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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
—— dicyclobutyl (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-54-7 C26H28O6
dicyclobutyl (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(2,2,3,3-tetrafluoropropyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-75-2 C24H20F8O6
bis(2,2,3,3-tetrafluoropropyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— 2-hydroxy-4-methoxyphenylacetonitrile 32884-26-7 C9H9NO2
2-hydroxy-4-methoxyphenylacetonitrile
—— bis(2-fluoroethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-73-0 C22H22F2O6
bis(2-fluoroethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(2,2,2-trifluoroethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-74-1 C22H18F6O6
bis(2,2,2-trifluoroethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(1,1,1,3,3,3-hexafluoropropan-2-yl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-76-3 C24H16F12O6
bis(1,1,1,3,3,3-hexafluoropropan-2-yl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(2-methylallyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-79-6 C26H28O6
bis(2-methylallyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(2-cyclohexylethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-63-8 C34H44O6
bis(2-cyclohexylethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(2-butoxyethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-69-4 C30H40O8
bis(2-butoxyethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(2-(2-(2-ethoxyethoxy)ethoxy)ethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-72-9 C34H48O12
bis(2-(2-(2-ethoxyethoxy)ethoxy)ethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(2-(2-methoxyethoxy)ethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-70-7 C28H36O10
bis(2-(2-methoxyethoxy)ethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(2-isopropoxyethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-67-2 C28H36O8
bis(2-isopropoxyethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(2-propoxyethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-68-3 C28H36O8
bis(2-propoxyethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— dicycloheptyl (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-57-0 C32H40O6
dicycloheptyl (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(cyclohexylmethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-62-7 C32H40O6
bis(cyclohexylmethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(2-iodoethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-78-5 C22H22I2O6
bis(2-iodoethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(tetrahydro-2H-pyran-4-yl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-59-2 C28H32O8
bis(tetrahydro-2H-pyran-4-yl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(cyclopropylmethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-53-6 C26H28O6
bis(cyclopropylmethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— (2,4-dihydroxyphenyl)carbamic acid benzylester 477559-23-2 C14H13NO4
(2,4-dihydroxyphenyl)carbamic acid benzylester
—— dicyclohexyl (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-56-9 C30H36O6
dicyclohexyl (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(2-(prop-2-yn-1-yloxy)ethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-85-4 C28H28O8
bis(2-(prop-2-yn-1-yloxy)ethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— bis(2-(methylthio)ethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-77-4 C24H28O6S2
bis(2-(methylthio)ethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— di(but-3-yn-1-yl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate 1428579-84-3 C26H24O6
di(but-3-yn-1-yl) (1R,2R,3S,4S)-2,4-bis(4-hydroxyphenyl)cyclobutane-1,3-dicarboxylate
—— rac-4-(1-hydroxybut-3-yn-1-yl)-2-nitrophenol 1313026-26-4 C10H9NO4
rac-4-(1-hydroxybut-3-yn-1-yl)-2-nitrophenol
—— 3,4-dihydroxy-2-methoxybenzonitrile 863332-39-2 C8H7NO3
3,4-dihydroxy-2-methoxybenzonitrile
—— 4-{[(E)-4-Hydroxy-2-methyl-phenylimino]-methyl}-benzonitrile 127628-98-2 C15H12N2O
4-{[(E)-4-Hydroxy-2-methyl-phenylimino]-methyl}-benzonitrile
—— αβ-dichloro-2-hydroxymaleanilic acid 106660-09-7 C10H7Cl2NO4
αβ-dichloro-2-hydroxymaleanilic acid
—— 2-cyclobutylphenol 69763-40-2 C10H12O
2-cyclobutylphenol
—— 2-(3-Methyl-isothiazol-5-yl)-phenol 120869-49-0 C10H9NOS
2-(3-Methyl-isothiazol-5-yl)-phenol
—— (3aR,9bS)-3a-[(3-hydroxy-4-methoxyphenyl)methyl]-2,2-dimethyl-4,9b-dihydro-[1,3]dioxolo[4,5-c]chromen-7-ol 111254-39-8 C20H22O6
(3aR,9bS)-3a-[(3-hydroxy-4-methoxyphenyl)methyl]-2,2-dimethyl-4,9b-dihydro-[1,3]dioxolo[4,5-c]chromen-7-ol
—— 2-amino-3,4,5-trichlorophenol 100606-61-9 C6H4Cl3NO
2-amino-3,4,5-trichlorophenol
—— α-tert.-Butylaminomethyl-4-hydroxy-3-(1-hydroxy-ethyl)-benzylalkohol 63295-99-8 C14H23NO3
α-tert.-Butylaminomethyl-4-hydroxy-3-(1-hydroxy-ethyl)-benzylalkohol
—— methyl [5-(4-hydroxyphenyl)-2-thienyl]acetate 912959-88-7 C13H12O3S
methyl [5-(4-hydroxyphenyl)-2-thienyl]acetate
—— ethyl [5-(4-hydroxyphenyl)-2-thienyl]acetate 873011-55-3 C14H14O3S
ethyl [5-(4-hydroxyphenyl)-2-thienyl]acetate
—— 4-(2-((tert-butylbis(4-methoxyphenyl)silyl)oxy)ethyl)phenol 1394170-52-5 C26H32O4Si
4-(2-((tert-butylbis(4-methoxyphenyl)silyl)oxy)ethyl)phenol
—— N,N-Diethyldopamine 53622-71-2 C12H19NO2
N,N-Diethyldopamine
—— 3-(Diethylamino)-4-methoxyphenol Hydrochloride 62496-05-3 C11H17NO2*ClH
3-(Diethylamino)-4-methoxyphenol Hydrochloride
—— (2-chloro-5-hydroxy-4-methoxy)benzyl chloride 222623-18-9 C8H8Cl2O2
(2-chloro-5-hydroxy-4-methoxy)benzyl chloride
—— 2-[4-(2-bromo-4,5-dimethoxybenzyloxy)phenyl]-1-t-butyldimethylsilyloxyethane 1008355-79-0 C23H33BrO4Si
2-[4-(2-bromo-4,5-dimethoxybenzyloxy)phenyl]-1-t-butyldimethylsilyloxyethane
—— 4,4'-(((bis(2-methoxyphenyl)silanediyl)bis(oxy))bis(ethane-2,1-diyl))diphenol 1394170-67-2 C30H32O6Si
4,4'-(((bis(2-methoxyphenyl)silanediyl)bis(oxy))bis(ethane-2,1-diyl))diphenol
—— dimethyl 2-(2-hydroxyphenyl)-1,3-dioxolane-4,5-dicarboxylate 1351353-32-6 C13H14O7
dimethyl 2-(2-hydroxyphenyl)-1,3-dioxolane-4,5-dicarboxylate
—— [3-(6-Hydroxy-2,4-dimethyl-3-phenylmethoxyphenyl)-3-methylbutyl] propanoate 264888-42-8 C23H30O4
[3-(6-Hydroxy-2,4-dimethyl-3-phenylmethoxyphenyl)-3-methylbutyl] propanoate
—— [3-(6-Hydroxy-2,4-dimethyl-3-phenylmethoxyphenyl)-3-methylbutyl] 2-phenylacetate 264888-45-1 C28H32O4
[3-(6-Hydroxy-2,4-dimethyl-3-phenylmethoxyphenyl)-3-methylbutyl] 2-phenylacetate
—— (E)-1-benzyl-7-<3-(4-hydroxy-3-methoxyphenyl)acetoxyprop-1-enyl>-2,9,10-trioxatricyclo<4.3.1.0<sup>3,8</sup>>decane 133811-80-0 C26H28O7
(E)-1-benzyl-7-<3-(4-hydroxy-3-methoxyphenyl)acetoxyprop-1-enyl>-2,9,10-trioxatricyclo<4.3.1.0<sup>3,8</sup>>decane
—— α-(Hydrochinonyl)-β-(methylamino)-crotonsaeureethylester 75785-33-0 C13H17NO4
α-(Hydrochinonyl)-β-(methylamino)-crotonsaeureethylester
—— 2-(2-Hydroxy-4-nitro-5-chlor-phenyl-hydrazono)-3-methylimino-buttersaeureaethylester 5352-19-2 C13H15ClN4O5
2-(2-Hydroxy-4-nitro-5-chlor-phenyl-hydrazono)-3-methylimino-buttersaeureaethylester
—— 2-(3-(1H-pyrrol-1-yl)propyl)phenol 1197029-84-7 C13H15NO
2-(3-(1H-pyrrol-1-yl)propyl)phenol
—— 4,5-Dichloro-3-[(4-chlorophenyl)methoxy]-6-hydroxybenzene-1,2-dicarbonitrile 1374789-49-7 C15H7Cl3N2O2
4,5-Dichloro-3-[(4-chlorophenyl)methoxy]-6-hydroxybenzene-1,2-dicarbonitrile
—— 4,5-Dichloro-3-[(3-fluorophenyl)methoxy]-6-hydroxybenzene-1,2-dicarbonitrile 1374789-51-1 C15H7Cl2FN2O2
4,5-Dichloro-3-[(3-fluorophenyl)methoxy]-6-hydroxybenzene-1,2-dicarbonitrile
—— 4-[bis(5-methyl-1H-pyrrol-2-yl)methyl]phenol 1025820-54-5 C17H18N2O
4-[bis(5-methyl-1H-pyrrol-2-yl)methyl]phenol