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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-Fluoro-4-hydroxy-5-methoxymandelic acid 141523-15-1 C9H9FO5
2-Fluoro-4-hydroxy-5-methoxymandelic acid
—— 2,4-Dichlor-5-methyl-6-(α-methyl-allyl)-phenol 1133-24-0 C11H12Cl2O
2,4-Dichlor-5-methyl-6-(α-methyl-allyl)-phenol
—— 2-Methoxy-4-(1-<sup>14</sup>C-propyl)-phenol 15212-08-5 C10H14O2
2-Methoxy-4-(1-<sup>14</sup>C-propyl)-phenol
—— (R)-6-(5-cyclopentyl-3-(4-hydroxy-3-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)-2-methylnicotinonitrile 1246766-06-2 C22H24N4O2
(R)-6-(5-cyclopentyl-3-(4-hydroxy-3-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)-2-methylnicotinonitrile
—— 1-(3,5-Dihydroxyphenyl)3-methylbutanon 34489-52-6 C11H14O3
1-(3,5-Dihydroxyphenyl)3-methylbutanon
—— 4-Chloro-3-fluoro-2-[(2-propynoxyimino)methyl]-phenol 103743-32-4 C10H7ClFNO2
4-Chloro-3-fluoro-2-[(2-propynoxyimino)methyl]-phenol
—— N,N'-bis(4-bromosalicylidene)-1,12-dodecanediamine 1334545-39-9 C26H34Br2N2O2
N,N'-bis(4-bromosalicylidene)-1,12-dodecanediamine
—— 223799-19-7 C16H14CuN2O4
—— 5,12a-Dihydro-6-(4'-hydroxy-3'-methoxyphenyl)-6H-benzothiazolo<3,2-c>-1,3-dioxolo<4,5-g>quinazoline 79835-08-8 C22H18N2O4S
5,12a-Dihydro-6-(4'-hydroxy-3'-methoxyphenyl)-6H-benzothiazolo<3,2-c>-1,3-dioxolo<4,5-g>quinazoline
—— 1-[1-(2-hydroxyphenyl)ethylideneamino]-3-methylurea 1231766-73-6 C10H13N3O2
1-[1-(2-hydroxyphenyl)ethylideneamino]-3-methylurea
—— 2-[(2-Chloro-phenyl)-hydrazono]-5-[1-(4-hydroxy-3-methoxy-phenyl)-meth-(Z)-ylidene]-thiazolidin-4-one 18101-23-0 C17H14ClN3O3S
2-[(2-Chloro-phenyl)-hydrazono]-5-[1-(4-hydroxy-3-methoxy-phenyl)-meth-(Z)-ylidene]-thiazolidin-4-one
—— N,3,4-trihydroxybenzimidoyl chloride 1111736-09-4 C7H6ClNO3
N,3,4-trihydroxybenzimidoyl chloride
—— 5-Iodo-2-methoxy-4-[(5-octyltriazol-1-yl)methyl]phenol 1003840-85-4 C18H26IN3O2
5-Iodo-2-methoxy-4-[(5-octyltriazol-1-yl)methyl]phenol
—— 2-hydroxy-5-nitro-N-[[2-oxo-1-[2-oxo-2-[4-(trifluoromethyl)anilino]ethyl]indol-3-ylidene]amino]benzamide 1202498-29-0 C24H16F3N5O6
2-hydroxy-5-nitro-N-[[2-oxo-1-[2-oxo-2-[4-(trifluoromethyl)anilino]ethyl]indol-3-ylidene]amino]benzamide
—— 4-(5-propyl-1,3,4-oxadiazole-2-yl)benzene-1,2-diol 1616086-47-5 C11H12N2O3
4-(5-propyl-1,3,4-oxadiazole-2-yl)benzene-1,2-diol
—— 3-{N'-[1-(4-Hydroxy-3-methoxy-phenyl)-meth-(E)-ylidene]-N-methyl-hydrazino}-propionic acid 19764-50-2 C12H16N2O4
3-{N'-[1-(4-Hydroxy-3-methoxy-phenyl)-meth-(E)-ylidene]-N-methyl-hydrazino}-propionic acid
—— piperazine; compound with phloroglucinol 1077-45-8 C4H10N2*C6H6O3
piperazine; compound with phloroglucinol
—— 2,2,2-trifluoro-N-[2-(2-hydroxyphenyl)-1-(2-nitrophenyl)-1-ethenyl]acetamide 937716-79-5 C16H11F3N2O4
2,2,2-trifluoro-N-[2-(2-hydroxyphenyl)-1-(2-nitrophenyl)-1-ethenyl]acetamide
—— (5R,6R)-5-Benzyl-2,4-bis-(4-hydroxy-3-methoxy-benzyl)-1-(4-morpholin-4-yl-butyryl)-6-(2-trimethylsilanyl-ethoxymethoxy)-[1,2,4]triazepan-3-one 871905-14-5 C41H58N4O9Si
(5R,6R)-5-Benzyl-2,4-bis-(4-hydroxy-3-methoxy-benzyl)-1-(4-morpholin-4-yl-butyryl)-6-(2-trimethylsilanyl-ethoxymethoxy)-[1,2,4]triazepan-3-one
—— 3-(3,4-dicyano-2,5-dihydroxy-phenyl)-propionic acid methyl ester 871916-07-3 C12H10N2O4
3-(3,4-dicyano-2,5-dihydroxy-phenyl)-propionic acid methyl ester
—— 1428637-17-5 C9H10BrNO3
—— 4-Chloro-3-(N-methyl-hydrazinomethyl)-phenol 92223-16-0 C8H11ClN2O
4-Chloro-3-(N-methyl-hydrazinomethyl)-phenol
—— 2-Dimethylaminomethyl-6-methoxy-4-propyl-phenol 54675-70-6 C13H21NO2
2-Dimethylaminomethyl-6-methoxy-4-propyl-phenol
—— 2-[[2-[(2-Hydroxy-4,6-dimethoxyphenyl)methylideneamino]-4,5-dimethylphenyl]iminomethyl]-3,5-dimethoxyphenol 1529559-20-3 C26H28N2O6
2-[[2-[(2-Hydroxy-4,6-dimethoxyphenyl)methylideneamino]-4,5-dimethylphenyl]iminomethyl]-3,5-dimethoxyphenol
—— Bis-(6-hydroxy-3-methyl-phenyl)-amin 130681-28-6 C14H15NO2
Bis-(6-hydroxy-3-methyl-phenyl)-amin
—— 2-(1-((2-(dimethylamino)ethyl)imino)ethyl)-5-methoxyphenol 1096397-31-7 C13H20N2O2
2-(1-((2-(dimethylamino)ethyl)imino)ethyl)-5-methoxyphenol
—— 1-(2-Hydroxy-5-methoxy-phenyl)-2-tert.-butylamino-propanol-hydrochlorid 21232-15-5 C14H23NO3*ClH
1-(2-Hydroxy-5-methoxy-phenyl)-2-tert.-butylamino-propanol-hydrochlorid
—— 6-Amino-2-(2-hydroxy-α-methylbenzylidenhydrazino)-4-methylpyrimidin 91960-35-9 C13H15N5O
6-Amino-2-(2-hydroxy-α-methylbenzylidenhydrazino)-4-methylpyrimidin
—— 3,5-Dimethyl-2(2-hydroxyethylthio)-phenol 36438-02-5 C10H14O2S
3,5-Dimethyl-2(2-hydroxyethylthio)-phenol
—— sodium;2-[[(1S)-1-carboxy-2-methylpropyl]iminomethyl]-4-chloro-6-nitrophenolate 1401340-23-5 C12H12ClN2O5*Na
sodium;2-[[(1S)-1-carboxy-2-methylpropyl]iminomethyl]-4-chloro-6-nitrophenolate
—— (1R,5S,7S)-7-(4-hydroxy-3,5-dimethoxyphenyl)-1-hydroxymethyl-8-oxabicyclo[3.2.1]oct-2-ene 1260495-55-3 C16H20O5
(1R,5S,7S)-7-(4-hydroxy-3,5-dimethoxyphenyl)-1-hydroxymethyl-8-oxabicyclo[3.2.1]oct-2-ene
—— Pubchem_50934440 7237-12-9 C12H12FGeO4
Pubchem_50934440
—— (E)-2-hydroxy-3,5-dinitrostyryl 2,4-dichlorobenzyl sulfone 334969-28-7 C15H10Cl2N2O7S
(E)-2-hydroxy-3,5-dinitrostyryl 2,4-dichlorobenzyl sulfone
—— [1,4]benzoquinone; compound with pyrogallol 103442-31-5 3C6H4O2*4C6H6O3
[1,4]benzoquinone; compound with pyrogallol
—— 2,2'-[(propylene-1,3-diyldioxy)bis(nitrilomethylidyne)]diphenol 1096585-61-3 C17H18N2O4
2,2'-[(propylene-1,3-diyldioxy)bis(nitrilomethylidyne)]diphenol
—— N-[(2-hydroxyphenyl)methylideneamino]-3-[3-[2-[(2-hydroxyphenyl)methylidene]hydrazinyl]-3-oxopropyl]sulfanylpropanamide 7250-15-9 C20H22N4O4S
N-[(2-hydroxyphenyl)methylideneamino]-3-[3-[2-[(2-hydroxyphenyl)methylidene]hydrazinyl]-3-oxopropyl]sulfanylpropanamide
—— 4-(((2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctyl)imino)methyl)phenol 1246401-85-3 C15H8F15NO
4-(((2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctyl)imino)methyl)phenol
—— 2,4-Dinitro-phenol; compound with benzyl-dimethyl-amine 110368-43-9 C6H4N2O5*C9H13N
2,4-Dinitro-phenol; compound with benzyl-dimethyl-amine
—— 2-methoxy-4-(4-nitro-benzenesulfonyl)-phenol 872306-02-0 C13H11NO6S
2-methoxy-4-(4-nitro-benzenesulfonyl)-phenol
—— cis-<2-D>-2-<(2-hydroxyphenyl)-<D>-methyl>-cyclohexanol 110827-90-2 C13H18O2
cis-<2-D>-2-<(2-hydroxyphenyl)-<D>-methyl>-cyclohexanol
—— 4-bromo-3-fluorobenzene-1,2-diol 150190-99-1 C6H4BrFO2
4-bromo-3-fluorobenzene-1,2-diol
—— 2-chloro-6-nitro-4-pentyl-phenol 105909-56-6 C11H14ClNO3
2-chloro-6-nitro-4-pentyl-phenol
—— phosphoric acid diethyl ester (R)-4-(2-{4-[2-(3-fluoro-4-methoxy-phenyl)-ethoxy]-phenyl}-ethyl)-2-methyl-4,5-dihydro-oxazol-4-ylmethyl ester 847672-57-5 C26H35FNO7P
phosphoric acid diethyl ester (R)-4-(2-{4-[2-(3-fluoro-4-methoxy-phenyl)-ethoxy]-phenyl}-ethyl)-2-methyl-4,5-dihydro-oxazol-4-ylmethyl ester
—— 1-Oxy-2-(2-oxy-4-methoxy-benzyl)-hydrinden 861594-73-2 C17H18O3
1-Oxy-2-(2-oxy-4-methoxy-benzyl)-hydrinden
—— 5-(1-heptylcyclopropyl)resorcinol 951039-77-3 C16H24O2
5-(1-heptylcyclopropyl)resorcinol
—— N-[4-(4-Chloro-phenylazo)-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-2-(4-{[4-(4-chloro-phenylazo)-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-3-ylcarbamoyl]-methyl}-2,5-dihydroxy-phenyl)-acetamide 5860-17-3 C40H30Cl2N10O6
N-[4-(4-Chloro-phenylazo)-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-2-(4-{[4-(4-chloro-phenylazo)-5-oxo-1-phenyl-4,5-dihydro-1H-pyrazol-3-ylcarbamoyl]-methyl}-2,5-dihydroxy-phenyl)-acetamide
—— 104676-53-1 C13H18CoO5S2
—— 2-(furan-2-ylmethyl)-4-methylphenol 109497-46-3 C12H12O2
2-(furan-2-ylmethyl)-4-methylphenol
—— 2,4-Dibromo-6-((2-fluoro-phenylimino)-methyl)-phenol 325471-46-3 C13H8Br2FNO
2,4-Dibromo-6-((2-fluoro-phenylimino)-methyl)-phenol
—— 3,5-Di-D3-methylphenol 5223-07-4 C8H10O
3,5-Di-D3-methylphenol