3,3-dimethyl-2-butanone (2,4-dinitrophenyl)hydrazone | 964-53-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,3-dimethyl-2-butanone (2,4-dinitrophenyl)hydrazone
• 英文别名: 3,3-Dimethyl-2-butanone 2,4-dinitrophenylhydrazone；3,3-dimethylbutan-2-one 2,4-dinitrophenylhydrazone；pinacolone (2,4-dinitrophenyl)hydrazone；3,3-dimethyl-butan-2-one-(2,4-dinitro-phenylhydrazone)；3,3-Dimethyl-butan-2-on-(2,4-dinitro-phenylhydrazon)；Pinakolon-(2,4-dinitro-phenylhydrazon)；2-Butanone, 3,3-dimethyl-, (2,4-dinitrophenyl)hydrazone；N-(3,3-dimethylbutan-2-ylideneamino)-2,4-dinitroaniline
• CAS: 964-53-4
• 化学式: C₁₂H₁₆N₄O₄
• 分子量: 280.283
• InChiKey: OMNJXFSXEYYSRY-UHFFFAOYSA-N

物化性质

• 保留指数：
  2433

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,3-dimethyl-2-butanone (2,4-dinitrophenyl)hydrazone 在 selenium(IV) oxide 作用下， 以 乙醇 为溶剂， 生成 Aceton-<2,4-dinitro-phenylhydrazono>-butanal
  参考文献：
  名称：

  Venien,F. et al., Bulletin de la Societe Chimique de France, 1973, p. 2799 - 2807

  摘要：

  DOI：
• 作为产物：
  描述：

  1-氯-2,4-二硝基苯 在 乙醇 作用下， 生成 3,3-dimethyl-2-butanone (2,4-dinitrophenyl)hydrazone
  参考文献：
  名称：

  Allen, Journal of the American Chemical Society, 1930, vol. 52, p. 2956

  摘要：

  DOI：

文献信息

• New Methods and Reagents in Organic Synthesis; 73.¹Trimethylsilyldiazomethane: A Convenient Reagent for the Conversion of Aliphatic Aldehydes to the Homologous Methyl Ketones
  作者：Toyohiko Aoyama、Takayuki Shioiri

  DOI：10.1055/s-1988-27522

  日期：——

  Trimethylsilyldiazomethane reacts smoothly with aliphatic aldehydes in the presence of magnesium bromide (1.5 equiv) to give homologous methyl ketones after direct treatment with 10% hydrochloric acid/methanol (1:1).

  在溴化镁（1.5 equiv）的存在下，三甲基硅基重氮甲烷可顺利与脂肪族醛反应，直接用10%盐酸/甲醇（1:1）处理后得到高一级甲基酮。
• Reactions of regioisomeric fluoroalkyl-containing ?-aminovinyl ketones with hydrazines
  作者：K. I. Pashkevich、V. I. Filyakova、O. A. Kuznetsova

  DOI：10.1007/bf01430665

  日期：1996.12

  Fluoroalkyl β-alkyl-β-aminovinyl ketones react with hydrazine hydrate to give the respective razoles and with phenylhydrazine they form a mixture of pyrazoles and 5 hydroxy-δ2-pyrazolines. Alkyl(aryl) β-fluoroalkyl-β-aminovinylketones do not react with the hydrazines mentioned above. With 2,4-dinitrophenylhydrazine, both types of fluoroalkyl-containing β-aminovinyl ketones give only hydrazones of the

  氟代烷基 β-烷基-β-氨基乙烯基酮与水合肼反应生成各自的拉唑，与苯肼反应生成吡唑和 5 羟基-δ2-吡唑啉的混合物。烷基（芳基）β-氟烷基-β-氨基乙烯基酮不与上述肼反应。对于 2,4-二硝基苯肼，两种类型的含氟烷基的 β-氨基乙烯基酮仅产生相应甲基烷基（芳基）酮的腙。
• Synthesis and formal [4 + 2] cycloaddition reactions of vinylimido complexes of titanocene
  作者：Kenneth M. Doxsee、Judah B. Farahi、Hakon Hope

  DOI：10.1021/ja00023a042

  日期：1991.11

  Sources of the methylidene complex of titanocene, Cp2Ti = CH2, react with nitriles in the presence of donor ligands to afford vinylimido titanocene complexes. The vinylimido complexes react readily with ketones, nitriles, and imines, yielding products that retain the elements of the imido ligand. In no case are products of formal [2 + 2] metathesis obtained. Concerted or stepwise [4 + 2] cycloadditions are suggested as possible mechanisms for these coupling reactions.
• Whitmore et al., Journal of the American Chemical Society, 1941, vol. 63, p. 647
  作者：Whitmore et al.

  DOI：——

  日期：——
• 3-Nitrobenzohydrazones, 2,4-Dinitrophenylhydrazones and the Separation of Hydrazones by Adsorption
  作者：Harold H. Strain

  DOI：10.1021/ja01307a052

  日期：1935.4

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