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肟(Oxime)是一种有机化合物,具有一个氧原子连接到两个碳原子上的结构特征,通常表示为R-C=NOH,其中R可以是任意的烷基、芳基或其他取代基团。肟的基本结构由醛或酮与氢氰酸(HCN)发生加成反应生成,也可通过醇与亚硝酸酯在强酸性条件下反应得到。

化学性质
  • 还原性:肟具有一定的还原性,在某些条件下可以被还原为胺。
  • 酸碱性:由于氧原子上的孤对电子,肟展现出一定程度的酸性或碱性特性,具体取决于其结构中的其他基团。
  • 可逆环化反应:在一定条件下,肟能够进行自缩合生成羟基脲类化合物。
应用
  • 有机合成中间体:肟作为一种重要的有机合成中间体,在医药、农药等领域有着广泛的应用。
  • 药物开发:通过肟作为前药设计策略,可以调控药物的释放和作用时间。
  • 其他领域:在材料科学中,利用肟可构建具有特殊性能的功能性聚合物。
例子

例如,间苯二甲肟作为一种重要的中间体,在生产某些农药和染料时被广泛应用;另外,1,3-二(4-羟基苯基)丙酮肟(也称为2-氨基联苯)在药物合成中也有一定的应用价值。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 2,4-difluorobenzaldehyde oxime 247092-11-1 C7H5F2NO
2,4-difluorobenzaldehyde oxime
—— acorga P50 50849-47-3 C16H25NO2
acorga P50
—— 3,4-bis(benzyloxy)benzaldehyde oxime 31123-05-4 C21H19NO3
3,4-bis(benzyloxy)benzaldehyde oxime
—— (6<i>R</i>)-7<i>t</i>-[2-(2-amino-thiazol-4-yl)-2-(<i>Z</i>)-methoxyimino-acetylamino]-3-hydroxymethyl-8-oxo-(6<i>r</i><i>H</i>)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 66340-28-1 C14H15N5O6S2
(6<i>R</i>)-7<i>t</i>-[2-(2-amino-thiazol-4-yl)-2-(<i>Z</i>)-methoxyimino-acetylamino]-3-hydroxymethyl-8-oxo-(6<i>r</i><i>H</i>)-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid
—— 3,4-dichloro-benz-anti-aldoxime 5331-92-0 C7H5Cl2NO
3,4-dichloro-benz-anti-aldoxime
—— 2-chloro-3-(hydroxyiminomethyl)quinoline 93299-49-1 C10H7ClN2O
2-chloro-3-(hydroxyiminomethyl)quinoline
—— 1-[(7-amino-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)methyl]-1-methyl-pyrrolidinium-chloride 103121-85-3 C13H19N3O3S*ClH
1-[(7-amino-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)methyl]-1-methyl-pyrrolidinium-chloride
—— (Z)-N-[(tert-butoxy)carbonyl]imino(tert-butoxy)formamide 870-50-8 C10H18N2O4
(Z)-N-[(tert-butoxy)carbonyl]imino(tert-butoxy)formamide
—— Deacetylcefotaxime 66340-28-1 C14H15N5O6S2
Deacetylcefotaxime
—— disodium;2-N,3-N-dioxidobutane-2,3-diimine;octahydrate 75006-64-3 C4H22N2Na2O10
disodium;2-N,3-N-dioxidobutane-2,3-diimine;octahydrate
—— 3-hydroxy-3-methyl-butan-2-one oxime 7431-25-6 C5H11NO2
3-hydroxy-3-methyl-butan-2-one oxime
—— (E)-N-(5-methoxy-1-(4-(trifluoromethyl)phenyl)pentylidene)hydroxylamine 61747-22-6 C13H16F3NO2
(E)-N-(5-methoxy-1-(4-(trifluoromethyl)phenyl)pentylidene)hydroxylamine
—— 2-butanone O,O'-(dimethylsilanediyl)dioxime 37843-26-8 C10H22N2O2Si
2-butanone O,O'-(dimethylsilanediyl)dioxime
—— Glyoxime, di-2-furyl- 522-27-0 C10H8N2O4
Glyoxime, di-2-furyl-
—— alpha-Furil dioxime 522-27-0 C10H8N2O4
alpha-Furil dioxime
—— 2-Adamantanone oxime 4500-12-3 C10H15NO
2-Adamantanone oxime
—— 1,2,3-Butanetrione, 1-phenyl-, 2-oxime 6797-44-0 C10H9NO3
1,2,3-Butanetrione, 1-phenyl-, 2-oxime
—— 2,4-difluorophenyl-(4-piperidinyl)methanone oxime hydrochloride 135634-18-3 C12H14F2N2O*ClH
2,4-difluorophenyl-(4-piperidinyl)methanone oxime hydrochloride
—— 2-hydroxy-5-nonyl-benzaldoxime 50849-47-3 C16H25NO2
2-hydroxy-5-nonyl-benzaldoxime
—— bis(2,2,2-trichloroethyl)azodicarboxylate 38857-88-4 C6H4Cl6N2O4
bis(2,2,2-trichloroethyl)azodicarboxylate
—— 1,2-Cyclohexanedione dioxime 492-99-9 C6H10N2O2
1,2-Cyclohexanedione dioxime
—— 2-oxo-1,2-dihydro-pyrimidine-4-carbaldehyde oxime 7460-56-2 C5H5N3O2
2-oxo-1,2-dihydro-pyrimidine-4-carbaldehyde oxime
—— (Z)-(2-(2-aminothiazol-4-yl)-2-[tert-butoxycarbonylmethoxyimino]acetic acid-2-benzothiazolyl thioester) 89605-09-4 C18H18N4O4S3
(Z)-(2-(2-aminothiazol-4-yl)-2-[tert-butoxycarbonylmethoxyimino]acetic acid-2-benzothiazolyl thioester)
—— benzoin E-oxime 574-13-0 C14H13NO2
benzoin E-oxime
—— desacetylcefotaxime 66340-28-1 C14H15N5O6S2
desacetylcefotaxime
—— dimethyl azodicarboxylate 2446-84-6 C4H6N2O4
dimethyl azodicarboxylate
—— 2-hydroxyimino-propionaldehyde oxime 1804-15-5 C3H6N2O2
2-hydroxyimino-propionaldehyde oxime
—— di-tert-butyl (E)-azodicarboxylate 870-50-8 C10H18N2O4
di-tert-butyl (E)-azodicarboxylate
—— (1E,2Z)-3-phenylacrylaldehyde oxime 13372-81-1 C9H9NO
(1E,2Z)-3-phenylacrylaldehyde oxime
—— aaph 15453-05-1 C8H18N6*2ClH
aaph
—— 4-nitrobenzaldehyde oxime 1129-37-9 C7H6N2O3
4-nitrobenzaldehyde oxime
—— 5-nitrofurfuraldoxime 555-15-7 C5H4N2O4
5-nitrofurfuraldoxime
—— pinacolone oxime 2475-93-6 C6H13NO
pinacolone oxime
—— 1,4-Benzoquinone Dioxime 105-11-3 C6H6N2O2
1,4-Benzoquinone Dioxime
—— indan-1,2-dione-2-oxime 15028-10-1 C9H7NO2
indan-1,2-dione-2-oxime
—— (Z)-N-benzylidene-2-methylpropan-2-amine oxide 3376-24-7 C11H15NO
(Z)-N-benzylidene-2-methylpropan-2-amine oxide
—— 20-(Hydroxyimino)pregna-5,16-dien-3-yl acetate 2174-13-2 C23H33NO3
20-(Hydroxyimino)pregna-5,16-dien-3-yl acetate
—— 3,4-dichlorobenzaldehyde oxime 5331-92-0 C7H5Cl2NO
3,4-dichlorobenzaldehyde oxime