α-(ヒドロキシイミノ)ベンゼンアセトアルデヒドオキシム

α-(ヒドロキシイミノ)ベンゼンアセトアルデヒドオキシム 化学構造式
4589-97-3
CAS番号.
4589-97-3
化学名:
α-(ヒドロキシイミノ)ベンゼンアセトアルデヒドオキシム
别名:
1-フェニルグリオキサールジオキシム;α-(ヒドロキシイミノ)ベンゼンアセトアルデヒドオキシム;N-[2-(ヒドロキシイミノ)-2-フェニルエチリデン]ヒドロキシルアミン
英語名:
2-(hydroxyimino)-2-phenylacetaldehyde oxime
英語别名:
phenylglyoxime;1-Phenylglyoxal dioxime;α-(Hydroxyimino)benzeneacetaldehyde oxime;2-(hydroxyimino)-2-phenylacetaldehyde oxime;Benzeneacetaldehyde, α-(hydroxyimino)-, oxime
CBNumber:
CB9908161
化学式:
C8H8N2O2
分子量:
164.16132
MOL File:
4589-97-3.mol

α-(ヒドロキシイミノ)ベンゼンアセトアルデヒドオキシム 物理性質

融点 :
180 °C
沸点 :
291.62°C (rough estimate)
比重(密度) :
1.2739 (rough estimate)
屈折率 :
1.6000 (estimate)
酸解離定数(Pka):
9.52±0.10(Predicted)

安全性情報

α-(ヒドロキシイミノ)ベンゼンアセトアルデヒドオキシム 価格

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α-(ヒドロキシイミノ)ベンゼンアセトアルデヒドオキシム 化学特性,用途語,生産方法

製造方法

To a solution of 50 gm (0.34 mole) of ω-oximinoacetophenone (ω-isonitrosoacetophenone) in 150 ml of ethanol is added to a solution of 48 gm (0.595 mole) of sodium acetate and 24 gm (0.345 mole) of hydrox­ylamine hydrochloride in 75 ml of water. The mixture is heated at reflux for 4 hr. After cooling, a large portion of the Solvent is evaporated off under reduced pressure. The mixed crude product, which precipitates, is filtered off, washed with water, and air-dried to afford 51 gm (92%), m.p. 150-158°C.
The separation of the three isomers by fractional crystallization pro­cedures depends on the relative ratio of the components in the mixture, the concentration of the components in the solvent, the length of time the solvent-product mixture is heated, etc. It is therefore important that the progress of the crystallization be followed by thin-layer chromatography using freshly prepared tic plates [Merck (Darmstadt) silica gel G is recom­mended as the coating]. The suggested tic solvent is benzene-ethyl acetate (7:3), detection by iodine vapor; 0.45 Rf for phenyl-amphi-glyoxime (I), 0.40 Rf for phenyl-anti-glyoxime (II), and 0.35 Rf for phenyl-syn-glyoxime(III).
説明図
Anti-glyoxime (II), and 0.35 Rf for phenyl-syn-glyoxime(III). Anti-phenyl-amphi-glyoxime (I) is separated from the mixed product by repeated recrystallization from acetone-chloroform (or alcohol-water), m.p. 178-180°C; UV, λmax (95% ethanol) 230 mμ (ε 14,800).
Phenyl-anti-glyoxime (II) is isolated from the mother liquor of the first crystallization in the separation of (I). The residue from the evaporation of this mother liquor is crystallized repeatedly from acetone-chloroform. After sublimation, the properties of the material are as follows: sublima­tion temperature, 90°C (0.2 mm Hg); m.p. 166-168°C; UV, λmax (95% ethanol) 228 mμ (ε 14,380). Only about 1% of pure isomer is isolated from the starting product.
Phenyl-syn-glyoxime (III) is isolated by crystallizing the starting product from a dilute solution of ethyl acetate, m.p. 168-170°C; UV, λmax (95% ethanol) 252 mμ (ε 12,200).
説明図

α-(ヒドロキシイミノ)ベンゼンアセトアルデヒドオキシム 上流と下流の製品情報

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4589-97-3(α-(ヒドロキシイミノ)ベンゼンアセトアルデヒドオキシム)キーワード:


  • 4589-97-3
  • 2-(hydroxyimino)-2-phenylacetaldehyde oxime
  • 1-Phenylglyoxal dioxime
  • α-(Hydroxyimino)benzeneacetaldehyde oxime
  • phenylglyoxime
  • Benzeneacetaldehyde, α-(hydroxyimino)-, oxime
  • 1-フェニルグリオキサールジオキシム
  • α-(ヒドロキシイミノ)ベンゼンアセトアルデヒドオキシム
  • N-[2-(ヒドロキシイミノ)-2-フェニルエチリデン]ヒドロキシルアミン
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