cl4O2
2,3,5,6-tetrachloro-4-hydroxyphenyl-2,3-dimethylbutyl ether
—— 2,3,5,6-tetrachloro-4-(cyclohex-2'-en-1'-yloxy)phenol —— C12H10Cl4O2
2,3,5,6-tetrachloro-4-(cyclohex-2'-en-1'-yloxy)phenol
—— 2-(amino(cyclohexyl)methyl)phenol —— C13H19NO
2-(amino(cyclohexyl)methyl)phenol
—— 2-(4-hydroxyheptan-4-yl)phenol —— C13H20O2
2-(4-hydroxyheptan-4-yl)phenol
—— (2E)-(2,4,6-trihydroxyphenyl)-but-2-en-1-one —— C10H10O4
(2E)-(2,4,6-trihydroxyphenyl)-but-2-en-1-one
—— 4-hydroxymandelic acid sodium salt monohydrate —— C8H7O4*H2O*Na
4-hydroxymandelic acid sodium salt monohydrate
—— 2-(2,3,5,6-tetrachloro-4-hydroxyphenoxy)cyclohexanone —— C12H10Cl4O3
2-(2,3,5,6-tetrachloro-4-hydroxyphenoxy)cyclohexanone
—— 2,4,6-trinitrosobenzene-1,3,5-triol —— C6H3N3O6
2,4,6-trinitrosobenzene-1,3,5-triol
—— 2,2'-selenobis(1,3,5-trihydroxybenzene) —— C12H10O6Se
2,2'-selenobis(1,3,5-trihydroxybenzene)
—— 2-(1-iminoethyl)phenyl-1,3,5-triol hydrochloride —— C8H9NO3*ClH
2-(1-iminoethyl)phenyl-1,3,5-triol hydrochloride
—— di-O,O'-dihydroferuloyl 1,4-butanediol —— C24H30O8
di-O,O'-dihydroferuloyl 1,4-butanediol
—— 1-(4-hydroxy-3-methoxyphenyl)-3-oxo-7,10,13-trioxa-4-azahexadecan-16-oic acid —— C19H29NO8
1-(4-hydroxy-3-methoxyphenyl)-3-oxo-7,10,13-trioxa-4-azahexadecan-16-oic acid
—— 1,4-bis(4-hydroxy-3-methoxyphenyl)butadiene —— C18H18O4
1,4-bis(4-hydroxy-3-methoxyphenyl)butadiene
—— N-butyl-3-(4-hydroxy-3-methoxyphenyl) acrylamide —— C14H19NO3
N-butyl-3-(4-hydroxy-3-methoxyphenyl) acrylamide
—— N-octadecyl-4-hydroxy-3-methoxycinnamamide —— C28H47NO3
N-octadecyl-4-hydroxy-3-methoxycinnamamide
—— 4-(2-hydroxyphenyl)-2-methylenebutyrolactone —— C11H10O3
4-(2-hydroxyphenyl)-2-methylenebutyrolactone
—— hexyl 3-(4-hydroxy-3-methoxyphenyl)propanoate —— C16H24O4
hexyl 3-(4-hydroxy-3-methoxyphenyl)propanoate
—— 3-(4-hydroxy-3-methoxyphenyl)propanoic acid n-octylamide —— C18H29NO3
3-(4-hydroxy-3-methoxyphenyl)propanoic acid n-octylamide
—— 4-(4-hydroxybutoxy)phenol —— C10H14O3
4-(4-hydroxybutoxy)phenol
—— trans-2-methoxy-4-(6-nitro-cyclohex-3-enyl)-phenol —— C13H15NO4
trans-2-methoxy-4-(6-nitro-cyclohex-3-enyl)-phenol
—— 4-[(4-bromophenyl)methoxy]phenol —— C13H11BrO2
4-[(4-bromophenyl)methoxy]phenol
—— 4-(4-(1H-1,2,4-triazol-1-ylmethyl)benzyloxy)phenol —— C16H15N3O2
4-(4-(1H-1,2,4-triazol-1-ylmethyl)benzyloxy)phenol
—— 4-(5-hydroxypentyloxy)phenol —— C11H16O3
4-(5-hydroxypentyloxy)phenol
—— 4-(4-iodobenzyloxy)phenol —— C13H11IO2
4-(4-iodobenzyloxy)phenol
—— N-[2-(3,4-dimethoxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)-acrylamide —— C20H23NO5
N-[2-(3,4-dimethoxyphenyl)ethyl]-3-(4-hydroxy-3-methoxyphenyl)-acrylamide
—— 2-phenylethyl 3-(3,4-dihydroxyphenyl)propanoate —— C17H18O4
2-phenylethyl 3-(3,4-dihydroxyphenyl)propanoate
—— 4-hydroxy-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide —— C14H20N2O3
4-hydroxy-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide
—— barmumycin —— C15H19NO4
barmumycin
—— (4-hydroxy-3-methoxyphenyl)(4-methylpiperazin-1-yl)methanone 1421580-90-6 C13H18N2O3
(4-hydroxy-3-methoxyphenyl)(4-methylpiperazin-1-yl)methanone
—— 6-hydroxy-4-methyl-benz[1,3]oxathiol-2-one —— C8H6O3S
6-hydroxy-4-methyl-benz[1,3]oxathiol-2-one
—— 2-(4-hydroxybenzylidene)hydrazinecarboximidamide 4719-73-7 C8H10N4O
2-(4-hydroxybenzylidene)hydrazinecarboximidamide
—— 5-hydroxy-2-nitro-benzylideneamino-guanidine Monohydrate —— C8H9N5O3*H2O
5-hydroxy-2-nitro-benzylideneamino-guanidine Monohydrate
—— 2-(4-hydroxyphenoxy)ethyl formate —— C9H10O4
2-(4-hydroxyphenoxy)ethyl formate
—— 2-(4-hydroxyphenyl)ethyl formate —— C9H10O3
2-(4-hydroxyphenyl)ethyl formate