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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
—— (E)-2-(((3-hydroxyphenyl)imino)methyl)phenol —— C13H11NO2
(E)-2-(((3-hydroxyphenyl)imino)methyl)phenol
—— 2-[(sec-butylthio)methyl]phenol —— C11H16OS
2-[(sec-butylthio)methyl]phenol
—— 4-[(2-butylsulfanyl)methyl]-1,2-benzenediol —— C11H16O2S
4-[(2-butylsulfanyl)methyl]-1,2-benzenediol
—— (2-hydroxy-4,6-dimethyl-phenyl)-glyoxylic acid —— C10H10O4
(2-hydroxy-4,6-dimethyl-phenyl)-glyoxylic acid
—— 2-(bis(5-methylthiophen-2-yl)methyl)-4-nitrophenol —— C17H15NO3S2
2-(bis(5-methylthiophen-2-yl)methyl)-4-nitrophenol
—— 2-hydroxy-5-methylacetophenone benzoylhydrazone —— C16H16N2O2
2-hydroxy-5-methylacetophenone benzoylhydrazone
—— 3-hydroxy-2-methoxybenzonitrile —— C8H7NO2
3-hydroxy-2-methoxybenzonitrile
—— 2-[3-(trifluoromethyl)-5-isoxazolyl]phenol —— C10H6F3NO2
2-[3-(trifluoromethyl)-5-isoxazolyl]phenol
—— N,N'-bis(salicylidene)-1,1-dimethylethane-1,2-diamine —— C18H20N2O2
N,N'-bis(salicylidene)-1,1-dimethylethane-1,2-diamine
—— 4-bromo-N’-(2-hydroxy-3-methoxybenzylidene)benzohydrazide —— C15H13BrN2O3
4-bromo-N’-(2-hydroxy-3-methoxybenzylidene)benzohydrazide
—— (E)-N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide —— C15H14N2O3
(E)-N'-(2-hydroxy-3-methoxybenzylidene)benzohydrazide
—— N’-(2-hydroxy-4-methoxybenzylidene)isonicotinohydrazide —— C14H13N3O3
N’-(2-hydroxy-4-methoxybenzylidene)isonicotinohydrazide
—— N'-(2-hydroxy-3-methoxybenzylidene)-3-methylbenzohydrazide —— C16H16N2O3
N'-(2-hydroxy-3-methoxybenzylidene)-3-methylbenzohydrazide
—— benzyl 4-hydroxybenzimidothioate —— C14H13NOS
benzyl 4-hydroxybenzimidothioate
—— 4-hydroxy-3,5-dimethyl-α-[(trimethylsilyl)-methyl]benzenemethanol —— C13H22O2Si
4-hydroxy-3,5-dimethyl-α-[(trimethylsilyl)-methyl]benzenemethanol
—— N'-(4'-hydroxy-3'-methoxybenzylidene)hexadecanohydrazide —— C24H40N2O3
N'-(4'-hydroxy-3'-methoxybenzylidene)hexadecanohydrazide
—— 2-[(1-hydroxycyclopropyl)methyl]phenol —— C10H12O2
2-[(1-hydroxycyclopropyl)methyl]phenol
—— (R)-(-)-4-fluoro-2-<<N-<1-(1H-imidazol-4-yl)-2-propyl>imino>(3-thienyl)methyl>phenol —— C17H16FN3OS
(R)-(-)-4-fluoro-2-<<N-<1-(1H-imidazol-4-yl)-2-propyl>imino>(3-thienyl)methyl>phenol
—— 4-chloro-2-(5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl)phenol —— C13H9ClN2O3
4-chloro-2-(5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl)phenol
—— 4-hydroxyphenyl-2-aminoethyl selenide —— C8H11NOSe
4-hydroxyphenyl-2-aminoethyl selenide
—— (S)-4-hydroxyphenyl 2-methyl-2-aminoethyl selenide —— C9H13NOSe
(S)-4-hydroxyphenyl 2-methyl-2-aminoethyl selenide
—— cis-5-fluoro-N-[4-(4-hydroxy-2-methoxy-benzoylamino)-cyclohexyl]-2-(tetrahydro-thiopyran-4-yloxy)-nicotinamide —— C25H30FN3O5S
cis-5-fluoro-N-[4-(4-hydroxy-2-methoxy-benzoylamino)-cyclohexyl]-2-(tetrahydro-thiopyran-4-yloxy)-nicotinamide
—— (2R,3S,4S)-4-{[2-(4-hydroxyphenyl)ethoxy]carbonyl}-3-formyl-3,4-dihydro-2H-pyran-5-acetic acid methyl ester —— C19H22O7
(2R,3S,4S)-4-{[2-(4-hydroxyphenyl)ethoxy]carbonyl}-3-formyl-3,4-dihydro-2H-pyran-5-acetic acid methyl ester
—— 2-(3-phenoxypropyl)hydroquinone —— C15H16O3
2-(3-phenoxypropyl)hydroquinone
—— 5-[(1E,3E)-4-(4-hydroxyphenyl)-1,3-butadienyl]-1,3-benzenediol —— C16H14O3
5-[(1E,3E)-4-(4-hydroxyphenyl)-1,3-butadienyl]-1,3-benzenediol
—— 4-(2-fluoro-4-hydroxyphenyl)butan-2-one —— C10H11FO2
4-(2-fluoro-4-hydroxyphenyl)butan-2-one
—— 4-(2-methylbenzyloxy)phenol —— C14H14O2
4-(2-methylbenzyloxy)phenol
—— 2,3-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 1029439-85-7 C12H15BF2O3
2,3-difluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
—— 4-(3-butenoxy)-2,3-difluorophenol —— C10H10F2O2
4-(3-butenoxy)-2,3-difluorophenol
—— 2,3,4-tribromo-5,6-difluorophenol —— C6HBr3F2O
2,3,4-tribromo-5,6-difluorophenol
—— 1,2,3-trihydroxy-4,5,6-trifluorobenzene —— C6H3F3O3
1,2,3-trihydroxy-4,5,6-trifluorobenzene
—— 2,6-dimethyl-3,5-bis[(morpholin-4-yl)methyl]benzene-1,4-diol —— C18H28N2O4
2,6-dimethyl-3,5-bis[(morpholin-4-yl)methyl]benzene-1,4-diol
—— bis(2-(1-methylpiperidin-4-yl)ethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxy-3-methoxyphenyl)cyclobutane-1,3-dicarboxylate —— C36H50N2O8
bis(2-(1-methylpiperidin-4-yl)ethyl) (1R,2R,3S,4S)-2,4-bis(4-hydroxy-3-methoxyphenyl)cyclobutane-1,3-dicarboxylate
—— 3-[4-[2-(4-hydroxyphenoxy)ethyl]-1-piperidinyl]-5-[[1-(tert-butoxycarbonyl)-2(S)-pyrrolidinyl]methoxy]pyridine —— C28H39N3O5
3-[4-[2-(4-hydroxyphenoxy)ethyl]-1-piperidinyl]-5-[[1-(tert-butoxycarbonyl)-2(S)-pyrrolidinyl]methoxy]pyridine
—— 2-[2,2,2-trifluoro-1-(methylamino)ethyl]phenol —— C9H10F3NO
2-[2,2,2-trifluoro-1-(methylamino)ethyl]phenol
—— 2-[2,2-dichloro-2-fluoro-1-(methylamino)ethyl]phenol —— C9H10Cl2FNO
2-[2,2-dichloro-2-fluoro-1-(methylamino)ethyl]phenol
—— 4-[2-[1-[5-[(2(S)-pyrrolidinyl)methoxy]-3-pyridyl]-4-piperidinyl]ethoxy]phenol —— C23H31N3O3
4-[2-[1-[5-[(2(S)-pyrrolidinyl)methoxy]-3-pyridyl]-4-piperidinyl]ethoxy]phenol
—— 4-[2-[1-[5-[(2(S)-pyrrolidinyl)methoxy]-3-pyridyl]-4-piperidinyl]ethoxy]phenol hydrochloride —— C23H31N3O3*ClH
4-[2-[1-[5-[(2(S)-pyrrolidinyl)methoxy]-3-pyridyl]-4-piperidinyl]ethoxy]phenol hydrochloride
—— 5-[Hydroxy-(3-hydroxy-phenyl)-methyl]-4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one —— C18H22O3
5-[Hydroxy-(3-hydroxy-phenyl)-methyl]-4a-methyl-4,4a,5,6,7,8-hexahydro-3H-naphthalen-2-one
—— ethyl 1-(5-hydroxy-2-methoxyphenyl)cyclopropane-1-carboxylate —— C13H16O4
ethyl 1-(5-hydroxy-2-methoxyphenyl)cyclopropane-1-carboxylate
—— 4,5-dimethyl-2-(hexafluoro-α-hydroxyisopropyl)phenol —— C11H10F6O2
4,5-dimethyl-2-(hexafluoro-α-hydroxyisopropyl)phenol
—— 2-{4-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl}ethan-1-ol —— C15H24N2O2
2-{4-[2-(4-methylpiperazin-1-yl)ethoxy]phenyl}ethan-1-ol
—— (S)-4-(4-hydroxyphenyl)-2-butanol 2-O-sulfate —— C10H14O5S
(S)-4-(4-hydroxyphenyl)-2-butanol 2-O-sulfate
—— 3'-keto rhododendrin —— C16H22O7
3'-keto rhododendrin
—— 2-methoxy-5-ethylhydroquinone —— C9H12O3
2-methoxy-5-ethylhydroquinone
—— N-(4-chlorobenzyl)-3-{4-hydroxy-3-methoxyphenyl}propanamide —— C17H18ClNO3
N-(4-chlorobenzyl)-3-{4-hydroxy-3-methoxyphenyl}propanamide
—— 5-((4-hydroxy-3-methoxyphenyl)(5-methyl-3-oxo-2,3-dihydro-1H-pyrazol-4-yl)methyl)pyrimidine-2,4,6 (1H, 3H,5H)-trione —— C16H16N4O6
5-((4-hydroxy-3-methoxyphenyl)(5-methyl-3-oxo-2,3-dihydro-1H-pyrazol-4-yl)methyl)pyrimidine-2,4,6 (1H, 3H,5H)-trione
—— 6-(4-hydroxyphenyl)hexyl acrylate —— C15H20O3
6-(4-hydroxyphenyl)hexyl acrylate
—— 1-(2-hydroxy-4,5,6-trimethoxyphenyl)-3-methyl-2-butenone-1 —— C14H18O5
1-(2-hydroxy-4,5,6-trimethoxyphenyl)-3-methyl-2-butenone-1
—— 4-(Cyclopropylmethoxyphenylmethoxy)phenol —— C17H18O3
4-(Cyclopropylmethoxyphenylmethoxy)phenol