1-(cyclohexylmethylene)-2-(2,4-dinitrophenyl)hydrazine | 3335-68-0

• 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: 1-(cyclohexylmethylene)-2-(2,4-dinitrophenyl)hydrazine
• 英文别名: cyclohexanecarboxaldehyde 2,4-dinitrophenylhydrazone；cyclohexylcarboxaldehyde 2,4-dinitrophenyl hydrazone；cyclohexylmethanal (2,4-dinitrophenyl)hydrazone；cyclohexanecarbaldehyde-(2,4-dinitro-phenylhydrazone)；Cyclohexancarbaldehyd-(2,4-dinitro-phenylhydrazon)；2,4-Dinitro-phenylhydrazon des Cyclohexan-carbaldehyd；N-(cyclohexylmethylideneamino)-2,4-dinitroaniline
• CAS: 3335-68-0
• 化学式: C₁₃H₁₆N₄O₄
• 分子量: 292.294
• InChiKey: NMXPJIFLUMFTAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  2928000090

反应信息

• 作为产物：
  描述：

  3-环己烯甲醛 在 甲醇 、 palladium on activated charcoal 、 Lindlar's catalyst 作用下， 生成 1-(cyclohexylmethylene)-2-(2,4-dinitrophenyl)hydrazine
  参考文献：
  名称：

  Heilbron et al., Journal of the Chemical Society, 1949, p. 742,743

  摘要：

  DOI：

文献信息

• Copper(I)/ABNO-Catalyzed Aerobic Alcohol Oxidation: Alleviating Steric and Electronic Constraints of Cu/TEMPO Catalyst Systems
  作者：Janelle E. Steves、Shannon S. Stahl

  DOI：10.1021/ja409241h

  日期：2013.10.23

  Cu/TEMPO catalyst systems promote efficient aerobic oxidation of sterically unhindered primary alcohols and electronically activated substrates, but they show reduced reactivity with aliphatic and secondary alcohols. Here, we report a catalyst system, consisting of ((MeO)bpy)Cu-I(OTf) and ABNO ((MeO)bpy = 4,4'-dimethoxy-2,2'-bipyridine; ABNO = 9-azabicyclo[3.3.1]nonane N-oxyl), that mediates aerobic oxidation of all classes of alcohols, including primary and secondary allylic, benzylic, and aliphatic alcohols with nearly equal efficiency. The catalyst exhibits broad functional group compatibility, and most reactions are complete within 1 h at room temperature using ambient air as the source of oxidant.
• Selective Reduction of Carboxylic Acids to Aldehydes Catalyzed by B(C₆F₅)₃
  作者：David Bézier、Sehoon Park、Maurice Brookhart

  DOI：10.1021/ol303296a

  日期：2013.2.1

  B(C6F5)(3) efficiently catalyzes hydrosilylation of aliphatic and aromatic carboxylic acids to produce disilyl acetals under mild conditions. Catalyst loadings can be as low as 0.05 mol %, and bulky tertiary silanes are favored to give selectively the acetals. Acidic workup of the disilyl acetals results in the formation of aldehydes in good to excellent yields.
• Mousseron et al., Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1956, vol. 243, p. 1880
  作者：Mousseron et al.

  DOI：——

  日期：——
• Oxidation of Unactivated Primary Aliphatic Amines Catalyzed by an Electrogenerated 3,4-Azaquinone Species: A Small-Molecule Mimic of Amine Oxidases
  作者：Martine Largeron、Anne Neudorffer、Maurice-Bernard Fleury

  DOI：10.1002/anie.200390263

  日期：2003.3.3
• Deno, Journal of the American Chemical Society, 1947, vol. 69, p. 2234
  作者：Deno

  DOI：——

  日期：——