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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-[(1R)-1-amino-2-hydroxyethyl]-6-chlorophenol;hydrochloride 1391381-37-5 C8H11Cl2NO2
2-[(1R)-1-amino-2-hydroxyethyl]-6-chlorophenol;hydrochloride
—— 2,3,5-Trimethyl-4-[2-methyl-prop-(E)-ylideneamino]-phenol 2830-68-4 C13H19NO
2,3,5-Trimethyl-4-[2-methyl-prop-(E)-ylideneamino]-phenol
—— 5-bromo-2-(pyrrole-2-yl-methylidine)aminophenol 1415425-51-2 C11H9BrN2O
5-bromo-2-(pyrrole-2-yl-methylidine)aminophenol
—— 3-cyano-2,4-diamino-5-salicylidene-5,6-dihydropyridin-6-one 83986-42-9 C13H10N4O2
3-cyano-2,4-diamino-5-salicylidene-5,6-dihydropyridin-6-one
—— 4-chloro-2-(1-hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl)phenol 1374575-86-6 C12H15ClO2Si
4-chloro-2-(1-hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl)phenol
—— maleate salt of 1-{4-[2-(allyloxy)-ethyl]phenoxy}-3-isopropylamino propan-2-ol 884340-64-1 C4H4O4*C17H27NO3
maleate salt of 1-{4-[2-(allyloxy)-ethyl]phenoxy}-3-isopropylamino propan-2-ol
—— 5-{[(E)-2-(3,4-Dimethoxy-phenyl)-ethylimino]-methyl}-2-methyl-phenol 107044-65-5 C18H21NO3
5-{[(E)-2-(3,4-Dimethoxy-phenyl)-ethylimino]-methyl}-2-methyl-phenol
—— monolithiocatecholate-(ether) 126112-54-7 C2H6O*C6H5O2*Li
monolithiocatecholate-(ether)
—— [Cu(H2cah)(H2O)] 1095046-79-9 C11H13CuNO7
[Cu(H2cah)(H2O)]
—— (5S,13S)-19-bromo-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-trien-21-ol 666837-02-1 C28H31BrO6
(5S,13S)-19-bromo-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-trien-21-ol
—— 20039-79-6 C14H15NO5
—— N-Benzyl-N-chloracetyl-tyramin 52447-37-7 C17H18ClNO2
N-Benzyl-N-chloracetyl-tyramin
—— 2-(Hexylethanimidoyl)phenol 16308-59-1 C14H21NO
2-(Hexylethanimidoyl)phenol
—— [(2-Hydroxy-phenyl)-isopropylamino-methyl]-phosphonic acid 61146-21-2 C10H16NO4P
[(2-Hydroxy-phenyl)-isopropylamino-methyl]-phosphonic acid
—— 3-(4-hydroxy-3-methoxyphenyl)propionic acid hydrazide 88368-73-4 C10H14N2O3
3-(4-hydroxy-3-methoxyphenyl)propionic acid hydrazide
—— 5-[(E)-2-bromo-2-fluoro-vinyl]-2-methoxy-phenol 1021916-43-7 C9H8BrFO2
5-[(E)-2-bromo-2-fluoro-vinyl]-2-methoxy-phenol
—— 371195-85-6 C20H34O3Si
—— N-(2-Hydroxy-3-methoxy-5-formyl-benzyliden)-(2,4-dichlor-anilin) 15334-03-9 C15H11Cl2NO3
N-(2-Hydroxy-3-methoxy-5-formyl-benzyliden)-(2,4-dichlor-anilin)
—— N,N'-bis(3-methoxysalicylidene)-1,2-diamino-2-methylpropane 263570-01-0 C20H24N2O4
N,N'-bis(3-methoxysalicylidene)-1,2-diamino-2-methylpropane
—— 2-(1-hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl)-4-methoxyphenol 1374575-85-5 C13H18O3Si
2-(1-hydroxy-3-(trimethylsilyl)prop-2-yn-1-yl)-4-methoxyphenol
—— N'-[(2-hydroxyphenyl)methylene]-2-(3-methyl-5-oxo-4-[(pyridin-4-ylmethylene)amino]-4,5-dihydro-1H-1,2,4-triazol-1-yl)acetohydrazide 1423123-80-1 C18H17N7O3
N'-[(2-hydroxyphenyl)methylene]-2-(3-methyl-5-oxo-4-[(pyridin-4-ylmethylene)amino]-4,5-dihydro-1H-1,2,4-triazol-1-yl)acetohydrazide
—— N-Salicyliden-(ethoxycarbonyloxy)amin 86628-65-1 C10H11NO4
N-Salicyliden-(ethoxycarbonyloxy)amin
—— [Cu(2-[(3-methylaminopropylimino)methyl]-phenol(-1H))(N3)]n 1234506-70-7 C11H15N2O*Cu*N3
[Cu(2-[(3-methylaminopropylimino)methyl]-phenol(-1H))(N3)]n
—— sodium-trans-1-(3,5-dimethoxy-4-hydroxyphenyl)-2-propene-1-sulphonate 104503-90-4 C11H13O6S*Na
sodium-trans-1-(3,5-dimethoxy-4-hydroxyphenyl)-2-propene-1-sulphonate
—— 2-methoxy-5-((5-methylindolin-1-yl)methyl)phenol 1294010-69-7 C17H19NO2
2-methoxy-5-((5-methylindolin-1-yl)methyl)phenol
—— 2,6-dibromo-3,4-dichloro-phenol 13664-64-7 C6H2Br2Cl2O
2,6-dibromo-3,4-dichloro-phenol
—— <3-Brom-4-hydroxy-5-methoxy-phenyl>-essigsaeure-methylester 90841-71-7 C10H11BrO4
<3-Brom-4-hydroxy-5-methoxy-phenyl>-essigsaeure-methylester
—— 2-Isohexyl-5-methyl-phenol 5055-53-8 C13H20O
2-Isohexyl-5-methyl-phenol
—— N-Chloracetyl-N-benzyl-p-hydroxybenzylamin 52447-45-7 C16H16ClNO2
N-Chloracetyl-N-benzyl-p-hydroxybenzylamin
—— [(2-Hydroxy-phenyl)-propylamino-methyl]-phosphonic acid 61146-20-1 C10H16NO4P
[(2-Hydroxy-phenyl)-propylamino-methyl]-phosphonic acid
—— 3-hydroxyamino-1-(2-hydroxy-phenyl)-3-pyridin-2-yl-propan-1-one oxime 36256-94-7 C14H15N3O3
3-hydroxyamino-1-(2-hydroxy-phenyl)-3-pyridin-2-yl-propan-1-one oxime
—— 4-t-Butyl-3,5-dideuterio-2,6-dimethoxyphenol 53723-76-5 C12H18O3
4-t-Butyl-3,5-dideuterio-2,6-dimethoxyphenol
—— [1-Amino-2-(3-hydroxy-phenyl)-ethyl]-phosphonic acid 137619-65-9 C8H12NO4P
[1-Amino-2-(3-hydroxy-phenyl)-ethyl]-phosphonic acid
—— 4-[(6-amino-[1,2,5]oxadiazolo[3,4-b]pyrazin-5-yl)-hydrazonomethyl]-benzene-1,3-diol 851660-46-3 C11H9N7O3
4-[(6-amino-[1,2,5]oxadiazolo[3,4-b]pyrazin-5-yl)-hydrazonomethyl]-benzene-1,3-diol
—— 4-(1,1,2,3,3,3-Hexafluoro-2-{1,1,2,3,3,3-hexafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(1,1,2,3,3,3-hexafluoro-2-heptafluoropropyloxy-propoxy)-propoxy]-propoxy}-propyl)-phenol 206560-61-4 C21H5F31O5
4-(1,1,2,3,3,3-Hexafluoro-2-{1,1,2,3,3,3-hexafluoro-2-[1,1,2,3,3,3-hexafluoro-2-(1,1,2,3,3,3-hexafluoro-2-heptafluoropropyloxy-propoxy)-propoxy]-propoxy}-propyl)-phenol
—— 3,5-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol 2557358-56-0 C14H21BO3
3,5-dimethyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol
—— 5-methyl-2-hydroxyacetophenonemethanesulfonylhydrazone 1163120-54-4 C10H14N2O3S
5-methyl-2-hydroxyacetophenonemethanesulfonylhydrazone
—— 4-hydroxy-3-methoxy-benzaldehyde (E)-O-(1,1-dioxo-1H-1λ6-benzo[d]isothiazol-3-yl)-oxime 27019-97-2 C15H12N2O5S
4-hydroxy-3-methoxy-benzaldehyde (E)-O-(1,1-dioxo-1H-1λ6-benzo[d]isothiazol-3-yl)-oxime
—— 4-hydroxy-3-methoxy-benzoic acid dimethylamide 151719-99-2 C10H13NO3
4-hydroxy-3-methoxy-benzoic acid dimethylamide
—— (4-hydroxy-3-methoxy-phenyl)-acetone semicarbazone 16236-53-6 C11H15N3O3
(4-hydroxy-3-methoxy-phenyl)-acetone semicarbazone
—— 6-Amino-5-<(2,4-dihydroxy-benzyliden)-amino>-1,3-dimethyl-uracil 20886-60-6 C13H14N4O4
6-Amino-5-<(2,4-dihydroxy-benzyliden)-amino>-1,3-dimethyl-uracil
—— 2-(3-methoxy-4-hydroxybenzylidine)hydrazinyl-4-(4-bromophenyl)thiazole 154694-14-1 C17H14BrN3O2S
2-(3-methoxy-4-hydroxybenzylidine)hydrazinyl-4-(4-bromophenyl)thiazole
—— 3-[4-difluoromethyl-3-(4-hydroxyphenyl)isoxazol-5-yl]propionic acid 1204424-82-7 C13H11F2NO4
3-[4-difluoromethyl-3-(4-hydroxyphenyl)isoxazol-5-yl]propionic acid
—— 2-[(2,5-difluorophenyl)iminomethyl]-3-methylphenol 1078728-97-8 C14H11F2NO
2-[(2,5-difluorophenyl)iminomethyl]-3-methylphenol
—— 6-oxy-2.4-dimethyl-acetophenone-α oxime 111277-22-6 C10H13NO2
6-oxy-2.4-dimethyl-acetophenone-α oxime
—— 2-{[(2-chloro-ethyl)-methyl-amino]-methyl}-hydroquinone 99513-37-8 C10H14ClNO2
2-{[(2-chloro-ethyl)-methyl-amino]-methyl}-hydroquinone
—— 2,3,4-trihydroxybenzaldehyde-4-phenyl-3-thiosemicarbazone 502491-87-4 C14H13N3O3S
2,3,4-trihydroxybenzaldehyde-4-phenyl-3-thiosemicarbazone
—— 2,3,6-trimethyl-4-[2-(trimethylsilyl)ethyl]phenol 188570-22-1 C14H24OSi
2,3,6-trimethyl-4-[2-(trimethylsilyl)ethyl]phenol
—— 4-[3,5-Dimethyl-4-hydroxyphenyl]butanol 122004-91-5 C12H18O2
4-[3,5-Dimethyl-4-hydroxyphenyl]butanol
—— 2-[3-(3-dodecylamino-propyl)-oxazolidin-2-yl]-phenol 55771-67-0 C24H42N2O2
2-[3-(3-dodecylamino-propyl)-oxazolidin-2-yl]-phenol