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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-(6-hydroxy-1-(piperidin-1-yl)hex-2-yn-1-yl)phenol 1418311-18-8 C17H23NO2
2-(6-hydroxy-1-(piperidin-1-yl)hex-2-yn-1-yl)phenol
—— tert-butyl(2,6-dihydroxyphenyl)(vinyl)phosphine oxide 1477517-27-3 C12H17O3P
tert-butyl(2,6-dihydroxyphenyl)(vinyl)phosphine oxide
—— 2-[(3-Butynoxyimino)methyl]-4-chloro-3-fluorophenol 103743-26-6 C11H9ClFNO2
2-[(3-Butynoxyimino)methyl]-4-chloro-3-fluorophenol
—— N,N'-bis(4-methoxysalicylidene)-1,12-dodecanediamine 1334545-34-4 C28H40N2O4
N,N'-bis(4-methoxysalicylidene)-1,12-dodecanediamine
—— 2,4-Dibromo-6-{[(E)-2-hydroxy-propylimino]-methyl}-phenol 4936-88-3 C10H11Br2NO2
2,4-Dibromo-6-{[(E)-2-hydroxy-propylimino]-methyl}-phenol
—— 4-hydroxy-3-methyl-3'-methyl-4'-methoxydiphenylsulfone 141179-03-5 C15H16O4S
4-hydroxy-3-methyl-3'-methyl-4'-methoxydiphenylsulfone
—— 2-Methoxy-6-[[methyl-(6-nitro-1,1-dioxo-1,2-benzothiazol-3-yl)hydrazinylidene]methyl]phenol 6057-72-3 C16H14N4O6S
2-Methoxy-6-[[methyl-(6-nitro-1,1-dioxo-1,2-benzothiazol-3-yl)hydrazinylidene]methyl]phenol
—— N-Decanoyl-N'-(5-chlor-2-hydroxy-benzyliden)-hydrazin 19161-61-6 C17H25ClN2O2
N-Decanoyl-N'-(5-chlor-2-hydroxy-benzyliden)-hydrazin
—— 2-<(4-hydroxy-3,5-dimethylphenyl)methylene>hydrazinecarboximidamide 111159-86-5 C10H14N4O
2-<(4-hydroxy-3,5-dimethylphenyl)methylene>hydrazinecarboximidamide
—— 2-[4-[8-[3-(2-Hydroxyphenyl)-1-methylpyrazol-4-yl]octa-1,7-diynyl]-1-methylpyrazol-3-yl]phenol 906108-28-9 C28H26N4O2
2-[4-[8-[3-(2-Hydroxyphenyl)-1-methylpyrazol-4-yl]octa-1,7-diynyl]-1-methylpyrazol-3-yl]phenol
—— 3-Hydroxy-benzoldiazonium; Chlorid 17404-99-8 C6H5N2O*Cl
3-Hydroxy-benzoldiazonium; Chlorid
—— 3-Nitro-phenol; compound with piperazine 94752-46-2 C4H10N2*C6H5NO3
3-Nitro-phenol; compound with piperazine
—— N-(3,4-dihydroxybenzyl)-3-(4-hydroxy-3-methoxyphenyl)-propanamide 380227-66-7 C17H19NO5
N-(3,4-dihydroxybenzyl)-3-(4-hydroxy-3-methoxyphenyl)-propanamide
—— 2,4-Dihydroxy-5-isopentyl-benzaldehy-4-o-tolyl-thiosemicarazon 18965-14-5 C20H25N3O2S
2,4-Dihydroxy-5-isopentyl-benzaldehy-4-o-tolyl-thiosemicarazon
—— 2-p-Methylphenyl-3-hydroxy-6-phenylazo-pyridin 33176-00-0 C18H15N3O
2-p-Methylphenyl-3-hydroxy-6-phenylazo-pyridin
—— tris[2-(5-methylsalicylideneimino)ethyl]amine 138805-07-9 C30H36N4O3
tris[2-(5-methylsalicylideneimino)ethyl]amine
—— 1319735-37-9 C5H6N2*C6H3Cl2NO3
—— 2-[(2-Hydroxy-4-nitrophenyl)iminomethyl]-4,6-diiodophenol 5314-18-1 C13H8I2N2O4
2-[(2-Hydroxy-4-nitrophenyl)iminomethyl]-4,6-diiodophenol
—— Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-(2-hydroxy-5-methyl-phenyl)-3,6-dihydro-2H-pyran-3-yl ester 143169-61-3 C17H20O6
Acetic acid (2R,3S,6R)-2-acetoxymethyl-6-(2-hydroxy-5-methyl-phenyl)-3,6-dihydro-2H-pyran-3-yl ester
—— (R)-3-(2-hydroxybenzylideneamino)-4-isopropyl-2-oxazolidinone 1187455-35-1 C13H16N2O3
(R)-3-(2-hydroxybenzylideneamino)-4-isopropyl-2-oxazolidinone
—— 3-tert-butyl-5-methoxy-2-hydroxybenzene-thiol 757244-89-6 C11H16O2S
3-tert-butyl-5-methoxy-2-hydroxybenzene-thiol
—— 4-(4-Hydroxy-benzyliden)-3,5-dioxo-1,2-dimethyl-pyrazolidin 18239-31-1 C12H12N2O3
4-(4-Hydroxy-benzyliden)-3,5-dioxo-1,2-dimethyl-pyrazolidin
—— N'-(5-Bromo-2-hydroxybenzylidene)hexadecanohydrazide 765305-65-5 C23H37BrN2O2
N'-(5-Bromo-2-hydroxybenzylidene)hexadecanohydrazide
—— 2,6-Bis<(diethylamino)methyl>-4-butoxyphenol 123380-97-2 C20H36N2O2
2,6-Bis<(diethylamino)methyl>-4-butoxyphenol
—— N'-[1-(2,4-Dibromo-5-hydroxy-phenyl)-meth-(Z)-ylidene]-hydrazinecarboxylic acid ethyl ester 90845-10-6 C10H10Br2N2O3
N'-[1-(2,4-Dibromo-5-hydroxy-phenyl)-meth-(Z)-ylidene]-hydrazinecarboxylic acid ethyl ester
—— 2-bromo-4-chloro-6-[(2-chloro-3-pyridyl)iminomethyl]phenol 1281872-80-7 C12H7BrCl2N2O
2-bromo-4-chloro-6-[(2-chloro-3-pyridyl)iminomethyl]phenol
—— 2-{[6-(3-chloro-phenylamino)-[1,2,5]ozadiazolo[3,4-b]pyrazin-5-yl]-hydrazonomethyl}-5-methoxy-phenol 851661-24-0 C18H14ClN7O3
2-{[6-(3-chloro-phenylamino)-[1,2,5]ozadiazolo[3,4-b]pyrazin-5-yl]-hydrazonomethyl}-5-methoxy-phenol
—— di(2'-hydroxy-5'-nitrophenyl-1'-methylamino-5)-2,2'-bipyridine 1140918-87-1 C24H20N6O6
di(2'-hydroxy-5'-nitrophenyl-1'-methylamino-5)-2,2'-bipyridine
—— 4-Hydroxy-benzaldehyd-<N.N-bis-(2-chlor-aethyl)-hydrazon 7606-00-0 C11H14Cl2N2O
4-Hydroxy-benzaldehyd-<N.N-bis-(2-chlor-aethyl)-hydrazon
—— 2,4-Dinitro-phenol; compound with azepane 86329-82-0 C6H4N2O5*C6H13N
2,4-Dinitro-phenol; compound with azepane
—— 2-[(3-Butynoxyimino)methyl]-4-chloro-5-methylphenol 103743-25-5 C12H12ClNO2
2-[(3-Butynoxyimino)methyl]-4-chloro-5-methylphenol
—— 5,5'-Dinitro-2,2'-dihydroxy-3,3'-di-tert.-butyl-biphenyl 32750-18-8 C20H24N2O6
5,5'-Dinitro-2,2'-dihydroxy-3,3'-di-tert.-butyl-biphenyl
—— 4-(2,2,5,5-Tetramethyl-2,5-dihydro-[3]furyl)-phenol 875227-73-9 C14H18O2
4-(2,2,5,5-Tetramethyl-2,5-dihydro-[3]furyl)-phenol
—— 5-bromo-2-hydroxy-benzamidrazone 117070-86-7 C7H8BrN3O
5-bromo-2-hydroxy-benzamidrazone
—— (2'S,4'R,6'S)-2'-(2'-pyridin-3''-yl-ethyl)-6'-(4''''-hydroxyphenyl)tetrahydropyran-4'-yl acetate 1440430-70-5 C20H23NO4
(2'S,4'R,6'S)-2'-(2'-pyridin-3''-yl-ethyl)-6'-(4''''-hydroxyphenyl)tetrahydropyran-4'-yl acetate
—— 17463-72-8 C17H18N4O3
—— Ethyl-sulfonylmercapto-essigsaeure-<o-hydroxy-benzylidenhydrazid> 17240-71-0 C11H14N2O4S2
Ethyl-sulfonylmercapto-essigsaeure-<o-hydroxy-benzylidenhydrazid>
—— 3-{4-[3,3,4,4,5,5-hexafluoro-2-(2-methylthiophen-3-yl)cyclopent-1-enyl]-5-methylthiophen-2-yl}phenol 948836-28-0 C21H14F6OS2
3-{4-[3,3,4,4,5,5-hexafluoro-2-(2-methylthiophen-3-yl)cyclopent-1-enyl]-5-methylthiophen-2-yl}phenol
—— 2,6-dibromo-4-pentafluorsulfanylphenol 852469-76-2 C6H3Br2F5OS
2,6-dibromo-4-pentafluorsulfanylphenol
—— 262614-37-9 C21H26N2O5
—— 2-methoxy-5-((6-methoxyindolin-1-yl)methyl)phenol 1294010-73-3 C17H19NO3
2-methoxy-5-((6-methoxyindolin-1-yl)methyl)phenol
—— 4-bromo-2-(((2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)imino)methyl)phenol 130106-88-6 C14H16BrN3OS
4-bromo-2-(((2-(((5-methyl-1H-imidazol-4-yl)methyl)thio)ethyl)imino)methyl)phenol
—— 130829-47-9 C168H150N12O24Zn3
—— 4-<5-Hydroxy-2-methyl-phenyl>-buttersaeure-methylester 105401-98-7 C12H16O3
4-<5-Hydroxy-2-methyl-phenyl>-buttersaeure-methylester
—— 4-[1-(4-Hydroxymethyl-2-methoxy-phenoxy)-ethyl]-2,6-dimethoxy-phenol 55525-44-5 C18H22O6
4-[1-(4-Hydroxymethyl-2-methoxy-phenoxy)-ethyl]-2,6-dimethoxy-phenol
—— 2-(1-isopropylthio-2-butenyl)-4-methylphenol 126476-79-7 C14H20OS
2-(1-isopropylthio-2-butenyl)-4-methylphenol
—— 3-((2-bromobenzylamino)methyl)-4-nitrophenol 1283597-29-4 C14H13BrN2O3
3-((2-bromobenzylamino)methyl)-4-nitrophenol
—— N,N-bis(α-methylsalicylidene)dipropylenetriamine 1132697-11-0 C22H29N3O2
N,N-bis(α-methylsalicylidene)dipropylenetriamine
—— N-[(E)-(2,4-dihydroxyphenyl)methylideneamino]-2-(5-methyl-3-nitropyrazol-1-yl)acetamide 1006507-80-7 C13H13N5O5
N-[(E)-(2,4-dihydroxyphenyl)methylideneamino]-2-(5-methyl-3-nitropyrazol-1-yl)acetamide
—— 3-Hydroxy-5-methoxy-4-(3-methyl-but-2-enyloxy)-benzene-1,2-dicarbaldehyde 84018-88-2 C14H16O5
3-Hydroxy-5-methoxy-4-(3-methyl-but-2-enyloxy)-benzene-1,2-dicarbaldehyde